HELP! I Suck at Dating

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 partne…

“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 m…

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 …

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 fro…

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 …

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…

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 t…

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 le…

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 goo…

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 m…

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 t…

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 …

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 …

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 firsth…

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! Ashl…

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 go…

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…

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 a…

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 fro…

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 sin…