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PODCAST

The JTrain Podcast

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!

comedy comedy interviews

All Episodes

00:37:49

From Pessimism to Pushups with Eddie Pepitone - CHIT...

The JTrain Podcast ·

2026/02/11

Jared welcomes legendary “expert in pessimism” Eddie Pepitone for a Chit Chat Wednesday that somehow turns bleak childhood memories into pure comedy gold. Eddie takes us from soot-covered Brooklyn delis to surviving the Edinburgh Fringe like a stand-up endurance athlete, and he’s got some strong feelings about being labeled “the shouty guy.” They get into the weird relationship comics have with their fans, why bad times can weirdly be “Pepitone season,” and what today’s stand-up boom is doing to the

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00:35:11

I Hate Dating App Negativity AND MORE COMPLAINTS! -...

The JTrain Podcast ·

2026/02/10

First up, Jared’s fresh off a Fort Lauderdale to NYC to Boston travel day and gets sent into a spiral by his beloved snow boots: thick laces, constant untying, and the emotional journey from single-knot optimism to double-knot resignation.A listener follows with a very relatable airline rage: paying for a carry-on but still being forced to gate-check it, which sends Jared into a full “take boarding zones seriously” fantasy that you’ll want to hear in his exact tone. Other complaints hit the NYC

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00:34:02

I Don't Want Both Maids Of Honor Giving The Speech!...

The JTrain Podcast ·

2026/02/09

Jared kicks off Mailbag Monday from Delray Beach with a classic rant: preorder his book Walking Red Flag (mostly to prove his dad wrong) and please don’t DM him excuses for missing shows. Then he dives into a birthday-party mystery when two very sentimental Chiefs commemorative Coca-Colas disappear from the garage fridge… and the prime suspect is a friend’s “used car salesman” husband with a history of cheating and sketchy behavior. Next, a woman wonders if it’s needy to ask why her guy ditched

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00:43:16

Hats Stolen In Aspen, Taylor Swift’s Wedding Guest...

The JTrain Podcast ·

2026/02/05

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

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00:21:25

What's Your Katz’s Deli Order?! ft Raanan Hershberg -...

The JTrain Podcast ·

2026/02/04

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

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00:38:05

My Husband Started Using Military Time & Changing My...

The JTrain Podcast ·

2026/02/03

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

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00:26:38

My Ex Texted me! How do I respond? - MONDAY MAILBAG

The JTrain Podcast ·

2026/02/02

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

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00:37:30

Taylor Swift's Texts Released and Heidi Klum's...

The JTrain Podcast ·

2026/01/29

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

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00:39:43

Are the Patriots Back?? Super Bowl Predictions with...

The JTrain Podcast ·

2026/01/28

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

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00:27:55

My Assistant Keeps Having Me Explain Things! Help! -...

The JTrain Podcast ·

2026/01/27

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

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00:28:12

I Ended a Relationship Over Politics. Was it a...

The JTrain Podcast ·

2026/01/26

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

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00:43:31

A Brooklyn Beckham Deep Dive - POP CULTURE THURSDAY

The JTrain Podcast ·

2026/01/22

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,

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00:38:06

Fast Food Favorites & Comedy War Stories with Amy Miller

The JTrain Podcast ·

2026/01/21

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

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00:36:44

Delta's 2 Million Miler Gift, No Towels At The Gym,...

The JTrain Podcast ·

2026/01/20

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

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00:34:11

I'm 41 And Getting A Divorce! What's Your Best...

The JTrain Podcast ·

2026/01/19

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.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from

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00:39:07

What's In Celine Dion's Purse, Meghan Trainor...

The JTrain Podcast ·

2026/01/15

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

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00:41:06

I Only Hook Up With Men Who Love Heated Rivalry with...

The JTrain Podcast ·

2026/01/14

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

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00:30:33

Long Golf Rough, Uncomfortable Furniture, and Rental...

The JTrain Podcast ·

2026/01/13

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

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00:35:45

Do I Keep Dating A Really Nice Guy? - MONDAY MAILBAG

The JTrain Podcast ·

2026/01/12

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

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00:32:42

Ashley Tisdale Leaves The Mommy Groupchat, St Barths,...

The JTrain Podcast ·

2026/01/08

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.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy

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1,046 results

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