On this Chit Chat Wednesday, Jared sits down with comedian Lukas Zelnick for a hilariously chaotic hang where they start as “not-not friends” and immediately bond over tech hiccups and NYC apartment humblebrags. From Soho loft lore and moving-in-with-a-girlfriend growing pains to the weird psychology of being “the rich kid who owns it,” Lukas breaks down how his background became part of his comedy voice. They get into crowd work vs. polished standup, why timing and the internet changed how comics build an audience, and the pressure of putting out a special before you’re ready. Then Jared caps it all off with a rapid-fire “How Rich Are You?” game that spirals into tuxes, oysters, college allowances, and one extremely rich older brother reveal. It’s comedian shop talk meets playful roasting, with plenty of NYC energy in between.

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Ticked Off Tuesday has Jared in full rant mode, opening with gratitude for listeners and a reminder that while other podcasts take the week off, he’s still showing up. He unloads on life’s daily betrayals, from shower doors that spray you with freezing water to laundry bottles that refuse to clearly say “detergent.” Holiday gripes follow, including blow up lawn decorations that now feel like jump scares and Christmas playlists that desperately need a separation of church hymns and pop bangers. Listener complaints pile on with gift list anxiety, impossible parking situations, parents who can’t hear through AirPods, and ads for New Year’s Eve parties happening nowhere near you. Jared closes by spiraling into the modern misery of geo targeted FOMO and pitching a very specific, very pricey single person New Year’s Eve dinner that honestly might work.

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Mailbag Monday has Jared holding the line through the holidays and diving into three juicy listener dilemmas. He cheers a fifth date move that involves designing a full on comedy show invite, reminding daters there’s no “too much” when you’re simply acting on your feelings. Then he tackles a tougher one: a two and a half year relationship stalled by a Christmas shutdown, explaining why holidays are sneaky relationship litmus tests and why this deserves a real sit down conversation. Finally, he breaks down a rom com adjacent crush on a taken guy, separating intuition from delusion and explaining why flirting from a relationship is its own dangerous vibe. It’s classic Jared, empathetic, blunt, and oddly comforting when dating gets messy.

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It's He reflects on the heartbreaking story involving Rob Reiner and the uncomfortable pressure placed on celebrities to publicly respond to loss. The episode then lightens up with pop culture moments featuring Rihanna, Meghan Markle and Prince Harry, plus a red carpet debate about Timothée Chalamet matching outfits with his mom. Do you think they should have matched? 😅

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Jared is joined by comedian and longtime friend Greg Stone for a classic Chit Chat Wednesday full of derailments, dad life, and perfectly unhinged takes. They spiral from a broken sponsor e-bike into NDAs, Hollywood rumors, and why Greg absolutely cannot be trusted with secrets. The conversation jumps to toys, parenting, Christmas gifts, and Greg’s very intense opinions on action figures, trains, and ruining his own kids’ expectations. Then they play a rapid-fire 2025 Rorschach test, breaking down viral moments like the Coldplay kiss cam, Taylor Swift and Travis Kelce, Katy Perry in space, and the mysterious 6-7 trend. It’s loose, chaotic, and exactly what happens when two comedians let each other cook.

Jared is on tour! 👉 jaredfreid.com

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Jared is fired up in NYC for Ticked Off Tuesday, venting about TikTok warriors telling him to “stay out of politics” after an RFK Jr pull-up rant, uninvited life-coach replies to a simple “I’ll be 60 when my kids graduate” thread, health scolds comparing a Pura Vida tuna sandwich to two Big Macs, and strangers who jinx an empty middle seat before the plane door even closes. Then he dives into listener complaints: a December birthday dictator who holds friendships hostage over a group dinner, baby gifts that are somehow dry-clean only, Reddit poisoning how people hear their favorite podcasts, and a sister-in-law who wants guests to split the cost of the Christmas roast. It’s one big, cathartic gripe-fest with plenty of laughs.

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 is back in NYC for Mailbag Monday, juggling post-road exhaustion and three brand-new listener dilemmas. He breaks down a military marriage caught in flirty-text limbo, tells one listener why stressing over a guy who hasn’t texted in a week is a confidence issue (not a waiting game), and helps a longtime friend group protect their sacred monthly girls’ dinner from an over-eager spouse. Plus the usual riffs, apologies he doesn’t need to make, and a little YouTube and Patreon love!

Jared is on tour! 👉 jaredfreid.com

Check out Jared's 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

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Jared breaks down the wildest pop culture and celebrity news of the week, from Sydney Sweeney shutting down plastic surgery rumors to Pamela Anderson and Liam Neeson’s sweet ex-romance moment. He dives into Ozzy Osbourne’s touching last words, the latest celebrity breakups, and the hilarious absurdity of parents requesting private jets for kids’ soccer games. Jared also shares dating advice inspired by his new book Walking Red Flag and why vulnerability still matters in Hollywood. It’s a classic JTrain mix of sharp takes, big laughs, and honest storytelling.

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