I'm joined by Dickie Bush, Co-Founder of Premium Ghostwriting Academy and Nicolas Cole, Co-Founder of Ship 30 for 30. We talk about the best ways to make $10M in 2024 if you were starting from scratch: hyper-niche paid newsletters, AI-powered book publishing, and so much more.

I'm joined by Michael Karnjanaprakorn, former CEO of Skillshare. We talk about the biggest startup trends that will shape 2024: IRL community spaces, AI educational agents, and more.

? Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/

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FIND ME ON SOCIAL

X/Twitter:

https://twitter.com/gregisenberg

Instagram:

https://instagram.com/gregisenberg/

LinkedIn:

https://www.linkedin.com/in/gisenberg/

FIND MICHAEL ON SOCIAL

X/Twitter: https://twitter.com/mikekarnj
Website: https://www.mikekarnj.com/

I'm joined by Erik Torenberg, Co-Founder of Turpentine, a network of podcasts, newsletters, and more. We talk about why B2B creators are the next big thing, how to spot profitable niches and opportunities to monetize media businesses.

? Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/

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LinkedIn: https://www.linkedin.com/in/gisenberg/

In this special end-of-year episode, Greg looks back at his biggest wins, biggest losses, business epiphanies, productivity unlocks, and so much more. 

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LinkedIn: https://www.linkedin.com/in/gisenberg/

TIMESTAMPS

0:00 Intro

0:47 Big wins

07:11 Big losses

11:16 Business epiphanies

18:56 Productivity unlocks

22:11 Audience growth 

28:20 Game-changing products

36:22 Net worth & investment breakdown

39:26 Business updates

Today I'm joined by Late Checkout?s Chief Operating Officer Theo Tabah and Operating Partner Jordan Mix.

We talk about the importance of trust in business, our main takeaways from 2023, and six juicy startup ideas you can steal for 2024. 

? Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/

70,000+ people are already subscribed.

FIND ME ON SOCIAL

Twitter: https://twitter.com/gregisenberg

Instagram: https://instagram.com/gregisenberg/

LinkedIn: https://www.linkedin.com/in/gisenberg/

LINKS FOR THIS EPISODE

Theo?s socials:

X: https://twitter.com/TheoTabah

LinkedIn: https://www.linkedin.com/in/theotabah/

Jordan?s socials:

X: https://twitter.com/jrdnmix

TIMESTAMPS:

00:00 Intro

01:28 Why trust is the key to business success

08:44 Productized partnerships

11:40 How Greg and Jordan met on X

17:40 Finding out what fuels you

21:51 Scalable consulting

25:31 Greg?s biggest regret of 2023

30:16 First business idea: Locket for creators

37:42 Second business idea: Apple Vision Pro bars

45:10 Third business idea: A multi-industry fitness product 

49:47 Fourth business ideas: Neighborhood work clubs

58:02 Fifth business idea: Cup of sugar, an app to meet your neighbors

01:02:44 Sixth business idea: Right hand, assistance for solopreneurs

Greg interviews Eric Ries, author of "The Lean Startup" and founder of The Long Term Stock Exchange.

They talk about how to test business ideas, why businesses with a social mission will outperform, and opportunities in AI.

??Subscribe to Greg's weekly newsletter for insights on community, creators, and commerce. You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free.

https://latecheckoutstudio.ck.page/

FIND GREG ON SOCIAL:

Twitter: https://twitter.com/gregisenberg

Instagram: https://instagram.com/gregisenberg/

TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:

Production Team:

https://PodFlow.com

ERIC RIES:

Eric Ries's Newsletter: https://theleanstartup.com

Long-Term Stock Exchange (LTSE): https://ltse.com

Lean Startup Corporate Training and Events: https://leanstartup.co

X: https://twitter.com/ericries

LinkedIn: https://www.linkedin.com/in/eries/

TIMESTAMPS:

00:34 Concept of AI companies being funded differently

02:06 Longevity of wrapper AI startups and platform wars

07:16 Benefits of creating viral startups

11:07 Idea of buying non-AI startups and adding AI capabilities

14:08 Approaches to quickly understand customer needs in a new space

21:41 Eric's point about companies doing the right thing and the importance of trust

36:23 First Business Idea: Religion startup - HQ trivia meets a church

37:08 Second Business Idea: Social network for gig workers

38:31 Third Business Idea: AI accountability bots

Greg interviews Dru Riley, founder of Trends.vc, a newsletter and community for founders interested in new business ideas and markets.

They talk about growing newsletter subscribers, opportunities for "faceless" YouTube channels built using AI, systemizing companies, and more.

??Subscribe to Greg's weekly newsletter for insights on community,  
creators and commerce. You'll also find out when new and exclusive  
episodes come out from Where it Happens. And it's totally free.  
  
https://latecheckoutstudio.ck.page/
  
FIND GREG ON SOCIAL:  
Twitter: https://twitter.com/gregisenberg  
Instagram: https://instagram.com/gregisenberg/  
TikTok: https://tiktok.com/@gregisenberga  
  
LINKS FOR THIS EPISODE:  
Production Team:  
https://PodFlow.com

Dru Riley:
? Company site: https://trends.vc
? Personal site: https://druriley.com
? X: https://twitter.com/DruRly
? LinkedIn: https://www.linkedin.com/in/drurly/

  
TIMESTAMPS:  

00:45 - Dru introduces Trends.vc

02:00 - Newsletter co-registration

04:45 - Newsletter metrics

07:15 - Jumping on new media formats

9:08 - "Faceless" YouTube channels

16:15 - Examples of faceless channels

17:50 - Non-obvious ad sponsorship opportunities

23:00 - Custom GPTs

28:17 - Productizing execution

33:20 - Picking ideas to pursue

Greg interviews Dylan Jardon and Henry Belcaster, founders of Clipt.co, an explainer video and animation studio.

They talk about starting a "hot girl agency," the challenges of monetizing YouTube content, and wanting fame versus staying anonymous, and more.

??Subscribe to Greg's weekly newsletter for insights on community, creators and commerce. You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free.

https://latecheckoutstudio.ck.page/

FIND GREG ON SOCIAL:

Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:

Production Team: https://PodFlow.com
Dylan's YouTube: https://www.youtube.com/@dylanjardon
Dylan's X: https://twitter.com/DylanJardon
Henry's YouTube: https://www.youtube.com/@HenryBelcaster
Henry's X: https://twitter.com/HenryBelcaster
Their newsletter: http://smartnonsense.com

Timestamps:

1:15 - Hot girl idea

8:00 - Building audience

12:00 - Fame vs anonymity

16:45 - Getting recognized

19:50 - Long-term vision

24:00 - Greg's advice: focus

28:15 - Juggling ideas

31:00 - Clipt fees & costs

35:00 - Timeless inspiration

Greg interviews Nathan Barry, founder of ConvertKit, which makes email, automation, and monetization tools for creators.  

They talk about how to be interesting online, and different ways to monetize online content.

  
??Subscribe to Greg's weekly newsletter for insights on community,  
creators and commerce. You'll also find out when new and exclusive  
episodes come out from Where it Happens. And it's totally free.  
  
https://latecheckoutstudio.ck.page/
  
FIND ME ON SOCIAL:  
Twitter: https://twitter.com/gregisenberg  
Instagram: https://instagram.com/gregisenberg/  
TikTok: https://tiktok.com/@gregisenberga  
  
LINKS FOR THIS EPISODE:  
Production Team:  
https://PodFlow.com
Nathan Bary
https://twitter.com/nathanbarry
https://ConvertKit.com
http://nathanbarry.com
  
SHOW NOTES:  
00:45 How to be interesting online

02:30 Combining education and entertainment

04:00 Storytelling for mundane stories

06:00 Improving comedy/storytelling skills

15:00 Video content spreads well

17:15 Studying comedy

19:30 Blending journeys and storytelling

21:45 Hiring out comedians

24:15 Learning monetization skills

27:00 Considering scalable business models

29:15 Running companies long-term

31:15 Building "skyscraper" products

34:00 Blending agencies and software

I'm joined by investor and entrepreneur Anthony "Pomp" Pompliano. Pomp hosts The Pomp Podcast, with over 50 million downloads, and writes a daily letter read by 250,000+ investors.

We talk about Pomp's approach to building resilient media properties, thinking long-term, and his best book recommendations for internet business success.

??Subscribe to my weekly newsletter for insights on community, creators and commerce. You'll also find out when new and exclusive episodes come out from Where It Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

BOOKS POMP MENTIONED

Unreasonable hospitality by John O'Leary

The Successor by Lachlan Murdoch

The 50th Law by Robert Greene and 50 Cent

Zero to One by Peter Thiel

Suleiman Ollian by Anonymous

How to Get Rich by Felix Dennis

Losing My Virginity by Richard Branson

The Rise and Fall of American Growth by Robert J. Gordon

Hidden Genius by Polina Marinova

The Outsiders by Will Thorndike

Elon Musk by Walter Isaacson

Urgency by John P. Kotter

The War of Art by Steven Pressfield

Good Profit by Charles Koch

LINKS FOR THIS EPISODE

Production Team: https://podflow.com
Pomp on Twitter: https://twitter.com/APompliano
Pomp on YouTube: https://www.youtube.com/c/anthonypompliano
Pomp's newsletter: https://pomp.substack.com

SHOW NOTES

0:15 - Anthony's provocative dinners for hidden beliefs01:45 - Climate change evidence not as compelling02:30 - Scarcity of unique perspectives in newsletters03:00 - Click rates over open rates for engagement03:45 - Media as repetitive software04:15 - Bay Area Times' visual newsletters05:15 - Unique Bitcoin perspective in Truth for the Commoner06:00 - Bay Area Times' rapid growth07:00 - Open rates for brand awareness, click rates for direct response08:15 - Agora's focus on ecommerce conversions10:15 - Monetization through hedge funds11:15 - Joe Rogan's podcast profitability14:00 - Bay Area Times' positive industry news15:00 - Profitability before monetization for Bay Area Times18:15 - Small teams and revenue for entrepreneurs20:15 - Small teams for greater profitability21:15 - Studying media greats like Rupert Murdoch26:15 - Podcasts for expertise sharing29:00 - Economic freedom and financial security32:00 - Impactful employment business33:00 - Small acts making the world better34:45 - Pomp's book recommendation  

Today Greg is joined by New York Times Best-Selling Author, and Instagram Celebrity Yung Pueblo, whose real name is Diego Perez. In this episode, Greg and Diego talk about building an audience through meaningful writing, turning it into books, and using that influence to build companies that expand the vision expressed in writing that got it all started. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce. You'll also find out when new and exclusive
episodes come out from Where It Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE
Production Team:
https://podflow.com
Diego Perez / Yung Pueblo:
https://yungpueblo.com
http://instagram.com/yung_pueblo

SHOW NOTES
02:45 - What compassionate venture means.
06:01 - How he thinks of each of his businesses - books, social media and venture capital
09:19 - How he thinks about building on other social platforms versus email?
12:45 - Comparing his business's structure to other writers' structures.
16:00 - Social media entrepreneurs he looks up to.
18:47 - Should I write a book?
21:54 - A comparison of getting published and self-publishing.
25:04 - The importance of the pen name Young Pueblo.
40:00 - How to learn meditation.

Today Greg is joined by Jay Clouse of Creator Science. In this episode, Greg and Jay talk about the upsides of cohort-based courses and what strategies Jay uses to achieve his 95% retention rate. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Jay Clouse
https://twitter.com/jayclouse
https://creatorscience.com/

SHOW NOTES
0:00 - Intro
5:40 - How Jay studies top creators 
12:10 - Courses vs. Membership Community
19:30 - How Jay attracts audiences
24:20 - The secret dividends of viral posts
30:40 - Being a distributor vs. being an artist
43:30 - Why retention is the golden metric

Today Greg is joined by Julien Smith, the CEO of Practice, bestselling author of The Flinch, and executive coach. In this episode, Greg and Julien talk about the podcasts, books, and x/twitter feeds that entrepreneurs should be reading and following. They also explore why you should think of your life in seven-year increments. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Julien Smith
https://twitter.com/julien
http://juliensmith.com/

SHOW NOTES:
0:00 - Intro
7:27 - The Silicon Valley info diet
13:47 - The network multiplier of high quality content
20:35 - How to play the content long-game
30:56 - Think of you life in 7-year increments

Today Greg is joined by Michael Girdley--who's spent the last 30 years building a $100M+ holding company. In this episode, Greg and Michael talk about whether holding companies should take sexy VC money and how to be a decades-long player in a world of base hitters. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Michael Girdley
https://twitter.com/girdley
https://girdley.com/

SHOW NOTES:
0:00 - Intro
4:32 - Finding great businesses to buy
7:22 - Does Michael think Greg made a mistake by turning down $30M?
15:15 - Do this one thing before making a big decision
25:27 - Scalepath, EverthingMarketplaces.com, Reforge and other companies doing communities right
33:15 - The story behind Alamo Fireworks
44:58 - How Michael Girdley is playing the long game

Today Greg is joined by Phil Toronto, a Partner at Vayner/RSE. In this episode, Greg and Phil share their biggest cheat codes for saying 'yes' to the right kind of events and why being the person who brings others together is the biggest value add of all. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Phil Toronto
https://twitter.com/philtoronto

SHOW NOTES:
0:00 - Intro
5:16 - Say 'no' to networking events
11:06 - Greg says 'yes' to a Tony Robbins event
23:06 - The power of proximity to a big cultural events
27:00 - Be the host

Today Greg is joined by Nick Huber. In the last 9 months, Nick has co-founded 6 companies in addition to Bolt Storage. In this episode, Nick and Greg break down the inner workings of a personal holding company and how to grow it at max speed with minimal risk. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Nick Huber
https://sweatystartup.com/

SHOW NOTES:
0:00 - Intro
3:23 - Twitter as a network accelerant 
8:15 - Personal Holding Companies 101
12:10 - Buy vs. Build
20:22 - Nick asks Greg for constructive feedback
26:39 - Avoid mental overload as a multipreneur
30:27 - Substack vs. ConvertKit

Today Greg is joined by Chris Hutchins, the host of All the Hacks, a podcast to upgrade your life, money, and travel. In this episode, Greg and Chris talk about the best reason to start a podcast and how to grow it way beyond sponsorship revenue. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Chris Hutchins
https://www.allthehacks.com/

SHOW NOTES:
0:00 - Intro
4:15 - How to launch a successful podcast
14:00 - How to think about listener data
21:03 - How to "hack" a profitable media company
37:19 - Social strategies for podcasters

Today Greg is joined by Nicolas Cole, the co-founder of Ship 30 for 30, a daily writing challenge. In this episode, Greg and Nicolas talk about how much money it really takes to be free and why it's better to be anonymously rich than it is to be internet famous with no customers. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberga

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Nicolas Cole:
https://www.ship30for30.com/
https://twitter.com/Nicolascole77

SHOW NOTES:
0:00 - Intro
4:37 - Someone somewhere is working harder than you
12:48 - A mental model for competition
20:32 - How much money does it take to be "rich"?
30:51 - Status games

Today Greg is joined by Andy Ellwood, a startup operator, sales genius, and all-around curious human. In this episode, Greg and Andy talk about how curiosity increases your surface area for luck, why journaling is an underrated life skill, and why you should be growing your business, not your burn rate. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Andy Ellwood:
https://www.andyellwood.com/
https://www.andyellwood.com/journalchallenge
https://twitter.com/andyellwood

SHOW NOTES:
0:00 - Intro
6:00 - Increasing your luck
16:30 - What religion tells us about community
26:40 - Journaling for creativity and clarity
39:25 - Grow your business, not your burn rate

Today Greg is joined by Jesse Pujji, the founder of Gateway X, a venture studio and holding company that builds and launches companies from scratch. In this episode, Greg asks Jesse how unfair advantages are gained and leveraged.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Jesse Pujji:
https://twitter.com/jspujji
https://www.gateway.xyz/

SHOW NOTES:
0:00 - Intro
5:00 - The truth about agencies
16:14 - Framework for a successful agency
22:09 - Unfair advantages
36:32 - When to quit
40:16 - Advice for multipreneurs

Today Greg is joined by Emma Lawler, the founder of Velvet, an infrastructure provider for cross-platform app authentication and monetization. In this episode, Greg and Emma talk about what trends are worth attention in an post-web3 world and why the Pick-and-Shovel Play could be the most exciting opportunity right now. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Emma Lawler:
https://www.velvet.cash/
https://twitter.com/emmaryanlawler
https://www.emmalawler.com/

SHOW NOTES:
0:00 - Intro
7:53 - Takeaways from working at The Skimm
18:45 - Business trends to pay attention to
33:56 - Why your should build a "boring" business

Today Greg is joined by Case Kenny, the host of New Mindset, Who Dis? and author of "That's Bold of You". In this episode, Greg asks Case how he was able to build a one-man content creator flywheel that involves a newsletter, SMS community, podcast, books and merch.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Case Kenny:
https://twitter.com/thecasekenny
https://newmindsetwhodis.com/

SHOW NOTES:
0:00 - Intro
1:32 - Turn a podcast into a content flywheel
10:55 - Mission + Rituals = Community
25:56 - Turn content into products

Today Greg is joined by Peter Shallard, The Shrink for Entrepreneurs. In this episode, they'll talk about conscious blind spots and cognitive biases particular to bootstrapped and venture-backed founders. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Peter Shallard:
https://www.petershallard.com/

SHOW NOTES:
0:00 - Intro
4:47 - How to practice focus
16:12 - Bootrapped vs. Ventrure-backed mindsets
30:14 - The business of coaching

Today Greg is joined by Antonio Neves, the creator of the Man Morning Newsletter and community. In this episode, you'll hear how to build an IRL mastermind from nothing and the grittiness it takes to get into the most selective tribes in startupland. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Antonio Neves:
https://theantonioneves.com/
https://twitter.com/TheAntonioNeves
https://www.manmorning.com/

SHOW NOTES:
0:00 - Intro
13:22 - Why proximity is a tool
25:54 - The good, the bad, and the ugly of Man Morning
35:50 - Greg answers community questions

Today Greg is joined by Harry Campbell, the founder of The Rideshare Guy. In this episode, Greg finds out how Harry turned a blog into a media company that was built to sell.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Harry Campbell:
https://twitter.com/TheRideshareGuy
https://www.youtube.com/channel/UCCwyU2RqlalzpKIrUhYWHfw

SHOW NOTES:
0:00 - Intro
2:55 - Branding and The Guy Mafia
9:52 - The Rideshare Guy business model
13:30 - Media businesses built to sell
27:06 - Harry's wisest words

Today Greg is joined by Roberto Nickson, the entrepreneur and designer building Eluna AI, Metav3rse & MV3. In this episode, Greg and Roberto talk about how to win the game of social media using AI.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Roberto Nickson:
https://www.youtube.com/@RobertoNickson
https://twitter.com/rpnickson

SHOW NOTES:
0:00 - Intro
2:42 - Why you probably need an alt account
10:27 - Roberto's advice for new creators
19:26 - Go slow to go fast
30:33 - Roberto gazes into the AI crystal ball

Today Greg is joined by Austin Lieberman, an investor and content creator. In this episode, Greg and Austin talk about how to optimize YouTube content for creators at every level and why you don't need a massive audience to get the most upside.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Austin Lieberman:
https://www.youtube.com/channel/UCLIFOsNlHA7ZjTrJDb2WQcw
https://twitter.com/LiebermanAustin

SHOW NOTES:
0:00 - Intro
3:48 - Why you should care about YouTube growth
15:42 - Figure out what works (and double-down)
25:04 - Subscribers: Ask who not how many
32:35 - Your videos are your product

Today Greg is joined by Late Checkout COO Theo Tabah. In this episode, Greg and Theo talk about the inner workings of Late Checkout.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Theo Tabah:
https://www.linkedin.com/in/theotabah
https://twitter.com/theotabah

SHOW NOTES:
0:00 - Intro
3:21 - When to say no to projects
10:05 - Letting your team fail
15:43 - Building culture in a remote team
33:28 - Other companies as role models
37:50 - Theoisms to live by

Today Greg is answering burning questions from the audience. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com/

Today Greg is joined by DTC marketing legend Nik Sharma. In this episode, Nik and I look at the best and worst DTC brands on the internet. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Nik Sharma:
https://www.nik.co/
https://twitter.com/mrsharma

SHOW NOTES:
0:00 - Intro
6:17 - What The Honest Company is getting wrong
10:25 - A DTC brand that is getting it right (Cadence)
29:37 - Nik's favorite creator-led DTC brand (Rare Beauty)

Today Greg is joined by Harley Finkelstein, the President of Shopify. In this episode, Greg and Harley talk about growing up in a predominantly immigrant neighborhood in Canada, getting mentors and finding joie de vivre.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Harley Finkelstein:
https://www.shopify.com/
https://twitter.com/harleyf

SHOW NOTES:
0:00 - Intro
5:49 - Growing up in Montreal as a Jewish Canadian
10:56 - Finding peers that inspire you
18:29 - The benefits of non-obvious mentors
26:06 - How to DM your heroes

Today Greg is joined by JT Barnett, a digital creator and founder of BarnettX and CreatorX, where he helps SMBs and Fortune 500 companies create content. In this episode, Greg and JT talk about viral growth versus slow growth, tools and workflows, and creators you should be following. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
JT Barnett:
https://barnettx.com/jt
https://www.tiktok.com/@jtbarnett

SHOW NOTES:
0:00 - Intro
0:47 - TikTok trends vs TikTok storytelling
5:26 - How to think about branding
19:23 - Creators to watch
28:04 - Tools and workflows for short-form content
35:11 - JT's favorite creators and why

Today Greg is joined by Dave Rogenmoser. Dave is the co-founder of Jasper, a Y Combinator-backed, generative AI platform for business that helps teams create content 10X faster. In this episode, Greg and Dave talk about why AI isn't enough to be a business on its own. You still have to talk to customers, find a niche, and solve a problem. Find out how in this episode. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Dave Rogenmoser:
https://twitter.com/daverogenmoser
https://www.jasper.ai

SHOW NOTES:
0:00 - Intro
2:34 - Should founders be paying attention to noise on Product Hunt, Twitter, etc?
15:26 - How to get started using AI tools
25:49 - Non-obvious niches to apply AI-first products
32:55 - Dave takes questions from the community

Today Greg is joined by Jackson Greathouse Fall, a designer and the creator of HustleGPT, an entrepreneurial AI. In this episode, Greg and Jackson talk about the tweet that changed Jackson's life overnight. And how to turn a 24-hour viral moment into a lifelong mission. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Jackson Greathouse Fall:
https://twitter.com/jacksonfall

SHOW NOTES:
0:00 - Intro
6:37 - Why this experiment went viral
12:06 - Current limitations to ChatGPT
22:17 - Making the most of a viral moment

Today Greg is joined by David Spinks, the founder of CMX and author of The Business of Belonging: How to Make Community Your Competitive Advantage. In this episode, Greg and David talk about sabbaticals, bots as community managers, and having a personal board of advisors.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
David Spinks:
https://davidspinks.com
https://twitter.com/DavidSpinks

SHOW NOTES:
0:00 - Intro
0:50 - Sabbaticals: Why you should take one
7:55 - AI community managers
23:55 - Ethics around bots in communities
31:30 - What's next for David Spinks
34:50 - Advice from Seth Godin, Ryan Hoover, Scott Heiferman and others (sort of)

Today Greg is joined by Trung Phan. Trung is the co-host of the Not Investment Advice podcast and writes the SatPost newsletter. He was formerly the lead writer for the Hustle. In this episode, Greg and Trung talk about working at The Hustle, owning your distribution, and how to get the most out of ChatGPT.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Trung Phan:
https://bearly.ai/
https://twitter.com/TrungTPhan

SHOW NOTES:
0:00 - Intro
7:45 - Meet Trung Phan
14:50 - How Greg sold 5by to StumbleUpon
24:17 - Why you need a through line in your work/life
28:15 - The story behind Bearly.ai
35:30 - Competition vs. opportunity in AI
41:58 - How Greg used ChatGPT to get paid $109K
49:30 - Should TikTok be banned?

Today Greg is joined by Josh Dorkin, the founder of Bigger Pockets, a community helping millions of members learn how to invest in real estate. In this episode, Greg and Josh talk about Josh's (sometimes) cautionary tale about the grind of building a community out of nothing.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Josh Dorkin:
https://www.biggerpockets.com/
https://twitter.com/jrdorkin

SHOW NOTES
0:00 - Intro
1:00 - The story behind Bigger Pockets
12:40 - Building an audience vs. Building a community
15:45 - Biggest challenges of running a community
18:18 - Protecting your brand
23:00 - Responsible monetization
28:44 - Creating products
32:57 - You don't need to be an expert
41:32 - Stop comparing 
47:47 - Josh's cautionary tale

Today Greg is joined by April MacLean, Late Checkout's community designer and fountain of wisdom on all things community. In this episode, Greg and April talk about 3 community-based products that have it figured out.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
April MacLean:
https://www.aprilmaclean.com/
https://twitter.com/mizmaclean

SHOW NOTES
0:00 - Intro
2:00 - Building a product community for nerds: Lomography
10:33 - Building a community-first product: View from My Window
13:14 - Facebook Groups. Yes or No?
31:10 - Community as the product: Common House
42:42 - Communities of practice

Today Greg is joined by Emerson Spartz, the founder of the viral media company Dose and the founder of MuggleNet, a Harry Potter fansite. In this episode, Greg and Emerson talk about how to become a super-learner and a high-impact billionaire.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Emerson Spartz:
https://twitter.com/EmersonSpartz

SHOW NOTES
0:00 - Intro
0:56 - Become a Super-learner
12:53 - Finding leverage points for new businesses
16:57 - How Emerson sees AI
29:19 - The AI effect on individual identity and culture
39:24 - How to make money with AI

Today Greg is joined by Danny Postma, a full-stack developer whose build AI apps like This Model Does Not Exist, Profile Picture AI and Headlime which was acquired by Conversion.ai in 2020. In this episode, Greg and Danny talk about app ideas powered by AI that could make millions in the next five years. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Danny Postma:
https://www.postcrafts.com/
https://twitter.com/dannypostmaa

SHOW NOTES:
0:00 - Intro
0:11 - AI Generated Influencers
8:53 - Building AI tools as an indie hacker
16:30 - Case Study: Profilepicture.ai
18:46 - How to think about competition
27:00 - More AI app ideas

Today Greg is joined by Chris Josephs of Autopilot, an app that lets you automate your investment portfolio by copying top-notch traders like Nancy Pelosi and Warren Buffett. In this episode, Greg and Chris break down how Autopilot got to the top of the charts in the App Store by using memes to grow and audience.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Chris Josephs:
https://joinautopilot.com/
https://twitter.com/Chrisjjosephs

SHOW NOTES:
0:00 - Intro
6:53 - How memes made Autopilot a top ranked finance app
12:14 - A guide to using memes and pseudo-memes
28:00 - How to cross-channel your short form content 
34:57 - Building a competition-proof product
42:00 - Chris's advice for building an audience from scratch

Today Greg is joined by Brent Beshore of Permanent Equity. In this episode, you'll learn why you don't need a Finance degree to generate wealth as an investor.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com

Brent Beshore:
https://www.permanentequity.com
https://twitter.com/BrentBeshore

SHOW NOTES:
0:00 - Intro
1:07 - An argument for Annual Letters
4:10 - Permanent Equity 101
12:22 - Applying the Kaizen Approach 
18:25 - How Brent values a business
25:58 - When should a founder sell?
29:06 - Advice for first-time investors
34:23 - How to be a better capital allocator

Today Greg is joined by the founders of Ship 30 for 30. In this episode, you'll hear how to stop worrying about being 'cringe' on Twitter and start developing a writing habit that pays off in your business and in your life.
 
??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team: https://www.bigoceanpodcasting.com

https://startwritingonline.com/
https://www.ship30for30.com/
Dickie Bush: https://twitter.com/dickiebush
Nicolas Cole: https://twitter.com/Nicolascole77

SHOW NOTES:
0:00 - Intro
0:55 - How esports (and obsessive attention) helps in business
11:30 - Playing the Twitter game right
25:00 - How to start writing
27:00 - Pseudonymity 
34:50 - Case Study: Ryan Holiday
41:45 - You're not special. The niche is special
45:48 - How to avoid doing too much

Today, Greg is joined by Sahil Lavingia, the founder of Gumroad. Sahil told himself he's going to start being totally honest in 2023 and he doesn't hold back in this conversation.
 
??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team: https://www.bigoceanpodcasting.com

Sahil Lavingia: https://twitter.com/shl

SHOW NOTES:
0:00 - Intro
4:22 - Where Sahil's brainpower is going in 2023
9:18 - Robots replacing humans (yes or no)
17:19 - The most valuable skillset
25:17 - The first step to becoming more technical
34:46 - How to get the life you really want
39:47 - How to beat inertia
44:14 - Clean up your information diet

In this episode, I talk about the biggest winners and losers in 2022 as well as my own personal biggest wins and loses. I'm speaking from the heart with this one and telling some stories I've never told before.
 
??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com

SHOW NOTES:
0:00 - Intro
0:45 - Best Products Under $100
2:09 - Most Underrated Company of 2022
4:47 - Most Overrated Company of 2022
5:53 - The Best Decision I Made This Year
7:34 - The Worst Decision I Made This Year
8:51 - My Favorite YouTube Channels of 2022
12:51 - Billionaire of The Year
14:34 - Community of The Year
15:52 - The Best Investment I Made This Year
17:24 - The Worst Investment I Made This Year
19:12 - My Biggest Changed outlook in 2022
20:45 - What Am I Most Excited About for 2023?

Today, Greg is joined by Em Herrera, an investor at Night Ventures. In this conversation, Greg and Em talk about how content creators and startups can amplify each other through partnerships.

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Emily Herrera:
https://twitter.com/emilyhxrrera
https://www.emilyherrera.com/

SHOW NOTES:
0:00 - Intro
4:14 - How creators can partner with VCs
14:04 - How Dunbar's Number applies to communities (Isenberg's Number)
16:28 - How creators can connect with younger audiences
30:50 - Should everyone be a part-time creator?
37:11 - The four types of creator businesses
52:30 - Compensation models for creator partnerships

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team:
https://www.bigoceanpodcasting.com
Nick Huber:
https://sweatystartup.com/
https://twitter.com/sweatystartup
https://sweatystartup.substack.com/
https://boltstorage.com/
https://recostseg.com/
https://www.supportshepherd.com/

SHOW NOTES:
0:00 - Intro
2:36 - How to find a niche in real estate
16:04 - Finding sweaty startup opportunities
20:36 - Using real estate as a wealth multiplier
28:30 - Managing risk in real estate
33:00 - Turning a sweaty startup into a media company
49:40 - Advice for first-time sweaty startups

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team: https://www.bigoceanpodcasting.com

Austin Rief: https://twitter.com/austin_rief

SHOW NOTES:
0:00 - Intro
3:54 - The verticalization of email
12:10 - Deconstructing the Mr. Beast content model
16:27 - The pros and cons of different newsletter categories
27:22 - Too niche or not niche enough?
33:00 - How to start a newsletter in 2023
35:20 - Newsletter monetization
42:17 - How Austin Rief thinks about AI and media businesses
44:37 - Can you be friends with the competition?
47:47 - Austin Rief peers into the crystal ball

Today, Greg is joined by Michael Karnjanaprakorn, the founder of Skillshare and Otis. He's now taking time off to think and write about life, money and personal holding companies. In this episode, Greg and Mike talk about the thing Mike is *most* uncomfortable talking about: money.  

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team: https://www.bigoceanpodcasting.com

Michael Karnjanaprakorn: https://twitter.com/mikekarnj

SHOW NOTES:
0:00 - Intro
1:12 - How much money does it take to be wealthy?
17:43 - The business of being a content creator
19:51 - How to choose a niche
31:00 - An argument for Personal Holding Companies
45:38 - Michael Karnjanaprakorn peers into the crystal ball

Today, Greg is joined by Ben Tossell, the founder of Makerpad, which democratized software development through no-code. In this episode Ben and Greg talk about how writers should be using AI to become more creative, more productive, and more efficient. 

??Subscribe to Greg's weekly newsletter for insights on community,
creators and commerce.You'll also find out when new and exclusive
episodes come out from Where it Happens. And it's totally free.

https://latecheckout.substack.com

FIND ME ON SOCIAL:
Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
TikTok: https://tiktok.com/@gregisenberg

LINKS FOR THIS EPISODE:
Production Team: https://www.bigoceanpodcasting.com
Ben Tossell: https://twitter.com/bentossell

A SPECIAL THANKS TO OUR SPONSORS

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SHOW NOTES:
0:00 - Intro
0:54 - Ben's take on no-code
6:00 - Why creatives shouldn't fear AI
9:00 - Ways creatives can use AI
21:08 - How to integrate AI into your writing process
32:52 - Social implications of AI
40:00 - Ben Tossell peers into the crystal ball