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!

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.

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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

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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

Jared is back for a pop culture Thursday! He reacts to a $2,000 hat heist at the St. Regis Aspen before breaking down Travis Scott name-dropping Kylie Jenner’s breast implants in a new song. He digs into Taylor Swift, hesitating to invite Blake Lively to her wedding amid Justin Baldoni drama, plus Steve Wynn buying his stepson Nick Kissam a $32 million mansion after a raunchy music video fallout. Jared also covers Danielle Bernstein and Cooper Weissman calling off their engagemen,t and photographer Ellen von Unwerth getting iced out of NYC party circles after working with Melania Trump. Plus, Jared shares Houston and Dallas tour updates on this packed Pop Culture Thursday episode of JTrain.

Jared is on tour! 👉 jaredfreid.com

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

Use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off

It’s Chit Chat Wednesday, and Jared is joined by comedian Raanan Hershberg, whose new YouTube special Morbidly Jewish sparks a thoughtful, funny conversation about comedy, controversy, and why labels kill nuance. They dig into what it’s like doing standup in a time when even obvious jokes about bad people somehow become “debates.” From antisemitism discourse to why audiences sometimes seem offended by the mere act of joking, it’s a ranty, smart back-and-forth on why comedy still matters. Then things take a turn toward food, where the two bond over Katz’s Deli, gluttonous pastrami sandwiches, and the chaos of ordering as a team.

Jared is on tour! 👉 jaredfreid.com

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

Use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off

Jared is back for Ticked Off Tuesday, begging people to keep weed smoke out of restaurant entrances and to stop treating the front of the coffee line like storytime. Then he spirals over Threads being less “fun alternative” and more “comics loudly arguing in public for sport.” A listener points out that one little snowstorm turns grocery stores into pre Hunger Games chaos, which… fair. Another vents about a networking call getting flaky canceled, and a newlywed discovers name changes make TSA PreCheck a bureaucratic nightmare. But the funniest rage is a brand new mom who’s running on fumes while her husband randomly starts logging baby feedings in military time, sir, read the room!

Jared is on tour! 👉 jaredfreid.com

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

Get 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.

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Mailbag Monday is in full “tough love, but make it helpful” mode as Jared breaks down three modern dating headaches: the ex who keeps popping up with cryptic, ego-soaked poetry, the couple doing “ethical non-monogamy” that somehow feels like a sad group project, and the doctor who’s back a year later claiming the relationship ended because you “didn’t believe he was busy.” Jared’s main theme is clear: you don’t need a courtroom-level case to leave someone who makes you feel emotionally unsafe, and you definitely don’t owe your time to people who rewrite history to avoid accountability. He also goes on a mini-rant about how we digest texts like they’re meals (and why blocking is sometimes self-care). Equal parts funny, blunt, and weirdly calming, like having a friend grab your phone mid-spiral and go, “Nope. We’re not doing this today.

Jared is on tour! 👉 jaredfreid.com

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

Get 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.

Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!