• Tom Brady and Alix Earle are more than just a fling, Heidi Klum's Naked Dress, and Shia Labeouf Head Butts Someone - POP CULTURE THURSDAY
    Feb 19 2026

    It'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

    Show More Show Less
    43 mins
  • Dungeon & Dragons Energy, Vin Diesel Confidence with Shaun Murphy - CHIT CHAT WEDNESDAY
    Feb 18 2026

    Jared Freid welcomes comedian Shaun Murphy to Chit Chat Wednesday for a wide-ranging hang that covers stand-up life, dating, body image, nerd culture, and what happens when your comedy special includes a joke about your own skinny dick. Shaun talks about his new YouTube special Long Story Thin, growing up in Buffalo, balancing sports fandom with nerd energy, and navigating family, relationships, and confidence on stage. The two dig into watching other comedians, staying relatable when success hits, Ozempic, cookie rankings (Tate’s truthers unite), Star Wars vs Harry Potter, and why Andor might actually be the best show ever made. Plus, Jared puts Shaun through a “Nerd or Not a Nerd” game that somehow connects Zelda, Buffalo Bills trauma, and comedy authenticity.

    Check out Shaun's new special today! 👉https://youtu.be/sqgJfhnpBN8?si=FJwQTzGFB9FrhHXM


    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

    Show More Show Less
    46 mins
  • Reservations For Bar Stools, Low Water Pressure, and Kids On My Lawn - TICKED OFF TUESDAY
    Feb 17 2026

    Jared’s in Dallas for Ticked Off Tuesday, hyping the Patreon (where the real complaints jump the line) and kicking things off with two everyday rants: gas stations that “label” broken pumps with a sad little piece of tape, and a new apartment with shower pressure so weak it turns bathing into a light misting. Then the listeners come in hot: one new homeowner gets hounded by the same window company so aggressively it goes from annoying to genuinely creepy, and she needs a go-to line for the dreaded “do you live alone?” question. Another duo tries to relive their Boston glory days with a casual early dinner… and discovers the city has apparently gone “velvet rope + reservation-only bar stools,” sending them on a scavenger hunt. We also get a property-line showdown (dogs, poop, and a kid sledding on someone else’s lawn), plus a grad-school friend feud where a former friend gets drunk and affectionate, then goes ice-cold sober. Plenty of petty, plenty of relatable, and just enough chaos to make you grateful you’re not the one dealing with the window guy.


    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

    Show More Show Less
    42 mins
  • They canceled our date because I was 15 min late? Were they being too harsh? - MONDAY MAILBAG
    Feb 16 2026

    Jared’s in Dallas for Mailbag Monday, pitching shows, his Walking Red Flag book, and his favorite pastime: giving brutally honest advice to strangers with zero eye contact. First up: a listener stacks two Hinge dates back-to-back, shows up late to date #2, and the text thread takes a turn that’s equal parts awkward and hilarious. Then things get real when a “perpetual girlfriend” realizes she wants marriage… and her boyfriend very much does not. Finally, we hop over to Portugal/Ireland for a long-distance romance that felt amazing for one weekend, but might be moving a little too fast, so what’s the move before she moves home? Expect travel chaos, dating math, and Jared’s signature “I’m not saying it’s bad, but…” energy.


    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

    Show More Show Less
    39 mins
  • Halftime Show Thoughts, Alix Earle & Tom Brady, and 50 Cent - POP CULTURE THURSDAY
    Feb 12 2026

    It’s Pop Culture Thursday, and Jared Freid is breaking down the biggest Page Six headlines, straight from Delray Beach. Jared reacts to Bad Bunny’s Super Bowl halftime show, plus surprise appearances from Ricky Martin, Lady Gaga, Cardi B, Pedro Pascal, Jessica Alba, Alex Earle, and David Grutman. He delves into Bethenny Frankel’s viral takes, Chris Brown and Jake Paul's stirring drama, and Tom Brady's possible hook-up with TikTok star Alex Earle. There’s also Travis Kelce repping Gigi Hadid’s fashion line, Taylor Swift’s inner circle, 50 Cent trolling Cardi B and Stefon Diggs, and Jared’s thoughts on Super Bowl culture, celebrity outrage, and why halftime shows aren’t as fun anymore. If you love pop culture, celeb gossip, and Jared’s unfiltered takes on everything from Madonna to Kim Kardashian, this episode is for you!


    Show More Show Less
    44 mins
  • From Pessimism to Pushups with Eddie Pepitone - CHIT CHAT WEDNESDAY
    Feb 11 2026

    Jared welcomes legendary “expert in pessimism” Eddie Pepitone for a Chit Chat Wednesday that somehow turns bleak childhood memories into pure comedy gold. Eddie takes us from soot-covered Brooklyn delis to surviving the Edinburgh Fringe like a stand-up endurance athlete, and he’s got some strong feelings about being labeled “the shouty guy.” They get into the weird relationship comics have with their fans, why bad times can weirdly be “Pepitone season,” and what today’s stand-up boom is doing to the craft. Then things take an unexpected turn into gym videos, capitalism rants, and a very specific Florida breakfast order that says a lot about a person. Stick around for the menu game and the travel story that proves Eddie might actually chase historic storms on purpose.


    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 and get GLP-1s for $133/month with a 3-month commitment @ http://brellohealth.com/

    Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast

    Show More Show Less
    38 mins
  • I Hate Dating App Negativity AND MORE COMPLAINTS! - TICKED OFF TUESDAY
    Feb 10 2026

    First up, Jared’s fresh off a Fort Lauderdale to NYC to Boston travel day and gets sent into a spiral by his beloved snow boots: thick laces, constant untying, and the emotional journey from single-knot optimism to double-knot resignation.A listener follows with a very relatable airline rage: paying for a carry-on but still being forced to gate-check it, which sends Jared into a full “take boarding zones seriously” fantasy that you’ll want to hear in his exact tone. Other complaints hit the NYC snow-removal chaos and the eternal scam of street cleaning that mostly just… rearranges dirt. Finally, a listener vents about being completely turned off by dating app profiles that lead with negativity about the apps themselves.


    Jared is on tour! 👉 jaredfreid.com

    Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend


    Elevate your space & refresh your home @ http://Wayfair.com

    Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

    Show More Show Less
    35 mins
  • I Don't Want Both Maids Of Honor Giving The Speech! Help! - MONDAY MAILBAG
    Feb 9 2026

    Jared kicks off Mailbag Monday from Delray Beach with a classic rant: preorder his book Walking Red Flag (mostly to prove his dad wrong) and please don’t DM him excuses for missing shows. Then he dives into a birthday-party mystery when two very sentimental Chiefs commemorative Coca-Colas disappear from the garage fridge… and the prime suspect is a friend’s “used car salesman” husband with a history of cheating and sketchy behavior. Next, a woman wonders if it’s needy to ask why her guy ditched their brunch for Super Bowl plans. Finally, a bride-to-be panics over wedding speeches because she wants one best friend to speak… but not the other.


    Jared is on tour! 👉 jaredfreid.com

    Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend


    Elevate your space & refresh your home @ http://Wayfair.com


    Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

    Show More Show Less
    34 mins