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.
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, ...
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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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??
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...
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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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...
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...
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 poli...
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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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 bo...
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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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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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...
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 C...
Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.
Listen to the latest news from the 2026 Winter Olympics.
The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.
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