Dating therapy meets perceptive comedy. Each week on Help Me, I’m Single, matchmaker and dating coach Blaine Anderson teams up with a no-BS celebrity guest to help one stuck single break negative patterns, face their blind spots, and finally stop sabotaging their love life. It’s vulnerable, it's funny, and it's a chance to turn things around and find love.
Is it okay to talk about your ex on a date? The passionate Nacya Merreiro joins Blaine as they come to order to audit the dating life of civil litigation attorney, ALEX. They group discuss why Alex ended a ten-year relationship right before COVID, how he's processing recent traumatic events, whether he seeks out trauma bonds, when it's okay to use negging on a date, and how living with his mom poses a problem to his dating life.
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11 Mar 2026
How to Package Yourself w/ Paige Gallagher
Sometimes the trick is knowing how to present yourself! America's #1 matchmaker, Blaine Anderson, is joined by the hilarious Paige Gallagher to audit 47-year-old dad/divorcee ALAN! The group discusses Alan's insecurity about money, why his job in packaging is more interesting than he realizes, parenting two girls, when to introduce your partner to your kids, being sober for four years, approaching women at AA meetings, and why you can't be too bad (or too good) at pickleball!
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4 Mar 2026
Love in the Time of Vacation Cruises w/ Alec Flynn
Do you have an enduring childhood crush? Blaine is joined by the very candid Alex Flynn to audit our new life coach, DAVID. They set sail to discover why David still has feelings for a girl he met years ago on a vacation cruise, the surprising trajectory of their friendship over the years, and why David needs to channel that energy into dating other people and loving himself. PLUS: the paradox of safety vs growth and why Blaine hates life vests and helmets!
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25 Feb 2026
Finding Love in the Club w/ Blair Socci
Sometimes it's hard to bite your tongue. Blaine is joined by the relentless Blair Socci as they shine a light on the dating life of bouncer / rapper KISHANE! They discuss Kishane's desire to find a meaningful relationship and start a family while working at a strip club, his questionable age preferences, troubled upbringing, chaotic dating history, and why he wants to wait four months before having sex with someone. PLUS, Blaine's thoughts on going to Buffalo Wild Wings on the first date!
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18 Feb 2026
Mapping a Date w/ Mike Eaton
When the student is ready, Blaine will appear! The insightful party boy, Mike Eaton, joins Blaine to coach up our Christian accountant powerlifter, ERIC! Our muscle Mormon talks about his struggles with chronic fatigue syndrome, how cheating ended his 8 year relationship, the importance of his Christian faith, losing 50 pounds from lifting weights, why he maps out his date conversations, and why he said he was 10 years younger on his Hinge profile! PLUS: Blaine breaks down the value of finding your self worth... and Mike shares his hot take about women on dating apps!
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11 Feb 2026
Why I Beat Up A Guy I Met At Church w/Kait Calabrese
Would you fail a background check? Today Blaine is joined by Austin's Kait Calabrese to audit Joshua: A technician, aspiring comedian, and former minister with an eclectic job history. He speculates why he has to therapize women he dates, why his marriage fell apart, how Jordan Peterson inspired him to pursue a career in comedy, bombing during a standup set on KILL TONY, getting kicked off Tinder for catfishing other men, the gray area of his sexuality, and why he beat up a guy he met at church. Yikes!
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4 Feb 2026
Breast Milk, Date Me Docs & Resting Bitch Face w/ Uncle Lazer
Can chewing gum help with resting bitch face? The very candid Uncle Lazer joins Blaine to expand the dating horizons of the resilient VAL! Today, we discuss DATE ME DOCS (yikes), dating older divorcees, getting banned from the dating apps, and borrowing your friend's dog to meet men! PLUS: Lazer shares his fondness for breast milk and how he almost married a witch!
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28 Jan 2026
Peter Pan Syndrome w/ Michael Lenoci
You can't make this stuff up! The dashing Michael Lenoci joins Blaine to figure out the dating life of Boss Lady Shannon + we have the CRAZIEST MATCHMAKING MOMENT IN THE HISTORY OF PODCASTING!! Plus, what is Shannon's upper age limit? Why do all her exes have Peter Pan Syndrome? Would you date a man who makes less money than you? Should you Facetime before the date? And is it okay to give dating ultimatums??
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21 Jan 2026
Dating Intervention w/ Nicky Paris
Do you need someone to save you? The very charming Nicky Paris joins Blaine to audit the dating life of gang interventionist and published author, DAVID! They discuss David's upbringing in a rough area of Long Beach, his search for less chaotic relationships, and his possible savior complex. PLUS: Is camping a good date idea? Should you lead with "I think you're gorgeous?" Is it smart to hit on a woman who's running on the beach? AND why you shouldn't post a video of yourself screaming into a canyon on your dating profile!
Grab a copy of David's book! Neighborhood Kid: don't just make it out, make it better
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Comedian Katherine Blanford joins Blaine to audit the dating life of the most forthcoming single yet, "Sideline" Stuart! The group delves into ethical non-monogamy and Stuart's open relationship with a single mom, crying on the first date, why Stuart's brother has parental control over his phone, and his burgeoning careers in motivational speaking AND taking feet pics on OnlyFans!
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7 Jan 2026
Late Bloomers w/ Lea'h Sampson
When is the right time to tell someone you're a virgin? Can you get laid if you're unemployed? Is male loneliness a real problem? Is it okay for a single man to own a cat? Are straight men actually just looking for boyfriends? Blaine is joined by the unfiltered (and late bloomer) Lea'h Sampson to audit JACOB! They discuss how growing up with a single, religious mom shaped his dating life and the unsettling reason why Jacob doesn't bring women to his home! PLUS: Blaine shares dating ideas for when you have no money!
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31 Dec 2025
Cult Recruitment Date w/ Allison Wojtowecz
Has your date ever tried to recruit you to their cult?? Blaine is joined by the insightful and funny Allison Wojtowecz to audit the dating life of JENSON! The team brainstorms why he keeps getting ghosted and Jenson shares a bizarre story of trying to return his date's driver's license! Allison also shares a terrible Hinge date story and how the pandemic has affected her dating life! PLUS: Is it okay to ask if you can kiss someone? Is it possible to flirt with an entire group of women? Can spending more time at the grocery store help your love life? AND Jenson's Dating Profile Audit!
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17 Dec 2025
Channeling Your Superpower w/ Tatiana Frank
Do you feel like a unique personal quality is holding back your love life? Blaine is joined by Thought Daughter host TATIANA FRANK to audit the dating life of STEPHAN as he gets vulnerable about his specific personal quality. They brainstorm how to overcome the issue and turn it into Stephan's superpower. PLUS: The power of SPECIFIC compliments - Stephan teaches Tatiana a few dance moves - Dating people with different political views - AND watching your date make out with another person!!
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10 Dec 2025
Does Texting Count as Cheating? w/ Rachel Wolfson
Another pandemic relationship bites the dust! Blaine is joined by the hilarious and insightful Rachel Wolfson to audit the dating life of Kyel! Does texting count as cheating? Do you need to go on a breakup trip? Is it okay to read a journal entry if it's in the trash bin? AND how to approach women in literally any situation! PLUS: Stalking your friends' Venmo transactions!
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3 Dec 2025
Too Fun to Date! w/ Lauren Compton
Blaine is joined by the hilarious Lauren Compton to audit the dating life of reformed misogynist, Salim! Salim shares why being "too fun" is holding back his dating life, why he's definitely NOT gay (even if his mom thinks so), and how a women's studies class changed his life. PLUS: Lauren explains the problems with kissing someone on the forehead, taking home leftovers on a first date, and being the "guitar guy" at the bonfire!
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26 Nov 2025
Are You Open to Being Hit On? w/ Charlotte McKinney
This week, Blaine is joined by comedian Charlotte McKinney to audit the dating life of BLAKE! They discuss Blake's anxious attachment style, a WILD story of how he caught his wife cheating, the gradual progress he's made in his dating life, and one of the best pickup lines Blaine has ever heard! PLUS: The group dissects Charlotte's obsession with bad boys!
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19 Nov 2025
Flirting in the Produce Aisle w/ Rick Glassman
This one goes off the rails. Blaine is joined by the hilariously unhinged RICK GLASSMAN to audit the dating life of their new friend, Angie. Angie shares why she exclusively goes on bowling dates and why social media is ONLY for the girls. PLUS: Rick gives a tutorial on how to approach a woman in the produce aisle AND Blaine and Rick debate texting your intentions before a date!
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12 Nov 2025
Fired For Being "Too Hot," Yet Still Single... w/ Annie Lederman
No Blaine, No Gain! America's favorite dating coach and matchmaker, Blaine Anderson, is joined by comedian co-host ANNIE LEDERMAN to audit the dating life of The Bachelorette's JASON ALABASTER! They discuss why Jason enjoys doing mushrooms on the first date, why he was once fired for being "too hot", and Annie shares how she tried to break up with a guy on a hike... only to date him for three more years! PLUS: Blaine gives a homework assignment that every single should be doing once a day!
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11 Nov 2025
Introducing Help Me, I'm Single!
Dating therapy meets perceptive comedy. Each week on Help Me, I’m Single, matchmaker and dating coach Blaine Anderson teams up with a no-BS celebrity guest to help one stuck single break negative patterns, face their blind spots, and finally stop sabotaging their love life. It’s vulnerable, it's funny, and it's a chance to turn things around and find love.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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