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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

00:47:01

Six - Seven or Sixty-Nine? ft Greg Stone - CHIT CHAT...

The JTrain Podcast ·

2025/12/17

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, and ruining his own kids’ expectations. Then they play a rapid-fire 2025 Rorschach test, breaking down

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00:42:27

Reddit Comments, December Birthdays, and Bringing the...

The JTrain Podcast ·

2025/12/16

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 listener complaints: a December birthday dictator who holds friendships hostage over a group dinner, baby

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00:31:17

I Gave a Guy My Number a Week Ago! When Do I Move On?...

The JTrain Podcast ·

2025/12/15

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 the usual riffs, apologies he doesn’t need to make, and a little YouTube and Patreon love!Jared is

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00:37:18

Alix Earle Breakup, Ozzie's Last Words, and Kyle...

The JTrain Podcast ·

2025/12/11

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 inspired by his new book Walking Red Flag and why vulnerability still matters in Hollywood. It’s a classic

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00:33:10

Laughing Through the Red Flags ft Ian Lara - CHIT...

The JTrain Podcast ·

2025/12/10

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 turned into a cat-removal emergency. Tune in for big laughs, sharp takes, and a very real look at the

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00:40:17

Comping The Bill, Movies with Parents, and Not...

The JTrain Podcast ·

2025/12/09

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 surprise dessert marathon, and why holiday family chaos always hits hardest when you just want one

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00:37:34

My Boyfriend Won't Let Me Come To His Grandma's...

The JTrain Podcast ·

2025/12/08

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 show and get $10 off your 1 st month of Nutrafol with code FEATHER at

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00:40:17

Miley Cyrus Is Engaged, Simon Cowell Shades Ryan...

The JTrain Podcast ·

2025/12/04

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 culture, celebrity news, relationships, and fashion all stirred into one steamy gossip soup, this episode has

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00:52:14

The Problem with People Pleasing ft Dr. Paula...

The JTrain Podcast ·

2025/12/03

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’re tired of performing for the world, this episode shows you how to live more honestly and on your own

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00:45:38

Thanksgiving Food, Cheap Cat Toys, and Condo...

The JTrain Podcast ·

2025/12/02

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 friends keep giving cheap toys that break and leave glitter everywhere. And finally, a listener who loves

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00:34:54

I'm Making A Dating App Profile! What's Your Number...

The JTrain Podcast ·

2025/12/01

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 getting involved with men who only want something casual, including one who found her number through a

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00:35:48

Who Will Be Performing At The Macy's Thanksgiving Day...

The JTrain Podcast ·

2025/11/27

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 drag himself to a billionaire party. And finally, Jared reacts to some celeb-adjacent rumors that make

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00:44:29

Straight Hoopin’ in Delray: Anthony DeVito Returns! -...

The JTrain Podcast ·

2025/11/26

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 hard-sell on Anthony’s new YouTube special "Straight Hoopin'," insisting it will carry you, feet in the sand

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00:31:02

Key Cards, Comedy Show Makeouts, and Rideshare...

The JTrain Podcast ·

2025/11/25

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 who turned their seats into a 45-minute makeout booth. Plus, a listener rants about the hotel with two

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00:27:58

I'm Going To My Boyfriend's For Thanksgiving and His...

The JTrain Podcast ·

2025/11/24

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 only talking to you.” Support the show and get 30% off your first Cornbread Hemp order. Use code

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00:38:42

A Billionaire Gives Dating Advice, Zac Efron On...

The JTrain Podcast ·

2025/11/20

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. Jared then riffs on Zac Efron strategically showing up for his brother on Dancing with the Stars, Kim

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00:38:25

The Art of Talking Sh*t with Jay Jurden - CHIT CHAT...

The JTrain Podcast ·

2025/11/19

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 infomercials instead of shows, and what it means to actually respect the people who work all day, then pay to

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00:40:07

Adult Bullies, Hotel Outlets, and Pumpkin Spiced...

The JTrain Podcast ·

2025/11/18

Jared is coming to you from Durham, NC for another gloriously petty Ticked Off Tuesday, and he’s got thoughts about “former bank” hotels, mysterious staff-only Wi-Fi, rogue outlets, and the front desk guy who hit him with the dreaded “you look familiar.” Between burps, coffees, and Bonvoy vs. Hilton debates, he breaks down life on the road and why all he wants is a cute, functional room where he doesn’t have to move furniture just to charge his laptop. Then it’s on to listener complaints: a cursed

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00:30:50

Should I Text A Guy I Matched With Two Years Ago? -...

The JTrain Podcast ·

2025/11/17

On this Mailbag Monday, Jared dives into three big listener dilemmas about dating, friendship, and finding a fresh start. He unpacks what to do when a vacation match still lingers in your mind and you’re tempted to reach out again. Then, he talks about the pressure of supporting friends through massive life changes when your emotional tank feels empty. And finally, he offers thoughtful advice to a listener who wonders whether moving to Florida after ending an engagement might be the reset she truly

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00:16:28

Golden Bachelor Finale! - The Rose Rehash

The JTrain Podcast ·

2025/11/13

It's Mel's FINAL rose! Jared breaks down The Golden Bachelor finale and the debate around age in dating. He dives into how public comments about dating preferences can shape how people see you. Who goes home with the final rose?!

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1,014 results

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