HELP! I Suck at Dating

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Latest Episodes:

Are Relationships a Waste of Time?? Oct 18, 2021

Show notes

Dean and Jared connect with Amie Yudice, who is a “woman in transition”. She shares her experience of starting a new era of her life post-divorce, with some crucial tips to get back in the dating game.

Dean opens up about how he handled break-ups during his “f-boy days”.

And find out how you can get top secret Bachelor dating advice by visiting Jared and Ashley’s coffee shop!

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Flew the Coop Oct 11, 2021

Show notes

Now that we’ve all seen Dean and Caelynn’s big moment on Paradise, we have to hear the REAL story of what almost went down on the beach. Dean is ready to tell all, and because it’s Dean, he’s not holding anything back.

And, Dean and Jared talk to a married couple that are re-inventing their lives after their kids moved out of the house, and putting it all on YouTube.

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The Caelynn Effect Oct 04, 2021

Show notes

Dean reveals that his overseas trip may have been more than just a vacation! Find out what this means for his future with Caelynn!

Jared drops a few hints about his new coffee shop that will make Bachelor Nation fans VERY happy.

And, Dean opens up about his near death experience in Alaska.

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Jared Bares All Sep 27, 2021

Show notes

Fresh off the beach (and back in clothes), Jared hangs out with Britt Whitmire from “Naked and Afraid of Love”!

She shares her experience dating completely naked, and why it might be a more effective method than The Bachelor!

And we get an inside look at Jared & Ashley’s coffee shop as they prepare to open the doors!

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Paradise Veterans with Hannah Berner Sep 20, 2021

Show notes

Dean and Jared share a much needed breakdown of this season of Bachelor in Paradise. You won’t believe the scorching hot takes these Paradise alumni have to share!

Has Covid made you unmotivated to work out?? Dean is feeling it and opens up about how his workout routine is much different than Caelynn’s these days.

Plus, Hannah Berner from Summer House on Bravo stops by and spills everything about why she left the show!

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Mr. & Mrs. Unglert Sep 13, 2021

Show notes

Dean sets the record straight on his marriage and reveals a shocking discovery about Caelynn since they’ve been overseas.

Jared and Dean answer all your questions in a raw unfiltered Q&A! And because it’s late at night where Dean is… his answers are spicy!

Plus, Jared shares what scares him most about becoming a father.

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F-Boys Will Be Boys Sep 06, 2021

Show notes

Jared's wife Ashley I joins Dean and Jared to find out what really happened on “F-Boy Island”!

Casey Johnson tells us the story of how he arrived as an F-Boy and left a “reformed nice guy”.

Fernando Titus shares some behind the scenes drama from making the show and why he thinks nice guys finish last.

And, Dean might be on his honeymoon??? Dean might be the best F-boy success story!

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Bad at Breaking Up Aug 30, 2021

Show notes

We finally know what gender Jared and Ashley are expecting! But the next secret for us to guess is the name of their baby. It’s something Ashley has had picked out for over 20 years!

Dean and Jared answer all your questions about dating, relationships and beyond. Dean reveals that in the past, he’s been “bad at break-ups”. What does this mean??

And is a FaceTime break-up ever acceptable?? When are you allowed to have “the talk” without meeting face to face?

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Baby Daddy Aug 23, 2021

Show notes

Jared is back from Ashley’s first ultrasound and the reality of fatherhood is setting in. There’s one big question on everyone’s mind about the bundle of joy and Jared is ready to reveal!

Paulina and Mike from Shahs of Sunset had a very different reality show experience than Dean and Jared and they’re here to set the record straight.

What do you do when your friends don’t approve of you’re new partner?? Mike and Paulina went through that challenge with cameras rolling!

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Girl on Girl Aug 16, 2021

Show notes

Dean and Jared need some spousal support! Caelynn and Ashley join their other halves to reveal some major secrets!

Find out why Caelynn won’t become the new “Mrs. Unglert”.

Jared and Caelynn confront Dean about an issues that affects everyone close to him.

Plus, Dean and Jared share their honest thoughts on how things ended with Katie and Greg on The Bachelorette!

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