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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

00:42:13

Girl Dinner vs Steakhouse Dad with Jon Garbus - CHIT...

The JTrain Podcast ·

2026/01/07

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

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00:44:38

Delta Hiding Upgrade Certificates, Clipping Nails On...

The JTrain Podcast ·

2026/01/06

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

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00:30:53

How do I Make My Situationship a Relationship? -...

The JTrain Podcast ·

2026/01/05

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

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00:35:59

Jeff Bezos Has A Statue Of His Wife, Brooks Nader...

The JTrain Podcast ·

2026/01/01

Jared kicks off the New Year by breaking down celebrity headlines of the week! From Jeff Bezos allegedly commissioning a statue of Lauren Sanchez to Brooks Nader turning a belt into a top, Jared unpacks the absurdity of wealth, beauty standards, and attention economics. He also calls out Elizabeth Hurley’s unrealistic bikini “tips,” dives into Cardi B’s clapbacks, and dissects how Page Six fills slow news weeks. A smart, funny look at celebrity PR strategies, critical thinking, and why pop culture

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00:38:33

My Mom Does the Hell Outta Xmas ft Caitlin Peluffo

The JTrain Podcast ·

2025/12/31

Jared kicks off Chit Chat Wednesday with comedian Caitlin Peluffo, joking about her life as a road warrior and the reality of touring, from romanticizing small towns to surviving bleak winter clubs on comedy club coffee. Caitlin gives a Hallmark-level rundown of her parents’ over-the-top 55+ community Christmas setup, complete with gingerbread villages, reindeer plaques, and stockings with old-school oranges. She also shares why being single is her current glow-up: no emotional management, no

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00:34:28

Podcasts Taking New Years Week Off, Being A...

The JTrain Podcast ·

2025/12/30

Ticked Off Tuesday kicks off with Jared roasting the podcasts that “took the week off,” declaring Best Of episodes basically a slap in the face when everyone needs comfort-content most. Then he vents about the Paul brothers making an absurd $92 million boxing a pro. His main chaos story is an Orlando show where late arrivals spent eight full minutes loudly ordering drinks mid-set. Listener rants pile on: speakerphone calls on a 7am NYC train, a beloved best friend whose “maximalism” has become full

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00:33:28

Do I Shoot My Shot With My Optometrist?!? - MONDAY...

The JTrain Podcast ·

2025/12/29

Mailbag Monday lands in the weird, snack-filled limbo between Christmas and New Year’s, and Jared proudly reminds you that while other podcasts are “resting,” Uncle J Train is still clocking in. He tackles a Hallmark-level dilemma about crushing on a cute, ring-free optometrist and how to shoot your shot without turning it into a LinkedIn crime scene. Then he breaks down the “fifth date shut down” question and why silence afterward can actually be a helpful answer for both people. The episode takes

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00:32:06

Beckham, Brady, Gisele, JLO and Alix Earle!! - POP...

The JTrain Podcast ·

2025/12/25

On this special episode of the JTrain Podcast, Jared Freid breaks down the week in pop culture, from Brooklyn Beckham’s family drama to Jennifer Lopez and Ben Affleck’s headline-making relationship, plus updates on Tom Brady and Gisele Bündchen. The conversation also hits celebrity love lives and media scrutiny surrounding Ariana Grande, Amy Schumer, Lily Allen, and influencer culture through Alix Earle. With sharp humor and honest takes, Jared explores how fame, social media, and public opinion

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00:33:51

Are You Rich?! ft. Lucas Zelnick - CHIT CHAT WEDNESDAY

The JTrain Podcast ·

2025/12/24

On this Chit Chat Wednesday, Jared sits down with comedian Lukas Zelnick for a hilariously chaotic hang where they start as “not-not friends” and immediately bond over tech hiccups and NYC apartment humblebrags. From Soho loft lore and moving-in-with-a-girlfriend growing pains to the weird psychology of being “the rich kid who owns it,” Lukas breaks down how his background became part of his comedy voice. They get into crowd work vs. polished standup, why timing and the internet changed how comics

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00:32:20

Christmas Lists, Blow Up Santas, and NYE Parties -...

The JTrain Podcast ·

2025/12/23

Ticked Off Tuesday has Jared in full rant mode, opening with gratitude for listeners and a reminder that while other podcasts take the week off, he’s still showing up. He unloads on life’s daily betrayals, from shower doors that spray you with freezing water to laundry bottles that refuse to clearly say “detergent.” Holiday gripes follow, including blow up lawn decorations that now feel like jump scares and Christmas playlists that desperately need a separation of church hymns and pop bangers

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00:31:32

My Boyfriend Won't Spend Christmas With Me! Help! -...

The JTrain Podcast ·

2025/12/22

Mailbag Monday has Jared holding the line through the holidays and diving into three juicy listener dilemmas. He cheers a fifth date move that involves designing a full on comedy show invite, reminding daters there’s no “too much” when you’re simply acting on your feelings. Then he tackles a tougher one: a two and a half year relationship stalled by a Christmas shutdown, explaining why holidays are sneaky relationship litmus tests and why this deserves a real sit down conversation. Finally, he

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00:34:57

Rihanna Stands At A Concert, Timothée Chalamet...

The JTrain Podcast ·

2025/12/18

It's He reflects on the heartbreaking story involving Rob Reiner and the uncomfortable pressure placed on celebrities to publicly respond to loss. The episode then lightens up with pop culture moments featuring Rihanna, Meghan Markle and Prince Harry, plus a red carpet debate about Timothée Chalamet matching outfits with his mom. Do you think they should have matched? 😅Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite

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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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