
Episode 1
Dean turns to the listeners for tips on how to be better at dating. Next, in need of all the help he can get, he hits up the "Married at First Sight" dating expert for advice. Then Dean's search for answers comes for full circle as he tracks down Zoë...his first kiss from 5th grade. Dean needs help and he'll stop at nothing to get it. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
44mins
26 Sep 2017
Rank #1

Holiday Spectacular with Katie Morton
Katie Morton is back with us co-hosting. For the first time anywhere, she opens up about her break-up with Chris. We find out how she is doing, when she knew the engagement was falling apart and if she is ever going back on Paradise!And...It’s time for our holiday gift extravaganza! If you don’t know what to get your friends and family, we’ve got you covered! Dean, Jared and Katie will reveal and review the perfect Holiday options! Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 18mins
15 Dec 2019
Rank #2
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Return to Paradise
Jared’s back from his honeymoon and Dean’s back on Paradise! We hear a ton of secret details from Jared’s wedding and honeymoon and he tells us the story of how he LOST his ring! Dean clears up some details about what happened with Caelynn and why he dumped her on her birthday. Plus we hear what happened during his time away from the beach.And we get an update on how things are going since Dean and Caelynn left Paradise. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 5mins
10 Sep 2019
Rank #3

#32 Love Club
After keeping it under wraps for months, Jared talks about a huge emotional breakthrough, and tells Vanessa and Dean who he’s dating, which leaves everyone in tearsThen they talk to matchmaker Kailen Rosenberg from “The Lodge Social Club” about dating apps, and opening a club for single people to meet and find love. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr
23 May 2018
Rank #4
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If You Wanna Train Someone, Get a Puppy with Katie Morton
Dean and Jared are together again and for the first time since Paradise, we’re with Katie Morton!Dean tells us about the headlines claiming that Caelynn ISN’T “the one” and he shares a HUGE milestone in their relationship! John Kim “The Angry Therapist” helps us understand the stigma around therapy and he has some incredible advice for anyone who is waiting for their partner to propose. Plus we hear from expert Simone Milasas about “National Dump Day” and how to be in a relationship that you actually LIKE Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 4mins
10 Dec 2019
Rank #5

Dating Deeper
Jared’s wedding planning with Ashley continues but something is revealed that deeply upsets Vanessa.Meanwhile, Dean lets us in on some personal work he’s been doing and explains why he thinks he’s a better person when he’s single. And we talk to psychotherapist Ken Page, author of Deeper Dating. He tells us about a meditation practice that’s easy to do, and will put you in the perfect headspace for meeting the right person. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 5mins
22 Apr 2019
Rank #6

Dean on the Beach
Dean has made his appearance on Bachelor in Paradise and he’s here with Vanessa to fill us in on everything you DIDN’T see.He lets us in on his conversations with Kristina and what their relationship is like this time around. And we hear all about Dean’s wedding weekend with Ashley and Jared… he almost missed the whole thing! Plus we break down Miley Cyrus and Liam Hemsworth’s split Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr
14 Aug 2019
Rank #7

#2 Determined Dean
Dean compiles a dream team to help him suck "a little less." Peter Kraus from the Bachelorette gives his tips...The Million Dollar Matchmaker Patti Stanger reveals where Dean should be going to meet women..(much to Dean's dismay)...Charles Orlando, from Seven Year Switch, focuses on making a relationship work...and finally not to be outdone...from the "blind leading the blind department," Dean attempts to help a listener with HER dating issues. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
43mins
3 Oct 2017
Rank #8

#49 Pool Party
Dean and Jared are live from the pool at the Planet Hollywood Hotel and Casino in Las Vegas!It gets rowdy when Jason Tartick stops by, and we hear about what it’s like dating after The Bachelorette, and what his go to “opening line” is. And Blake Horstmann is hanging out too, and he spills the best way to get him to respond to a DM. Then we do a round of Rapid Fire Questions: Vegas edition. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
46mins
22 Sep 2018
Rank #9

#28 Sucking at Dating North of the Border
Vanessa Grimaldi joins Dean and Jared in the studio this week, and she reveals something about her dating life she hasn’t told anybody before.Jared spills some behind the scenes info on what went down on Bachelor in Paradise Australia, and they talk to Life Coach Gina Kloes, who helps explain the stages of grief, and how that can help getting over a breakup. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 8mins
24 Apr 2018
Rank #10

On Matters of Sex
Dean is back from the land down under, and he’s ready to talk all about everyone’s favorite subject… SEX. Dr Chris Donaghue, author of the book "Rebel Love", stops by to clear up some misconceptions about sex, including a MAJOR misunderstanding Dean has about the female anatomy. We answer your burning questions, and some of them get REALLY down and dirty. Then, we find out something about one of Dean’s exes that left him shook. Plus, we find out if Dean or Vanessa had a New Year’s kiss! Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 17mins
8 Jan 2019
Rank #11

#37 Put a Ring on It
Jared is back after getting engaged to Ashley, and he’s got all the details on what went down, including some secret details about her ring.Dean gets Jared to spill some steamy secrets about his post engagement love life, and the guys give a behind the scenes look at the breaking news that Derek Peth and Taylor Nolan have split up.Then, they recap this week’s Bachelorette episode, and we find out if Jared and Ashley will get married on TV. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 14mins
26 Jun 2018
Rank #12

#27 Group Therapy
Dean and Jared are joined by Amanda Stanton, who gives her honest feelings about what’s going on between her and Robby Hayes.Life Coach Cherie Healey calls in, to help Dean navigate the world of the recently single, and to see how his venture into therapy is going.And then Dean, Jared and Amanda reveal their biggest dating “dealbreakers”. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 29mins
17 Apr 2018
Rank #13

Attachment Theory with Kendall Long
Dean’s back! After he hobbles into the studio, he and Jared hang out with Kendall Long who’s become kind of a dating expert on her own! She tells us everything she’s learned from guiding people through a blind date on her podcast. Relationship expert Tracy McMillan stops by to tell us why she supports arranged marriages and we hear some surprising information about humans and monogamy. And have you ever hooked up with someone that kept wanting to stay friends? We have some incredible advice on how to find someone that is serious about being in a relationship! Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 3mins
14 Jan 2020
Rank #14

#26 What's Inside My Head?
Jared Haibon and Dean dive right in with the elephant in the room – Dean’s break up with Lesley Murphy. Together, they talk about what ended the relationship, and how he’s feeling after breaking up. Then, they continue on the path to improving at dating, by inviting psychic Reginald Lewis into the studio, for a reading on what is going on with Jared and Dean spiritually. Next, Matchmaker Nora DeKeyser calls in and offers some tips on the best way to find a quality match, and what to look for in your partner.And they wrap up with some listener emails, and give their advice on what to do if you and your friend are interested in the same person, and if you can have a future with someone if you have political differences. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 29mins
10 Apr 2018
Rank #15

#48 Brainspotting
We have a big surprise in store for Dean this week, and it puts him face to face with one of his biggest passions. Then, we get therapist Haley Hewitt in studio, for a brainspotting session with Dean. We hear the results of their off-air meeting, and he has a huge breakthrough about his past that helps him understand his behavior.And we talk to Samantha Hess, who is a master cuddler, about the world of professional cuddling and she fills us in on the best ways to cuddle.Plus, we get a full recap of Dean’s date with Tanya Rad! Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 10mins
18 Sep 2018
Rank #16

#44 Leading On and Breaking Up with Taylor Nolan
Taylor Nolan is hanging out with Dean, Vanessa and Jared this week, and she’s ready to tell all about her recent break up with Derek Peth. She and Dean give an exclusive look behind the scenes of what really goes down during Paradise, and she explains the one sentence that can help anyone going through a break up.And Jared, Dean and Vanessa get into a hot debate about leading someone on vs giving mixed signals, and what Jared was guilty of before proposing to Ashley. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 5mins
20 Aug 2018
Rank #17

Feeling Tempted with Chad Johnson
Dean addresses his bombshell interview with Access Live and explains why he said Bachelor relationships aren't real. Jared, who is in a Bachelor relationship of course disagrees with Dean, and they fight it out on the air.Then, former Bachelorette contestant, Chad Johnson from MTV's “Ex on the Beach” is coming by the studio. Dean is NOT happy about it and considers not participating in the interview and discusses with Vanessa and Jared live, with Chad just steps away from the studio.And Mark L. Walberg, host of “Temptation Island” stops by to talk about all the craziness going down on the new season and why couples can come out stronger on the other side of this show. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 44mins
15 Jan 2019
Rank #18

Feeling Tempted with Mark Walberg
Mark Walberg, host of Temptation Island is here with Dean, Vanessa & Jared! He shares his secrets to a happy marriage and some lessons he’s picked up along the way while on Temptation Island. And things get a little awkward when we hear the advice Mark gave his son and daughter about porn. Plus, Vanessa has some big news that will change the podcast forever. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 17mins
21 Oct 2019
Rank #19

#50 Sex Ed
This week, we’re getting down and dirty about sex! YouTube superstar Laci Green is hanging out to give some much needed advice to Dean and Jared about how to have better sex, and she gives Dean some pointers on how to dirty talk. And, she gets Jared to open up about his sex life with Ashley!Then, Jared and Dean discuss if it’s ever helpful to go on “a break” when you’re having relationship troubles, and we hear about what it was like when their names first got released for The Bachelorette. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
1hr 16mins
2 Oct 2018
Rank #20