The JTrain Podcast

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-sc...

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 r...

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”...

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...

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 comed...

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...

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 ar...

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! 👉 jared...

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,...

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 list...

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 t...

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 inspir...

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...

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 su...

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 sh...

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 cultur...

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...

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 fr...

It’s Mailbag Monday and Jared is helping listeners with some advice! First, a guy from the past came back, took her on the best date she has had in a long time, and then pulled the “friend” line. She wants to know if her read on the situation makes sense. Next, a listener is back on the apps and needs help figuring out which prompts actually make someone swipe right. And finally, someone keeps get...

Jared kicks off a Thanksgiving Pop Culture Thursday with a parade lineup he doesn’t recognize and a float that somehow manages to disappoint him more than Conan Gray confusion. He digs into the wild “gay sheep wool” fashion collection and why it reads like something a furious dad would yell at his theater-kid son. Plus, he breaks down J.Lo’s $2 million wedding gig and wonders what it would cost to...

Jared kicks off the show from Delray Beach, catching up with comedian and JTrain Cinematic Universe favorite Anthony DeVito . They get into everything from chaotic vacation Wi-Fi to the painful awkwardness of PR people hovering over podcast tapings. Anthony talks comedy bios, Canadian comic confidence, and why saying you’re a comedian in Florida gets you a triple-take. Plus, Jared gives a full har...

Need a good makeout sesh? Go check out jaredfreid.com for live tickets! This week’s people are absolutely out of control! Jared breaks down the chaos of a perfectly planned post-concert Uber pickup ruined by drivers who bail the second traffic appears, a bartender who hands someone else your credit card (and somehow you’re the one dealing with the fallout), and a couple at the Chicago live show wh...

This week on Mailbag Monday, Jared tackles three dilemmas! A Thanksgiving cook-off turns political when a boyfriend’s mom panics over a “famous” cornbread stuffing. An airport drop-off after a friend’s trip becomes a moral crisis when lounge access divides the group. And after five great dates, a budding romance gets complicated by holiday stress, unemployment, and the question of when to say “I’m...

Jared is broadcasting from the porch of his new Delray Beach apartment for Pop Culture Thursday, thanks to a WiFi disaster he’ll fully unravel on Coffee with JTrain. He kicks things off with a Business Insider piece about billionaire Bill Ackman giving the world’s most awkward dating advice, and dives into why “May I meet you?” sounds more like something an alien would say in a human disguise. Jar...

Jared sits down with comedian, friend, and world-class sh*t talker Jay Jurden , fresh off his new Hulu special “Yes Ma’am.” They get into what a special should really be in 2024, why joke-dense hours matter, and how comics are secretly puzzle nerds fitting together bits from tweets, clips, and crowd moments. Jay explains his philosophy on crowd work, why some comics are basically filming infomerci...