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The JTrain Podcast

Author: Jared Freid

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The JTrain Podcast is hosted by comic Jared Freid and great comedian guests as they read listener emails and answer questions about everything from hooking up and dating apps to relationships and post-grad problems. Every Monday!


1221 Episodes
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Jared is back for a pop culture Thursday! He reacts to a $2,000 hat heist at the St. Regis Aspen before breaking down Travis Scott name-dropping Kylie Jenner’s breast implants in a new song. He digs into Taylor Swift, hesitating to invite Blake Lively to her wedding amid Justin Baldoni drama, plus Steve Wynn buying his stepson Nick Kissam a $32 million mansion after a raunchy music video fallout. Jared also covers Danielle Bernstein and Cooper Weissman calling off their engagemen,t and photographer Ellen von Unwerth getting iced out of NYC party circles after working with Melania Trump. Plus, Jared shares Houston and Dallas tour updates on this packed Pop Culture Thursday episode of JTrain.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendUse code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off 
It’s Chit Chat Wednesday, and Jared is joined by comedian Raanan Hershberg, whose new YouTube special Morbidly Jewish sparks a thoughtful, funny conversation about comedy, controversy, and why labels kill nuance. They dig into what it’s like doing standup in a time when even obvious jokes about bad people somehow become “debates.” From antisemitism discourse to why audiences sometimes seem offended by the mere act of joking, it’s a ranty, smart back-and-forth on why comedy still matters. Then things take a turn toward food, where the two bond over Katz’s Deli, gluttonous pastrami sandwiches, and the chaos of ordering as a team. Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendUse code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off 
Jared is back for Ticked Off Tuesday, begging people to keep weed smoke out of restaurant entrances and to stop treating the front of the coffee line like storytime. Then he spirals over Threads being less “fun alternative” and more “comics loudly arguing in public for sport.” A listener points out that one little snowstorm turns grocery stores into pre Hunger Games chaos, which… fair. Another vents about a networking call getting flaky canceled, and a newlywed discovers name changes make TSA PreCheck a bureaucratic nightmare. But the funniest rage is a brand new mom who’s running on fumes while her husband randomly starts logging baby feedings in military time, sir, read the room!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!
Mailbag Monday is in full “tough love, but make it helpful” mode as Jared breaks down three modern dating headaches: the ex who keeps popping up with cryptic, ego-soaked poetry, the couple doing “ethical non-monogamy” that somehow feels like a sad group project, and the doctor who’s back a year later claiming the relationship ended because you “didn’t believe he was busy.” Jared’s main theme is clear: you don’t need a courtroom-level case to leave someone who makes you feel emotionally unsafe, and you definitely don’t owe your time to people who rewrite history to avoid accountability. He also goes on a mini-rant about how we digest texts like they’re meals (and why blocking is sometimes self-care). Equal parts funny, blunt, and weirdly calming, like having a friend grab your phone mid-spiral and go, “Nope. We’re not doing this today.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!
Pop Culture Thursday is back and Jared Freid is deep in Page Six chaos, riffing on Prince Harry and Meghan Markle’s fading industry buzz, paywalled celebrity news, and why having an audience isn’t the same as earning trust. He breaks down Joe Montana “laughing all the way to the bank,” Tom Brady’s endless shilling, and why certain headlines are catnip even when the articles disappear mid-read. Jared also dives into the messiest drama of the week: Taylor Swift’s private texts leaked amid Blake Lively and Justin Baldoni’s legal battle, unpacking friendship “vibe shifts,” exposed group chats, and why released texts feel naked no matter who you are. Plus, he side-eyes Heidi Klum’s new self-produced documentary, her much-younger “hot” husband Tom Kaulitz, and the rise of celebrity propaganda, before wrapping with Olympian Gus Kenworthy, Miley Cyrus, and Heated Rivalry parallels ahead of the Olympics!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet your first 3 Months of GLP-1 treatments for $133 a month with code JTRAIN at https://www.brelloheath.com/ Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co  
Katie Nolan crashes Chit Chat Wednesday and she brings sports chaos: Pats/Bears misery bonding, the sacred “don’t celebrate until it’s confirmed” PTSD that only real fans understand, and Katie breaking down why the Super Bowl is basically a corporate convention with occasional football. Then Jared drops the ultimate peace treaty idea: make political candidates order Buffalo Wild Wings together before debating… which leads to an absurdly detailed, oddly unifying wing order negotiation (bone-in vs boneless diplomacy included). It’s fast, funny, and somehow wholesome, like yelling about football and fries with a friend who actually gets it!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet your first 3 Months of GLP-1 treatments for $133 a month with code JTRAIN at https://www.brelloheath.com/ Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co  
Ticked Off Tuesday is firing on all cylinders as Jared unloads on weather-watchers who treat his tour schedule like a group chat emergency, complete with unsolicited storm anxiety. Listener complaints roll in hot, including getting ripped off on game tickets because “that’s just what it costs,” a luxury flight that turned into unpaid service supervision, and an assistant who can’t stop calling to clarify tasks that could already be done. Then Verizon enters the chat by offering to mail a password reset in the year 2026, somehow topping everything else. It’s petty, cathartic, and deeply validating for anyone who’s ever whispered “am I crazy?” at their phone. Come for the complaints, stay for the reminder that you’re not alone in losing your mind over modern nonsense.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com   & use code FEATHERGet 25% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com 
It’s Mailbag Monday from Delray Beach, and Jared’s inbox is doing what it does best: exposing the chaos we all pretend isn’t happening. First up, a “situationship” that’s giving off mysterious relationship anxiety vibes, an age gap, daily drinks, and a whole lot of “we” language for something that isn’t actually a “we.” Then a freshly single 31-year-old wonders if her breakup for political differences was valid. Was her breakup valid? Finally, a NYC listener needs a birthday dinner strategy when her favorite one-on-one friend turns into a group-setting chaos grenade. Jared lays out the only real options: set boundaries, make it their choice, or keep the reservation (and your peace) on lockdown!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHERGet 25% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com 
This episode Jared dives headfirst into the Beckham family drama, unpacking Brooklyn Beckham’s explosive statement about David Beckham and Victoria Beckham, the wedding dance controversy, and the celebrity fallout that followed. From Nicola Peltz Beckham and billionaire in-laws to Mark Anthony, Bethenny Frankel, and Lily Allen weighing in, Jared riffs on money, control, image, and modern family loyalty. The episode also touches on Kristin Cavallari’s dating regrets as a mom, celebs picking sides, and why airing family feuds on social media almost always backfires. A classic Page Six breakdown with sharp takes, humor, and zero chill.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN 
Jared links up with comedian Amy Miller for a Chit Chat Wednesday that starts with “are we friends?” and ends in full-blown road-trip family vibes. They swap comedy war stories, including Amy’s time coaching Golden Bachelor contestants through roast-joke math (rule of threes included). Amy introduces her 19-year-old cat, Meeps, who occasionally screams like she’s auditioning for a horror movie. Then Jared puts Amy through his favorite personality test: the Arby’s menu game. Between fish sandwiches on King’s Hawaiian rolls, Italian beef dip dreams, curly fries, and an alarming amount of sauces, they build the ultimate order—and somehow make fast food feel spiritual.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN
Jared is in Delray Beach for Ticked Off Tuesday, and he’s got beef with a flight attendant who’s handing out headphones like she’s personally been wronged by every passenger since 2003. Then the complaints roll in: a gym making adults “ask” for towels like it’s elementary school, e-gift cards sent via text that vanish into the abyss, and a miserable receptionist counting someone else’s DoorDash orders. Plus, a truly cinematic locker room nightmare in Toronto where stinky hockey jerseys are basically invading a listener’s storage unit, and Jared has a very aggressive air freshener-based solution.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 
Mailbag Monday from Delray Beach has Jared answering real questions with zero judgment, but maybe a few jokes. This wee,k he breaks down how to keep Super Bowl betting fun without spiraling, how much couple socializing is actually required in your mid-20s, and how to date casually after divorce without inviting chaos. Expect honest advice, relatable rants.. you know the JTrain drill!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 
This episode of the JTrain Podcast dives into pop culture chaos as Jared Fried breaks down celebrity gossip surrounding Ashley Tisdale and Meghan Trainor. He riffs on generational differences in celebrity promotion, current fashion trends, and hilarious interview moments, including a wild Paul Rudd story. The conversation takes a sharper turn with Vanessa Williams weighing in on GLP-1 medications and how public figures shape health conversations. Plus, Jared celebrates the humor and personality of icons like Celine Dion, proving comedy and celebrity culture are more connected than ever.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendExperience the world’s #1 blanket with Lola Blankets. Get 40% off your entire order with code JTRAIN at http://Lolablankets.com  Visit https://prizepicks.onelink.me/LME0/JTRAIN  & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!
Jared is joined by comedian, friend, and certified SVU expert Liza Treyger for an unhinged Chit Chat Wednesday that covers everything from drinking on flights to the strange social hierarchy of Delta Comfort. The two bond over airline loyalty, missed upgrades, and the humiliation of milestone flyers getting celebrated nowhere near first class. Liza dishes on tour life, ticket selling honesty, and why she’s fully in her “drinking on planes” era, while Jared proudly plays hype man for her upcoming shows. Things take a sharp turn into pop culture obsession as Liza passionately breaks down why Heated Rivalry has completely taken over her brain, her libido, and possibly modern feminism. Along the way, they debate sex scenes, consent, power dynamics, and why straight men may need to take notes. The episode wraps with a surprisingly revealing game of “what would you order” at Applebee’s, proving once again that food choices say everything about a person.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendExperience the world’s #1 blanket with Lola Blankets. Get 40% off your entire order with code JTRAIN at http://Lolablankets.com  Visit https://prizepicks.onelink.me/LME0/JTRAIN  & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!
Jared kicks off Ticked Off Tuesday from Delray by inviting listeners to vent freely, then launches into his own “rich person problem” that still feels brutal: he finally plays at the legendary Torrey Pines golf course, only the rough is so tall the course basically has a “lose your ball, no penalty” rule.  Next, he’s mad that junk mail now cosplays as urgent, then listener complaints keep the petty parade going. A mother-in-law’s condo is gorgeous but has “museum couch” energy, Boston tenants are stuck doing snow and trash while the owner only leaves passive-aggressive notes, and a gym busybody tries to shame someone out of their second massage-chair session. He wraps with the universal rage of car rentals.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet $2.99 per meal on your first box & free steak for a month with code JTRAINSTEAK at http://everyplate.com/podcast   
Jared opens Mailbag Monday from Delray with gratitude, beach energy, and a reminder that anonymous advice hits harder than biased friends. The standout email comes from a listener who went on six “pretty good” dates and can’t stop thinking about bunny-rabbit sex, being asked to fetch latkes, and having to share a single hot dog at a hockey game. Jared’s verdict is clear and funny: if it’s still only “pretty good” after six dates, that’s already your answer. He reframes dating like investing, asking whether this relationship could realistically get 10 percent better and become a life you actually want. The lesson is not that she’s too picky, but that chemistry matters more than politeness and settling only builds resentment. Classic JTrain delivers a warm hug, a reality check, and permission to move on without guilt! Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet $2.99 per meal on your first box & free steak for a month with code JTRAINSTEAK at http://everyplate.com/podcast  
Pop Culture Thursday has Jared breaking down Ashley Tisdale opening up about toxic mom groups and why it hits home for millennial women. He also gets into Amy Schumer’s Instagram post during her divorce and what it says about body image and fame. Plus, Cher weighs in on Kristen Bell and Dax Shepard, and why trips to St. Barts make celebrity drama even louder!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendFind and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.
Jared kicks off Chit Chat Wednesday in Delray with John Gabrus, and they immediately “break up” as friends because Jared moved to Florida without telling him. They bond over midlife “why didn’t I just live near a beach?” energy, then detour into comedy-world gripes, including how movies love stunt casting when there are a thousand actual funny comics available. Gabrus shares his peak midlife-crisis triumph: a solo Mexico trip for surfing and intensive Spanish classes to get off his phone and feel alive again. They then end by playing a Hillstone menu game that reveals Jared is Team Girl Lunch while Gabrus is Team Steakhouse Dad. They promise to finally hang out, which in podcast terms means it might happen sometime before the next Ice Age.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendFind and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.
Jared opens Ticked Off Tuesday from Delray and immediately roasts himself for showing up to “the hottest restaurant in Delray” on Christmas Eve…only to realize his reservation was for January 1, 2026. He then spirals into beach-walk social awkwardness and floppy-hat groups refusing to go single file. The big vent is Delta, where he claims the airline hides his hard-earned upgrades in the app like a toxic partner gaslighting him about their “benefits.” Listener complaints bring the chaos: a hungover flyer forced to watch a seatmate bite and display nail clippings like tiny trophies, a university worker exhausted by parents doing adult kids’ basic tasks, and a mother-in-law who treats dinner parties like an HGTV intervention. Overall, petty grievances, Florida sunshine, and Jared turning everyday annoyances into a full-on comedy sport!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport 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 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.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport 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 
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Comments (4)

Kristie Macdonald

The only guest I ever want you to have. Liza/Jared podcast would be nothing like U Up? I swear!

Dec 11th
Reply

Angelo Brown

This was a horrible episode, I generally enjoy this show. This episode showed just how much of a highbrow douche Jared and his politically leaning friend are. in my opinion, this showed you who Jared is and who his real circle of friends are. didn't like Here's or Chicken wing Keith. In so many ways you have to love this show. If you aren't aware that Jared's highbrow attitude is really real, then you are clueless. We generally accept it we all have this friend. This episode showcased to me his negative side more than his comic side.

Mar 16th
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Anthony Kadzban

27:00... beautiful

Oct 29th
Reply

Kristin

what if the guy that was at the window looks sketchy so the guy in the middle is protecting her from the weird dude by the window.

Sep 28th
Reply