HELP! I Suck at Dating

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Latest Episodes:

Bi-Coastal Dating with Tammy Kay Ly May 05, 2022

Show notes

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 firsthand knowledge on dating in LA, NY, and Mimai, all while working 6 jobs!
And how do guys react when a woman approaches THEM? Should women be more proactive in shooting their shot?

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Significant Other Time at the Help I Suck at Dating/Almost Famous Crossover Party! May 02, 2022

Show notes

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! Ashley and Caelynn join in to answer the most intimate questions about Jared and Dean. But Ben isn't safe! We bring in his new wife Jess to get the real story on what it's like to be married to "Perfect Ben"!

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Showered with Love Apr 25, 2022

Show notes

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 goes both ways, and we find out which of Dean's dirty habits have rubbed off on Caelynn.
And Jared is concerned about baby Dawson's exposure to social media. How do you limit access as parents without being overprotective??

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How to Make a Match Apr 21, 2022

Show notes

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 the person of your dreams!
They have 2 IMPORTANT tips that are guaranteed to land you more dates with higher quality people, and we find out the perfect mindset to have when starting to date someone new.

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A Hard Launch with Kendall Long and Deandra Kanu Apr 18, 2022

Show notes

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 apps still work??

See omnystudio.com/listener for privacy information.

It’s Now or Never with Randall and Jake from The Ultimatum Apr 14, 2022

Show notes

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 from “The Ultimatum”!
Find out what caught Randall off guard about going on the show, and Jake reveals what changed his mind when he refused to go on.
And, we learn what “The Ultimatum” can teach us about relationships and healthy growth.

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Cleanup on Aisle 5 with Serena Pitt Apr 11, 2022

Show notes

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 since moving to New York together and we find out why they might be getting married sooner than you think!
Plus, Serena tells us the REAL story of why she sent herself home on Matt’s season.

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Resting Betch Face with Jordana Abraham Apr 07, 2022

Show notes

Genevieve Parisi from Clayton’s season is back with Jared to try and figure out dating in 2022 with Jordana Abraham, founder of Betches!

Genevieve WISHES she was married and Jordana has some advice on how to find “the one”!
Do you think technology has helped or hurt dating?? We try to understand how dating has changed and where its headed in the future.

Plus, Jordana is a HUGE Bachelor fan and has some thoughts on the state of the franchise.

See omnystudio.com/listener for privacy information.

Make Relationships Flirty Again with Genevieve Parisi Apr 04, 2022

Show notes

Genevieve Parisi from Clayton’s season is hanging out with Jared this week and spilling EVERYTHING about her time getting to know the “real” Clayton. Is it possible to see her on the beach in Paradise?? Jared gets Genevieve to open up about her future with the franchise.

Plus, we share tips on how to make your long term relationship “flirty” again!

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Naked and Afraid Mar 28, 2022

Show notes

Both Jared and Dean found love while in a swimsuit in Paradise, but could they handle a dating show where you truly bare all?

You’ll be shocked to hear what Dean and Jared think of the UK show “Naked Attraction”, and find out how to make a lasting first impression with your clothes ON.

Plus, Dean reveals why he might get rid of his wedding ring!

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See omnystudio.com/listener for privacy information.

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