HELP! I Suck at Dating

Runner up from Rachel's season of The Bachelorette Peter Kraus is hanging out with Dean, Vanessa and Jared, and we hear his take on how to confront a ghoster and how to know when you’ve met “your person”. Jared shares some incredible behind the scenes details from his proposal to Ashley, and he reveals a crazy secret about the ring! Then, Dean confronts some intense emotions when he works with Hyp...

Dean, Jared and Vanessa head right into the haunted house, to see why people ghost each other. Elle Huerta from the Mend app calls in to help us understand the motivations behind ghosting, and has some tips on how to end relationships in a responsible way.   And do you know what “zombie-ing”, “cushioning” and “orbiting” are?? It may be happening to you right now, so listen to find out what it is,...

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 givi...

Jared is deep into wedding planning, and he's here to give Dean and Vanessa a full update on the search for a venue, and opens up about how Ashley's changed since they got engaged.  Dean confronts Jared about not getting a plus one to the big day, and hear his honest thoughts on the comparison of Colton and Tia to Dean and Kristina on Paradise.  And Vanessa fills us in on the new relationship in h...

Dean is finally back after his whirlwind trip around the world! We find out the deeply personal lessons he learned about himself, and about dating while on his trip. Plus, he shares a traveling habit that will make you question everything. And then Holly Martyn stops by, to talk about how her life changed when she challenged herself to go on 100 dates across the world. Learn more about your ad-cho...

Jared and Vanessa tackle the difficult topic of how to recover from a break up, so they brought in Elle Huerta, who created the “Mend” app, which offers tools and support for people having a tough time splitting up. You have to hear some of the easy tricks she’s learned for how to beat the temptation to call an ex.   Then, Bill Freeman and Sonya Robinson from Love Story Matchmaking, call in to tal...

Jared is officially in wedding planning mode, and he shares some ideas he’s had for his bachelor party, and also reveals a few of the names from Bachelor Nation that will be on his wedding guest list.  From “The Seven Year Switch” on Lifetime, Charles J. Orlando stops by to give Jared and Vanessa some valuable advice about honesty and communication in a relationship. He also shares a crazy story a...

Millionaire matchmaker Patti Stanger is back! She gives Vanessa some incredible dating advice that she desperately needs. She confronts Jared about what she heard about him from Ashley, and he fires back at Patti for saying he and Ashley don’t belong together.  Then Greg Behrendt and his wife Amiira Routola, the authors behind “He’s Just Not That Into You” stop by to talk about their new book, “Ho...

Jared, who is recently engaged himself, sits down with LisaReye and Anthony, who got engaged on last night’s episode of The Proposal on ABC. They talk about what it was like to make such a huge decision after a short amount of time, and how different the dating landscape is in 2018. Then Vanessa joins in to talk about another quick proposal, from her fellow Canadian Justin Bieber. And Jared shares...

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 ou...

Dean and Vanessa discuss how they were blown away by Jared and Ashley’s engagement news, and we get an update on Vanessa’s love life, as well as a look into some dates that Dean has been going on. Then they sit down with human relationship exper Dr. Wendy Walsh, and she gives Dean an honest look at his “marriage readiness”. We also find out the test that Vanessa put every guy through on the first...

Dean, Jared and Vanessa discuss the whirlwind relationship of Ariana Grande and Pete Davidson, and Jared tells us if he’s ready to take his relationship to the next level. Then they’re joined by Chelsea Leigh Trescott, a break-up expert, for some help on how to not suck at breaking up. And, after reflecting on their experiences with The Bachelor, they talk about if it’s okay to date a friend’s ex....

Dean, Vanessa and Jared talk about if you should be friends with your ex, and Dean shares his policy of blocking all his exes on social media. Then they recap the new episode of The Bachelorette, and Dean offers some inside info on the drama between Colton and Tia. And Jared shares a very intimate detail about his relationship with Ashley. Learn more about your ad-choices at https://www.iheartpodc...

Jared opens up to Vanessa about a recent Hawaiian vacation with girlfriend Ashley. He spills all the details on the romantic getaway and the compromising position housekeeping caught them in! Author, Heather Monahan, calls in. She and the gang discuss confidence in dating, and how Vanessa can apply it to her own love life. And Dean still sucks at dating whether he lives in a small town or the big...

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 tears Then 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.com See omny...

Jared and Vanessa learn about “Camp No Counselors”, where you can play like a kid, and party like an adult.   Then on the other side of the spectrum, venture capitalist Jesse Draper with the ultimate advice on how to avoid financial arguments when starting a new relationship.   And if you’ve ever wanted to be on The Bachelor, you won’t want to miss when Allison Kaz calls in. She’s casting a new sh...

Dean addresses the rumors that are swirling around about who he may or may not be romantically involved with, now that he’s single. Then, Vanessa and Dean sit down with Julian Clark from EVite, who is an expert in dating and party etiquette. He teaches Dean and Vanessa what to do if you run into an ex, and how to “ghost” a party. And Alexis Waters (is she a shark or a dolphin?) hangs out to share...

Vanessa, Dean & Jared dive in head first to try and figure out the best way to meet somebody. Right off the bat, Matchmaker Tammi Pickle calls in, and since she works with successful and wealthy clients, she knows the most effective ways to meet a quality partner.   Then, Dean’s friends Tiffany Au and Caleb Remington stop by the studio, to share how they made their wedding “The Greatest Weddin...

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 ht...

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.iheartpod...

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 DeKe...

Dean’s back! And he’s joined by his girlfriend Lesley Murphy for a deeper look at the world of dating. Erica has a dilemma – she’s developed a crush on her oral surgeon! How do you make a move after treatment has ended? Then, they tackle some listener emails, like what to do when a guy you like asks for your friend’s number, and if Dean felt like his family was exploited on The Bachelorette. And,...

Kendall Long from Arie’s season of The Bachelor, and Jared Haibon from Kaitlyn’s season are the guest hosts this week, and ready to find out how to suck less at dating. After admitting their biggest relationship insecurities, they call on the help of Cherie Healey, a “possibilitarian” and Life Coach, to help find ways to open up, and how to find balance between friends and relationships. Then, Ken...

James Maslow is in for Dean this week! After getting an update on what’s new in his world, and his experience on Celebrity Big Brother, James offers up his most valuable dating advice.  Then, he helps some listeners out that are dealing with real dating struggles, like how to get past 3 dates, and if men should use emojis. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com Se...

Now that Dean is free from the shackles on contractual secrecy... he's answering your questions! And his girlfriend Lesley Murphy is hanging out to help field some burning questions about Winter Games, the Bachelorette, and beyond! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.