Podcast
The JTrain Podcast
Hosted by 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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Episodes
- Kevin Hart Roast, Vanna White Trolls, and Meghan Markel's 36K Necklace - POP CULTURE THURSDAYMay 14, 2026 · 42 minPop Culture Thursday: Jared reads wild celebrity headlines from Page Six and gives his unfiltered takes! Kevin Hart roast backlash Tony Hinchcliffe's controversial roast jokes Nikki Glaser praised for Tom Brady roast Vanna White's appearance trolls slammed Tiffany Haddish Sports Illustrated Swimsuit cover Meghan Markle's $63K necklace controversy John McEnroe crashes Linda Perry's concert Michael Richards rare public sighting Seinfeld and the comedy industry talk 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. For free shipping on your order & 365-day returns go to https://www.Quince.com/jtrain
- Marriage, Prenups & Red Flags with Ashley Hesseltine - CHIT CHAT WEDNESDAYMay 13, 2026 · 45 minComedian Ashley Hesseltine joins Jared for Chit Chat Wednesday to talk marriage, dating, comedy, and her new comedy special Here Comes the Bride . They talk👇 Getting married at 42 Dating in LA vs Boston men Prenups and modern marriage Meeting her husband through DMs Relationship dealbreakers The play “For Richer or Poorer” 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. For free shipping on your order & 365-day returns go to https://www.Quince.com/jtrain
- Sephora's Business Model, Chatty People At The Bank, & Comments On My Stuff! - TICKED OFF TUESDAYMay 12, 2026 · 42 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 My Boss Won’t Stop Talking Politics While I’m Nannying Store Employees Ignore Me When I Need Help Shopping People Treat Bank Tellers Like Personal Therapists My Coworker Judges Everything New I Wear To The Office 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 & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
- I Found Out My Boyfriend Is Married! Do I Tell The Wife? - MONDAY MAILBAGMay 11, 2026 · 49 minIt’s Mailbag Monday and Jared is answering listener emails and gives advice on real life problems👇 The guy she was dating turned out to be secretly married Her friend nonstop brags about her “perfect” kids and ignores her life A 36 year old woman takes her first solo trip to London 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 & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
- Met Gala News and Who Was the BEST Dressed!! - POP CULTURE THURSDAYMay 7, 2026 · 36 minIt's Pop Culture Thursday with Jared breaking down the wildest celebrity headlines from Page Six 👇 Pussycat Dolls cancel tour, “blue dot fever” Post Malone, Zayn Malik, Meghan Trainor tour struggles Met Gala looks: Rihanna, Beyoncé, Hailey Bieber, Kendall Jenner Ben Stiller skips Knicks game, Dave Portnoy reacts Beyoncé and Jay Z after party “exclusive” details Blue Ivy Met Gala rule drama Kim Kardashian throwback to Kate Moss look Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend
- Dirty Comic Problems ft Che Durena - CHIT CHAT WEDNESDAYMay 6, 2026 · 38 minIt's Chit Chat Wednesday and Jared is chatting with comedian Che Durena, a viral stand up known for wild, dirty comedy and his special How to Make Your Balls Bigger . They talk👇 Dirty comedy takes Going viral and censorship Stand-up grind and bombing they play👉 Make It Dirty Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend
- My LA Show This Saturday, Pill Organizers, And Microwave Beeps - TICKED OFF TUESDAYMay 5, 2026 · 33 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 Door people who barely open it and ruin the flow Microwaves that won’t stop beeping like you forgot your own food A full pill organizer for one single vitamin Surprise $650 gym charge with zero heads up Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Don’t sleep on @ultrapouches. New customers get 15% off with code JTRAIN at http://takeultra.com #UltraPouches #ad
- How do I tell a guy on a date that I froze my eggs? - MONDAY MAILBAGMay 4, 2026 · 33 minIt’s Mailbag Monday and Jared is answering listener emails and gives advice on real life problems👇 Dropping “I froze my eggs” on a date… when and how Moving in together but still needing your solo gremlin days Quit the safe job for a dream or stay practical? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Don’t sleep on @ultrapouches. New customers get 15% off with code JTRAIN at http://takeultra.com #UltraPouches #ad
- Shannon Elizabeth on OnlyFans, Melania's dinner menu, and Michael Rubin's White Party - POP CULTURE THURSDAYApr 30, 2026 · 44 minIt's Pop Culture Thursday! Jared reads wild celebrity headlines from Page Six 👇 Emily Blunt says John Krasinski’s turtleneck gave her the ICK! Melania Trump’s White House dinner for King Charles and Queen Camilla Shannon Elizabeth’s OnlyFans earnings beat her movie career! Michael Rubin moves party over Taylor Swift wedding More Summer House drama with Kyle Cooke, Amanda Batula, and Wes Wilson Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- The Dad And Daddy Of Being A Dad ft. Joe Dombrowski - CHIT CHAT WEDNESDAYApr 29, 2026 · 34 minChit Chat Wednesday with Jared Freid and comedian Joe Dombrowski! The two talk 👇 Joe’s special Dad on Arrival , go watch today! New dad life, gay parenting, and baby chaos stories AI stealing stand-up jokes and internet shortcuts in comedy They play: “Dad vs Daddy”, breaking down parenting moments into fun vs tough! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- Every Woman Is Late To Dates, Dressing Rooms, and My Husband's Laundry - TICKED OFF TUESDAYApr 28, 2026 · 30 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 Office gate and strict clock-in rules ruining my mornings Dating frustration with women always 15 to 30 minutes late Husband never empties pockets, laundry is a nightmare Fitting room mix-ups and no locks are causing awkward moments Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
- Is Using GLP-1 Considered Cheating?- MONDAY MAILBAGApr 27, 2026 · 36 minMailbag Monday with Jared Fried answers listener emails and gives advice on real life problems. I found my girlfriend texting her ex My sister-in-law is too dramatic, how do i set boundaries? I’m a new mom considering GLP-1 for postpartum weight loss Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
- West Tells His Side, Dave Chappelle Receives a Gift, and Haylie Duff’s Cursed Life - POP CULTURE THURSDAYApr 23, 2026 · 38 minPop Culture Thursday with Jared breaking down celebrity news and drama 👇 Haylie Duff and Matt Rosenberg split after 12 year engagement West Wilson responds to dating scandal timeline Dave Chappelle gifted $7K beeswax sculpture in random NYC moment Taylor Swift and Travis Kelce wedding guest drama with Zoë Kravitz rumors 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 Don’t sleep on @ultrapouches. New customers get 15% off with code JTRAIN at http://takeultra.com #UltraPouches #ad
- Meet And Greet Line Horror Stories with Brad Williams - CHIT CHAT WEDNESDAYApr 22, 2026 · 47 minJared sits down with road comedy expert and stand-up Brad Williams ! Check out his new special, Live on Short Street , out now! The two talk 👇 Why “on tour” never actually ends Celebrities trying stand-up vs comics who grind it out Meet-and-greet moments that go way too far Weird hotel habits that keep comics sane The story behind Live on Short Street 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 Don’t sleep on @ultrapouches. New customers get 15% off with code JTRAIN at http://takeultra.com #UltraPouches #ad
- App Updates, Mobile Coffee Orders, and Amex Offers - TICKED OFF TUESDAYApr 21, 2026 · 37 minIt's Ticked Off Tuesday and Jared is complaining with YOU about 👇 Constant useless app updates with no real changes Miami life shock: aggressive drivers and rude grocery store behavior Amex credit denied because spouse used a different card on same account Coffee shops favoring mobile orders over people standing in line 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 Get up to 80% off this Way Day, with fast & free shipping on everything @ http://Wayfair.com
- Going On A Date With An Old Hookup, How Do I Make It Real This Time? - MONDAY MAILBAGApr 20, 2026 · 42 minIt’s Mailbag Monday, and Jared is giving advice on 👇 Am I ruining the romance by not letting him fully handle and pay for the proposal? Reconnecting with a past hookup on Hinge, but I want it to be serious this time Boyfriend in a wild sports group chat called the “Titty Committee” - ew 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 Get up to 80% off this Way Day, with fast & free shipping on everything @ http://Wayfair.com
- Alix Earle vs Alex Cooper, Kelly Ripa's Son On Broadway, and Howard Stern - POP CULTURE THURSDAYApr 16, 2026 · 41 minPop Culture Thursday and Jared covers👇 Alex Cooper vs Alix Earle: podcast fallout and TikTok drama Jenny Garth & Tiffani Thiessen: 90210 friendship fallout Howard Stern: ex-assistant lawsuit and workplace drama Paris Hilton: Coachella bathroom moment and VIP life Drew Sidora & Ralph Pittman: divorce and income gap plus Kelly Ripa & Mark Consuelos son Joaquin Broadway debut Support the show, support the sponsors! Connect with quality therapists & mental health experts who specialize in you at https://www.rula.com/jtrain #rulapod #ad Go to https://OmahaSteaks.com and use promo code JTRAIN at checkout for $35 off. Minimum purchase may apply.
- The Making of Walking Red Flag with Taylor Kay Phillips - CHIT CHAT WEDNESDAYApr 15, 2026 · 50 minJared is joined by comedian and ghostwriter Taylor Kay Phillips to talk dating, writing, and life behind the scenes of his new book, Walking Red Flag! They talk 👇 Inside ghostwriting and writing Walking Red Flag Dating advice for modern relationships and honesty They play: Banana or Raspberry Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show, support the sponsors! Connect with quality therapists & mental health experts who specialize in you at https://www.rula.com/jtrain #rulapod #ad Go to https://OmahaSteaks.com and use promo code JTRAIN at checkout for $35 off. Minimum purchase may apply.
- Supermarket Return Policy, Hotel Patios, and Giant Baseball Stadium Beer Cans - TICKED OFF TUESDAYApr 14, 2026 · 42 minIt's Ticked Off Tuesday! Jared reviews listener frustrations👇 Hotel patio woes are interrupting a getaway Thank you note timing gone wrong Trouble finding late-night dining spots MLB ballpark oversized beer problems Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
- Why Does Raya Suck? - MONDAY MAILBAGApr 13, 2026 · 32 minJared is answering 3 listener emails this Mailbag Monday!👇 Acted like the love of my life… then he ghosted Life after Mormonism and friendship burnout Why is Raya impossible to quit?! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co New customers can use code jtrain50off to get 50% off and free daily greens per box at http://FactorMeals.com/jtrain50off
- Patriots Coach, Jason Derulo on Being “37 & Single,” and Ryan Seacrest’s Red Flags - POP CULTURE THURSDAYApr 9, 2026 · 36 minIt's Pop Culture Thursday and Jared is breaking down the biggest celebrity stories of the week 👇👇 Jason Derulo comments on being 37 and single Secret Lives of Mormon Wives cast drama and Taylor Frankie Paul fallout Patriots Coach & NFL Reporter hand-holding hotel story Ryan Seacrest shares bizarre dating “red flags” Rod Stewart’s wife Penny Lancaster says she deserves a medal for marriage Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
- How Austin Has Changed with Jamie Kilstein - CHIT CHAT WEDNESDAYApr 8, 2026 · 45 minJared is joined by comedian Jamie Kilstein for a funny, honest Chit Chat Wednesday about 👇 Moving to Florida, Austin, and life outside NYC / LA Why comedy got weird in Austin! Making risky jokes actually funny They play: Woke or Broke! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
- TSA, Hotel Water Stations, No AC At The Summer House, & Name Tags - TICKED OFF TUESDAYApr 7, 2026 · 42 minTicked Off Tuesday is back and Jared is reviewing listener complaints that will absolutely get you fired up 👇 Why does TSA travel info never tell the full story? My mom keeps showing up way too early! We paid for a beach house and had no AC all week Online shopping sites keep posting the same item over and over Why wear a name tag if you’re going to cover it? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN 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.
- I’m the Best Man at a Wedding Where I Hooked Up With the Bride - MONDAY MAILBAGApr 6, 2026 · 47 minMailbag Monday is back with Jared answering 3 messy dating and relationship dilemmas👇 Cheap first date ideas when dating apps get too expensive Should you stay after cheating? Trust, therapy, and second chances Best man drama after hooking up with the bride years ago Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN 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.
- Amanda & West Drama, Clones, and Elizabeth Hurley's Bikini Body Secret - POP CULTURE THURSDAYApr 2, 2026 · 36 minPop Culture Thursday and Jared breaks down 👇 Amanda Batula + West Wilson dating drama and Ciara Miller fallout Lindsay Hubbard reacts to the Summer House hookup mess Queen Elizabeth, Prince Harry, and Meghan Markle royal family tension Jenny McCarthy responds to Jim Carrey clone conspiracy rumors Sharon Stone calls out modern TV sex scenes and Elizabeth Hurley shares her “beauty secret” Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Also, support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
- Almost Went On A Chinese Dating Show! ft. Turner Sparks - CHIT CHAT WEDNESDAYApr 1, 2026 · 46 minJared is joined by comedian Turner Sparks , who has a new Dry Bar special, Buttoned Up and Unhinged . Watch now for free! They discuss 👇 Turner’s life in China and moving back to the U.S. His new special, it's for everyone! Big in China game: KFC, TV shows, dating shows, baijiu, and workouts Luxury Lounge: when your CPA dad does your taxes but won’t stop explaining them Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Also, support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
- The Delray Beach Pipe & Recording A TikTok For Someone - TICKED OFF TUESDAYMar 31, 2026 · 36 minIt’s Ticked Off Tuesday! Jared breaks down listener complaints 👇 Group chat drama over TikTok sharing Annoying ads after you already bought the product Airline nightmare with canceled flights and credits Movie theater seats blocking the screen Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
- My Boyfriend's Cousin And His Wife Hate Me! Help! - MONDAY MAILBAGMar 30, 2026 · 38 minIt’s Mailbag Monday! Jared answers listener emails with honest dating and relationship advice👇 College breakup over religion and moving on Family tension after a joke gone wrong Handling criticism from a parent Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co
- Chappell Roan Banned, Justin Timberlake DWI Video, and Taylor Frankie Paul Responds To Commenters - POP CULTURE THURSDAYMar 26, 2026 · 42 minIt's Pop Culture Thursday! Jared talks👇 Chappell Roan vs Jude Law’s daughter hotel security drama Justin Timberlake DWI arrest video and Jessica Biel reaction Taylor Frankie Paul backlash, custody drama, and nonstop TikTok posting Brooks Nader opens up about plastic surgery regret and PR strategy Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get GLP-1s for $133/month with a 3-month commitment @ http://Brellohealth.com/
- Being A Dad and The Horrors of Social Media Promotion ft Mike Cannon - CHIT CHAT WEDNESDAYMar 25, 2026 · 54 minJared sits with comedian Mike Cannon , dad of two, for a funny and honest convo 👇 Parenting reality and Disney World stress Social media, algorithms, and comedy today Crowd work vs real standup Life changes with kids Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get GLP-1s for $133/month with a 3-month commitment @ http://Brellohealth.com/
- Celebrity Look-alike Contests, Iffy Bathroom Locks, Maya Rudolf's Love Story - TICKED OFF TUESDAYMar 24, 2026 · 44 minIt's Ticked off Tuesday! Jared Fried runs through four fresh complaints with jokes, rants, and the kind of petty honesty we all need. Wedding reception with no seats and vague expectations Realtors making huge mistakes during home buying Why fruit quality keeps getting worse Look alike contests taking over the internet Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show, elevate your space & refresh your home @ http://Wayfair.com Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- Why Are Men's Dating Profiles So Bad? - MONDAY MAILBAGMar 23, 2026 · 34 minIt’s a Mailbag Monday! Jared is answering your emails with honest, no-BS dating and relationship advice. Three listeners write in with real situations like 👇 Dating apps frustration and how to rethink bad matches Meeting the parents and overthinking family dynamics Low effort dating behavior and when to walk away Support the show, elevate your space & refresh your home @ http://Wayfair.com Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- The Bachelorette Allegations, NYC Nepo Baby Bat Mitzvahs, and Old Rappers - POP CULTURE THURSDAYMar 19, 2026 · 41 minIt's Pop Culture Thursday! Jared is diving into this week's wild celebrity stories👇 Rebecca Hessel Cohen hosts $500K Plaza bat mitzvah for daughter Scarlett Jennifer & Omer Horev throw luxe NYC-themed bat mitzvah for daughter Emma in Florida Taylor Frankie Paul addresses alleged domestic violence ahead of The Bachelorette premiere Nicholas Holt & Brianna Holly respond to criticism over Vanity Fair Oscar party dress And more! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 20% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com
- Priyanka Grandhi - Why she went on Love Is Blind & Her History With Alex! - CHIT CHAT WEDNESDAYMar 18, 2026 · 45 minChit Chat Wednesday with Priyanka Grandhi, Love Is Blind Season 10 cast member and recruiter in Austin. Priyanka joins Jared to talk 👇 • Behind the scenes of Love Is Blind Season 10! • Ohio roots, Austin life • Men, vulnerability, and dating after Love is Blind • Alex and Ashley drama • Plus, they play Jared’s game, Love It Blind! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 20% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com
- Correcting Grammar Online, Late Hairstylists, and Tipping Police - TICKED OFF TUESDAYMar 17, 2026 · 33 minIt’s Ticked Off Tuesday! Jared reacts to four everyday complaints that would annoy anyone!👇 • Correcting grammar on a TikTok post • Overbooked flight drama and fighting for a travel voucher • Hair salon double booking and terrible customer service • Bakery gave the worst pumpkin bread slice • Bar tipping screen embarrassment and cash tip judgment Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
- Did My Long Distance Fling End It? Interpret These Screenshots Please! - MONDAY MAILBAGMar 16, 2026 · 39 minIt’s a Mailbag Monday! Jared answers listener emails with honest dating advice and real talk! Jared answers dating dilemmas like👇 • Dating a great guy, but turned off by his unhealthy habits • Long-distance situationship confusion after a vague text reply - did we break up?? • Is a privacy screen on your partner’s phone a red flag? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
- Timothée Chalamet Hates Ballet, Joint Bachelor / Bachelorette Parties, and Tomi Lahren - POP CULTURE THURSDAYMar 12, 2026 · 34 minIt's Pop Culture Thursday! Jared riffs on the wildest celebrity headlines of the week 👇 Timothée Chalamet vs Misty Copeland ballet drama Kathie Lee Gifford calls out The View on Tomi Lahren’s podcast Dak Prescott and Sarah Jane Ramos wedding canceled after cheating claims NYC Spence School scandal tied to alumni Gwyneth Paltrow and Kerry Washington Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get 40% off select Lola Blankets products at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets. Use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://FactorMeals.com/jtrain50off
- Best Apps For Date Night! ft. Marissa Mullen - CHIT CHAT WEDNESDAYMar 11, 2026 · 49 minCHIT CHAT WEDNESDAY is here & this week, Marissa Mullen joins to talk about her new cookbook, I’ll Bring the Apps , and how to host easy snacky parties with bites, bowls, and boards. Marissa shares her move from Brooklyn to the Hudson Valley, building community with food Her apps hosting method Conversation on modern hosting, social connection, and simple appetizer recipes that make entertaining easier They play “What App Would You Bring?”, choosing appetizers for different party scenarios Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get 40% off select Lola Blankets products at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets. Use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://FactorMeals.com/jtrain50off
- Checking In and Checking Out of the Hotel, Plus More Complaints! - TICKED OFF TUESDAYMar 10, 2026 · 38 minTICKED OFF TUESDAY is here. Jared vents and reacts to your petty complaints, travel rage, and everyday annoyances. Gym shirts that guilt you before 7am First class chaos after 16-hour travel Teen boyfriend drowning in cologne Target pickup hogs prime parking Hotel check-in & check-out Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
- Great Questions To Keep a First Date Flowing! - MONDAY MAILBAGMar 9, 2026 · 38 minMAILBAG MONDAY is here! Jared is answering your emails and breaking down the dating and family drama in real time👇 •First date topics • Dating a stable guy, worried about being too chaotic • Sister left for college, can she claim the big bedroom? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
- Candace Cameron Says God Watches Her In The Bedroom and MORE POP CULTURE STORIES - POP CULTURE THURSDAYMar 5, 2026 · 38 minPop Culture Thursday: Jared reads wild celebrity headlines from Page Six and gives his unfiltered takes! Kaley Cuoco vs. Rose McGowan drama from the Charmed set Alyssa Milano praised for welcoming Kaley Cuoco on set Candace Cameron Bure says thinking about God during sex freaks her out Bachelor alum Madison “Madi” Pruitt talks purity and religion David and Victoria Beckham break Brooklyn Beckham’s no-contact rule for his birthday Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend support the show, support the sponsors! Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast
- Dating in Your 40s: Sad Single or Fun Single?! ft Chris Lamberth - CHIT CHAT WEDNESDAYMar 4, 2026 · 44 minComedian and movie expert Chris Lamberth returns to Chit Chat Wednesday to talk dating, theater, and his new comedy special, Killing in Obscurity , watch it today! The two talk: How Chris met his girlfriend on Hinge The reality of a solo colonoscopy in your 40s Game: Sad Single or Fun Single 👉 Is a solo wine tour sad or fun? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show, support the sponsors! Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast
- Birthday Facebook Posts, Shrimp Fried Rice, and Social Media Ads - TICKED OFF TUESDAYMar 3, 2026 · 34 minOn this week’s Ticked Off Tuesday, Jared kicks things off fresh off his birthday, unpacking the emotional crash that hits the second your “birthday week” excuses expire, and real life comes rushing back in. He spirals into a hilarious rant about people still posting happy birthdays on Facebook, questioning whether it’s kindness or pure notification-driven obligation. Listener complaints bring the chaos, including a family feud sparked by a shockingly low shrimp count in shrimp fried rice, the frustration of unreadable text messages on TV shows, and Walmart pickup parking spots being hijacked by rule-ignoring shoppers. Jared also weighs in on algorithm fatigue after one exhausted mom gets flooded with GLP-1 weight loss ads while breastfeeding and just trying to scroll in peace. It’s a cathartic episode full of petty grievances, modern annoyances, and the oddly comforting joy of complaining together! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get GLP-1s for $133/month with a 3-month commitment @ http://Brellohealth.com/
- My Friend Has Gone Wedding Crazy! Help! - MAILBAG MONDAYMar 2, 2026 · 33 minOn this Mailbag Monday, Jared tackles a friendship dilemma that feels way too real: what do you do when your almost-30 friend turns every hang into a wedding countdown for a fiancé who doesn’t exist yet? He breaks down timeline panic, Pinterest proposal boards, and why trying to change someone’s dating priorities might be missing the point entirely. Plus, a listener with a perfect husband struggles to survive group chats full of spouse complaints, and another host wonders how to handle a friend’s nightmare girlfriend before a big group outing. It’s an episode about annoying friends, social survival tactics, and knowing when honesty helps and when it just makes things worse! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get GLP-1s for $133/month with a 3-month commitment @ http://Brellohealth.com/
- How USA Hockey Celebrated In Miami, Taylor Swift without Makeup, and Tim Gunn Is Celibate - POP CULTURE THURSDAYFeb 26, 2026 · 42 minJared riffs through the wildest pop culture headlines this week, from Lisa Rinna finally shutting down decades-old rumors about husband Harry Hamlin to why everyone secretly clicked on photos of Taylor Swift going makeup-free in the studio. He reacts to Cardi B literally falling through a trap door mid-performance, questions what counts as an “incredibly vulgar” confession from Ethan Hawke, and breaks down celebrity PR nonsense that somehow becomes news. Plus, Jared dives into how the United States men's national ice hockey team celebrated Olympic gold with a massive Miami party, $150K in champagne, and a tribute to Johnny Gaudreau. It’s Page Six chaos, celebrity logic, and pure read-and-riff energy! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 30% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com
- Two Ex Husbands Later - Red Flags I Ignored in My Marriages! ft Jackie Fabulous - CHIT CHAT WEDNESDAYFeb 25, 2026 · 43 minJared is joined by comedian Jackie Fabulous ! They unpack Jackie's 2 ex-husbands, why she knew on her wedding night it wouldn’t last, and how being a self-proclaimed “lover girl” kept her posting glowing tributes to a man she later realized wasn’t making her life easier. Jackie shares what it’s like taping her Hulu special, You Can Leave at the Triad Theater, right after moving out, refusing to watch the edit, and the one joke about asking “Can I sh*t here?” that killed everywhere except Comics Unleashed. They debate expensive weddings vs. down payments, masturbation as a decision-making tool, why some words hit harder than others on stage, and the unexpected peace of sleeping alone. It’s honest, filthy, thoughtful, and very fabulous. You Can Leave is out now on Hulu! Be sure to watch!! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 30% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com
- Bad High Fives, Bad Emailers, Lying Flight Attendants, & More Complaints! - TICKED OFF TUESDAYFeb 24, 2026 · 37 minOn this Ticked Off Tuesday, Jared goes IN on modern everyday chaos: adults who treat a bakery menu like it’s the Cheesecake Factory (bring back the 30sec shot clock), group fitness rebels doing the exact opposite of every move, people who somehow still can’t open email attachments, and the nonstop-talking plane mom who blocks the aisle while packing her entire life at landing. If you’ve ever felt spiritually delayed by strangers, this one’s for you! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- How Do I Get a Guy to Ask Me Questions on a Date?! - MONDAY MAILBAGFeb 23, 2026 · 42 minOn today’s Mailbag Monday, Jared covers 3 modern dating dilemmas: how to shut down a mother in law calling you “mama” without starting family drama, whether seeing bikini models on a guy’s IG Explore page plus multiple dating apps is just normal dating or a real red flag, and what it means when someone asks about your day but never follows up. Is it a lack of emotional curiosity or just bad conversational skills? Jared breaks it all down! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show & get 20% off your Joymode order with code JTRAIN at http://TryJoymode.com/JTRAIN
- Tom Brady and Alix Earle are more than just a fling, Heidi Klum's Naked Dress, and Shia Labeouf Head Butts Someone - POP CULTURE THURSDAYFeb 19, 2026 · 42 minIt's Pop Culture Thursday! Jared dives straight into Tom Brady and Alex Earle, breaking down their “fun fling” and the PR machine behind it. Jared also unpacks Jennifer Aniston’s low-key birthday with boyfriend Jim Curtis and what might really be behind the headlines. Then it’s Jason Bateman getting sober over “tension” with Amanda Anka, plus the latest on Brandi Glanville’s shocking health reveal. We also hit Hilaria Baldwin’s accent controversy, Shia LaBeouf’s Bourbon Street arrest, and Heidi Klum’s headline-making Grammys dress. It’s Page Six chaos, celebrity spin, and Detective JTrain connecting the dots! 😂 Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 20% off your first 6 months of Quo business communications at http://quo.com/JTRAIN Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER
- Tom Brady and Alix Earle are more than just a fling, Heidi Klum's Naked Dress, and Shia Lebouf Head Butts Someone - POP CULTURE THURSDAYFeb 19, 2026 · 43 minPop Culture Thursday dives straight into Tom Brady and Alex Earle, breaking down their “fun fling” and the PR machine behind it. Jared also unpacks Jennifer Aniston’s low-key birthday with boyfriend Jim Curtis and what might really be behind the headlines. Then it’s Jason Bateman getting sober over “tension” with Amanda Anka, plus the latest on Brandi Glanville’s shocking health reveal. We also hit Hilaria Baldwin’s accent controversy, Shia LaBeouf’s Bourbon Street arrest, and Heidi Klum’s headline-making Grammys dress. It’s Page Six chaos, celebrity spin, and Detective JTrain connecting the dots! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Get 20% off your first 6 months of Quo business communications at http://quo.com/JTRAIN Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER