
Are You Rich?! ft. Lucas Zelnick - CHIT CHAT WEDNESDAY
12/24/2025 | 33 mins.
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.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Find and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN

Christmas Lists, Blow Up Santas, and NYE Parties - TICKED OFF TUESDAY
12/23/2025 | 32 mins.
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.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps

My Boyfriend Won't Spend Christmas With Me! Help! - MONDAY MAILBAG
12/22/2025 | 31 mins.
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.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps

Rihanna Stands At A Concert, Timothée Chalamet Matches His Mom, & Harry & Meghan Make A Movie - POP CULTURE THURSDAY
12/18/2025 | 34 mins.
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? 😅Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendVisit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!

Six - Seven or Sixty-Nine? ft Greg Stone - CHIT CHAT WEDNESDAY
12/17/2025 | 47 mins.
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.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendVisit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!



The JTrain Podcast