HELP! I Suck at Dating

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Latest Episodes:

Lounge Dean: This is Your Captain Speaking Jan 17, 2024

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Welcome to Lounge Dean! No matter how many frequent flyer miles you have, this is the place for all the travel questions you’re afraid to ask! Dean tells the story of how he became a SUCKER for travel and offers some beginner tips for anyone with wanderlust!

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Bachelor Party: The Next Generation Jan 15, 2024

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Dean, Caelynn and Jared are back from The Golden Wedding and ready to share every secret detail!

Hear what happened when the Suckers met up with the new members of Bachelor Nation, and why someone from the franchise deliberately pretended not to know Dean…

Plus, we get the latest on Dean and Caelynn’s big move to Colorado!

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Talk Daddy to Me: Parenting 101 Jan 12, 2024

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Are you new to parenting?? Jared shares his biggest fears and anxieties before he became a dad and he reveals some of the tricks he learned after facing challenges early in fatherhood!

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Caelynn’s Pop: The Golden Globes Jan 10, 2024

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Caelynn is taking us through the biggest story in pop culture this week… what WAS Selena Gomez saying to Taylor Swift?? We have all the clues and lip reading analysis to get you up to speed with what REALLY happened.
Plus, Caelynn shares the book she can’t stop thinking about and why it should be on your 2024 reading list!

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We’re Suckers For You Jan 08, 2024

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It’s the debut episode of Suckers! Dean, Caelynn and Jared share what they’re suckers for, and why the new format will uncover some deep dark secrets you’ve never heard before!
Hear why Dean and Jared go crazy for a certain article of women’s clothing.
And, we get a full recap from The Golden Wedding!

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Introducing: “Suckers” Coming 2024! Jan 01, 2024

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Happy 2024 from your friends at iHeartPodcasts Dec 30, 2023

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Resolution Revolution Dec 25, 2023

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It's the final podcast of 2023! Dean, Caelynn and Jared reveal their plans and resolutions for 2024... but of course, Dean doesn't *believe* in New Year's resolutions.
Find out what worries Dean and Caelynn most about their big move to Colorado and we dive deep into the compromise of WHO's family you spend the holidays with.

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Love to the Honeymoon and Back Dec 18, 2023

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Would you rather go on an adventure for your honeymoon… or just lay by the pool with a drink?? Dean and Caelynn are back from Tanzania with stories from their safari honeymoon!

But Jared admits that the 20 hours of flights isn’t the ideal vacation…

Plus, we dive deep into the wave of break-ups hitting Bachelor Nation after the end of Paradise!

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Holiday Bells with the Newlyweds Dec 15, 2023

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Hear Dean and Caelynn's holiday traditions in their first year as a married couple!
Plus, Jared reveals every awkward detail of his attempt to be the Clark Griswold of his neighborhood with an AMBITIOUS Christmas light plan.

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