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21.FIVE - Professional Pilots Podcast

21.FIVE - Professional Pilots Podcast

A podcast for Professional Pilots, by Professional Pilots. Join hosts Dylan and Max, both professional pilots with backgrounds in Flight Instructing, Airlines, and Business Aviation, on their quest to improve as travelers, pilots, and professionals. Expect to find interesting conversations with industry experts in a variety of aviation fields, thought-provoking discussions on hot topics, and hilarious stories from the (sometimes) wild aviation industry. Whether you're corporate, airline, charter, or anywhere in between, you'll love our fresh and often funny take on all things aviation. Come find us online at 21fivepodcast.com and connect with us via Insta/Facebook/Twitter: @21fivepodcast

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Episodes

203. Is Commuting Worth Three Years of Seniority?

Why is Max recording at night, and why does every aviation headline lately feel like another runway-incursion autopsy? This episode covers TSA chaos at Sky Harbor, a rough New York accident discussion, eVTOL optimism, and Max's descent into experimental-airplane condition inspection misery. In the Mailbag, the guys debate NBAA landing-distance math, hear a loud call to bring back listener stories, and defend Max's musings like true professionals. In Flight Advice, they tackle a brutal career question: keep three years of United seniority and commute, or risk starting over at Delta for a shot at living in base. Joby Aviation's Electric Skies Tour: San Francisco Bay

 

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-03-24
Link to episode

202. Would You Start Over at a Fractional in Your 40s?

This week Dylan and Max dig into the recent Challenger 650 accident in Bangor and the very real pressure corporate crews can feel when winter ops get sporty. In the Mailbag, they hit union negotiations, whether helicopter flying is actually a smart career pivot, a truly elite ripped-pants-in-cruise story, and a listener correction on landing the Osprey. For Flight Advice, they tackle a big mid-career question: if you had to start over in your late 40s, is a fractional the better move than going back to the bottom of an airline seniority list? It's safety soapbox, career therapy, and just enough chaos to keep things on brand.

Juan Brown Bangor Crash Video

Air India Phuket Hard Landing   Show Notes

0:00 Intro

3:56 Challenger 650 Crash & Deicing

26:26 Getting Too Comfortable

31:08 Pilot News & Musings

40:23 Reviews & Comments

43:52 Mailbag

1:04:01 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-03-17
Link to episode

201. Why Are Wrong-Airport Landings Still Happening?

Dan Boedigheimer from Advanced Aircrew Academy joins Dylan and Max to break down why wrong-airport and wrong-surface landings still happen, and what professional pilots can do to stay ahead of them. For Part 91 and bizav crews especially, it's a practical discussion on building better habits when nobody is spoon-feeding you the safety data. They get into visual approach traps, pilot monitoring duties, stabilized approach discipline, workload, fatigue, and what actually makes recurrent safety training stick. Listen in, then subscribe so you don't end up chasing the bright shiny airport like an amateur.

Check out Advanced Aircrew Academy

Show Notes

0:00 Intro

1:29 Landing at the Wrong Airport

7:18 Mitigation Strategy

14:07 When Do They Realize?

23:24 Continuing Education

36:35 Upcoming Events

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-03-10
Link to episode

200. Live show: James Onieal answers listener questions

Dylan and Max are joined by James Onieal (Raven Careers) for Episode 200, covering everything from conferences and networking to cadet programs, cargo hiring, and fractional life. They also dig into the latest conflict in the Middle East and what rising oil prices could mean for airline pilots?from hiring pressure and route economics to the broader ripple effects across the industry. The conversation gets into why pathway programs can be helpful, but also how debt-heavy options can limit your flexibility when the market turns. Add in pipeline patrol as real CRM-building time, a healthy dose of uncertainty, and the usual Episode 200 live-show chaos. Connect with James Onieal Show Notes

0:00 Intro

2:08 Hiring, Furloughs, and CFI

24:15 James Question Extravaganza

1:01:16 Listener Questions

1:10:26 Special Guests

1:17:02 Max Almost Crashed

1:24:31 Final Questions & Thoughts

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-03-05
Link to episode

199.5 How Do You Build Fortune 100-Level Flight Ops at your Small Flight Department?

Dylan and Max sit down with Aaron, Software Architect at Airplane Manager, to talk business aviation ops tech and where AI is headed. If you're running lean (two pilots, one tail, no dispatcher), this is the roadmap for reducing busywork without losing operational control. They dig into integrations, offline trip tools, and why "apps" might just become background APIs. Listen in and subscribe for more pilot-to-pilot ops talk. Check out the software Dylan and Max both use to run their departments: Airplane Manager Show Notes

0:00 Intro

2:01 Airplane Manager Overview

11:07 App, AI, and Security

21:08 Flight Operations Efficiency

36:18 Evolving Best Practices with Tech

49:39 Final Thoughts

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-02-24
Link to episode

199. At What Point Should You Just Eat the Hotel Food?

Dylan and Max recap a jet-lagged Japan ski mission, widebody travel wins and fails, and the realities of surviving brutal time zone changes. In the Mailbag, they dig into Saab war stories, Autoland edge cases, NBAA training standards, airline-branded watches, and career wins from listeners making the jump into jets. The Flight Advice segment centers on a sobering accident discussion and the risks of slipping from airline discipline into lightly regulated operations. As always, it's equal parts technical insight, hard-earned perspective, and questionable footwear choices.

Southwest Airlines Breitling Interest Form

Dave's Cosmic Subs

TimeShifter Jet Lag App

Show Notes

0:00 Intro & Travel Updates

9:23 Restaurant Dilemma

17:46 Gulfstream SVS Flier & Clawdbot

27:59 NTSB Report Update

37:52 Reviews & Comments

41:45 Mailbag

1:00:19 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-02-10
Link to episode

198. What Does "Stay Flexible" Actually Mean for Pilot Spouses?

Late-night musings from Dylan and Max: corrections on "newest airports," a touchdown-point math fix, and Max's Cub antics after an oil change?including a surprise landing on BLM dirt near Lake Pleasant. Then: the inaugural JSX ATR into Scottsdale, a Japan trip preview, a wild "Gleaming the Cube" airport intro, Jepp AMM taxi chart nerd-out, ForeFlight layoff chatter, and Airplane Manager's new AI. The mailbag brings career moves, SOP love, a real-world bird strike at rotation, and finally: Flight Advice from a pilot spouse (Marie) asking what "stay flexible" really means when you've got kids, a career, and possible commuting in the future. Episode 71 What's it like to be Married to a Pilot and Raise a Family Gleaming the Cube movie Show Notes

0:00 Intro

6:46 Max's Cub & Musings

18:29 AMM Charts & ForeFlight Layoff

21:47 Reviews & Comments

24:14 Mailbag

35:15 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-02-04
Link to episode

197. What's Changing with Airline Pilot Retirement in 2026?

Financial planner Timothy P. Pope of 360 Aviation Advisors returns to break down 2026 retirement updates that matter to pro pilots. From new Roth catch-up rules to Southwest's bold move on NEC contributions, he digs into the real tax impacts for airline crews. Bonus: comparisons across the majors, advice for CFI's just starting out, and a hangar office update. Listen in and get smarter about your money. Show Notes

0:00 Intro

3:23 What's New: Retirement Considerations

13:26 Southwest Airlines & Carrier Benefits

32:28 Retirement For Younger Pilots

35:29 Financial Planning for Younger Pilots

44:35 Practice Updates: Tax Prep

48:01 Pilots Portfolio Podcast & Final Thoughts

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-01-27
Link to episode

196. How Much Chaos Can You Fit Into One Runway?

San Diego continues its reign as the busiest single-runway "how is this legal?" airport, plus we nerd out on new terminals, recurrent training wins, and a Challenger sim surprise when Dylan's seat decided to yeet itself at ~90 knots. In the Mailbag, we hit ferry flying as a niche career path, a home-buying reality check from Diamond Dog Tim Pope (mortgage recasts, baby), and a training-center SOP rant that's painfully relatable. We also kick off the 2026 ops-manual push with the "latest touchdown point" concept and how to actually mark it on ForeFlight without fat-fingering your zoom. Flight Advice closes with a CFI weighing a pay-your-own 737 type rating in Dubai (plus a non-pro-rated five-year contract) vs staying stateside and waiting out hiring?spoiler: lots of red flags and lots of "talk to expats first." Show Notes

0:00 Intro

2:56 Max's Musings: Airport Design

15:11 Allegiant to Acquire Sun Country

24:28 Dylan's Recurrent Training

33:14 Small Flight Department Counseling Session

44:25 NBAA Opps Manual Integration

56:16 Rolex GMTs vs 21Five Watch

1:07:08 Reviews & Comments

1:16:34 Mailbag

1:36:24 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-01-13
Link to episode

195. Would You Let the King Air Land Itself?

First show of 2026: we talk Garmin Autoland in a King Air and why internet speculation is the fastest way to sound like a jabroni. We also hit the chaos of international ops (Mexico permits/APIS pain) and tease the Chicago Layover Guide dropping soon. In the Mailbag: Coeur d'Alene layover intel, a legendary lav story, Pilot Pete confusion gets cleaned up, airline-switching "sunk cost" drama, and surviving an unhinged sim instructor. Flight Advice is a big one: a 2,000-hr pilot with a baby inbound weighs staying in a single-pilot piston twin 135 gig vs taking a King Air 200 EMS job (and whether a regional/fractional move makes more sense). Luggage Review Series Show Notes

0:00 Intro

4:02 Musings: Training & Self-Landing Planes

28:03 Other Incidents

50:55 Caribbean Airspace Shutdown

56:07 Reviews

1:01:15 Mailbag

1:24:21 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2026-01-06
Link to episode

194. What Will Pilot Hiring Really Look Like in 2026?

James Onieal from Raven Career Development returns to break down what pilot hiring is shaping up to look like in 2026. We dig into majors, regionals, corporate paths, and why movement can feel slow right up until it suddenly isn't. From CFI logjams to corporate and furlough realities, this episode is all about timing, strategy, and expectations. Subscribe and listen to stay ahead of the hiring curve. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Click here to learn more. Show Notes

0:00 Intro

4:15 Big 3 in 2026

11:52 Rejection Rates

15:23 Cadet Program Pipeline

26:08 Corporate Pilot Q&A

32:32 Regional FO Q&A

40:46 CJO or More Interviews

48:50 No Legacy Offers After Furlough?

59:29 Retirement Gameplan

59:29 GED & Education

1:20:20 Final Thoughts

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-12-23
Link to episode

193. Can One Industry-Wide SOP Manual Raise the Bar for Business Aviation?

This episode introduces the new NBAA Standard Operating Procedures (SOP) Manual and why it's a big deal for business aviation. Dylan and Max are joined by Brian Small of FlightSafety International and Tim Schoenauer of CAE to explain how the manual was developed, who it's for, and how operators can actually use it?not just shelf it. They break down the regulatory intent, training implications, and where this fits into real-world Part 91 and 135 operations. If you've ever wondered what "good SOPs" are supposed to look like, this is the starting point.

Download the New NBAA SOP Manual Manual (no login required, just share contact information)

Connect with Tim Schoenauer in LinkedIn

Connect with Brian Small on LinkedIn

Show Notes

0:00 Intro

1:46 The Start of Standardization

14:59 What's an SOP Guide?

19:08 Benefits of Standardization

32:04 Already Have an SOP?

34:36 Phasing into Training

43:19 Recommendations Going Forward

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-12-16
Link to episode

192. Is $9,000 Worth Missing Christmas Morning With the Kids?

Dylan and Max kick off this PM edition with holiday-on-the-road war stories: Cowboys Thanksgiving trips, O'Hare blizzards, Vegas taxi laps, and that deranged border tether balloon that literally broke loose over Sierra Vista. The mailbag hits everything from FlightSafety's Master Aviator modules and Shorts 360 island hopping, to 50-something career-changers, disc golf and pickleball layover hacks, and using tools like Notebook LM without getting your manuals on the evening news. In Flight Advice, a 19-year-old CFII in Auburn asks whether to bail on instructing for a full-time A36 Bonanza gig in Destin, and the guys break down real-world 91 experience vs. multi-time and keeping your long-term 135/121 options open. If you're grinding through holidays, fatigue, politics, and career FOMO, this one will feel uncomfortably familiar. Show Notes

0:00 Intro

5:01 Holiday Stories & GA

18:37 Reviews

30:01 Mailbag

41:37 Flight Advice

50:29 Holiday Bidding

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-12-09
Link to episode

191. Should You Sign a $75K Contract Just to Chase PIC Time?

Dylan recaps his brutal post-"ATC meltdown" commute and rants about the GA ban at 12 major airports while Max counters with cub flying and Chicago layover tips (including a dangerously spicy El Chingón). In the mailbag, listeners call the guys out for drifting toward aspiring-pilot advice, recommend MU-2 and airline YouTube channels, drop a credit-card points hack for flight training, and share how they commute to FedEx in their own airplane. Flight Advice closes the show with a regional FO at a United feeder wrestling with whether to jump to a GoJet direct-entry captain gig that requires a 1,600-hour PIC commitment and a $75K training payback. Dylan and Max dig into seniority, family life, and why "outside-the-cockpit" experience might beat another line of RJ PIC on your app.

Caverns of Cracklemore young adult's book Dylan's BIL wrote

Layover Guide homepage

Show Notes

0:00 Intro

4:05 Miserable Week

18:04 Cub & Chicago

33:39 Reviews & Comments

38:40 Mailbag

1:14:48 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-11-18
Link to episode

190. What's Next for BizAv Pilot Compensation?

Dr. Chris Broyhill returns to break down the latest Air Comp Calculator data and what it means for 2025 pilot compensation. Dylan and Max dig into the trends, the slowdown in wage growth, and how bizav departments are navigating post-COVID market corrections. They also talk negotiation strategy, job titles that actually matter, and Broyhill's new 600-page industry textbook, The Business Aviation Book: Leading Operational Excellence. Finally, they wrap up the episode with a discussion on the Go/No Go specialty course Dr. Broyhill used to teach at a large training center.

Check out aircompcalculator.com and chrisbroyhillbooks.com for more.

Show Notes

0:00 Intro

2:41 Q4 Marketplace

12:47 Buying & Using Reports

22:35 Seniority & Qualifications

34:14 Business Aviation Book

40:58 Go, No Go Course

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-11-11
Link to episode

189. Can You Survive 900 Hours a Year on a One-Hour Callout?

Max kicks off his annual training rant?breaking down the highs, lows, and downright absurd moments of recurrent at "the training center." Dylan adds perspective on flight training efficiency and why a great instructor makes all the difference. The mailbag delivers everything from a new layover guide in Portsmouth to a 14-year-old aircraft dealer to a Marine pilot navigating a tricky transition to the airlines, plus a Learjet Pilot with a 1 hour call-out seeks guidance. In Flight Advice, a hard-working pilot is stalled out waiting for the industry to start moving again. Show Notes

0:00 Intro

5:42 Annual Training Rant

28:00 Watches & Shoes

34:13 The Cub & Random Thoughts

54:12 Reviews & Comments

55:13 AI Music & Mailbag

1:38:57 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-11-04
Link to episode

188. How Can Pilots Build Wealth Beyond the Flight Deck?

Tim Pope, CFP® and founder of 360 Aviation Advisors, joins Dylan and Max to talk about how pilots can make smarter financial moves?on and off the line. From variable pay to early retirement and crashpad cash flow, Tim breaks down what makes pilot finances uniquely tricky and how to stay ahead of turbulence. The crew also dives into taxes, scheduling volatility, and the "golden handcuff" problem in today's airline contracts. Tune in for real-world money talk that every professional pilot should hear before their next recurrent.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Show Notes

0:00 Intro

3:45 360 Aviation Advisors

6:04 End-Of-Year To-Do

14:46 Income, 529s, Roth IRAs

21:48 Super Saver vs Super Spender

49:18 Pilot's Portfolio

Our Sponsors

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-10-28
Link to episode

187. Is turbine PIC in 91/135 the fastest lane to legacy?

We kick off with Southwest red-eye shenanigans, hot/high GA drama departing PRC in a 150, and Max's backcountry "mesa strip" adventure (with hard data from the STOL-mate). The Mailbag is full: 2,500-hour 135 pilots debating regionals, cockpit sun-shade gear, commuting to MEM in your own A36, first flights post-PPL, time-building without a CFI, and making that first 91/135 SIC?PIC jump. Flight Advice tackles the big one: take a regional CJO now or accept a 135 upgrade for immediate PIC while a baby's on the way ? we weigh time-to-legacy, family timing, and logbook strategy. Show Notes

0:00 Intro & Storytime

22:03 MU2 & Neck Pillows

26:51 Layover Guide Overhaul

30:04 Reviews

37:50 Mailbag

59:49 Flight Advice

 

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-10-21
Link to episode

186. First Officers: How Do You Speak Up Without Getting Shut Down?

Colin and Mara'D?both airline FOs and cast members from The Rehearsal?join Max and Dylan to dissect the tricky dynamics of speaking up in the right seat. Why is it so hard, and what makes it easier? The crew digs into SOP gaps, CRM training, real-world examples like Asiana 214, and the subtle art of being a chameleon in the cockpit. Plus: bizav vs. 121 culture, and how personality plays a bigger role than you think.

Connect with Colin on Instagram 

Connect with Mara'D on Instagram

Check out Season 2 of The Rehearsal to watch Mara'D (episode 2) and Colin (episode 4)

Show Notes

0:00 Intro

2:15 Speaking Up

13:00 Getting Involved in the Show

17:41 Wings of Voice & Training

30:56 Considering Personality

41:19 Flying with the Same People

47:05 Final Thoughts & Reflections

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-10-15
Link to episode

185. Late-Bloomer Pilot: Fractional, Regional, or Wait It Out?

Dylan opens from an echo chamber (literally) and the guys kick around first impressions of Gulfstream's newly announced G300 versus the G280?windows, avionics, "longest cabin," and whether depreciation and warranty keep the new-metal carousel spinning.
Mailbag hits everything from those mysterious skid marks on SNA 20R and whether an RJ type helps more than becoming a check instructor, to Phoenix haboobs, GA commuting from the islands, and a listener swag request.
Flight Advice: a 40-year-old "late bloomer" with 1,600 TT/500 multi weighs fractionals vs. regionals; Dylan and Max lay out a strategy heavy on networking, patience, and targeted moves.
Plus: disc golf as the stealth layover hack and a quick ode to SAN's shiny new terminal vibes. Show Notes

0:00 Intro

3:34 G300 Thoughts & Musings

27:26 Reviews

30:08 Mailbag

45:14 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-10-07
Link to episode

184. How Do You Stay Resilient After Career Setbacks? w/ Capt Benny

Benjamin Bailey (@flybenfly) joins Max and Dylan for an honest, hilarious deep dive into aviation's influencer world, airline interview faceplants, and the realism gap on pilot social media. For professional pilots, this episode cuts through the curated BS to talk timing, authenticity, and bouncing back after setbacks. From CRM failures to career detours, Ben brings the real talk with a dose of humor. Hit play and subscribe for the stories you're not getting on your For You page.

Follow Ben on Instagram @flybenfly

Ben's WWII Aircraft Engine Youtube Channel @flightdojo

Show Notes

0:00 Intro

2:29 Upgrading to Captain

9:45 It's All Timing

13:56 The Interview Gauntlet

31:24 Pilot Career Stories

48:38 YouTube Deep Dive

56:38 Spirit Story

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-09-30
Link to episode

183. Can a Skydiver Pilot Make the Jump to the Big Leagues?

Max rants about St. Louis still acting like it's O'Hare, but enjoys the accomodations. The mailbag covers creative GA commuting strategies and whether backcountry camping flights belong on a professional resume. Ted calls in on his drive home from the airport to share some bidding tips. Flight Advice closes with a skydiver pilot wondering if it's time to trade jumpers for smokejumpers with the USFS?and what that career path really looks like. Show Notes

0:00 Intro

5:19 Max's Musings

13:24 Reviews & Comments

16:40 Mailbag

31:18 Straight Talk with Ted

45:41 Flight Advice

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-09-23
Link to episode

182. When the Flight Department's Broken, Do You Stay or Go?

A listener asks the question every pro pilot eventually faces: should you stay put and try to fix what's broken in your flight department, or cut bait and move on? Dylan and Max bring in Jenny Showalter and Jim Lara to explore the real-world tradeoffs. From career coaching to leadership insights, they share what to weigh before pulling the ripcord?or digging in to make change happen. It's candid talk about loyalty, burnout, and how to navigate tough calls in business aviation.

To contact Jenny Showalter, visit showalter.com

To contact Jim Lara, visit graystoneadvisors.com

Show Notes

0:00 Intro

2: 23 Unprofessional Operations

14:59 Structure, Culture, Excellence

28:01 Plan B

33:38 Investigation Red Flags

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

 

2025-09-16
Link to episode

181. How Many Things Can Go Wrong on in the Idaho Backcountry?

Max returns from the Idaho backcountry with a Cub full of stories?starter failures, in-flight repairs, surprise rafting, wildlife rescues, and nearly becoming the emergency contact for a hiker with a head injury. This standalone episode is a wild tale of aviation adventure, mechanical mayhem, and resourceful fixes. No mailbag or flight advice this time?just pure story time from the sticks. Strap in and enjoy the highs (and literal downdrafts) of off-the-grid bush flying. Show Notes

0:00 Intro

3:35 The Adventure Begins?

14:41 Darkness Falls

28:47 Heading Out

40:36 TL;DR Highs and Lows

Our Sponsors

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

 

 

Feedback & Contact

Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates).

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

 

2025-09-02
Link to episode

180. Is Pilot Hiring Heating Up Again?

Dylan and Max sit down with James Onieal of Raven Careers for a wide-ranging industry update. James breaks down the latest pilot hiring trends across legacies, regionals, and corporate operators?and why networking still beats any resume hack. From CFIs grinding to 1,500 hours to regionals debating upgrade timing, to cadet program uncertainties and the "pilot leverage index," this episode maps out what the next 12 months could look like. Tune in for sharp insights and some laughs along the way?your jumpseat briefing on the state of pilot careers.

Get in touch with James Onieal

Show Notes

0:00 Intro & Oshkosh

5:54 Hiring Increasing

22:51 Aircraft Accident Outcomes

29:06 Rapid Fire Questions

48:10 Career Coaching & AI

1:04:38 Flight Advice

 

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-08-26
Link to episode

179. What Happened to Those "Hard Days Off" You Promised Me?

Dylan and Max connect from hotel rooms across the West, with Max prepping for his Cub camping trip to Idaho and Dylan testing out foam ear tips for his ProFlight headset (link in the show notes). In the Mailbag, listeners weigh in on commuting trade-offs, a gear-down hydraulic improvisation involving bottled water, and flying under Bravo airspace with "raw dog radios." Flight Advice tackles a business aviation bait-and-switch: hard days off evaporating into 24/7 on-call duty. The hosts dig into leverage, contracts, and how to sniff out a toxic flight department.

Comply 400 Foam tips for Bose Proflight

 

Show Notes

0:00 Intro 

3:34 CPDLC & Sh!t Landings

11:58 Many Musings

15:46 Gear Review: Bose ProFlight Headset

20:55 Upcoming Education

25:07 Reviews & Comments

28:07 Mailbag

45:51 Flight Advice

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-08-19
Link to episode

178. What did the Mr Beast Challenge Pilot Do for 100 Days in a Jet?

Corporate pilot (and MrBeast 100-day jet winner) Armando Carrion jumps in to unpack the ops behind living on a Hawker 800 for 100 straight days?no devices, no Netflix, just Part 91 brainpower and a lot of extension cords. We get into air-to-air formation over SoCal and the Grand Canyon (yep, with a Bonanza), CRM, and why Armando turned down the "double-or-nothing" 100-day extension. We also talk post-win realities: maintenance bills, management, and why the airplane is probably headed to a new owner. Follow Armando at @flyajc 

Watch Armando's Mr. Beast Challenge

 

Show Notes

0:00 Intro

3:27 Preparing for the Video

12:41 Tech & Logistics

31:21 Physical & Mental Challenges

36:21 Cleanliness

42:15 Flight & Food

54:11 Consequences of Winning

1:09:01 Final Thoughts

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-08-12
Link to episode

177. Should You Spend $8K on a Seaplane Rating or a CFI?

This week, Dylan and Max talk Oshkosh FOMO, a rogue taxiway takeoff, and some serious Midwestern rental car struggles. Mailbag highlights a listener mapping out his aviation career path and asking if it's possible to fly both corporate and airline gigs at once (spoiler: not easy). Flight Advice tackles how to best spend $8K of National Guard tuition money?seaplane rating, CFI, backcountry flying, or something else entirely? Plus, Starlink outages and the return of our favorite sunshade gear review.   The Killing Zone Book Pilot Armor Sunshades   Show Notes

0:00 Intro & Oshkosh

9:41 Musings: Flights & Tolerance

19:18 Starlink

23:08 Reviews

25:45 Mailbag

44:19 Flight Advice

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-07-29
Link to episode

176. Will a United Internship Trump Turbine Time?

Max sweats through fence repairs in 110 °F while plotting an Idaho back-country Super Cub adventure, and Dylan tries (unsuccessfully) to review a "dad-grade" sun-hoodie. In the Mailbag we read spicy reviews, debate the sanity of commuting, and swap credit-card hacks for pilots living on per-diem. Flight-Advice gets heavyweight help from James Onieal of Raven Careers, who steers a listener through the mine-field of a United Flight-Ops internship vs. PC-12 135 gig vs. aerial-survey multi-time. Plus: Reginald stops by for a quick check-in, and Dylan still owes half the world 21-Five stickers.

Mr Beast Survive 100 Days Trapped In A Private Jet, Keep It video

Show Notes

0:00 Intro

3:36 Max's Musings

17:09 Reviews

19:50 Mailbag

38:13 Flight Advice

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

 

2025-07-22
Link to episode

175. Should You Drop $5 K on an ATP-CTP Now?

Max walks into a 737 cockpit guarded by a five-inch hula girl and promptly invents the "Shakira Scale" for bumps in flight . Listener mailbag hits everything from the best starter credit card for flight instructors to whether a degree really matters and if paying $5 K for ATP-CTP is smart when you're 49 and eyeing the next hiring wave . In Flight Advice, a military helo pilot with only ten working years left asks whether to chase a major or ride the fractional lifestyle . Plus: back-country flower bombs, 37-hour B-2 runs, and a polite plea to stop yelling at the intro.

Show Notes

0:00 Intro

10:08 Reginald Sage Returns: EASA Single Pilot

11:24 Max's Musings

15:38 B-2 Bomber

19:33 Reviews and Comments

24:05 Mailbag

37:46 Fight Advice

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-07-08
Link to episode

174. B-17 to F-4: A 102-Year-Old WWII Aviator's Incredible Journey

WWII & Vietnam combat pilot Col. Richard "Dick" Bushong takes us from 155-knot B-17 climbs to Mach 2.1 in the F-4, describing 28 hairy missions, dead-reckoning nav, and sheet-metal patch art. He's 102, still volunteers every Thursday at Tucson's 390th Memorial Museum, and wrote My Wars to capture the stories. Grab a coffee, tighten your formation, and hear a masterclass in staying alive?plus the morale-crushing day HQ "prorated" his tour. Four engines, two out, no brakes? No problem.

Learn more about the 390th Memorial Museum in Tucson, AZ

Check out Col. Bushong's book My Wars

Show Notes

0:00 Intro

6:00 Getting Into Aviation

16:50 390th Bomb Group

28:53 Missions and Formations

39:10 Logistics

44:33 Closest Call

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-07-01
Link to episode

173. Descend Via Phraseology, Aviation YouTube Deep Dive, and CFI Survival Tips

Dylan and Max are recording from hotel rooms across the country and catching up after some time off. They kick things off with a deep dive into aviation YouTube, comparing backcountry flying with ferrying retired Airbuses from Asia. In the mailbag, they respond to listeners with questions about juggling a corporate flying gig while working for a major airline, updates from a newly minted high school grad CFI, and a debate on whether you need to report vacating altitudes during "descend via" clearances. Flight Advice wraps the episode with tips for a low-time pilot who just landed a chief pilot role flying a TBM.

Sunscreen recs: Sky and Sol | Freaks of Nature

Caspian Sea Monster Ekranoplan Flight Video

Homework: Watch The Rehearsal: Season 2

 

Show Notes

0:00 Intro

4:41 Max's Musings: LRD, Reggie, YouTube & TV

23:20 Reviews

24:43 Mailbag: Nate Update & More

47:21 Flight Advice: Great Opportunity, Low Experience

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-06-24
Link to episode

172. What does it take to reinstate your lapsed CFI?

Dylan and Max are joined (again) by everyone's favorite multi-hyphenate pilot, Seth Lake. This time, he walks them through the process of reinstating their expired CFI certificates?turns out it's not as terrifying as they thought. From FOIs to ACS, Seth breaks it down like a DPE Jedi. If you've let your CFI lapse, or you're just morbidly curious, this one's for you.

Seth's Website | 10% Off the ACE Guide

Seth's Youtube Channel

Show Notes

0:00 Intro

5:01 Keeping CFI Current

15:58 Reinstatement

31:27 Creating this Document

39:02 On Ground vs In Plane

58:24 Emergency Operations & After Landing

1:07:05 Wrap Up Questions

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-06-10
Link to episode

171. What's the Right Way to Be a Low-Time SIC in BizAv?

Max shares his PM flying grind and how soft pay is easing the sting?plus a soggy New Orleans beignet run. The Mailbag is loaded this week with tales from a long-haul trucker pilot, NetJets rejection therapy, type rating dilemmas, and the dreaded training contracts making a comeback. In Flight Advice, a low-time pilot lands a dream SIC gig and asks: how do you not screw this up? Max and Dylan break down how to stand out and stay sharp as a new jet FO.

Garmin Smart Charts

100LL Video - The Hidden History of Aviation Fuel

Why Anchorage is America's Most OP City - Youtube video

Show Notes

0:00 Intro

2:16 AMs, PMs, and Max's Musings

17:29 Reviews

22:09 Mailbag

34:02 Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our Sponsors

Harvey Watt ? Offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Click here to learn more.

Advanced Aircrew Academy ? Enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. They provide high-quality training for professional pilots, flight attendants, flight coordinators, maintenance, and line service teams, all delivered via a world-class online system. Click here to learn more.

Tim Pope, CFP® ? Tim is both a CERTIFIED FINANCIAL PLANNER? and a pilot. His practice specializes in aviation professionals and aviation 401k plans, helping clients pursue their financial goals by defining them, optimizing resources, and monitoring progress. Click here to learn more. Also check out The Pilot's Portfolio Podcast.

Raven Careers ? Helping your career take flight. Raven Careers supports professional pilots with resume prep, interview strategy, and long-term career planning. Whether you're a CFI eyeing your first regional, a captain debating your upgrade path, or a legacy hopeful refining your application, their one-on-one coaching and insider knowledge give you a real advantage. Click here to learn more.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. Click here to learn more.

VSL ACE Guide ? Your all-in-one pilot training resource. Includes the most up-to-date Airman Certification Standards (ACS) and Practical Test Standards (PTS) for Private, Instrument, Commercial, ATP, CFI, and CFII. 21.Five listeners get a discount on the guide?click here to learn more.

Vaerus Jet Sales ? Vaerus means right, true, and real. Buy or sell an aircraft the right way, with a true partner to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales or learn more about their DC-3 Referral Program.

ProPilotWorld.com ? The premier information and networking resource for professional pilots. Click here to learn more.

Feedback & Contact Have feedback, suggestions, or a great aviation story to share? Email us at [email protected]. Check out our Instagram feed @21FivePodcast for more great content (and our collection of aviation license plates). The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.
2025-06-03
Link to episode

170. What Should You Do When the FAA Calls?

Forrest Owens, aviation attorney and private pilot, joins Dylan and Max to dive into the often murky waters of FAA enforcement, pilot liability, and what every professional and private pilot needs to know before picking up the phone. From NASA reports to ADS-B nightmares, this episode is your legal safety briefing?with a side of GoPro caution. Pilots, take notes? and maybe double-check your insurance policy.

Forrest Owens | Aviation Legal Counsel Website

Email: [email protected]

Phone: 888-635-9529 (888-6-FLY-LAW)

AOPA Legal Services

Show Notes

0:00 Intro

5:16 Pilot Deviation

15:39 Handling a Phone Call

22:48 AOPA & Liability

37:21 Umbrella Policy

42:27 Flying for Fun

46:14 Maintenance

53:29 Backcountry Landing

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-05-27
Link to episode

169. Should You Bet Your Career on an Aviation Degree?

Dylan and Max kick off with hotel room hacks and tire maintenance DIYs (bed liner on bush wheels, anyone?). In the mailbag, listeners chime in on cicadas, bar recs, AI dolls, and a heartfelt shoutout to a rockstar CFI. Flight Advice features a double header: first, whether to stick with an aviation degree or pivot, and second, a pilot blindsided by a mysterious 135 termination?and the training contract bill that followed.

North America's 50 Best Bars via Listener Vince

Show Notes

0:00 Intro

4:41 Tire Coating and Cicadas

8:48 Flying Diversions

18:02 Reviews

19:23 Mailbag

30:01 Double Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-05-20
Link to episode

168. Should You Chase Turbine Time in Dubai?

Dylan and Max debut their slick new intro track, give a proper welcome to their AI assistant "Reginald Sage," and swap tales from off-airport landings and Vegas tire goo mysteries. The Mailbag is packed with listener feedback on etiquette videos, bird segments, and even a nighttime trucking dispatch. In Flight Advice, a 26-year-old CFI wonders if a gig flying in Dubai is a golden ticket or a trap. The guys break it down with laughs, caution, and a few hydration tips.

Kalitta Air Flight Deck Ettiquette YouTube Video

Show Notes

0:00 Intro & Reginald Sage

6:37 Max's Musings: Formation Flying & More

26:49 Reviews

30:40 Mailbag

45:54 Flight Advice

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-05-13
Link to episode

167. What Happens When the Market and Your Airline Career Both Stall?

Tim Pope returns to the 21.Five cockpit with a fresh instrument rating and a new venture?360 Aviation Advisors. He breaks down Q1's market turbulence, political biases in financial behavior, and how pilots can prep for leaner flying days. Plus, Dylan and Max dive into "Captain Lifestyle Syndrome" and how to navigate financial FOMO with some flight advice.

Visit Tim's website for more information or to schedule a consult.

Show Notes

0:00 Intro

6:20 Updates and Q1

15:03 Planning For The Next 6-12 Months

20:53 Airline Slowdowns

33:31 Flight Advice: Realistic Pilot Life

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-05-06
Link to episode

166. Why Aren't More Pilots Talking About Healthspan?

This episode kicks off with Dylan and Max diving into pilot health: UV exposure, compression socks, and the harsh truth about retirement and quality of life. In the Mailbag, listeners share wild MU-2 stories, dream trips, and thoughts on skipping the CFI route. The Flight Advice segment checks in with a second-career pilot trying to break into corporate aviation, revealing how timing, networking, and persistence are the real flight plan to success. This one's for anyone trying to stay in the air?and out of the ER.

Check out Aero Shield's Pilot Armor

Show Notes

0:00 Intro & Updates

4:33 Max's Musings

16:38 Pilot Health Concerns

38:22 Reviews

41:17 Mailbag

49:54 Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-04-29
Link to episode

165. Should You Really Jump Ship for 15 Grand More?

Dr. Chris Broyhill is back with updates on pilot compensation, market shifts in 2025, and a sneak peek at his upcoming leadership book for bizav professionals. We dig into the real value of the AirComp Calculator, how to use salary data without tanking your next negotiation, and what separates the professionals from the job-hoppers. Plus, Dr. Broyhill drops some spicy takes on military-to-civilian leadership advice.

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds. 

Show Notes:

0:00 Intro & Updates

8:54 Salary Updates

18:06 Using Data in Salary Negotiation

25:21 Leadership: Want To Vs Have To

31:22 Leadership Textbook for BizAv

37:49 Business Aviation vs Airlines

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-04-22
Link to episode

164. How Do You Network in Aviation If You're an Introvert?

Dylan and Max kick things off with stories of Cub flights and musing about GLS approaches and Starlink's newest data plans. The Mailbag's international flair includes a heartfelt message from a UK pilot and some simmering debate on career paths and sim setups. Flight Advice dives into the looming specter of single-pilot airline operations and how to future-proof your career (hint: maybe dust off that CAD software). Plus, the guys grapple with networking challenges for introverts in aviation.

Show Notes

0:00 Updates: Cub, Starlink, GLS Approaches

21:14 Reviews & Comments

25:01 Mailbag: Networking and More!

43:12 Flight Advice: Single Pilot 

58:02 Final Flight of the Moose

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-04-08
Link to episode

163. Should You Panic or Prep? James Onieal Breaks It Down

In this episode, Dylan and Max sit down with James Onieal, founder of Raven Career Development, to discuss the current state of pilot hiring and effective strategies for advancing your aviation career. James shares his journey from the cockpit to career coaching, offering invaluable insights for pilots navigating today's job market. Tune in for a candid conversation filled with practical advice and a few laughs along the way.

Book your session with James Onieal

Hide your mailing address on the FAA Database here

Show Notes

6:59 Updates: Softening Market

14:19 Expectations: Majors & Regionals

24:30 Competitive Minimums

39:03 Failed Checkrides

1:00:29 Flight Advice: Termination

1:08:52 Advice on Struggle

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-04-01
Link to episode

162. Can You Really Plan for an Unplannable Career?

Max shares a wild story involving VFR ops in a jet and a last-minute divert to Deer Valley when Scottsdale Tower ghosted them. We cover the final chapter of Hard Landing in the book club and reflect on takeaways from the book. In the mailbag, we talk about MU-2s doing angel work, the A&P to pilot career path, and the latest 737 LRD drama. Flight Advice: Should I keep my survey job or finish my CFI? Oh, and we may have created a secret pilot Freemason society while we were at it.

More info on the Cargo Cat Pilots Podcast here

Show Notes

1:21 Max's Musings: Cutting the Line

12:48 Starlink Update

17:05 Southwest Changes

19:34 Hard Landing Book Club: Final Chapter

35:32 Carbon Cub Updates

39:36 Reviews & Comments

41:53 Mailbag

58:41 Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-03-25
Link to episode

161. Is This the Craziest Warbird Recovery Attempt Ever?

In 1995, a team of aviation cowboys set out on a mission that sounds too crazy to be real: fly a WWII B-29 bomber out of the Arctic after 50 years of abandonment. But as guest Vernon Rich tells us, things did not go as planned. From rigging up fuel pumps with trash equipment to landing a Caribou with propane-inflated tires, this story has it all?engineering ingenuity, brutal cold, and a heartbreaking ending. Strap in for one of the wildest aircraft recovery stories ever attempted.

Watch the documentary here

Contact Vernon Rich / Rich Precision Faborication

623.308.1173 / [email protected]

 

Show Notes

0:00 Intro

3:05 Getting Recruited

16:58 Planning Phase

24:05 Starting the Mission

32:06 41 Days

55:38 Year Three

1:00:59 Go Time

1:12:10 Taking the Caribou Back

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-03-18
Link to episode

160. Want to Fly Biz Jets After Airline Retirement? Here's the Reality

Dylan and Max kick things off with a deep dive into airline wifi, airport food inflation, and Dylan's latest experiment?testing the Starlink Mini in the cockpit. Max recounts his wild adventure ferrying a Carbon Cub across the country (spoiler: electrical gremlins strike). The mailbag is packed with listener updates and career insights, while Flight Advice gets spicy with a retired airline pilot looking to pick up business jet contract work. Spoiler: It's not as easy as he thinks.

Show Notes

0:00 Intro & Starlink

7:48 Carbon Cub Adventure

20:00 Shoutouts

23:48 Hard Landing Book Club: Chapter 18

33:51 Reviews & YouTube Comments

38:02 Mailbag

50:03 Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's podcast: The Pilot's Portfolio podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-03-11
Link to episode

159. Is Aviation Insurance Finally Getting Cheaper? w/ Tom Hauge

Aviation insurance guru Tom Hauge from Wings Insurance is back, and this time, he's got good news! After years of skyrocketing premiums, the insurance market is finally softening?meaning lower rates and fewer headaches for pilots and operators. Tom breaks down why this is happening, how you can take advantage of it, and what mistakes to avoid when renewing your policy. We also dig into contract pilot coverage, the risks of bush planes, and which aircraft are nightmares to insure. If you own or fly an airplane, you need to hear this one!

Connect with Tom on LinkedIn | Wings Insurance

Show Notes

0:00 Intro

2:47 Current Premiums & Softening Market

10:12 Plane Crashes & War Risk

25:13 Tips for Good Renewal Process

34:27 Having A Claim

41:41 Bush Airplanes

51:29 Cirrus Training

56:45 Terms to Know

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-03-04
Link to episode

158. What's Going on with All These Aviation Accidents?

Dylan and Max return after a wild week filled with airline rumors, aviation history, and some sobering accident reports. They break down the bizarre (and quickly debunked) Southwest-JetBlue merger rumor and share their experience chasing the final landing of the last Martin Mars flying boat. The guys also discuss the recent streak of high-profile aviation accidents and their impact on the industry. Hard Landing Book Club Chapter 17: United searches for a new CEO. In the Flight Advice segment, a retiring police officer wants to make the jump to professional flying?what's the best path forward?

Show Notes

0:00 Intro

4:04 Mars Landing & Scottsdale Crash

19:32 Farewell to the Moose

27:20 Hard Landing Book Club: Chapter 17

37:06 Reviews & Comments

38:28 Mailbag

58:48 Flight Advice

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-02-25
Link to episode

157. What's It Really Like Flying the 787 Internationally? w/ Ted

Back by popular demand, our favorite widebody-wielding, sleep-deprived, jetlag-conquering airline pilot?Ted?returns! This time, we're diving deep into the reality of long-haul flying on the Boeing 787. Ted breaks down the pros and cons of international schedules, surviving crew rest, navigating time zone chaos, and why he's officially done making PAs. Plus, we tackle the never-ending debate: Is international flying the best move for airline pilots? Grab a Tiger beer and join us for some unfiltered Straight Talk with Ted.

Show Notes

0:00 Intro

2:26 Parenting as a Pilot

5:15 Flying Wide Body Long Haul International

21:30 Comparing to Domestic

27:32 Ted on TikTok & PAs

36:04 More International Questions

41:01 Listener Questions & Regional Advice

54:48 General Aviation Talk

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-02-12
Link to episode

156. Does an A&P Give You a Leg Up in Business Aviation?

Dylan and Max kick things off with a deep dive into the real debates that matter?hotel chain allegiances and the latest pilot hangout in Dallas. Max shares the chaos of nearly missing the birth of his child, a wild Honda Jet radio exchange, and an unexpected submarine sighting. The mailbag is packed with a debate on whether international flying is actually more fatiguing than domestic, a career transition question from an A&P mechanic turned pilot, and a listener with an incredible connection to legendary pilot Harvey Watt. Flight Advice tackles the serious question of what you should do with a "I'd rather be flying" license plate frame and shares some listener submitted advice to Nate the 18 year old.

Show Notes

0:00 Family Updates & Training Instructors

21:07 Max's Musings

30:14 Hard Landing Book Club

40:38 Mailbag

59:03 Triple Flight Advice Fiesta

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

2025-02-04
Link to episode

155. The Air National Guard: Is This the ultimate career hack for pilots?

Ever wondered what it's like flying for the Air National Guard? In this episode, Ben joins Dylan and Max to share his journey from high school aviation dreams to the cockpit of a KC-135. We break down the steps to becoming a Guard pilot, how to balance it with a civilian flying career, and why the Guard might be the ultimate flexible gig for pilots. Plus, insider tips on navigating deployments, training, and building a career that works for you.

Connect with Ben on LinkedIn

Show Notes

0:00 Intro

2:51 Ben's Aviation Journey & Opportunities

10:18 Training Path & Pay

20:23 Scheduling & Extended Deployment

25:01 International Guard vs Air Force Reserves

30:20 College Path & Tuition Assistance

42:27 Incentives & Benefits

47:10 Boom Operator Rapid Fire Questions

56:35 Final Advice From Ben

 

Be sure to subscribe to 21Five's Youtube Channel to see our luggage review videos!

Hard Landing: The Epic Contest for Power and Profits That Plunged the Airlines into Chaos by Thomas Petzinger Jr

Connect with us on LinkedIn

Our sponsors:

Move your airplane without breaking your back or the bank! Max said the Amigo AeroTow's affordable T1 tug has 'changed his hangar life'.
Learn more about AeroTow's family of aviation tugs and see why its earning rave reviews from top 40 aviation podcast hosts around the globe.
Use code "21five" at checkout for $100 off any AeroTow product!

--

Harvey Watt, offers the only true Loss of Medical License Insurance available to individuals and small groups. Because Harvey Watt manages most airlines' plans, they can assist you in identifying the right coverage to supplement your airline's plan. Many buy coverage to supplement the loss of retirement benefits while grounded. Visit harveywatt.com to learn more!

--

Advanced Aircrew Academy enables flight operations to fulfill their training needs in the most efficient and affordable way?anywhere, at any time. We do this by providing high-quality professional pilot, flight attendant, flight coordinator, maintenance, and line service training modules delivered via the web using a world-class online aviation training system. Visit aircrewacademy.com to learn more!

--

Tim Pope is a CERTIFIED FINANCIAL PLANNER? and a pilot. His financial planning practice provides services to aviation professionals and aviation 401k plans. Tim helps clients pursue their financial goals by defining them, organizing & optimizing resources, planning, implementing, and monitoring their financial plan. Visit https://link.21fivepodcast.com/timothy-pope to learn more. Check out Tim's new podcast: The Pilot Money Podcast

--

Employee Compensation Software That Answers "What's the Going Rate?"

The AirComp Calculator? is business aviation's only online compensation analysis system. It can provide precise compensation ranges for 14 business aviation positions in six aircraft classes at over 50 locations throughout the United States in seconds.

--

VAERUS MEANS RIGHT, TRUE, AND REAL.
Buy or sell an aircraft the right way, using a true partner, to make your dream of flight real. Connect with Brooks at Vaerus Jet Sales | Learn more about the DC-3 Referral Program

--

The 21.5 Podcast is supported by our friends at ProPilotWorld.com - The Premier Information & Networking Resource for Professional Pilots

--

Do you have feedback, suggestions, or a great aviation story to share? Email us [email protected] Check out our Instagram feed @21FivePodcast for more great content and to see our collection of aviation license plates.

The statements made in this show are our own opinions and do not reflect, nor were they under any direction of any of our employers.

 

2025-01-28
Link to episode
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