Happy New Year! Dean and Jared reflect on their holidays, the life lessons they learned in 2022, and Dean shares the trials and tribulations of wedding planning.

Happy New Year! Dean and Jared reflect on their holidays, the life lessons they learned in 2022, and Dean shares the trials and tribulations of wedding planning.

HELP! I Suck at Dating

First Date of 2023

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/0e086095-8ae5-47f3-871a-af7f016be314/transcript

Join Dean, Caelynn and Jared for some hot dogs, fireworks, and more!

Join Dean, Caelynn and Jared for some hot dogs, fireworks, and more!

Happy Fourth of July!

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/173cdd3e-2e6a-4e83-aedf-b19f010d6499/transcript

We’re getting real about being “needy”! Jared, Dean and Caelynn reveal who is the “neediest” in their relationships, and Jared shares how he handles Ashley when her needs get… excessive.

Plus, we discuss the substantial age gap in former Patriots coach Bill Belichick’s new relationship. How does Jared REALLY feel about it???

We’re getting real about being “needy”! Jared, Dean and Caelynn reveal who is the “neediest” in their relationships, and Jared shares how he handles Ashley when her needs get… excessive.
Plus, we discuss the substantial age gap in former Patriots coach Bill Belichick’s new relationship. How does Jared REALLY feel about it???

Needy Moments

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/72858133-4e6d-40fa-bd29-b19f01706c57/transcript

Dean proves that when he sets his mind to it, he can be romantic! Caelynn shares all the details from her birthday celebration with Dean!

Jared reveals the due date for baby number 2! And fresh from Father’s Day, Jared opens up about some of the biggest challenges he’s faced since becoming a dad. 

Plus, find out why a mistake from years ago in Dean’s past stopped him from making a return to TV!

Dean proves that when he sets his mind to it, he can be romantic! Caelynn shares all the details from her birthday celebration with Dean!
Jared reveals the due date for baby number 2! And fresh from Father’s Day, Jared opens up about some of the biggest challenges he’s faced since becoming a dad. Plus, find out why a mistake from years ago in Dean’s past stopped him from making a return to TV!

First Date of 2023

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HELP! I Suck at Dating

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