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

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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.

Episode Date
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.

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.

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.

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. 

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.

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.

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. 

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!

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.

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.

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. 

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!

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. 

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.

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.

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.

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. 

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.   

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.

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.

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.

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”.

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.

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”.

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.  

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”.

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.

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.

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!

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.

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. 

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!

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.

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.

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!

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. 

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

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. 

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!

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!

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?

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!

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 ?!!

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! 

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.

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.

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! 

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!

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.

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.

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!

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!

Sep 21, 2017