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HELP! I Suck at Dating

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HELP! I Suck at Dating

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iHeartPodcasts

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Tv

Podcast website

www.iheart.com

Latest episode

Jul 11, 2026

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Episodes

Been There, Dean That: The Bad Trip 06.03.2024

Traveling can open your mind, create lasting memories, and bring you closer to your fellow human… but what happens when everything goes wrong?? Dean and Caelynn relive their trip to St. Lucia that they planned after only a few months of dating!  Come brave the rainforest, poisonous snakes and more while we find out what to do on a terrible vacation! See omnystudio.com/listener for privacy informat...

You’re On Mute 04.03.2024

Let’s be honest… how many people have you “muted” on social media?? Dean, Caelynn and Jared spill about which members of Bachelor Nation they have muted on Instagram and you’ll be shocked at who made the list! Jared’s officially going to be a father to 2 boys! We brainstorm some potential names for Dawson’s younger brother.  Plus, Jared makes a small change on his Instagram that could spark some “...

Talk Daddy to Me: Boys 2 Men 02.03.2024

Jared has announced the gender of baby #2! But he feels a bit conflicted about being a dad to two boys.  Hear his concerns, hopes and wishes as he prepares for his new son, and we find out why they might be making a BIG move as a family of four.  Plus, how do you find time for yourself when you’re a parent??  See omnystudio.com/listener for privacy information.

Caelynn’s Corner: Keeping Up with The Cyruses 01.03.2024

Caelynn has a pop culture round-up and breaking down all the family drama going on with the Cyruses! Find out everything going on with Tish, Noah and Billy Ray Cyrus.  Dean and Caelynn discuss their favorite celebrity couples and reveal which superstar they’d allow to sign their forehead.  Plus, Dean opens up about the popular show that he just can’t stand!  See omnystudio.com/listener for privacy...

Been There, Dean That: Guatemala 28.02.2024

Dean and Caelynn take us through their trip to Guatemala! Find out which cities to visit, travel tips once you get there (don't lose your water bottle), and how to stay safe when traveling abroad!      See omnystudio.com/listener for privacy information.

A Bunch of Baloney 26.02.2024

Jared and Dean both open up about family struggles this week, with Dean sharing his strained relationship with his father, and Jared admitting that sometimes he's bad at keeping the romance alive with Ashley.  Dean and Caelynn have a house renovation update, and we hear the frightening true fact that might stop you from picking your nose! See omnystudio.com/listener for privacy information.

Caelynn’s Corner: Sucker’s Choice Awards 24.02.2024

Is Billie Eilish right?? Do we have too many Tik Tok people and influencers at award shows these days?? Caelynn and Dean discuss Billie’s comment about social media personalities and try to decide if Tik Tokkers belong on a red carpet. Plus, we break down yet another controversial moment from Tom Sandoval.  See omnystudio.com/listener for privacy information.

Talk Daddy to Me: What’s Your Father IQ? 23.02.2024

Think you’re the best dad around?? Jared puts his daddy-brain to the test when he takes the “Father IQ” exam. Find out some of the biggest parenting mistakes most dads make, and how to fix them in the future! See omnystudio.com/listener for privacy information.

Caelynn’s Corner: Booked and Busy 20.02.2024

Would you join a Suckers Book Club hosted by Caelynn?? She’s reading books at lightning speed and wants people to talk about them with! This week we’re diving into some of her recent favorites, so spoiler alert for the books “Iron Flame” and “A Court of Thorns and Roses”! See omnystudio.com/listener for privacy information.

Talk Daddy to Me: The Big (Parenting) Game 19.02.2024

There’s nothing more special than a father and a son bonding over a love of sports… if the kid can watch the game for more than 5 minutes. Jared shares his dilemma of wanting to include Dawson in watching the game, but maybe he’s too young for it?? And, Jared shares the inside story of all the drama surrounding his personal friend Sydney and what happened with her on The Bachelor recently.  See om...

Been There, Dean That: Picture Perfect 17.02.2024

When you travel, it's a good practice to leave nothing but footprints and take nothing but pictures. Dean is here to help with the photography part! He's ready to share some photo tips he wished he knew when he first started traveling. And if you're completely new to life as a shutterbug, Dean has some basic terms that will make you ISO before you F-stop! See omnystudio.com/listener for privacy in...

Will You Be my Valentine? 16.02.2024

Is Valentine’s Day ONLY for the ladies?? Dean and Caelynn are not on the same page when it comes to Cupid’s day… but how do most men feel about it?? The Golden Bachelorette is officially confirmed! Dean, Jared and Caelynn make their official predictions of who will be the first lead in the new franchise. Find out which major celebrity Dean thinks will be THE Golden Bachelorette! See omnystudio.com...

In Defense of the Villain 12.02.2024

If you're watching Joey's season of The Bachelor, you probably have some strong feelings about the "villain" Sydney Gordon. Jared has a personal connection to Sydney and it sparks a conversation about how fans treat people on the show when they've done something "wrong".  Dean and Caelynn share a recap of their hangout with Chris Harrison and Lauren Zima, and we try to figure out if we REALLY want...

Caelynn’s Corner: The Trouble with the Toms 10.02.2024

If you’re feeling out of the loop with the Vanderpump Rules drama, Caelynn’s pop culture update gets you up to speed! Hear the latest on what both Toms (Schwartz and Sandoval) are up to, and take a deep dive into Taylor’s Celine snub at the Grammys! See omnystudio.com/listener for privacy information.

Been There, Dean That: Ain’t No Mountain High Enough 08.02.2024

Dean takes us behind the scenes of his mountain-climbing summer before he tied the knot! He’s hanging out with his friend Hannah who joined him on many of the climbs and has plenty of tips and tricks to share for anyone looking to reach the top! Plus, Hannah has some words of wisdom for any other female climbers! See omnystudio.com/listener for privacy information.

Talk Daddy to Me: 50 Ways to Be a Great Parent 07.02.2024

Jared reviews a list compiled by “parenting experts” on how to be a fantastic parent… but do they actually work?? He has real life experience with a wild 2 year old and shares the real results of these parenting tips! See omnystudio.com/listener for privacy information.

The DeanLounge: The Inca Trail 05.02.2024

Dean shares the story behind another life-changing trip! Down in South America, Dean followed the Inca Trail to Machu Picchu.  Hear all the hacks, the tricks, and what you HAVE to prepare before you take on the trail.  Plus, find out which member of Bachelor Nation helped Dean plan his trip! See omnystudio.com/listener for privacy information.

Ringing the Bells with Chris Harrison and Lauren Zima 03.02.2024

Newlyweds Dean and Caelynn are put to the test when Chris Harrison and Lauren Zima give them an impromptu marriage counseling session! Hear their true thoughts on Dean and Caelynn’s relationship and find out why Caelynn took out an insurance policy on Dean! Plus… Chris has some big news about what’s coming next on Bachelor in Paradise See omnystudio.com/listener for privacy information.

The Most Dramatic Crossover Ever 31.01.2024

Chris Harrison, Ben Higgins and Dean Unglert sit down together for the first time for an honest conversation. This is the first time they sit down as married men and it gets real… See omnystudio.com/listener for privacy information.

Talk Daddy To Me: It Takes Two 31.01.2024

Jared is facing life as a father of two… and there’s a lot to prepare for!  What will the family dynamic be like?? How much harder is life with two young kids?? And will Jared have a favorite kid?? See omnystudio.com/listener for privacy information.

Family of Four 29.01.2024

Jared has some big news! Find out all of his thoughts on being a father of 2… from the good to the stressed.  Plus, Dean and Caelynn reveal that they’re hearing the pitter patter of little feet at their new house too!  See omnystudio.com/listener for privacy information.

The DeanLounge: Patagonia Going Gone 28.01.2024

Dean is taking flight to share all the details of the trip that changed his life! We’re heading to South America for some tips, tricks and secrets of traveling to Patagonia! See omnystudio.com/listener for privacy information.

Caelynn’s Pop: Kim Kardashian, The Oscars and Spongebob Squarepants 26.01.2024

Caelynn is covering the latest in pop culture news, from the Oscar nomination controversy to Ariana Grande’s love affair with a man who live in a pineapple under the sea.  See omnystudio.com/listener for privacy information.

Talk Daddy to Me: How to Be a Better Father 23.01.2024

Jared has some tips to share that will make you Father of the Year! If you’re a dad, see how many you already do! And if you’re not… take notes! See omnystudio.com/listener for privacy information.

Disney Adults and Aladdin Toddlers 22.01.2024

Jared is back from his big family vacation to Walt Disney World! But what was it REALLY like taking a 2 year old to the parks?? Jared and Ashley hold nothing back when sharing the highs, the lows, and all the tips they learned as toddler parents at a theme park. Plus, find out the major regret Jared experienced once the trip was over! See omnystudio.com/listener for privacy information.

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