HELP! I Suck at Dating

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979 episodes
Updated Monday

Episodes979

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Jan 3, 2023 · 39 min
First Date of 2023
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. See omnystudio.com/listener for privacy information.
Dec 22, 2022 · 1 hr 7 min
Superfriends with Jenna Cooper
Jenna Cooper from Arie’s season is throwing a holiday party with Dean and Jared! She shares all about her painful experience with Jordan after their time on Paradise and we finally clear up what REALLY happened. Plus, Jenna helps dish out some much needed relationship advice to members of #SuckArmy! See omnystudio.com/listener for privacy information.
Dec 19, 2022 · 16 min
Get Back on the Horse
Dean and Jared break down everything about the big Bachelor Nation proposal this week! Find out how Caelynn surprised him and what Dean REALLY thinks about the “dual proposals”. See omnystudio.com/listener for privacy information.
Dec 12, 2022 · 57 min
Red Carpet Official
Dean and Jared get real about how red carpet interviews have changed from the time when they were FRESH off The Bachelorette, and Dean admits a major difference between him and Caelynn. We get into the top dating trends heading into 2023, and Jared opens up about THAT scene from The White Lotus. See omnystudio.com/listener for privacy information.
Dec 9, 2022 · 19 min
Dating Questions Asked and Answered with Deandra Kanu
Deandra Kanu is back with Dean and Jared to help #SuckArmy with their dating questions! See omnystudio.com/listener for privacy information.
Dec 5, 2022 · 43 min
It Goes Down in the DMs with Deandra Kanu
Deandra Kanu from Peter Weber’s season is back with Dean and Jared and ready to share everything about her dating life! She shares the one thing guys can do to catch her eye in her DMs. And Dean has some BIG plans for his wedding to Caelynn but… they involve a saxophone. Should he do it?? See omnystudio.com/listener for privacy information.
Dec 1, 2022 · 17 min
Calling the Love Line with Shushanna Mkrtychyan
Shushanna Mkrtychyan from Ben Higgins' season is back with Dean and Jared to help #SuckArmy get better at dating! See omnystudio.com/listener for privacy information.
Nov 28, 2022 · 41 min
Such Great Heights with Shushanna Mkrtychyan
Dean and Jared are hanging out with Shushanna Mkrtychyan from Ben Higgins’ season! Shushanna and Dean bond over their shared love of rock climbing and we hear about the importance of making the first move. Plus… what ACTUALLY qualifies as a “date”?? See omnystudio.com/listener for privacy information.
Nov 24, 2022 · 18 min
Your Dating Questions Answered with Kendall Long
This year we're thankful for Kendall Long and her dating expertise! She's back with Dean and Jared to help #SuckArmy with their relationship questions! See omnystudio.com/listener for privacy information.
Nov 21, 2022 · 45 min
Hilfe! Ich Sauge an Partnersuche with Kendall Long
Kendall Long from Arie’s season is back with Dean and Jared to share some BIG news! Find out where in the world her new relationship is taking her! Kendall helps us break down Pete Davidson’s dating history and try to figure out why he’s so alluring. And, we have to ask her what she thinks about her ex Grocery Store Joe and his recent wedding 👀 See omnystudio.com/listener for privacy information.
Nov 17, 2022 · 18 min
Dating Questions Answered with Lexi Buchanan
Lexi Buchanan from Peter Weber's season is back with Dean and Jared to help #SuckArmy with their relationship troubles! See omnystudio.com/listener for privacy information.
Nov 14, 2022 · 41 min
Where's the Ring? with Lexi Buchanan
Lexi Buchanan from Peter Weber's season has landed with Jared and Dean to get into some spicy relationship topics! We get an update on her dating life since being on The Bachelor and how a love interest from before the show has re-entered her life! And, we come up with a plan for how to gently push your man into a proposal mindset. See omnystudio.com/listener for privacy information.
Nov 10, 2022 · 14 min
Sucky Daters Tipline!
Jared is solo working the phones at the Sucky Daters Tipline to help members of #SuckArmy with their dating problems! See omnystudio.com/listener for privacy information.
Nov 7, 2022 · 45 min
It Has a Nice Ring to It with Caelynn Miller-Keyes
Now that we’ve heard the story of Dean’s proposal after a treacherous hike, it’s time for Caelynn’s side of the story. Did she expect a proposal after the lost ring?? What are their plans for marriage and starting a family?? Will Caelynn still propose to Dean?? All these questions and more will be answered in this unfiltered Help I Suck at Dating! See omnystudio.com/listener for privacy information.
Nov 3, 2022 · 19 min
Sucky Daters Helpline with Olivia Caridi
Olivia Caridi from Ben Higgins' season teams up with Jared to help #SuckArmy with their dating troubles! See omnystudio.com/listener for privacy information.
Nov 1, 2022 · 44 min
Go On 2 Dates and Call Me in the Morning with Olivia Caridi
While Dean basks in post-engagement bliss, Jared catches up with Olivia Caridi from Ben Higgins’ season! Olivia shares her routine of going on at least 2 dates a week to try and get herself out there. She gets real about what its like to date in New York City and how it’s possible to have too much of a good thing. Plus, we find out if she’ll ever return to the Bachelor franchise! See omnystudio.com/listener for privacy information.
Oct 31, 2022 · 38 min
Dean on One Knee
It finally happened! Dean is back from his exotic proposal to Caelynn and he’s ready to share all the magic, all the tears, and every intimate detail of how he popped the question! See omnystudio.com/listener for privacy information.
Oct 27, 2022 · 29 min
Sucky Daters Anonymous with Leah Block
Leah Block from Ben Higgins’ season is back with Dean and Jared to help members of #SuckArmy with their dating problems! See omnystudio.com/listener for privacy information.
Oct 24, 2022 · 44 min
Lord of the Rings with Leah Block
Dean is getting ready to pop a BIG question.. if he can find the ring! Dean and Jared are hanging out with Leah Block from Ben Higgins' season and we're hearing all about Dean's proposal plans (or lack thereof). Plus, Leah shares why she knows her own engagement might be coming soon, and how you can spot similar signs in your relationship! See omnystudio.com/listener for privacy information.
Oct 22, 2022 · 22 min
Dating Questions and Sucky Answers!
Dean and Jared are sharing their (somewhat) expertise in the world of dating to help members of #SuckArmy with their relationship issues! See omnystudio.com/listener for privacy information.