The JTrain Podcast

Latest Episodes:

Help me stop being the "single friend" - MONDAY MAILBAG - The JTrain Podcast w Jared Freid Jul 14, 2025

Show notes

This week on the JTrain Podcast, Jared dives into the emotional chaos of evolving friendships and frustrating family dynamics. One listener feels stuck playing the “Single Entertainment” in her friend group, even though she’s now in a serious relationship and wonders if it’s time to stop laughing off the teasing. Another writes in about the mounting pressure from her in-laws, who expect her husband to cat-sit all summer despite their own busy life with a baby and dog. Jared offers his signature blend of humor and empathy while unpacking these dilemmas, spotlighting how communication and boundaries can ease resentment. He reminds listeners that relationships naturally shift, and it’s okay to assert your new reality even if it ruffles feathers. Whether it’s pushing back on guilt trips or finding clever ways to keep the peace, Jared has you covered. It’s a Mailbag Monday, so keep those emails coming!

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Olivia Rodrigo Pays For Therapy, Jessica Simpson Lost 100 Pounds, and Tom Brady Summers with Sofia Vergara - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid Jul 10, 2025

Show notes

In this episode of the Pop Culture Thursday, Jared dives into various pop culture topics, including Olivia Rodrigo's initiative to provide therapy for her band, the dynamics of celebrity relationships, and the impact of touring on artists' mental health. The conversation also touches on Jessica Simpson's weight loss journey, Kelly Clarkson's vocal health challenges, and the latest on Taylor Swift and Travis Kelce's romance. Don't forget that Tom Brady Summers with Sofia Vergara in Ibiza. With a mix of humor and insight, Jared explores the intersection of fame, personal struggles, and the ever-evolving landscape of pop culture!

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Going Viral Is Exhausting with Steph Tolev - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid Jul 09, 2025

Show notes

This week, Jared is joined by the Filth Queen herself, Steph Tolev, fresh off the release of her new Netflix special Filth Queen. They get real about the chaos of promoting comedy in the age of thirsty DMs, slow algorithms, and people who still haven't watched the special (but weirdly want to hook up). Steph opens up about her long-distance relationship with a cruise ship pianist- yes, really - and the wild origin story of how they met, FaceTimed nonstop, and moved in together three months later. Jared and Steph also play a filthy round of “Would You Rather,” debating everything from naughty swings to long, straight downstairs hair to the humiliating act of male titty-coitus. It’s brutally honest, extremely funny, and a perfect preview of the unfiltered energy Steph brings to her special. Be sure to 🎤 Watch Filth Queen now on Netflix and check out this full ep!😂

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X-Ray Machines, Workout Class Playlists, and Lost Pets - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid Jul 08, 2025

Show notes

It’s a Ticked Off Tuesday, and Jared is coming to you from London to read your latest complaints. One listener’s airport routine is wrecked by outdated TSA scanners that turn every trip into a 2006 tech strip-down. Another is spiraling at Pilates thanks to a playlist full of moody breakup ballads. A neighborhood flooded with missing pet posters has one listener feeling like they’re living in a true crime doc. And finally, someone’s had it with vague, artsy ads that forget to mention the product, just tell us what you're selling!

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My Boyfriend Stopped Paying His Share Of The Rent! Help! - MONDAY MAILBAG - The JTrain Podcast w Jared Freid Jul 07, 2025

Show notes

Mailbag Monday from London! Jared Freid is coming to you from across the pond to dive into two spicy listener dilemmas that hit close to home. First up: a woman questions the financial and emotional labor in her relationship after covering her boyfriend’s expenses for years. Should she finally ask him to contribute, or is it too late to fix the imbalance? Then, a listener wonders if being on his ex’s Close Friends list is an invitation or an unspoken boundary he's violating. Jared breaks down the subtext, the etiquette, and what it means to be “accidentally” watching thirst traps. Tune in for honest advice, plenty of laughs, and some classic JTrain perspective from London!

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Bezos Wedding Anger, Kardashians Invite Themselves, and What’s Wrong with the Summer House Ladies? - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid Jul 03, 2025

Show notes

On this week’s Pop Culture Thursday, Jared dives into the wedding spectacle of Jeff Bezos and Lauren Sanchez, exploring how wealth influences public perception. He weighs in on Rachel Ray’s recent controversies, Melinda Gates’ reflections on her marriage, and Todd Chrisley’s prison drama with Rick Singer. Plus, Jared shares hilarious travel tales from Portugal and reacts to Amanda Batula’s strong stance on prenups. With his signature blend of humor and insight, Jared unpacks the week’s wildest headlines! From Kelly Ripa’s show antics to billionaire blowouts. This episode is a mix of hot gossip, personal stories, and smart observations you won’t want to miss!

WORST Shoe Trends with Josh Gondelman - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid Jul 02, 2025

Show notes

On this Chit Chat Wednesday episode of the JTrain Podcast, Jared welcomes comedian, friend, and underrated sneakerhead Josh Gondelman to the show. They dive into Josh’s new YouTube special Positive Reinforcement, discussing what it means to be the “old guy in the room” and how aging has shifted their perspectives in comedy. Josh shares stories about co-hosting a white noise podcast designed to help people fall asleep, complete with bedtime-friendly chit chat and zero food talk. The two also swap thoughts on the current comedy scene, the perils of early internet oversharing, and how online criticism has changed. They wrap the episode with a hilarious breakdown of the five worst shoe trends, from cooked Air Force 1s to Crocs and tech-bro sneakers. It’s sharp, silly, and surprisingly heartfelt. Don’t forget to check out Josh’s special!

Being "Busy", Buckets Instead Of Toilets, and A Year's Supply Of Pancakes - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid Jul 01, 2025

Show notes

It’s Ticked Off Tuesday and Jared is coming in hot from sunny Portugal (in spirit). This week’s gripes include geography snobs nitpicking Connecticut towns, a landlord who thinks a Home Depot bucket is a toilet replacement, and a 5K race that rewarded victory with... six pancake coupons. Jared also roasts email evaders and golf cart speed demons mowing down frogs like it’s a twisted version of Mario Kart. Plus, big tour news and a brand-new hour of comedy on the way. Tune in for righteous complaints, sharp takes, and all the cathartic laughs you didn’t know you needed.

My Boyfriend Makes A Lot Of Money! What do I do? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid Jun 30, 2025

Show notes

On this week’s Mailbag Monday, Jared dives headfirst into your juiciest dilemmas with his signature blend of empathy, sass, and straight-up truth. By the time you’re listening, he’ll be sipping iced coffee somewhere fabulous in Portugal but right now, he’s serving piping hot advice. This week, a listener spirals after learning her boyfriend makes over a million a year (and insists on paying for everything), another is trying to keep her unhinged brother-in-law away from her daughter’s birthday party, and Jared settles the debate on whether counter-service dates are an unforgivable offense. It’s real talk, hard truths, and hilarious insights from your favorite podcast confidante. Tune in, share the show, and let Jared whisper the truth in your ear, with love, of course!

Taylor Swift Returns, Ali Larter Is Still Hot, and Bezos Wedding Drama - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid Jun 26, 2025

Show notes

On this Pop Culture Thursday, Jared is coming to you from foggy London Town and diving into the latest celebrity headlines with all the charm of a comedian hopped up on room service espresso!! He breaks down Taylor Swift’s surprise appearance at Travis Kelce’s Tight Ends & Friends concert and how it became the ultimate jackpot for clueless boyfriends. Jared also unpacks the wild, tragic saga of influencer Candice Miller, takes aim at "magnesium fitness tips," and wonders how much a guest should spend to attend Jeff Bezos’s Venetian yacht wedding. He rants about Aaron Rodgers’ secret marriage drama, softballs with Brad Pitt, and closes it all out with some thoughts on Miley Cyrus being “a wonderful houseguest.” It’s light, gossipy, funny, and full of biting takes on everything trending. So put your brain on the shelf and enjoy the ride!!

Jared is on tour! Check out The Table for One Tour ! 🎟️

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