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The JTrain Podcast

The JTrain Podcast

Jared Freid

The JTrain Podcast is hosted by comic Jared Freid and great comedian guests as they read listener emails and answer questions about everything from hooking up and dating apps to relationships and post-grad problems. Every Monday!

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Catalog

Episodes

What Do I Say to My Friend Who Says They're Sick of Dating? - MONDAY MAILBAGAug 17, 2026 · 32 minIt’s Mailbag Monday and Jared is answering listener emails and giving advice on real life problems👇 • Supporting someone who is tired of dating and being single • Reconnecting with an old love and wondering if the connection was real • Dating guys with hygiene red flags and deal breakers Jared is on tour! 👉 jaredfreid.com Check Jared’s New NETFLIX Special 👉 The Family Plan, premieres September 1st! Set a reminder today!! Support the podcast by supporting our sponsors! • New customers can save 35% on your 1st month’s subscription @ http://dosedaily.co/JTRAIN • Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Jon Hamm Is Having A Baby and Suki Waterhouse Hasn't Seen Twilight! - POP CULTURE THURSDAYAug 13, 2026 · 40 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Taylor Swift named youngest-ever Nashville Songwriters Hall of Fame inductee • Jon Hamm and Anna Osola expecting their first baby • Suki Waterhouse reveals she has never watched Robert Pattinson in Twilight • Tom Segura and Christina Pazitsky divorce sparks fan backlash • Brad Pitt drinking again • Chrissy Metz reveals GLP-1 use after 100-pound weight loss Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Find & instantly book doctors appointments with ZocDoc @ http://ZocDoc.com/JTRAIN • New customers can use code jtrain50off to get 50% off and one free breakfast item per box for one year at http://FactorMeals.com/jtrain50off
Why Does Money Matter to Men? - Jourdain Fisher CHIT CHAT WEDNESDAYAug 12, 2026 · 39 minJared Freid sits down with comedian Jourdain Fisher to talk comedy, religion, family, relationships, and his new comedy special, Bits and Pieces. They also talk👇 • Growing up religious and banned from Halloween • Fear of kids, money, and relationships • Jourdain’s grandfather being a mortician • they play Rank the Holidays Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Find & instantly book doctors appointments with ZocDoc @ http://ZocDoc.com/JTRAIN • New customers can use code jtrain50off to get 50% off and one free breakfast item per box for one year at http://FactorMeals.com/jtrain50off
Barry's Bootcamp Celebrating My 600th Class, QR Codes, and Bartenders - TICKED OFF TUESDAYAug 11, 2026 · 33 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 • QR code cafe menus forcing unnecessary app downloads • Drivers taking over parking garage lanes and risking crashes • Bartenders acting annoyed while serving customers • Airlines selling impossible layovers that lead to missed flights Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. #ad • Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
How Do I Break Up With My Childhood Friend? - MONDAY MAILBAGAug 10, 2026 · 43 minIt’s Mailbag Monday and Jared is answering listener emails and giving advice on real life problems👇 • Feeling hurt when your partner’s family forgets important moments • Reconnecting with a friend who married into extreme wealth • How to handle a friendship that has run its course- do I break up with her? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. #ad • Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Ariana Grande Makes A Four Minute Speech, Denise Richards Gets A Facelift, and Zac Brown Band Gives Away Cruises - POP CULTURE THURSDAYAug 6, 2026 · 38 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Ariana Grande steps back from the spotlight • Meghan Markle's new diamond ring • Pete Davidson's rumored new romance • Denise Richards' facelift reveal • Zach Brown Band's free cruise giveaway Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER • Right now, save up to 20% on mattresses and up to 25% on everything else when you go to https://casper.com/ #ad
The Wild Beyoncé Story That Earned Jay-Z's Respect ft. Cipha Sounds - CHIT CHAT WEDNESDAYAug 5, 2026 · 36 minComedian, DJ, and radio legend Cipha Sounds joins Jared to talk about his new comedy special, Likable, go check it out now! They also discuss 👇 • Jay-Z backstage story • Beyoncé wardrobe malfunction • NYC Latino culture • They play,: What Type of Comedian Would You Be? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER • Right now, save up to 20% on mattresses and up to 25% on everything else when you go to https://casper.com/ #ad
Deli Meat Cut Too Thick, JetBlue TV Remotes, and People Who Honk - TICKED OFF TUESDAYAug 4, 2026 · 46 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 • Unexpected plans ruined my comedy night • Stop honking the second the light turns green • Why do "free" event tickets only include one person? • My deli keeps slicing meat way too thick!! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Trying to lose weight with the help of GLP-1s? Get personalized, affordable care that fits you at http://hims.com/jtrain • Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
How Do I Get this Guy to Make a Date? (screenshots included!) - MONDAY MAILBAGAug 3, 2026 · 41 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • Crying at your wedding and ruining the photos • Knowing when a guy is not interested • Setting boundaries with a chatty coworker Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Trying to lose weight with the help of GLP-1s? Get personalized, affordable care that fits you at http://hims.com/jtrain • Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Love Is Blind Is Coming To NYC, Rosie O'Donnell on a GLP1, and Raya is Dead - POP CULTURE THURSDAYJul 30, 2026 · 37 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Love Is Blind casting singles in New York City • Rosie O'Donnell opens up about Mounjaro • Raya celebrity list includes Ben Affleck, Olivia Rodrigo, Kiki Palmer, John Mayer, and more • Eric Roberts discusses relationship with Emma Roberts • Sean Evans and Kiki Palmer dating rumors Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get 20% off Lean weight loss supplement with code JTRAIN at https://takelean.com Go to http://cometeer.com/JTRAIN for $20 off your order. That's cometeer.com slash JTRAIN
Can AI Replace Human Love? ft. Bridget Todd - CHIT CHAT WEDNESDAYJul 29, 2026 · 44 minJared is joined by author and tech journalist Bridget Todd to talk about her new book, Love at First Prompt! They also discuss👇 • AI girlfriends and digital intimacy • The future of dating apps and AI • Can AI actually improve relationships? • They play AI vs. Human -What’s a Better Date?! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get 20% off Lean weight loss supplement with code JTRAIN at https://takelean.com Go to http://cometeer.com/JTRAIN for $20 off your order
First Birthday Madness, Hotel Soap Fails & Why Video Podcasts?! - TICKED OFF TUESDAYJul 28, 2026 · 41 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • Is a 1st birthday party with 56 ppl way over the top? • Why are hotels still using bar soap? • Did podcasts get worse when they added video? • Why did I have to wait after a stranger paid for my groceries? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
Who Should Pay for an Engagement Ring? Me or My BF?! - MONDAY MAILBAGJul 27, 2026 · 42 minIt’s Mailbag Monday and Jared is answering listener emails and gives advice on real life problems • How do I set up two friends without making it awkward? • Is she in the wrong marriage or chasing an unrealistic idea of love? • Should I help pay for my engagement ring? Jared is on tour! jaredfreid.com Check out his new book! Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
Matt Damon Mix Up, BBC Commentator Blunder and JLo's Birthday Photos - POP CULTURE THURSDAYJul 23, 2026 · 39 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Matt Damon mistaken for Brad Pitt at FIFA World Cup final • Jennifer Lopez bathtub birthday photos before turning 57 • BBC commentator confuses Pharrell with A$AP Rocky at World Cup final • Sammy Sheen says Charlie Sheen has not given her money and credits OnlyFans for her success • Megan Fox claps back after critics call her lingerie photos embarrassing Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Go to https://cometeer.com/JTRAIN for $20 off your order! Support the show and update your outdoor space @ http://Wayfair.com
Gen X vs Millennials In Love ft Des Bishop - CHIT CHAT WEDNESDAYJul 22, 2026 · 45 minJared is joined by comedian Des Bishop to talk about his new Hulu special, Bridge and Tunnel. Go watch it now! They also discuss 👇 • 15 year age gap relationships • Why nostalgia is so powerful • Now or Then game: old vs new life choices Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Go to https://cometeer.com/JTRAIN for $20 off your order! Support the show and update your outdoor space @ http://Wayfair.com
People Singing At Fitness Class, Taking A Tour Of Someone's Home, and Airport Behavior - TICKED OFF TUESDAYJul 21, 2026 · 27 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • Why am I handling my Starbucks delivery after paying for it? • Why does airport etiquette disappear? • Why do people cut coffee lines? • Why did my Beyoncé spin class become karaoke?! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co The Korean skincare brand everyone is talking about. Jtrain fans get 20% off their entire order by using code JTRAIN at http://jiyuskin.com/ #JiYu #ad
Do Men Care If I'm A Sweaty Date? - MONDAY MAILBAGJul 20, 2026 · 27 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • Balancing a partner and aging parents as an only child • I'm upset over a miscommunication for a last minute birthday celebration! • How to handle sweating on a hot first date! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co The Korean skincare brand everyone is talking about. Jtrain fans get 20% off their entire order by using code JTRAIN at http://jiyuskin.com/ #JiYu #ad
Arianna Grande's New Boyfriend, Page 6 Hates Rachel Ray, and Taylor Swift's New Dog - POP CULTURE THURSDAYJul 16, 2026 · 43 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Howard Stern cuts back to one show a week • Ariana Grande reunites with ex, Ricky Alvarez • Tom Segura and Christina Pazsitzky split • Rachel Ray sparks new health concerns • Taylor Swift and Travis Kelce's secret pet dog revealed! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. • Go to https://cometeer.com/JTRAIN for $20 off your order! • New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
Why I Posted My Crying Clip ft Eric Neumann- CHIT CHAT WEDNESDAYJul 15, 2026 · 44 minComedian Eric Neumann joins Jared to talk about his new special Call Your Mom, watch it today! They talk👇 • Calling his mom live on stage • Getting notes from Ray Romano & Judd Apatow • Viral Knicks crying video • They play: Would You Cry? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. • Go to https://cometeer.com/JTRAIN for $20 off your order! • New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
Sound off for the World Cup, Packing Up Leftovers, and Canvassers- TICKED OFF TUESDAYJul 14, 2026 · 35 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • Apartment canvassers have gone too far • Tiny airport bathroom stalls and suitcase struggles • Husband books an expensive vacation without asking • Are restaurants making you pack your own leftovers? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Find & instantly book doctors appointments with ZocDoc @ http://ZocDoc.com/JTRAIN Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
Why Do My Hinge Matches Never Ask Questions? - MONDAY MAILBAGJul 13, 2026 · 33 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • Hinge matches that never ask questions back • Warning a coworker about a possible performance review • Dating again after losing a sibling, and when to share it Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Find & instantly book doctors appointments with ZocDoc @ http://ZocDoc.com/JTRAIN Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
Taylor And Travis Have 20 Minute Vows, James Taylor Doesn't Attend, and Harry Styles Flashes 90k People - POP CULTURE THURSDAYJul 9, 2026 · 36 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Taylor Swift and Travis Kelce's insider wedding details: the menu, the no phone policy, and the 20 minute vows • Harry Styles' on stage wardrobe malfunction • Leonardo DiCaprio, Alix Earle, and Tate McRae escape to the Hamptons for 4th of July weekend • Mike Tyson celebrates 60th birthday at Richie Akiva's celebrity filled Hamptons bash • James Taylor turns down Taylor and Travis' wedding invitation • Zendaya wears Eiffel Tower themed headpiece at The Odyssey premiere Jared is on tour! jaredfreid.com Check out his new book! Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Connect with quality therapists & mental health experts who specialize in you at https://www.rula.com/JTRAIN #rulapod #ad • Go to https://cometeer.com/JTRAIN for $20 off your order!
I Got Hit By a Bus! ft Ryan Hamilton - CHIT CHAT WEDNESDAYJul 8, 2026 · 41 minChit Chat Wednesday with comedian Ryan Hamilton, talking about his new Netflix special, This Just Hit Me. Go watch today!. • Avoiding podcasts and social media anxiety • Turning a bus accident into comedy • Writing a personal comedy special • They play “Which Hits Worse?” Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Connect with quality therapists & mental health experts who specialize in you at https://www.rula.com/JTRAIN #rulapod #ad • Go to https://cometeer.com/JTRAIN for $20 off your order!
The 5 Worst Menu Items, Bridal Showers, and Upgrade Certificates - TICKED OFF TUESDAYJul 7, 2026 · 32 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • 5 worst menu items! • My Delta upgrade certificate disappeared after I changed my flight. • I’m annoyed that restaurants now charge for chips and salsa. • My family is guilt-tripping me for skipping a bridal shower. • I’m frustrated by influencers making pregnancy look effortless after my IVF struggles. Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Met a Guy at a Bar and He Ghosted! Why Waste My Time? - MONDAY MAILBAGJul 6, 2026 · 34 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • I love my fiancé, but did I miss out on being single? I'm 25! • I want my roommate to move out, but am I ruining our friendship? • Why do people ghost after planning a date? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Taylor Swift Wedding Timeline, Menu, and Travis Kelce's Pre-Wedding Routine - POP CULTURE THURSDAYJul 2, 2026 · 28 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Taylor Swift and Travis Kelce's MSG wedding plans • Taylor Swift wedding menu revealed • MSG lockdown for Taylor Swift wedding • Kyle Cooke and Ava Dash romance rumors • Rob Kardashian's rare family appearance Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! For free shipping on your order & 365-day returns go to https://www.Quince.com/JTRAIN
The Reality of Joining Instagram Later in Life! ft Emmy Blotnick - CHIT CHAT WEDNESDAYJul 1, 2026 · 45 minComedian Emmy Blotnick joins Jared to talk about her new special, What's Her Secret? They talk👇 • Social media vs. stand-up comedy • Sephora, skincare, and beauty culture • Japan travel and culture shocks • Kevin Hart roast behind the scenes • Commercial jingles and Skyrizi ads • They play: Would You Watch? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! For free shipping on your order & 365-day returns, go to https://www.Quince.com/JTRAIN
Facebook Marketplace, People with Fake Allergies, & Online Clothing with Only ONE Picture - TICKED OFF TUESDAYJun 30, 2026 · 35 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • People on Facebook Marketplace are expecting delivery for free items! • Asking for medical advice in checkout lines backing up the line! • Online stores with too few product photos! • Audiobook apps that never save your place correctly in the car! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
How Do I Keep The Momentum Going With A Guy During My Summer Travel? - MONDAY MAILBAGJun 29, 2026 · 40 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • How do I support my fiancé's younger sister without getting too involved in her life? • Should I push my longtime friend to start dating or let him figure it out on his own? • How do I tell the guy I'm dating I want to keep seeing him after my month away without making it a big relationship talk? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
Dianna Russini's Salary, Taylor Swift's Surprise Show, and Jewel's Stealing Addiction - POP CULTURE THURSDAYJun 25, 2026 · 35 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes!👇 • Taylor Swift joins Lainey Wilson at Travis Kelce's Tight End University event • Leslie Jones on SNL typecasting • Diana Rossini's crazy salary revealed amid Mike Vrabel scandal • Jewel opens up about homelessness and shoplifting addiction • Clive Davis dies at 94, remembered by Bruce Springsteen and Whitney Houston collaborators Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Sign up for Bilt & start earning points on your rent or mortgage payments. Just go to http://JoinBilt.com/JTRAIN
What's It Like To Write For A Roast ft Nicole Becannon - CHIT CHAT WEDNESDAYJun 24, 2026 · 30 minJared sits down with comedian and roast joke writer Nicole Becannon, who shares how the biggest comedy roasts are written behind the scenes. • Writing jokes for the Kevin Hart Roast • How roast writing actually works • The art of making jokes land • They play: Roast Joke Draft! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Sign up for Bilt & start earning points on your rent or mortgage payments. Just go to http://JoinBilt.com/JTRAIN
Train Signage, Hosting A Friend's Birthday, and Cashiers - TICKED OFF TUESDAYJun 23, 2026 · 30 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • Why Costco only has GIANT carts for quick shopping trips • Doing ALL the work for a party and getting left out of photos • Hairdresser's noisy bracelet RUINING a long hair appointment • A cashier turning a quick checkout into a FULL conversation Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
Is A Matchmaker Worth It? - MONDAY MAILBAGJun 22, 2026 · 28 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • Skipping a destination wedding when vacation days are limited • Whether matchmaking is worth the money or just like dating apps • Reaching out to an ex situationship ok? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
Jelly Roll Gets Divorced, Brunson Named "King Of New York," And Brooklyn Beckham - POP CULTURE THURSDAYJun 18, 2026 · 42 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Jelly Roll and Bunny XO divorce after his major weight loss journey • Bunny XO's cryptic posts spark breakup speculation • 90 Day Fiancé stars Jenny Slatten and Sumit Singh discuss their s*x life • Brett Eldredge reveals secret wedding to mystery woman • Knicks championship party with Jalen Brunson, Josh Hart, OG Anunoby, & Karl Anthony Towns! • Brooklyn Beckham takes a swipe at David and Victoria Beckham in new ad campaign Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Go to https://OmahaSteaks.com and use promo code JTRAIN at checkout for $35 off. Minimum purchase may apply.
Why Dating Got Harder AFTER Netflix Fame! ft Caitlin Peluffo - CHIT CHAT WEDNESDAYJun 17, 2026 · 33 minCaitlin Peluffo joins Jared to talk about her hit special Prosciutto Rose! g • Prosciutto Rose and writing honest comedy • Behind the scenes of Funny AF • Dating after reality TV success • Weird DMs and fan interactions • Game: Walking Red Flag or Wife Material Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Go to https://OmahaSteaks.com and use promo code JTRAIN at checkout for $35 off. Minimum purchase may apply.
Starbucks Bathroom Etiquette, Reservation Hoarders, and Kindle Updates - TICKED OFF TUESDAYJun 16, 2026 · 35 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 • NYC dinner reservations feel like winning the lottery just to eat out • Ticketmaster makes changing Broadway seats harder than changing flights • Elevator etiquette is confusing. Do I let strangers press my floor? • Kindle updates feel forced just to keep downloading books Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
I'm Invited to a Wedding Where Everyone Has to Wear Blue! Is That Crazy? - MONDAY MAILBAGJun 15, 2026 · 25 minIt’s Mailbag Monday and Jared is answering listener emails and gives advice on real life problems👇 • Perfect boyfriend, no laughter. Is that a dealbreaker? • Same office building as an ex. Do I say hi or avoid him? • Blue-only formal wedding dress code. Do I really need a new dress? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Kim Kardashian's PDA at F1, Morgan Wallen Throws A Phone, and Kyle Cooke Hooks Up - POP CULTURE THURSDAYJun 11, 2026 · 39 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Matt Damon on Hollywood vs fatherhood, 4 daughters, nonstop work life • Kim Kardashian ignores F1 reporter Martin Brundle at Monaco GP, sparks backlash • Rosie O’Donnell opens up about facelift, cost, and “shameful” comments • Kyle Cooke linked to Southern Charm’s Sally Carson after Amanda Batula split • Morgan Wallen throws a fan’s phone off stage, sparks security and fan debate Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER New customers can use code jtrain50 off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
Why NPR Credits Don’t Work in Comedy ft Ophira Eisenberg - CHIT CHAT WEDNESDAYJun 10, 2026 · 43 minThis week's Chit Chat Wednesday is with Ophira Eisenberg! Comedian, former NPR host, and star of the new special I Used to Be Nicer. Ophira and Jared get into👇 • NPR fame vs standup comedy identity • Jacksonville crowds, TikTok backlash, and food opinions • City pride, “where’s your Brooklyn,” and regional culture wars • toxic positivity, manifesting, and parenting jokes • airport wheelchair travel story and “VIP treatment” experience Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER New customers can use code jtrain50 off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
My In-Laws Won't Give Money For Our Wedding Until They Know What My Parents Are Spending! Help! - TICKED OFF TUESDAYJun 9, 2026 · 33 minIt's Ticked Off Tuesday, and Jared is complaining with YOU about 👇 • Neighbors hogging the shared laundry machines • Locked out of Facebook and Instagram with no customer support • Wedding contribution drama between future in-laws • Coworker demanding updates before the workday starts Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
They're Watching My IG Stories! What Does it Mean? - MONDAY MAILBAGJun 8, 2026 · 40 minIt’s Mailbag Monday and Jared is answering listener emails and gives advice on real life problems👇 • Why did she go silent after the setup? • Coworker secretly watching your Instagram stories • How to drink less and become an early riser Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets. Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
Sydney Sweeney, Kendall Jenner, Jacob Elordi, and Dua Lipa Gets Married - POP CULTURE THURSDAYJun 4, 2026 · 51 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Sydney Sweeney claps back at critics over her Euphoria role • Kendall Jenner & Jacob Elordi romance rumors with help from Justin Bieber and Hailey Bieber • Horror movie Obsession becomes a surprise box office hit on a tiny budget! • Janice Dickinson sparks plastic surgery debate, • Dua Lipa marries Callum Turner! • Jay-Z takes aim at Drake, Kanye West, and Nicki Minaj in a freestyle. Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and update your outdoor space @ http://Wayfair.com
Everyone Has the Same Opinion Now and It’s Weird! ft Jamie Lee - CHIT CHAT WEDNESDAYJun 3, 2026 · 59 minJared sits down with Emmy-winning TV writer and comedian Jamie Lee, known for Ted Lasso and her solo show My Friend Katie, to talk 👇 • From brutal open mics to growing a standup voice • How “pre-approved takes” shape what people think and say! • They play 'This is Annoying' - real responses Jamie gets from working on Ted Lasso Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and update your outdoor space @ http://Wayfair.com
AP/Swatch Collab, Nutrition Facts, and Hot Hotel Rooms - TICKED OFF TUESDAYJun 2, 2026 · 43 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 • AP/Swatch Collab • Paid for TSA PreCheck but still stuck in the regular airport line! • Starbucks tracks everything but sugar content is still unclear • Miami hotel room turns into a sauna when the key is removed • Why do people expect movies to be realistic?! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Am I Being a Bridezilla about My Destination Wedding in Italy? - MONDAY MAILBAGJun 1, 2026 · 1 hr 1 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 • Why do guys on apps want my number so fast? • Destination wedding planning: rules for plus-ones and family brunch • I’m concerned with the stigma of GLP-1 Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
Summer House Reunion, Scorsese's Daughter Has Trolls, And ZAC!! - POP CULTURE THURSDAYMay 28, 2026 · 30 minPop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! • Ciara Miller, West Wilson, and Amanda Batula: Summer House reunion drama • Nepo baby debate reignites with Francesca Scorsese • Taylor Swift spotted with Travis Kelce at NBA game • Jacob Elordi pulled into injury clickbait confusion • Barbra Streisand linked to fake Cannes injury story • Jaclyn Smith at 80 reveals beauty secret • Aurora Culpo welcomes baby girl with fiancé Zach Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
The Internet Is Mad We Don’t Have Kids! ft Jim Tews - CHIT CHAT WEDNESDAYMay 27, 2026 · 40 minComedian and cartoonist Jim Tews joins Jared for a Chit Chat Wednesday! Be sure to check out his comedy special, With Pictures • Jim Tews turned his stand-up special into a cartoon comedy show • Why the internet gets furious when people say they don’t want kids • Jared and Jim debate whether weird comedy is disappearing • They play “No Excuse, Make Up An Excuse” gets painfully relatable Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
Closed Marriott Concierge Lounges, Bad Massages, and Parking In Chicago - TICKED OFF TUESDAYMay 26, 2026 · 35 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 • Marriott concierge lounge closed on weekends • Chicago parking nightmare made her 40 minutes late • Deep tissue massages with ZERO spa vibes • Loud comedy crowd ruined the entire show! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN • Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN
My Brother is Getting My Late-Grandmother's Ring! Help! - MONDAY MAILBAGMay 25, 2026 · 42 minIt’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems!👇 • We had a perfect date, and now he’s gone for 10 days, and I’m spiraling! help! • I’m a 36 year old widow trying to date casually for the first time, and I have no idea what I’m doing • My little brother is getting my late grandma’s engagement ring, and I’m furious Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! • Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN • Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN
Bethany Frankel's Shoe Drama and Hillary Duff Wears A One Piece - POP CULTURE THURSDAYMay 21, 2026 · 33 minPop Culture Thursday: Jared reads latest celebrity headlines from Page Six and gives his unfiltered takes! • Bethenny Frankel shoe drama • Hilary Duff on the cover of Sports Illustrated Swimsuit Issue 2026 • Justin Baldoni and Blake Lively legal drama • Taylor Swift and Travis Kelce wedding updates • Mandy Moore Reacts to Ashley Tisdale's Essay • Gwyneth Paltrow's daughter, Apple, lands major movie role Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Sign up for Bilt & start earning points on your rent or mortgage payments. Just go to http://JoinBilt.com/JTRAIN

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Jared Freid

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