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Help! I Suck at Dating with Dean, Jared & ....

Help! I Suck at Dating with Dean, Jared & ....

Dean Unglert and Jared Haibon are on a never ending quest to find out how to suck less at dating and relationships! Help I Suck at Dating teams the Bachelor favorites up with guest cohosts to discover the secrets to a successful relationship. They?ll talk to love experts, psychics, celebrities, and everyone in between that can help make them better partners. It?s ?Help I Suck at Dating with Dean, Jared & ...? an iHeartRadio podcast.

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Episodes

Rumor Mill with Bekah Martinez

Dean and Jared connect with Bekah Martinez (Arie's season) and we get an update on her life as a mom! She clears up some rumors about becoming a foster parent, but that doesn?t mean she?s done having kids! Get the real truth about Bekah?s plans for the future.
 
She takes a look back at her time on The Bachelor and shares a hard truth about why she felt like she had to fight everybody.
 
And Bekah gets real about how her relationship changed during her pregnancy and why she and her boyfriend almost called it quits.

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2022-08-08
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More Calls on the Sucky Daters Helpline with Jessenia Cruz

#SuckArmy needs help with relationships and our operators are standing by! Dean and Jared are back with Jessenia Cruz from Matt James? season to try and fix some sucky dating situations!

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2022-08-04
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We Don?t Talk About Exes with Jessenia Cruz

Dean and Jared are joined by Jessenia Cruz from Matt James? season, who is single but that doesn?t mean she sucks at dating! 

Jessenia shares all the drama from her time on The Bachelor, including what really happened in that fateful 2 on 1.
 
Is it EVER okay to cancel on a date at the last minute?? You might be surprised by Dean?s perspective.
 
And we delve into the psychology of ?ghosting?.

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2022-08-01
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Sucky Daters Helpline with Mari Pepin

Mari Pepin from Matt James? season is back with Dean and Jared to help out a few members of #SuckArmy with dating advice! We?re taking live callers and giving them the hard truth to help them suck less at dating.

 

And we hear some exclusive details on Mari and Kenny?s upcoming wedding!

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2022-07-28
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Emergency Contacts with Mari Pepin

Mari Pepin from Matt James season of The Bachelor joins Dean and Jared to cover what?s happening in relationships this week!

 

We HAVE to talk about Khloe Kardashian and Tristan Thompson. Could you stay with someone that cheated on you?? Mari shares her #1 relationship dealbreaker and we find out if she?d ever take someone back if they were unfaithful.

 

Plus, we get the real story on how things changed after she moved in with Kenny. All the dirty laundry gets aired here!

 

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2022-07-25
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Hi Five! With Alayah Benavidez

Alayah Benavidez returns with Dean and Jared to hang with Alexis and Joyce from the new dating show ?Five Guys a Week?.


What would you do if you met your man after he moved in? as a complete stranger? with 4 other random guys???

 

Hear about the drama that went down between ?music man? and ?beans?, and discover how to survive the mess that comes with living with single dudes.

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2022-07-21
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Voices in Your Head with Alayah Benavidez

Alayah Benavidez from Peter Weber?s season of The Bachelor is hanging with Dean and Jared and sharing a REAL look at dating after being on The Bachelor.

 

She opens up and gives us an honest look at all the drama on Peter?s season, both on screen and when the cameras stopped rolling.

 

And, we try to figure out the tricky situation of when to move for your partner. Is that a sign to break up?? Or do you follow them across the country?

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2022-07-18
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Bundles of Joy with Raven Gates

Dean and Jared are hanging out with Raven Gates from Nick Viall?s season and Bachelor in Paradise! She has an update on her love story with Adam Gottschalk and she shares the details from the emotional delivery that gave her a healthy baby.
 
We discuss Katie Thurston?s current relationship status and the power of taking a moment to ?date yourself?.
 
Plus, Dean and Jared share their biggest personal growths from the last few years and their answers might surprise you!
 

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2022-07-11
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Happy 4th of July!

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2022-07-04
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Like a Virgin

Dean and Jared meet the REAL 40 year old virgin! Tommy Lee shares his story of trying to get laid with the help of his friend, comedian and pro athlete Nem Stankovic.

 

The friends share that Tommy?s journey to losing his virginity transformed into finding his adulthood and learning confidence and self-esteem.

 

And, Jared opens up about Ashley?s experience as a virgin at 27 years old.

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2022-06-30
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Caelynn's Compromise

Caelynn is our special guest co-host this week because she wants to set the record straight on her relationship with Dean! 
This is an unfiltered and uncensored look into the realities of their partnership. Find out their biggest challenges and who made the tougher compromise in their lives together! 
And, we finally hear the truth about their plans for marriage. 

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2022-06-27
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All Hail the Queen with Victoria Larson

?Queen Victoria? Larson from Matt James? season is here with Dean and Jared to try and figure out why she sucks at dating.
 
But first, she has to admit to Ashley why she?s had her blocked since they met on The Bachelor set during her season!
 
And, Victoria reveals why she took on the role as ?the villain?.  

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2022-06-20
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Make it or Break It with Dr Nicole LaBeach

Dean and Jared are learning the secret to what makes…or breaks… a relationship from Dr. Nicole LaBeach from OWN’s “Put a Ring on It”.
 
She’s an expert in determining if a couple will stay together or go their separate ways.
 
And, find out why you should be worried if you NEVER fight with your partner!

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2022-06-16
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Long in the Front, Short in the Back

When you come off The Bachelor, it’s not always a fairy tale romance! Dean and Jared discuss the difficult first year that many Bachelor couples face after the show. 

Should Dean expect something from Caelynn if he gets her an engagement ring?? 

Plus, Jared reveals a big change coming in his relationship with Ashley.
 

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2022-06-13
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Shrinkage with The Shrink Chicks

Anna Redman from Matt James’ season is back with Dean and Jared for a therapy session with the Shrink Chicks! Emmalee and Jen are best friends that became marriage and sex therapists and now want to pull back the stigma on therapy.
 
Hear some amazing advice on how to bring up therapy with your partner, when is the best time to seek therapy, and how to get mental health help on a budget!
 
And, Dean opens up about his experience with therapy and why it’s important to be honest with your therapist.

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2022-06-09
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Kicked Out of the Restaurant with Anna Redman

Jared and Dean catch up with Anna Redman from Matt James’ season! She spills everything about her relationship with Chris Bukowski and we find out when they plan on taking “the next step”!
 
Plus, Anna shares some brutally honest advice for anyone going to Paradise!
 

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2022-06-06
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Double the Fun with Daniella McBride

Jared and Dean are hanging out with one of the newest parents from Bachelor Nation: Daniella McBride from Sean Lowe’s season! She had twin boys last year and has some advice for Jared on how to get to the “fun” baby stage.
 
We hear the status of Daniella’s 7 year relationship and why they haven’t gotten married!
 
Plus, who should change their name when getting married??

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2022-05-30
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Roses for Housewives with Leah McSweeney

Pieper James is back with Dean and Jared to hang with Leah McSweeney from The Real Housewives of New York! Leah is a HARDCORE Bachelor fan… but would she ever go on the show??

She has an important lesson to share that she picked up while following Jared and Ashley’s love story.

And, find out the ONLY reason (according to Leah) that you should stay in touch with an ex!

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2022-05-27
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Popping the Question with Pieper James

Dean and Jared get to know fellow Paradise alum Pieper James! We hear the real story of her controversial romance with Brendan and we find out the truth behind rumors of their break-up. 

Hear the good and the bad that comes with a long distance relationship and we get the latest on what's going on between Pieper and Natasha Parker!

Plus, Dean reveals a BIG decision that could completely change his future with Caelynn

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2022-05-23
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Mating Season with Austin Nogiec and Paige Dacanay from ?Love in the Jungle?

Dean is back with Sarah Herron and if you thought finding love on The Bachelor was strange, wait until you meet Austin and Paige from “Love in the Jungle” on Discovery+!
 
We hear all about trying to make a romantic connection by embodying an animal and reenacting mating rituals. Does it work??
 
What animal would Sarah take on if she was sent to jungle? All is revealed!

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2022-05-19
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Rocky Mountain High with Sarah Herron

Dean is going one on one with Bachelor in Paradise OG Sarah Herron (Sean Lowe’s season) for a very special episode! Sarah and Dean have an unexpected connection that goes much deeper than you might think!

 

Sarah opens up about her journey with IVF and she and Dean reveal why Paradise can sometimes feel like Hell.

 

Plus, find out why Dean and Caelynn are in a “rut”!

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2022-05-16
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The Return of Love Man

Dean and Jared are back with Katie Morton! We talk to Lisa Bilyeu, cofounder of Quest Nutrition (yes THOSE health bars!) and she shares some incredible advice on how to overcome hardship and achieve success. 

If you've ever struggled with confidence, you need to hear this conversation. 

And when we needed him most, Love Man returns! 

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2022-05-12
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Kicking it with Katie Morton

Katie Morton from Colton’s season is back with Dean and Jared, and she might STILL suck at dating.

She’s in a long term and VERY long distance relationship, and she’s ready to give us the real story on dating someone overseas! Find out if she’s going to spend a lot of time in an immigration office OR if we’ll see her back on the beach in Paradise!

 

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2022-05-09
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Bi-Coastal Dating with Tammy Kay Ly

Jared connects with Tammy Kay Ly from Peter Weber’s season and Bachelor in Paradise to try and figure out dating when you travel between 3 different cities!
 
Tammy has been all over, so she has firsthand knowledge on dating in LA, NY, and Mimai, all while working 6 jobs!
 
And how do guys react when a woman approaches THEM? Should women be more proactive in shooting their shot?

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2022-05-05
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Significant Other Time at the Help I Suck at Dating/Almost Famous Crossover Party!

Dean and Jared are hanging out with Ben Higgins and Ashley I from the Almost Famous podcast for a special crossover party presented by Pandora Jewelry!
 
We're putting the spouses in the hot seat! Ashley and Caelynn join in to answer the most intimate questions about Jared and Dean. But Ben isn't safe! We bring in his new wife Jess to get the real story on what it's like to be married to "Perfect Ben"! 

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2022-05-02
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Showered with Love

Dean is live from a Wyoming mountaintop to try and figure out how to suck less at dating! 
Dean opens up about how Caelynn has changed his life and anyone who can smell him is VERY grateful. But it goes both ways, and we find out which of Dean's dirty habits have rubbed off on Caelynn. 
And Jared is concerned about baby Dawson's exposure to social media. How do you limit access as parents without being overprotective??

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2022-04-25
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How to Make a Match

Kendall Long and Deandra Kanu return with Dean to get to the bottom of what people are REALLY looking for in a partner. We talk to the Matchmaking Duo about the secret details that will help you land the person of your dreams!

They have 2 IMPORTANT tips that are guaranteed to land you more dates with higher quality people, and we find out the perfect mindset to have when starting to date someone new.

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2022-04-21
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A Hard Launch with Kendall Long and Deandra Kanu

Kendall Long is back with Dean and and she has some BIG news to share about her "hard launch" on Instagram. 

And we talk to Deandra Kanu from Peter's season about the challenges of dating in LA. Do apps still work??

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2022-04-18
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It?s Now or Never with Randall and Jake from The Ultimatum

If you can’t get enough of “The Ultimatum” on Netflix, you don’t want to miss this episode! Dean and Jared are back with Serena Pitt from Matt James’ season and this time we have Randall and Jake from “The Ultimatum”!
 
Find out what caught Randall off guard about going on the show, and Jake reveals what changed his mind when he refused to go on.
 
And, we learn what “The Ultimatum” can teach us about relationships and healthy growth.  
 

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2022-04-14
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Cleanup on Aisle 5 with Serena Pitt

Serena Pitt from Matt James’ season and Bachelor in Paradise joins Dean and Jared to catch up on her romance with Grocery Store Joe! She spills everything about how their relationship has changed since moving to New York together and we find out why they might be getting married sooner than you think!
 
Plus, Serena tells us the REAL story of why she sent herself home on Matt’s season.

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2022-04-11
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Resting Betch Face with Jordana Abraham

Genevieve Parisi from Clayton’s season is back with Jared to try and figure out dating in 2022 with Jordana Abraham, founder of Betches!

Genevieve WISHES she was married and Jordana has some advice on how to find “the one”!

Do you think technology has helped or hurt dating?? We try to understand how dating has changed and where its headed in the future.


Plus, Jordana is a HUGE Bachelor fan and has some thoughts on the state of the franchise.

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2022-04-07
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Make Relationships Flirty Again with Genevieve Parisi

Genevieve Parisi from Clayton?s season is hanging out with Jared this week and spilling EVERYTHING about her time getting to know the ?real? Clayton. Is it possible to see her on the beach in Paradise?? Jared gets Genevieve to open up about her future with the franchise.

Plus, we share tips on how to make your long term relationship ?flirty? again!

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2022-04-04
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Naked and Afraid

Both Jared and Dean found love while in a swimsuit in Paradise, but could they handle a dating show where you truly bare all? 

You?ll be shocked to hear what Dean and Jared think of the UK show ?Naked Attraction?, and find out how to make a lasting first impression with your clothes ON. 

Plus, Dean reveals why he might get rid of his wedding ring!

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2022-03-28
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A Decent Proposal

Sierra Jackson is back with Dean and Jared to break down all the questions that come with a marriage proposal! We?re hanging out with Rebecca Lynn Pope, host of ?Marry Me Now? on OWN, and she shares some insight on how to know when your partner is ready for the big question. 

And Dean opens up about how he would react if Caelynn got down on one knee and asked HIM to marry her!  

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2022-03-24
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Emoji Interpreter with Sierra Jackson

Sierra Jackson from Clayton's season of The Bachelor joins Dean and Jared to try and figure out which of the new emojis are best for sending a spicy text! 

Sierra shares some of the red flags she got from Clayton that you DIDN'T see on The Bachelor. 

And find out who she's hoping to see in Paradise! 

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2022-03-21
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Millionaire Match-Up

Abigail Heringer from Matt James? season is back with Dean and Jared to ask the million dollar question: Can you find love on ?Joe Millionaire???

Steven and Calah from Joe Millionaire are here with the honest truth about how things are going in their relationship since the show ended!

We hear the latest on their engagement and they fill us in on what it means to get a ?promise ring? put on your finger. 

Plus, Steven tells us if his bromance with Kurt from Joe Millionaire was able to survive the competition of the show!

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2022-03-17
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Return to Paradise with Abigail Heringer

Dean and Jared hang out with Abigail Heringer from Matt James' season, and she has some exciting dating news to share! She has all the details on how she and Noah became a Paradise success story and she opens up about why it was eye opening to watch the season back. 

And we go through the 8 Break-Up "Dos and Don'ts". If you've recently broken up, you need to hear this list!!

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2022-03-14
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Check the Receipts with Lauren Speed-Hamilton

We're OBSESSED with Love is Blind on Netflix so Jared, Dean and special guest cohost Heather Martin are hanging out with one of the success stories from season 1: Lauren Speed-Hamilton!

Lauren lets us in on her relationship with Cameron and how their family might be growing soon! But she also shares some of the hottest and dramatic moments that went on behind the scenes of Love is Blind. 

And Jared reveals the harsh truth about the "work" that comes with trying for a baby. 

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2022-03-10
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Breaking Up is Hard to Do with Heather Martin

Heather Martin from Colton?s season is sitting in with Dean and Jared this week! She gives us an update on her dating life after crashing Matt James season of The Bachelor, and we try to figure out what?s worse: breaking up with someone, or getting broken up with!

And? does Dean have ?baby fever??? We clear things up and get the real answer!

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2022-03-07
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Jared and his ?Things?

Are you uncomfortable talking about sex? Jared, Caelynn join Caroline Lunny from Arie?s season to discuss everything you?ve wanted to know about sex? but were afraid to ask. They?re sitting down with intimacy educator and author Shan Boodram to try and uncover why there?s so much shame and secrecy around sex. 

Shan gives Caroline some life changing advice after she shares a very personal moment. 

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2022-03-03
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The Kids Are Alright with Caroline Lunny

Caroline Lunny from Arie's season joins Jared and Caelynn for a real and honest conversation about becoming a parent, as Caroline lets us in on her journey of freezing her eggs. 

Jared gives us the REAL truth about being a first time parent and Caelynn reveals the deadline she gave for Dean if he wants to be a dad!

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2022-02-28
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Mind Your P?s and Q?s

Do you know which fork to use at a fancy dinner? How to ask for a raise? How to decipher a thirst trap?? All these questions and more are answered when Dean, Jared and guest co-host Sydney Lotuaco talk to the ?Duchess of Decorum?! We?re hanging out with Pattie Ehsaei who went viral on Tik Tok teaching young people how to navigate through situations no one prepared us for!

 

Plus, find out why Dean thinks he and Caelynn are ?total opposites?!

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2022-02-24
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Dance Down the Aisle

Sydney Lotuaco is back with Dean and Jared and she has some exciting news... she's engaged! 

Jared shares some crucial wedding planning advice and we hear how Sydney plans on working her pro dancer background into the ceremony! 

Plus, find out why a major celebrity break-up could be very good news for Dean. 

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2022-02-21
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Parental Control

Would you set your mom up on a date?? Dean, Jared and Annaliese Puccini talk to Karen Larrera and her daughter Breana from "My Mom, Your Dad" on HBO Max. 

We find out if kids can REALLY make better dating decisions for their parents, and how Karen's experience on the show is different from The Bachelor. 

Plus, what should you do if you suspect infidelity from your in-laws??

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2022-02-18
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Not Your Average Joe with Annaliese Puccini

Annaliese from Arie's season of The Bachelor is back and hanging out with Dean and Jared!

Kurt Sowers (AKA Joe Millionaire) tells us his experience dating on reality TV, and why it might be more effective than The Bachelor. 

And, Kurt reveals his surprise romance that didn't involve a contestant!

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2022-02-14
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Baby Marathon

Jared?s off adjusting to new dad life, but Caelynn is back to help Dean pick up some tips for first time parents! 

Dawn Dias shares all the ?sh*t they never tell you about parenting? along with some incredible advice on how to split up the duties when a new baby joins the family. 

Plus, Dean and Caelynn reveal their plans for kids? both with and without fur!

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2022-02-11
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Speed Dating with Dean & Caelynn

Dean and Caelynn are baring all and answering some of the toughest relationship questions with TOTAL honesty! Everything is on the line when we ask about their future together, their biggest relationship challenges and who does the cooking!

 

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2022-02-07
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Baby Brady

We?re catching up with Jared just hours after becoming a new father! Find out everything that happened in the delivery room and why he?s afraid he?ll ?suck? at being a dad.

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2022-02-02
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Crushing Hard with Annaliese Puccini

Annaliese from Arie?s season is back from Hawaii and is ready to share all her dating stories with Dean and Jared! 

Jared could be mere HOURS away from becoming a father and shares his most personal thoughts. 

Dean has a ?crush? on Caelynn, but it might not go other way? 

And, find out if Annaliese would return to The Bachelor!

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2022-01-31
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Marriage Boomers

Angela Amezcua is back with Dean and Jared to get some much needed relationship advice from matchmaker Jackie Dorman! 

Find out why it?s BETTER for a relationship to move fast! Would you get married after dating for less than 12 months??

And we learn that the pandemic could lead to a ?marriage boom?.

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2022-01-27
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