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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

00:43:09

Two Ex Husbands Later - Red Flags I Ignored in My...

The JTrain Podcast ·

2026/02/25

Jared is joined by comedian Jackie Fabulous! They unpack Jackie's 2 ex-husbands, why she knew on her wedding night it wouldn’t last, and how being a self-proclaimed “lover girl” kept her posting glowing tributes to a man she later realized wasn’t making her life easier. Jackie shares what it’s like taping her Hulu special, You Can Leave at the Triad Theater, right after moving out, refusing to watch the edit, and the one joke about asking “Can I sh*t here?” that killed everywhere except Comics

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00:37:10

Bad High Fives, Bad Emailers, Lying Flight...

The JTrain Podcast ·

2026/02/24

On this Ticked Off Tuesday, Jared goes IN on modern everyday chaos: adults who treat a bakery menu like it’s the Cheesecake Factory (bring back the 30sec shot clock), group fitness rebels doing the exact opposite of every move, people who somehow still can’t open email attachments, and the nonstop-talking plane mom who blocks the aisle while packing her entire life at landing. If you’ve ever felt spiritually delayed by strangers, this one’s for you!Jared is on tour! 👉 jaredfreid.com Check out

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00:42:05

How Do I Get a Guy to Ask Me Questions on a Date?! -...

The JTrain Podcast ·

2026/02/23

On today’s Mailbag Monday, Jared covers 3 modern dating dilemmas: how to shut down a mother in law calling you “mama” without starting family drama, whether seeing bikini models on a guy’s IG Explore page plus multiple dating apps is just normal dating or a real red flag, and what it means when someone asks about your day but never follows up. Is it a lack of emotional curiosity or just bad conversational skills? Jared breaks it all down! Jared is on tour! 👉 jaredfreid.com Check out his new book

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00:42:55

Tom Brady and Alix Earle are more than just a fling,...

The JTrain Podcast ·

2026/02/19

It's Pop Culture Thursday! Jared dives straight into Tom Brady and Alex Earle, breaking down their “fun fling” and the PR machine behind it. Jared also unpacks Jennifer Aniston’s low-key birthday with boyfriend Jim Curtis and what might really be behind the headlines. Then it’s Jason Bateman getting sober over “tension” with Amanda Anka, plus the latest on Brandi Glanville’s shocking health reveal. We also hit Hilaria Baldwin’s accent controversy, Shia LaBeouf’s Bourbon Street arrest, and Heidi

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00:46:07

Dungeon & Dragons Energy, Vin Diesel Confidence with...

The JTrain Podcast ·

2026/02/18

Jared Freid welcomes comedian Shaun Murphy to Chit Chat Wednesday for a wide-ranging hang that covers stand-up life, dating, body image, nerd culture, and what happens when your comedy special includes a joke about your own skinny dick. Shaun talks about his new YouTube special Long Story Thin, growing up in Buffalo, balancing sports fandom with nerd energy, and navigating family, relationships, and confidence on stage. The two dig into watching other comedians, staying relatable when success hits,

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00:41:31

Reservations For Bar Stools, Low Water Pressure, and...

The JTrain Podcast ·

2026/02/17

Jared’s in Dallas for Ticked Off Tuesday, hyping the Patreon (where the real complaints jump the line) and kicking things off with two everyday rants: gas stations that “label” broken pumps with a sad little piece of tape, and a new apartment with shower pressure so weak it turns bathing into a light misting. Then the listeners come in hot: one new homeowner gets hounded by the same window company so aggressively it goes from annoying to genuinely creepy, and she needs a go-to line for the dreaded

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00:38:48

They canceled our date because I was 15 min late?...

The JTrain Podcast ·

2026/02/16

Jared’s in Dallas for Mailbag Monday, pitching shows, his Walking Red Flag book, and his favorite pastime: giving brutally honest advice to strangers with zero eye contact. First up: a listener stacks two Hinge dates back-to-back, shows up late to date #2, and the text thread takes a turn that’s equal parts awkward and hilarious. Then things get real when a “perpetual girlfriend” realizes she wants marriage… and her boyfriend very much does not. Finally, we hop over to Portugal/Ireland for a

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00:44:14

Halftime Show Thoughts, Alix Earle & Tom Brady, and...

The JTrain Podcast ·

2026/02/12

It’s Pop Culture Thursday, and Jared Freid is breaking down the biggest Page Six headlines, straight from Delray Beach. Jared reacts to Bad Bunny’s Super Bowl halftime show, plus surprise appearances from Ricky Martin, Lady Gaga, Cardi B, Pedro Pascal, Jessica Alba, Alex Earle, and David Grutman. He delves into Bethenny Frankel’s viral takes, Chris Brown and Jake Paul's stirring drama, and Tom Brady's possible hook-up with TikTok star Alex Earle. There’s also Travis Kelce repping Gigi Hadid’s

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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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1,054 results

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