Jared kicks off the real first Monday of 2026 with Mailbag Monday energy, reminding listeners that resolutions start now and inviting everyone to put their brain on the shelf. The first email comes from a self-proclaimed “classy” guy spiraling over a friend’s engagement ring he finds tacky, and Jared’s advice is simple: if no one asked for feedback, keep it to yourself. Next, a listener admits she’s stuck in a two-year-long-distance situation with a man who has never wanted commitment, while dating a “nice and consistent” guy she feels less excited about, and Jared delivers tough love that she’s chasing vacation-mode potential, not a real relationship. Finally, a listener feels awkward chasing friends for Venmo pizza money.  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 $10 off your 1 st month of Nutrafol with code FEATHER at https://www.nutrafol.com  Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co 

Jared kicks off the New Year by breaking down celebrity headlines of the week! From Jeff Bezos allegedly commissioning a statue of Lauren Sanchez to Brooks Nader turning a belt into a top, Jared unpacks the absurdity of wealth, beauty standards, and attention economics. He also calls out Elizabeth Hurley’s unrealistic bikini “tips,” dives into Cardi B’s clapbacks, and dissects how Page Six fills slow news weeks. A smart, funny look at celebrity PR strategies, critical thinking, and why pop culture is still so entertaining! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Jared kicks off Chit Chat Wednesday with comedian Caitlin Peluffo, joking about her life as a road warrior and the reality of touring, from romanticizing small towns to surviving bleak winter clubs on comedy club coffee. Caitlin gives a Hallmark-level rundown of her parents’ over-the-top 55+ community Christmas setup, complete with gingerbread villages, reindeer plaques, and stockings with old-school oranges. She also shares why being single is her current glow-up: no emotional management, no long-distance stress, just peace, vibes, and group chats. They wrap with a goofy round of “Flabby or Fab,” shout out to Caitlin’s upcoming shows, and agree that a Zingerman’s sandwich in Ann Arbor is non-negotiable! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Ticked Off Tuesday kicks off with Jared roasting the podcasts that “took the week off,” declaring Best Of episodes basically a slap in the face when everyone needs comfort-content most. Then he vents about the Paul brothers making an absurd $92 million boxing a pro. His main chaos story is an Orlando show where late arrivals spent eight full minutes loudly ordering drinks  mid-set. Listener rants pile on: speakerphone calls on a 7am NYC train, a beloved best friend whose “maximalism” has become full trash ecosystem, and a budget massage place that tried to demand a $20 tip like it was an entry fee. He closes with a very millennial-sounding housing/internet nightmare that turns into a realization: we are forever the test generation, getting whiplash from “your building only has AT&T” to “lol it’s all in the air now.” 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 with code FEATHER at https://www.nutrafol.com

Mailbag Monday lands in the weird, snack-filled limbo between Christmas and New Year’s, and Jared proudly reminds you that while other podcasts are “resting,” Uncle J Train is still clocking in. He tackles a Hallmark-level dilemma about crushing on a cute, ring-free optometrist and how to shoot your shot without turning it into a LinkedIn crime scene. Then he breaks down the “fifth date shut down” question and why silence afterward can actually be a helpful answer for both people. The episode takes a surprisingly sweet turn with a one-year-later follow-up from a listener who finally said “I love you” after a divorce—and it worked—sending Jared into full sentimental mode. It’s equal parts dating advice, gentle pep talk, and holiday-season camaraderie. 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 with code FEATHER at https://www.nutrafol.com

On this special episode of the JTrain Podcast, Jared Freid breaks down the week in pop culture, from Brooklyn Beckham’s family drama to Jennifer Lopez and Ben Affleck’s headline-making relationship, plus updates on Tom Brady and Gisele Bündchen. The conversation also hits celebrity love lives and media scrutiny surrounding Ariana Grande, Amy Schumer, Lily Allen, and influencer culture through Alix Earle. With sharp humor and honest takes, Jared explores how fame, social media, and public opinion complicate relationships, whether you’re a global superstar or just living online! Jared is on tour! 👉 jaredfreid.com Check 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 

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.com Check 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

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.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  Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps   

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.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  Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps  

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.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!

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 Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!

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 Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co  Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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  Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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. Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN promo code JTRAIN

Jared hangs in Delray Beach with comedian and “Dominican daddy” Ian Lara as they dive into life, dating, and the art of staying glued to your phone. They talk about the chaos of moving apartments, the weird pressure of being “funny” while dating, and why comedians crave instant feedback like oxygen. Ian breaks down the wildest story from his new YouTube special Material Boy, including a date that turned into a cat-removal emergency. Tune in for big laughs, sharp takes, and a very real look at the comedian's brain! Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN promo code JTRAIN

In this episode of the JTrain Podcast, Jared breaks down four peak-holiday dilemmas you, the listeners, submitted! From being called an “abusive stalker” after a restaurant gave away your reserved private room, to accidentally tie-dyeing your boyfriend’s sweater with a leaking coffee lid mid-highway. He weighs in on dads who pause the movie just to listen to you pee, moms who turn dinner into a surprise dessert marathon, and why holiday family chaos always hits hardest when you just want one peaceful night. It’s a festive, relatable, ‘you can’t make this up’ episode you don’t want to miss! See Jared live! 👉 jaredfreid.com SUPPORT JTRAIN: Support the show and get $10 off your 1 st month of Nutrafol with code FEATHER at  https://www.nutrafol.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

It’s a Mailbag Monday packed with petty problems and real relationship math. Jared breaks down how to handle a boyfriend who panic-washes dishes the second the fork hits the plate, whether getting uninvited from ✌️ Shivas is actually a dealbreaker, and what to do about a friend who either Venmos down to the penny or “forgets” to pay you back at all! See Jared live! 👉 jaredfreid.com Support the show and get $10 off your 1 st month of Nutrafol with code FEATHER at  https://www.nutrafol.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

Pop Culture Thursday is bursting with celebrity chaos this week. Jared breaks down Miley Cyrus’s engagement news, Sydney Sweeney’s male-gaze fashion era, and Amy Schumer’s latest relationship drama. He gets into Scarlett Johansson’s painfully awkward first date, wonders what Matt Lauer’s “media comeback” even means, and laughs at Simon Cowell throwing shade at Ryan Seacrest. If you love pop culture, celebrity news, relationships, and fashion all stirred into one steamy gossip soup, this episode has you covered! Go see Jared live! 👉 jaredfreid.com Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

Dr. Paula Freedman-Diamond joins Jared to talk about why so many of us get stuck living for other people instead of ourselves. Jared shares his own people-pleaser habits, and Dr. Paula explains how that pressure to keep everyone happy ends up hurting our confidence and relationships. They break down how to build emotional resilience, sit with discomfort, and stop chasing outside validation. If you’re tired of performing for the world, this episode shows you how to live more honestly and on your own terms. Check out more of Dr. Paula! : @mindfuldrpaula Toxic Striving on Amazon: https://www.amazon.com/Toxic-Striving-Wellness-Culture-Stressed/dp/1648484069 Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

It’s Ticked Off Tuesday, and Jared is hearing 4 new complaints! First, we hear about his condo management miscommunications. Then we go into listener emails. A listener sold an air purifier to a friend’s mom and now is somehow stuck mailing a random remote to a stranger? Then, someone is frustrated with UberEats tipping because it keeps messing up their orders. Next, a cat owner is annoyed that friends keep giving cheap toys that break and leave glitter everywhere. And finally, a listener who loves hosting is tired of Thanksgiving food being boring and wants it to taste better. Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.