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

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<p>Dean Unglert has called in some backup for his quest to become better at dating, and who better to help than friends who have dated and broken up on television! Vanessa Grimaldi and Jared Haibon are Dean’s cohosts on the all new Help I Suck at Dating, and between the 3 of them, they might have a chance at finding out the secrets to a successful relationship. They’ll talk to love experts, psychics, celebrities, and everyone in between that can help make them better partners. It’s the all new “Help I Suck at Dating with Dean, Vanessa and Jared” an iHeartRadio podcast.</p>

Episode Date
Blame it on the Juice with Heather McDonald
Dean and Jared hang out with Bachelor fan and comedian Heather McDonald. And, as a die-hard Bachelor fan, Heather has some thoughts about Dean’s time on Paradise. (as well as Kim and Kanye's marriage...hmmmm) And we talk to David & Annie from 90 Day Fiance! Their love story brought them together from completely different parts of the world and they’re ready to share how they make it work between their two cultures.   Plus Dean has a DIRTY confession. Learn more about your ad-choices at
Oct 15, 2019
Opposites Attract with Eric Winter & Roselyn Sanchez
Eric Winter and Roselyn Sanchez are complete opposites, but their 11 year marriage is stronger than ever! Dean and Jared try to figure out what their secret is and why they’re such a great example of “opposites attract”. We hear about their new podcast coming soon to iHeartRadio, “He Said, Ella Dijo”, and we hear about some of the challenges they face as a couple in the entertainment industry.     Plus Dean and Caelynn have their first joint interview as a couple! (sort of…) Learn more about your ad-choices at
Oct 07, 2019
Zombie-ing with Amanda Stanton & Patti Stanger
Do you know how to spot a “bad boy red flag”? Amanda Stanton is the pro, and she helps Jared & Vanessa hone their detectors. We hear some WILD stories from her new book “Now Accepting Roses”   The ultimate matchmaker Patti Stanger lends her expertise to some burning relationship questions.   Plus we find out if Jared or Vanessa have ever “zombied” someone… or have they “Peek-a-boo’d”??? Learn more about your ad-choices at
Oct 01, 2019
Down the Rabbit Hole with Teddi Mellencamp
Dean and Jared are live from Planet Hollywood Resort & Casino in Las Vegas! Teddi Mellencamp from the Real Housewives of Beverly Hills is here to tell us about her brand new podcast where she goes down all the rabbit holes that catch her attention. She actually gets Dean and Jared to spill about the freaky stuff they like in the bedroom!   Teddi helps us answer some listener questions and we try to figure out if “friends with benefits” ever works.   Plus we hear how Dean is handling relationship life! Learn more about your ad-choices at
Sep 21, 2019
Catfishing with Superwomen
One of our favorite guests Nicole Lapin is here to tell us about her new book “Becoming Superwoman” and has some UNBELIEVABLE advice on how find balance in your life. And we talk to the “Catfish” master Nev Schulman and his wife Laura Perlongo about their relationship advice series “We Need to Talk”. Find out why Laura thinks ghosting is a good thing!  Plus Dean gives us an update on #VanLife Learn more about your ad-choices at
Sep 16, 2019
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
Sep 10, 2019
Sittin on the Dock of the Bay
Annaliese Puccini has lost at love now THREE TIMES on Bachelor shows...but she stops by to see Vanessa and Dean LIVE at the SF GIANTS GAME to reveal how things have changed!  Maybe she doesn't suck at dating.... But first she tells us everything that went down with Chris Bukowski on Paradise. The Married Men from HOW MEN THINK are here to help the singles find love and consider settling down. Do you still think about your past loves even when you're in a relationship and is that ok???Does Dean like it when a woman is more successful than him...his answer may surprise you.  (He reveals something he finds SEXY) Does the cost of an engagement ring really matter?  Did Vanessa like the ring she received during the proposal on her Bachelor season? and Dean fills us in on what convinced him to return to Paradise. Learn more about your ad-choices at
Aug 30, 2019
Darkest Just Before the Dawn
Things are starting to heat up for Dean on Bachelor in Paradise and he’s here to fill us in on what we didn’t see. He tells us who he confided in the most while on the beach.   Dean opens up about some of the Bachelor moments he was too embarrassed to watch on TV.   And we get his take on who will be the next Bachelor! Is he Team Derek? Or Team Pilot Pete??   Learn more about your ad-choices at
Aug 27, 2019
Do What You Want with Your Thumbs
Vanessa did some soul searching and made a list of the Top 5 lessons she’s learned about love since her last relationship and she’s ready to share all her tips!   Is it cheating to “Like” an Instagram picture of the opposite sex when you’re in a relationship? We look at both sides and try to figure it out.   Plus we talk to Ernestine Sclafani, wife of sports commentator Skip Bayless, about how to deal with the superstitions and quirks that come with a sports obsessed partner. Learn more about your ad-choices at
Aug 19, 2019
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
Aug 14, 2019
You Down with BIP? with Wells, Annaliese, Tayshia & Caelynn
Bachelor in Paradise is back with a new season, so Dean brings Wells onto the show for a full preview of what goes down this year in Mexico. Wells tells us that something happens on this season that’s never happened before in Paradise history. Annaliese spills the tea on what happened with Kamil after he broke up with her last year. Tayshia gives us a sneak peek at the drama she gets into on her first season. And Caelynn tells us how her perspective has changed from Colton’s season to Paradise. Learn more about your ad-choices at
Aug 05, 2019
Changing Last Names with Krystal Nielsen
Jared is in the final stages of wedding planning, and the recently married Krystal Nielsen is here to help make sense of some last minute dilemmas.   We hear about what went down at Jared’s bachelor party and why Dean wasn’t there.   And Krystal tells us why she’s not changing her last name to Randone. Learn more about your ad-choices at
Jul 30, 2019
Silver Fox or Gray Wolf
The gang is all together in Lake Tahoe, and Vanessa brought her boyfriend to meet her co-hosts for the first time!  This leads to a discussion on why its important for your significant other to mesh well with your friends. We address the caterpillar in the room… and we’re talking about Dean’s mustache. And Vanessa’s boyfriend pops a question live on the show that leaves everyone floored! Learn more about your ad-choices at
Jul 23, 2019
Prenups in Paradise
Dean is back! We have a lot of questions for him after seeing his promo for Bachelor in Paradise.  Sean Lourdes and his fiancé Megan Thomas from “Marrying Millions” on Lifetime tell Dean, Vanessa & Jared how to know if someone is dating for love… or for money. And Tina Wilson, founder of the Wingman app, explains why a wingman is beneficial when dating. And why you should put your friends in charge of your love life Learn more about your ad-choices at
Jul 17, 2019
Venmo Venom
Bachelor alum Sadie Murray is with us and if anyone knows what its like to suck at dating, it's her. She was the O.G. Bachelor virgin and she shares with us what it was like for her virginity to be such a big part of the show. How's your Venmo etiquette? We talk to digital etiquette expert Mika Meier about the Dos and Don'ts of dating when it comes to apps and technology. She has some great advice for when you're blindsided by a Venmo request after a date. And we have an update on the "date vs not a date" discussion from last time.  Learn more about your ad-choices at
Jul 09, 2019
Better than Revenge with Latreal Mitchell
When is a date actually considered a date? That’s the question that Dean, Vanessa and Jared hope to solve for one of our producers. And for those recently dumped, Latreal Mitchell from Revenge Body on E! Is here with some tips for getting into the best shape of your life. Learn more about your ad-choices at
Jun 24, 2019
My Cup Runneth Over
Jared went to Chris and Krystal’s wedding down in Mexico, and is ready to spill all the details!  The cast of the new season of Bachelor in Paradise is out and we hear Dean, Vanessa and Jared’s initial thoughts on who’s hooking up with who.  And we talk to former Playboy Playmate Sunshine Shen about her spiritual awakening and what she’s learned about dating from living in L.A. Learn more about your ad-choices at
Jun 18, 2019
Introducing How Men Think with Brooks Laich & Gavin DeGraw
Introducing Brooks Laich and Gavin DeGraw and HOW MEN THINK. We are opening the mind of the man for you and revealing HOW MEN THINK.You're finally going to get answers to all your questions. Be prepared to be surprised.  It’s honest... it's unexpected... it's raw... it’s How Men Think, an iHeartRadio podcast. Learn more about your ad-choices at
Jun 16, 2019
Getting the Long D with Taylor Nolan
Vanessa heard what Alex Bordyukov said about her on last week’s show, so we get him back on to clear the air about their “relationship”.   Then we talk to Vanessa’s friend Taylor Nolan about how to keep things spicy in a long distance relationship and it gets spicy! And while we’re settling issues about Alex, Caroline Lunny checks in. She dated Alex on Bachelor in Paradise: Australia and tells us what really went down.  Learn more about your ad-choices at
Jun 10, 2019
Dream Jobs with Alex Bordyukov
After Dean experiences some motorcycle trouble, he makes it to the studio with his friend from The Bachelorette Alex Bordyukov. Alex tells us about his experience on Bachelor in Paradise Australia, and he gives us some exclusive behind the scenes tea.  And we hang out with the host of "Unspouse My House" on HGTV, Orlando Soria, who has some simple tips people can follow to change their home after going through a breakup.  Learn more about your ad-choices at
Jun 03, 2019
Live from Wango Tango!
Dean and Jared are backstage at iHeartRadio’s Wango Tango!  Bachelor villain Corinne Olympios is here to give us an update on her dating life! She’s in a long distance relationship, and she lets us in on how she makes it work.  Dean crawled out of his van to talk to Jared about their celebrity crushes and who Jared’s “hall pass” would be, and we hear some incredible advice on how to successfully slide into DMs! Learn more about your ad-choices at
Jun 03, 2019
STI Q&A with Danielle Maltby
Dean and Jared have a lot of questions about sexual health, so they called in real life nurse and Bachelor alum Danielle Maltby to help shed some light!  She clears up a lot of confusion about HPV, birth control, and what to know if you think you have a sexually transmitted infection. Plus, we hear about some moves Dean has tried that the rest of the room can’t quite relate to. Learn more about your ad-choices at
May 29, 2019
Questions, Answers, & Dean's Rap Sheet
We are the most  personal and uncomfortable dating questions today.    When is the best time to tell the person you’re dating that you have kids, have been divorced, or have an STD? We get to the bottom of those tough conversations.   You asked...we answer! Dean lets us in on what he expects when he goes full #VanLife.     And after discussing some of Hannah B’s season of The Bachelorette, Dean tells us about his plans for Paradise, and we hear about his stint in prison! Learn more about your ad-choices at
May 21, 2019
No More Sugar Coating
Dean, Jared & Vanessa keep finding ways to improve at dating, but maybe the best choice is no relationship at all. We talk to Brendon Watt, author of "Relationship, Are You Sure You Want One?".  Get rid of the "fairy tale complex", and find new levels of intimacy.  Then we hear from Brett and Devon Kolomyjec about their app "Happily", which is a one stop shop relationship resource.  Plus, Dean, Vanessa & Jared break down all the new guys on Hannah B's season of The Bachelorette. Learn more about your ad-choices at
May 14, 2019
A Shore Thing with Vinny Guadagnino
Everybody’s fist pumping when Vinny Guadagnino from Jersey Shore stops by.Vinny can relate to Dean, Jared and Vanessa now, because his new show Double Shot at Love is kind of like The Bachelor. Vinny tells us about how he defended Dean early on, and he reveals that he might even show up on Paradise! Plus, we talk to body language expert Katia Loisel, and find out how much you can learn about someone from the way they kiss.  Learn more about your ad-choices at
May 06, 2019
Change Junkies
More people are meeting their partners over social media, so we try to figure out exactly what an attractive Instagram feed looks like. Ben Higgins met his new girlfriend after sliding into her DMs, so he lends his opinion to Jared, Vanessa & Dean.  Ben sticks around to help Jared and Vanessa smooth things over from last week’s talk about Jared’s wedding and who isn’t on the guest list. And we talk to Monica Berg, who describes herself as a “change junkie”. She’s written a new book called “Rethink Love”, which aims to tear down some of the myths about love and relationships. She has some incredible advice for Vanessa on how to keep from losing her identity to the person she’s dating. Learn more about your ad-choices at
Apr 30, 2019
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
Apr 22, 2019
Dean There, Done That
Dean tells us he’s been feeling a lot healthier and confident lately, but to really evaluate what that means, we talk to “Possibilitarian” Cherie Healey. She helps Dean face some of his unprocessed grief from losing his mother, and she shares some incredible advice on how to deal with fear. Plus, Dean lets us in on a HUGE project he’s been working on, and we hear about how his Coachella trip has left him thinking about a recent ex girlfriend. Learn more about your ad-choices at
Apr 15, 2019
Pet Names with GiGi Gorgeous
The rumors are circulating that Dean is going back to Paradise, and he finally sets the record straight for you. He hints at a truly epic entrance, and tells us that this new season could completely change the way everybody looks at him.   We talk to model GiGi Gorgeous about her journey.  She tells us her theory on why transgendered dating is better than cisgendered dating. Learn more about your ad-choices at
Apr 08, 2019
Dating with Dignity
Dating coach Marni Battista joins us to share some advice on how to meet people that have "evolved" to a more serious level in relationships. And we tackle some dating issues from 3 different perspectives: a single person, someone in a committed relationship, and one in a new relationship. Also, we figure out the male equivalent to flowers... what's a quick gift you can get for your guy to show that you care and are thinking of him? Learn more about your ad-choices at
Apr 02, 2019
Non Negotiables with Reza Farahan
It's a girls day on the podcast when Vanessa hangs out with her friend Mikaela Whightman from Bachelor Canada. Together, they tackle the question "can you ever be satisfied in love?" Reza Farahan from Shahs of Sunset stops by, and reveals why hands and teeth could be a clue to what kind of kisser you are. Plus, Vanessa opens up about her anxiety, and how she deals with panic attacks.  Learn more about your ad-choices at
Mar 26, 2019
Single Parents with Kimrie Lewis
Kimrie Lewis from Single Parents on ABC is hanging out with Dean, Jared & Vanessa, and all their worlds collide when they talk about the Single Parents/Bachelor crossover episode. Kimrie tells us about how her ex was the DJ at her wedding, but at the moment, Kimrie is painfully single, so we see if Dean or Jared can set her up with one of their Bachelor buddies.  Plus, we figure out why women feel heartbreak worse than men, and we get an inside update on Bachelor in Paradise from Dean, who spent some time with some of the guys recently.  Learn more about your ad-choices at
Mar 19, 2019
I Used to Be a Cougar with The Bubbies
Dean’s back from another trip around the world!   Blake Hortsmann stops by the studio. Blake reveals if Bachelor Nation pals Jason Tartick and his new girlfriend Kaitlyn Bristowe have tried to hook him up with anybody.   We find out what’s been on his mind while watching Colton.  Dean and Colton both had a shot at being the Bachelor and they open up about that! And the story of Caelynn sliding into Dean’s DMs has been everywhere, so Dean has to set the record straight, and tell us all the dirty details of what went down in those messages. Then we welcome The Bubbies into the studio, and who better than Grandmas to help us STOP SUCKING AT DATING! They have some crucial words for Vanessa, who recently hit a huge milestone in her new relationship, and you don’t want to miss their answers to your dating questions! Learn more about your ad-choices at
Mar 12, 2019
Baecations with Dax Holt
HOW DO YOU BUTTER YOUR BREAD?   Etiquette specialist Amy Rainer helps us understand the proper way to do it.  You might recognize Amy from Colton’s bread buttering on last week’s episode of The Bachelor. Did you know there’s a right and wrong way to pass the salt? She has some little known rules that may save your next date!  We play a round of “10 Questions with Vanessa Grimaldi”! And Dax Holt from TMZ and Access Live stops in to share some of his celebrity expertise, and the dos and don’ts for couples that want to share their relationship on Instagram. He warns us of  the effects a vacation (even a short one) can have on a relationship, then Jared and Vanessa open up about some of the crazier dates they went on during The Bachelor. Learn more about your ad-choices at
Mar 04, 2019
Alter Egos
Vanessa fills us in on her first Valentine’s Day with her new guy, and we hear about her clapback against a body shaming troll.  Plus, we talk to author Sabrina Must about her new book “A Terrible Dater”. With a title like that, she’ll fit right in on this podcast!  And life coach Mike Bauer introduces Vanessa and Jared to their alter egos... Barfola and Captain Suckbag! Learn more about your ad-choices at
Feb 25, 2019
Your Chairlift or Mine?
These days, it seems like dating apps are the best way to meet people, but our expert says that might not be true! Dean and Vanessa talk to Melissa Brown, CEO of “Its Just Lunch”, about the advantages of getting to know people in person instead of just chatting on apps. And if you think you’ve tried every dating gimmick, strap your skis on, and see what happens during “Chairlift Speed Dating”.   Then, Brittany Rose from Temptation Island stops by to talk about her experience on the show, and her intimate connection to Dean. Vanessa has some predictions for this new season, and we find out how Brittany really feels about the cast members after filming ended. Learn more about your ad-choices at
Feb 18, 2019
Body Doubles
Things get “twinteresting” when Dean and Jared hang out with Brittany and Briana, who are identical twins engaged to another set of identical twins, Jeremy and Joshua. They tell us all about their adorable proposal story, and we find out how strong the “twin bond” actually is. You can follow their entire wedding adventure on “Our Twinsane Wedding” on TLC.  Then Dean opens up about his own fears of infertility, and how he’s confronting that anxiety.  And we discuss the new menstruation emoji, and how far texting can go before it becomes cheating.  Learn more about your ad-choices at
Feb 11, 2019
Real Relationships & Fake Accents with Rob Mack and Naz Perez
Vanessa recently made it Instagram official with her new boyfriend, and she’s ready to open up to Dean and Jared about why this might be her most serious relationship yet.   Then Rob Mack from Famously Single on E! stops by. He’s a “love coach”, and once we find out what that is, he tells us all about how to find true happiness in a relationship, and he spills about some of the celebrity couples he’s worked with.    Plus, we check in with Bri from Colton’s season of The Bachelor, and we start the process of hooking her up with a member of Bachelor Nation she’s made no secret of crushing on.   And former Bachelor producer Naz Perez hangs out to tell us about her program called “Heartbroken Anonymous”, which is a support group for anyone going through heartbreak, even if it’s not related to love. And we don’t let her leave without telling us some crazy behind the scenes stories from The Bachelor. Learn more about your ad-choices at
Feb 06, 2019
Sister from Another Season with Kristen Doute
Kristen Doute from Vanderpump Rules stops by to hang with Dean and Vanessa… and she brought wine! After a couple glasses of her new “Witches of Weho” wine, she lets us in about some of the hookups that go down on the new season of Vanderpump Rules, and she bonds with Dean and Vanessa over life on reality TV.  Then we take a trip to the sunshine state, with Madisson Hausberg from Siesta Key! We talk to her about the challenges with having a long distance relationship, and we get a sneak peek into her love life on this upcoming season. Plus, Kelsey & Zach from Dating #NoFilter help us out with some dating terms, and they’re dissecting some texts from listeners to figure out where things went wrong! Learn more about your ad-choices at
Jan 28, 2019
Into the Freezer with Whitney Bischoff
This week everyone focuses on an extremely important part of Vanessa’s anatomy… her ovaries. Vanessa’s been exploring the topic of freezing her eggs, so we talk to Bachelor alum Sadie Murray , who actually froze her eggs. She was also the original “Bachelor virgin”, so we get her take on Colton’s season and the unending virginity talk.   Then, we talk to Whitney Bischoff from Chris Soules’ season, who is a fertility specialist. She has some little-known information that women need to hear before they make any fertility decisions.   And Dean opens up about his plans to become a parent. Learn more about your ad-choices at
Jan 21, 2019
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
Jan 15, 2019
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
Jan 08, 2019
Dean's Homecoming
Dean’s back from his trip to South America! He’s got a bunch of stories from his adventures, and he finally some news from his dating life! Then, we hang out with relationship expert Hillary Goldsher (, for some advice on how to get the most out of therapy. She also has some valuable resources people can check out before getting started with therapy. And she sticks around to lend her expertise to some relationship questions from our Facebook page. Plus, Vanessa tells us why she thinks she’s in her sexual prime, and we hear what Dean thinks about using sex toys. Brought to you by: AMAZON FIRE TV - Head to to order a Fire TV of your very own STAMPS.COM - Enter dean for a special 4 week Trial THRIVE MARKET - Take an EXTRA 25% off your first order + free 30 day trial at THRIVEMARKET.COM/DEAN THIRD LOVE – Go to now to find your perfect-fitting bra… and get 15% off your first purchase! 23ANDME - get 30% off any 23andMe kit. Order your DNA kit at Learn more about your ad-choices at
Dec 18, 2018
Trust Your Gut
Vanessa wants to clear up some rumors that have been circulating about her romantic life with a member of Bachelor Nation, and we hear about Jared’s experience as a Chippendale’s dancer, and his first time being spray tanned. Then matchmaker and relationship expert Susan Trombetti ( stops in to share some tips on how to tell if you’re being cheated on, and how to know you’re getting to know the “real” person you’re dating. Plus, she’s a Bachelor fan! She shares her expert analysis on Vanessa’s break up with Nick. And we hear some intimate details about Vanessa, her bedroom, and costumes. Learn more about your ad-choices at
Dec 11, 2018
Surviving the Ultimate Sucky Date
Jared and Vanessa meet up to talk about Lauren Bushnell’s new boyfriend, country singer Chris Lane, and it leads to a conversation about if you should give an ex a heads up before “going public” with a new relationship. Then Youtuber Brittani Louise Taylor stops by, and shares her absolutely wild story about the worst relationship in history. She has some dating lessons she learned from being involved with a manipulative and dangerous person. And she helps break down the differences between dating apps, and when is the best time to tell someone you’re dating that you have a child. Learn more about your ad-choices at
Dec 03, 2018
Getting Intimate
This week, Dean and Vanessa are ready to get real about sex. Intimacy expert Alanna Pratt is on to help Vanessa work through a situation with her recent ex, and they discuss if monogamy can actually work in a relationship.  Dean opens up about his love life, and we hear the (sometimes) awkward argument of why Vanessa thinks she’s great in bed. And she spills a few secrets about the more intimate moments she shared with Nick Viall. Learn more about your ad-choices at
Nov 26, 2018
Q & A Day
This week, Dean, Vanessa and Jared are answering all the questions listeners have submitted to them over social media. And here to help them make sense of it all is Possibilitarian Cherie Healey ( She helps us understand what it means to be “stuck in your own head”, and she really helps Dean figure out what type of communication is appropriate with an ex. Jared opens up about his plans with Ashley after they get married, and the group gives some really great advice for dating as an introvert.  Learn more about your ad-choices at
Nov 13, 2018
#55 We All Have Our Flaws
Dean, Vanessa and Jared talk about the big news in Bachelor Nation: the break-up of Shawn Booth and Katilyn Bristowe. They each have a unique perspective, because Jared is friends with Shawn, Vanessa is friends with Kaitlyn, and Dean knows nothing about either one! Then, our podcast threesome talks about Frankie Grande and his “throuple”. Vanessa recently admitted she’d try a threesome, but would she be into a “threelationship”? And we get Dean’s honest thoughts on what’s going on between Blake Hortsmann and Kristina Schulman. Learn more about your ad-choices at
Nov 05, 2018
#54 Let's Get it Together!
Dean, Vanessa and Jared gets some life altering tips on how to remove stress and anxiety from their lives from Lauren Berger, who is the author of the book “Get it Together!”. She also has some advice on how to better handle rejection, which anyone who is in the dating world can benefit from. Then Dean wants to reach out to an ex he hasn’t spoken to since they broke up. What’s the etiquette on that?? Should it ever be done? And Vanessa spills some secrets about what she’s open to “intimately”, and we hear about Jared’s first visit to a sex shop. Learn more about your ad-choices at
Oct 30, 2018
#53 Girl Talk
Vanessa gets honest and real in this episode, and talks all about the new man in her life, and how she felt "fighting the fizzle" in her last relationship. And she really opens up about the incredibly emotional topic of having kids. But she's got some help to lead her in the right direction, when Elle from the Mend app stops by, and we get a visit from Dr. Jennifer Freed, a psychological astrologer. She gives Vanessa some incredible advice on what she needs to do to meet her future husband. And her friend Brandi Cyrus hangs out too, to talk about her experiences on dating apps, and what it's like moving to Denver, Colorado, a city with a TON of single guys.  Learn more about your ad-choices at
Oct 22, 2018
#52 Sometimes You Have to Disconnect to Connect
Dean and Vanessa learn all about the troubles with tech addiction from Jedidiah Bila, who just wrote a book about taking back your life from your cell phone. She tells this INSANE story of finding her boyfriend had a totally separate life that she didn’t know about, until she looked through his phone. Then we hear from matchmaker Susan Trombetti, who has advice for how women can stay safe while dating, and some simple tips to avoid putting yourself in dangerous situations. And we get a long awaited and in depth update on the new man in Vanessa’s dating life! Learn more about your ad-choices at
Oct 15, 2018
#51 The Bugaboos
Dean, Jared and Vanessa are bringing in the big guns this week, and have 2 major experts in matchmaking to help everyone suck less at dating. We talk to Pastor Cal from Married at First Sight, about the most important factors that make up successful relationships, and he gets real about how important personal faith is in relationships. Then we talk to Eileen from Elite Connections, and she shares the rules she’s come up with for your relationship to last. She tells us how important it is to be friends first with people you date, and explains how emojis can kills relationships. And we do a round of rapid fire dating questions with Dean and Vanessa, and hear about who they’ve been dating. Learn more about your ad-choices at
Oct 08, 2018
#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
Oct 02, 2018
#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
Sep 22, 2018
#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
Sep 18, 2018
#47 Like Apples and Onions
Taylor Nolan is back to dish about what went down during her trip to Camp Fireside with Vanessa. We hear all about the new man in her life that may convince her to move to Canada. Then, Dean and Vanessa talk to Haley Hewitt, a marriage and family therapist. She helps explain the effects of traumatic experiences, and she offers some simple tips you can follow to improve your mental health. And Tanya Rad stops by to talk all about her upcoming date with Dean.  Learn more about your ad-choices at
Sep 11, 2018
#46 Stuck in a Trance
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 Hypnotist Dr. Nancy Irwin. She shares some simple tips that everyone can use in their everyday lives. Learn more about your ad-choices at
Sep 05, 2018
#45 I Ain't 'Fraid of No Ghosts
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, and how to stop it!   Plus, Vanessa opens up about her future as a mother, and lets her guard down about a dilemma in her life. Learn more about your ad-choices at
Aug 27, 2018
#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
Aug 20, 2018
#43 Man with a (Wedding) Plan
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 her life, and spills all the details on the last date she went on.  Learn more about your ad-choices at
Aug 14, 2018
#42 Welcome Back Unglert
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-choices at
Aug 07, 2018
#41 Make Do and Mend
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 talk about the benefits of using a matchmaking service, and how to explore what they call “offline dating”.   And Vanessa reveals what she’s looking for in a guy she wants to date, and we find out if its ever okay to pull an ambush FaceTime. Learn more about your ad-choices at
Jul 31, 2018
#40 Flipping the Switch
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 about going undercover on Ashley Madison, and he tells us the one line everybody should have in their dating profile. Learn more about your ad-choices at
Jul 25, 2018
#39 Return of the Stanger
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, “How to Keep Your Marriage From Sucking”, and they offer Jared some crucial advice for his upcoming marriage. And we get a check in from Dean! All the way from Malaysia, and he shares what he’s learned about dating internationally, and he reveals if he’s been involved with anyone romantically on his trip. Learn more about your ad-choices at
Jul 17, 2018
#38 Engagement Fast Track
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 what upset him about Colton revealing his virginity on this week’s episode of The Bachelorette. Learn more about your ad-choices at
Jul 10, 2018
#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
Jun 26, 2018
#36 Fast Food Sex
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 date. Learn more about your ad-choices at
Jun 19, 2018
#35 Break Up Like a Pro
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. Learn more about your ad-choices at
Jun 12, 2018
#34 Exes & Friends
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
Jun 05, 2018
#33 Dirty Dancing
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 city.    Learn more about your ad-choices at
May 30, 2018
#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 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
May 23, 2018
#31 Camp Crushes
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 show for Fox that’s kind of like a “grown up” version of The Bachelor. She’s looking for ladies that are sick of dating and are ready to start a family with a serious partner. Learn more about your ad-choices at
May 15, 2018
#30 Dating Etiquette
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. Learn more about your ad-choices at
May 09, 2018
#29 From Matchmaker to Marriage
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”. Learn more about your ad-choices at
May 01, 2018
#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
Apr 24, 2018
#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
Apr 17, 2018
#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
Apr 10, 2018
#25 More or Les with Dean
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”. Learn more about your ad-choices at
Apr 03, 2018
#24 Kendall & Jared
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. Learn more about your ad-choices at
Mar 28, 2018
#23 Big Time Dating
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
Mar 21, 2018
#22 Ask Dean Anything
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
Mar 13, 2018
#21 Let's Hug it Out
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. Learn more about your ad-choices at
Mar 06, 2018
#20 Viall to the Rescue
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.  Learn more about your ad-choices at
Feb 26, 2018
#19 Dean's Friends from Camp
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! Learn more about your ad-choices at
Feb 20, 2018
#18 Dating Sucks at Any Age
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. Learn more about your ad-choices at
Feb 14, 2018
#17 Pal-entine's Day
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. Learn more about your ad-choices at
Feb 07, 2018
#16 Help! Dating Sucks
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! Learn more about your ad-choices at
Feb 02, 2018
#15 Float Like a Butterfly, Bumble Like a Bee
This Week, Dean swipes right on a conversation about dating apps. Joining him in the studio is one of his childhood friends, Taylor, along with Mark, Easton, and Tanya, to figure out how effective dating apps truly are.  The gang narrowed down Dean’s list of what he wants in a partner, and the age old question: blondes might have more fun, but do they sweat more? All that, plus listener emails, and a call from Alex, who works at Bumble and has some expertise to share.  Learn more about your ad-choices at
Jan 24, 2018
#14 Breaking Up is Hard to Do
This week Dean explores what to do when it’s time to stopdating someone. Tanya, from “Scrubbing In with Becca Tilley”, joins Dean in the studio to look at how to end a relationship in the most painless way… if that exists. Ashley calls in, who had a long distance relationship that she ended in –person, and then we hear from Brittney, who ended things with her boyfriend over texts.   And to give the viewpoint of being broken up with on National television, Annaleise from The Bachelor S22 stops by the studio Learn more about your ad-choices at
Jan 17, 2018
#13 Maybe the World Sucks at Dating
Dean is back in the New Year, and ready to continue his journey to suck less at dating.  He gives us a teaser of his experience meeting Bachelors and Bachelorettes from all over the world on Bachelor Winter Games.  Then, Dean is joined in studio by Diann Valentine, love and dating expert, and star of “To Rome for Love”, for some tips on what to look for in a healthy relationship.  And after that, Dean gets a surprise visit from Becca Tilley and Tanya Rad, from the “Scrubbing In” podcast, and the group helps answer some questions from listeners who may suck at dating more than Dean.  Learn more about your ad-choices at
Jan 10, 2018
#12 Sucking at Dating Year in Review
Dean looks back at his year of sucking at dating. Then he talks to married at First Sight’s Dean and Jamie who are now married with a kid...could skipping dating be the key Dean needs to a happy relationship?! Plus we take listener calls and Dean weighs whether to be the pursuer...or the pursuee! Learn more about your ad-choices at
Dec 18, 2017
#11 What Would Dean Do?
Dean takes calls and answers emails on how he would handle certain real life situations...including one from a stripper. Is he right? Or could these responses reveal why he sucks at dating?  Only time, and this podcast will tell! Learn more about your ad-choices at
Dec 12, 2017
#10 Married People
What better way for Dean to stop sucking at dating than to talk to people that have been through it and come out alive. So that's exactly what he does!  In this episode Dean gets advice from all different varieties of couples that made dating work: The newly married, the 2nd time marriages, the long-time married.  They have advice, but can it help Dean or is he destined to suck at dating for life? Learn more about your ad-choices at
Dec 04, 2017
#9 Deeper into Dating
It's apparently not just dating Dean sucks at; Things take an awkward turn when he attempts to discuss sex with our sex expert. And if talking about it makes him uncomfortable, just imagine what happens when he attempts to do it! Plus, what's causing the awkwardness? Dean opens up as we do a deep dive into his psyche. Dean sucks...the podcast doesn't! Learn more about your ad-choices at
Nov 28, 2017
#8 We All Suck At Dating
Dean spends the show breaking down exactly why people SUCK at dating and what that means. Why don't guys text back as quickly or as often as the ladies ? Where and how can people meet in today's world? And finally. how do you navigate having a crush on a guy ...  who has a girlfriend ?!! Learn more about your ad-choices at
Nov 14, 2017
#7 Long Distance
Dean spends some time with Paradise fan favorite couple Raven and Adam discussing how they keep the "sexy" fresh in a long distance relationship[.  Plus we break down why men Ghost...Dean gets his energy read and if that weren't enough...Dean gets an earful from listener!  Learn more about your ad-choices at
Nov 07, 2017
#6 Ghosting Stories
Mark the Producer's Mother-in-Law pulls no punches as she explains to Dean exactly why she doesn't like him. Then we get in the Halloween spirit as we discuss "ghosting", more specifically 'why men do it'. Plus two psychics break down listener's relationship questions and Dean once again digs into his history to discuss a heartbreaking part of his past. Learn more about your ad-choices at
Oct 30, 2017
#5 Signs From Above
Dean's Bachelorette buddy Eric Bigger joins him in studio as the two men use their "bro-time" to break down the importance of astrological signs in a relationship. Plus they determine which signs might be most compatible for Dean. And...a heartfelt conversation on the anniversary of his mom's passing, shows us a side of Dean we've never seen. Learn more about your ad-choices at
Oct 24, 2017
#4 Sext and the City
Dean and his roommate Jackson perform a lock-in in an attempt to get the bottom of their dating woes.  Plus, Dr. V from Marriage Boot Camp breaks down the pros and cons of sexting....Is it a simple black or white issue or does it fall within the many shades of grey in between? We'll find out!  Learn more about your ad-choices at
Oct 17, 2017
#3 Back to the Future
Dean looks to the past to try and fix his dating future. He starts it by turning to Rachel and Bryan for the first time since the show for their advice on how to make their relationships work. Then he gets back in touch with the woman who started it all...Carmel, his first love and the girl responsible for his other "firsts".  Then it's up to Cherlie Healy - Possibilitarian who helps him understand "Love Languages". Is there hope for Dean? We'll find out! Learn more about your ad-choices at
Oct 10, 2017
#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
Oct 03, 2017
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
Sep 26, 2017
Teaser: Dean & Kristina
Dean gets a full dating evaluation from probably the most qualified analyst... and that's Kristina Schulman! Follow Help! I Suck at Dating with Dean Unglert on iHeartRadio, or subscribe wherever you listen to podcasts so you never miss an episode. First show arrives September 25th! Learn more about your ad-choices at
Sep 22, 2017
Teaser: Dean Explains Why He Sucks at Dating
Why Does Dean Suck at Dating? Dean explains it himself. Follow Help! I Suck at Dating with Dean Unglert on iHeartRadio, or subscribe wherever you listen to podcasts so you never miss an episode. First show arrives September 25th! Learn more about your ad-choices at
Sep 21, 2017