Help! I Suck at Dating with Dean, Vanessa and Jared

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 how she stopped sucking at dating, and met the man of her dreams.

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 Wedding Ever Donated”.

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.

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”.

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.  

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, the group talks about “What Makes Us Weird”.

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, Kendall and Jared offer some listeners their advice on what to do when you’re caught up in a love triangle with friends, and how to handle an aggressive coworker. They wrap up with a rapid fire Q & A, and we find out where they stand on ghosting, blind dates, and how long to wait before having sex.

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.

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!

Dean talks all about opening up and the benefits of hugging with Justin McMillen, the founder and CEO of Tree House Recovery. And this week is ripe with Bachelor drama after the season finale, so Dean and Erica do a full expert review how things wrapped up with Arie. Then, they read some listener emails, and Dean gives a behind the scenes look at what happened during Winter Games.

Dean is out this week, but his buddy Nick Viall is happy to step in as guest host! He starts off the show by sharing what he thinks makes a good first date, and the phenomenon that is Black Panther.  Then, he takes a trip to the world of meditation, when experts Sukey and Elizabeth Novogratz call in to offer advice on treating anxiety.  But don’t worry, your emails are in good hands! Nick lends his opinion on getting back together with an ex, and he shares his concept of “Sour Patch Kid” relationships. 

As Bachelor Winter Games is in full force, Dean brings his new friends from Vermont to the podcast! He’s joined by Courtney Dober, Kevin Wendt, and Lesley Murphy. They relive some memories, and get to know each other better as all corners of Bachelor Nation meet!

Dean is joined this week by his friend from Bachelor Winter Games, Courtney Dober, from Bachelorette Australia.   The two get a dose of dating advice from matchmaker Carmelia Ray, from the Myx TV show “Mom vs Matchmaker”.   Then, for a different perspective at finding love, they hear from Julie, who is 74 years old and very much on the dating scene.   Dean is delighted to read some listener emails, including some ideas for a new show name, how to date someone who doesn’t drink, and he and Courtney give some tips on how to audition for The Bachelor.

Love is in the air, as Dean relives some of his previous Valentine’s Days with Mark, Easton & Erica.  They talk to Jeannie Assimos, who is an “Advice Expert” from E-Harmony, to talk about what makes an effective dating profile, and where online dating is headed in the next 10 years. Then, they tackle some listener emails, that include ideas on how to stop the ghosting, and how to better understand your partner’s love language.

Erica hangs out with Dean, Mark, and Easton this week, to talk about dating apps, the importance of height, and if we should bring back the term “going steady”. The gang answers some listener emails, like what to do when the person you love moves away, and when exactly is the right time to propose.  And the quest for a new name continues!