HELP! I Suck at Dating

 A number of Bachelor couples have broken up recently… so Dean and Jared are trying to figure out why!  Which Bachelor show has the most “success stories”? And what do these predictions mean for the future of Dean and Caelynn??  We take a trip through the past to find out who in Bachelor Nation sucks at dating! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio...

Now that Dean and Jared are back from Ben’s wedding, everyone wants to know when Dean is tying the knot! What would Dean say if… Caelynn proposed to him?? Something might be in the works… And to ring in the holiday season, we hang with Amanda and Markelle from HBO Max’s “12 Dates of Christmas”. This dating show is MUCH different than The Bachelor, and we find out everything that goes down! Learn m...

Dean shares all the buzz in Nashville for Ben Higgins’ wedding! Find out what’s going through his mind just before he walks down the aisle! Vanessa Anoorsian and Natasha Khachatoorian from “The Armenian Dating Show” tell us about the experience of including their ENTIRE family when it comes to picking a guy. And Dean reveals his awkward blind date story! Plus, what do you do when you run into past...

Dean and Jared talk to Leigh Isaacson, founder of Tabby and Dig. And in case you’re not a pet person, those are dating apps for cat lovers and their canine loving counterparts.  Find out what you can learn about a potential partner through their pets! And Leigh reveals the app’s strange connection to a recently single Bachelorette! Plus, Dean opens up about a Caelynn’s battle with a home intruder!...

Dean gets real about everything else he’s sucked at… besides dating. And he reveals some of his biggest challenges with Caelynn! We get to know the stars of Prime Video's “Tampa Baes” and learn how crazy things can get when you forget the cameras are rolling.  Plus, when should you put your partner’s priorities above your own?? Learn more about your ad-choices at https://www.iheartpodcastnetwork.c...

Are you overwhelmed with online dating? Not sure which apps to join, how many pictures to post? Dean and Jared know how you feel, so they’ve brought in dating expert Alyssa Dineen to help clear up some of the biggest challenges in dating apps! Plus, Dean and Jared share some advice on how to reignite the spark in your relationship if your partner is too focused on work. Learn more about your ad-ch...

Dean and Jared connect with Amie Yudice, who is a “woman in transition”. She shares her experience of starting a new era of her life post-divorce, with some crucial tips to get back in the dating game.  Dean opens up about how he handled break-ups during his “f-boy days”.  And find out how you can get top secret Bachelor dating advice by visiting Jared and Ashley’s coffee shop! Learn more about yo...

Now that we’ve all seen Dean and Caelynn’s big moment on Paradise, we have to hear the REAL story of what almost went down on the beach. Dean is ready to tell all, and because it’s Dean, he’s not holding anything back.  And, Dean and Jared talk to a married couple that are re-inventing their lives after their kids moved out of the house, and putting it all on YouTube. Learn more about your ad-choi...

Dean reveals that his overseas trip may have been more than just a vacation! Find out what this means for his future with Caelynn! Jared drops a few hints about his new coffee shop that will make Bachelor Nation fans VERY happy.  And, Dean opens up about his near death experience in Alaska.  Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for pr...

Fresh off the beach (and back in clothes), Jared hangs out with Britt Whitmire from “Naked and Afraid of Love”! She shares her experience dating completely naked, and why it might be a more effective method than The Bachelor!  And we get an inside look at Jared & Ashley’s coffee shop as they prepare to open the doors! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See...

Dean and Jared share a much needed breakdown of this season of Bachelor in Paradise. You won’t believe the scorching hot takes these Paradise alumni have to share! Has Covid made you unmotivated to work out?? Dean is feeling it and opens up about how his workout routine is much different than Caelynn’s these days.  Plus, Hannah Berner from Summer House on Bravo stops by and spills everything about...

Dean sets the record straight on his marriage and reveals a shocking discovery about Caelynn since they’ve been overseas.  Jared and Dean answer all your questions in a raw unfiltered Q&A! And because it’s late at night where Dean is… his answers are spicy! Plus, Jared shares what scares him most about becoming a father. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com...

Jared's wife Ashley I joins Dean and Jared to find out what really happened on “F-Boy Island”!  Casey Johnson tells us the story of how he arrived as an F-Boy and left a “reformed nice guy”.   Fernando Titus shares some behind the scenes drama from making the show and why he thinks nice guys finish last.  And, Dean might be on his honeymoon??? Dean might be the best F-boy success story! Learn more...

We finally know what gender Jared and Ashley are expecting! But the next secret for us to guess is the name of their baby. It’s something Ashley has had picked out for over 20 years! Dean and Jared answer all your questions about dating, relationships and beyond. Dean reveals that in the past, he’s been “bad at break-ups”. What does this mean?? And is a FaceTime break-up ever acceptable?? When are...

Jared is back from Ashley’s first ultrasound and the reality of fatherhood is setting in. There’s one big question on everyone’s mind about the bundle of joy and Jared is ready to reveal! Paulina and Mike from Shahs of Sunset had a very different reality show experience than Dean and Jared and they’re here to set the record straight.  What do you do when your friends don’t approve of you’re new pa...

Dean and Jared need some spousal support! Caelynn and Ashley join their other halves to reveal some major secrets! Find out why Caelynn won’t become the new “Mrs. Unglert”.  Jared and Caelynn confront Dean about an issues that affects everyone close to him. Plus, Dean and Jared share their honest thoughts on how things ended with Katie and Greg on The Bachelorette! Learn more about your ad-choices...

Dean and Jared are taking a (virtual) trip to Love Island! Find out why even on Love Island, people still suck at dating. We check in with some of the contestants, and hear from Cinco who tells us what really went down between him and Cashay. Contestant Javonny reveals the first thing he did when he got voted off (and it involves clippers!) And Love Island host Arielle opens up about the pressure...

How can you tell you’re in a toxic relationship?? Dean and Jared have some tips on how to spot toxic traits in your partner.  If Kristina Schulman wrote a tell-all book… would she mention Dean?  And can you be friends with an ex… if it’s not YOUR ex?? Hopefully Dean can share some wisdom before he misses another flight! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See o...

What are you supposed to do on a first date?? The eternal question. Jared shares some helpful tips to make your next first date memorable! Relationship coach Dr. Nicole LaBeach reveals the signs to know you’re in a healthy relationship. This is CRUCIAL information if you’re dating someone new! And find out how to prepare your partner before having a tough conversation.  Learn more about your ad-ch...

Britney and Rachel from “Love After Lockdown” tell Dean and Jared how to find the man of your dreams… even if he’s in a jail cell.  And, find out exactly how much it would cost for Jared and Ashley to make a sex tape! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

There’s a new member of Bachelor Nation coming soon! Jared answers all the tough questions about his new role as a father, and he gets a few tips along the way!   Find out everything about Jared and Ashley’s bundle of joy! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

A long distance relationship is tough, but have ever wondered what it’s like to date someone in prison?? Dean and Jared talk to Elizabeth Greenwood, who spent years following love and marriages within America’s prison system. You’ll be surprised at what you might learn about your own relationship! And Jared reveals one of his more intimate “secrets” about something that happened on the golf course...

Dean and Jared talk to OB/GYN and health expert Dr. Jessica Shepherd to learn everything you want to know about STDs… but were afraid to ask! Nothing is off limits and both Dean and Jared reveal parts of their sexual history that will shock you! Does your dating profile need a refresh? Learn how strangers on social media might be the best help for making your profile irresistible.  And would you h...

Has your sex life taken a nose dive during the pandemic? You’re not alone. Dean and Jared share the hard truths about their sex drives and what you can do to spice things up!  Can you be friends with your ex? Dean and Jared talk to the stars of TLC’s “You, Me and My Ex” and hear how they make their relationship work when an ex is very much still in the picture.  And, we try to figure out exactly h...

Dean and Jared learn the ancient art of detecting “douchebag energy” and these simple lessons will help you so much on your next dating app swipe!  Dr. Elizabeth Lombardo helps us understand the meaning of true self worth and how to unlearn negative habits.  Plus, what would you do if your partner was constantly DMing other people??  Learn more about your ad-choices at https://www.iheartpodcastnet...