The JTrain Podcast

Latest Episodes:

Miley Cyrus Is Engaged, Simon Cowell Shades Ryan Seacrest, And Amy Schumer's Marriage - POP CULTURE THURSDAY Dec 04, 2025

Show notes

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 you covered!

Go see Jared live! 👉 jaredfreid.com

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The Problem with People Pleasing ft Dr. Paula Freedman-Diamond - CHIT CHAT WEDNESDAY Dec 03, 2025

Show notes

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 terms.

Check out more of Dr. Paula! : @mindfuldrpaula

Toxic Striving on Amazon: https://www.amazon.com/Toxic-Striving-Wellness-Culture-Stressed/dp/1648484069

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Thanksgiving Food, Cheap Cat Toys, and Condo Management - TICKED OFF TUESDAY Dec 02, 2025

Show notes

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 hosting is tired of Thanksgiving food being boring and wants it to taste better.

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I'm Making A Dating App Profile! What's Your Number One Piece Of Advice? - MAILBAG MONDAY Dec 01, 2025

Show notes

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 credit card mix-up, and she wants to know how to stop this pattern.

Support the show 👉 Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.

Who Will Be Performing At The Macy's Thanksgiving Day Parade?! - POP CULTURE THURSDAY Nov 27, 2025

Show notes

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 him feel approximately 142 years old!

Come see Jared live! 👉 jaredfreid.com

Straight Hoopin’ in Delray: Anthony DeVito Returns! - CHIT CHAT WEDNESDAY Nov 26, 2025

Show notes

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 and all, straight into a great time!

Key Cards, Comedy Show Makeouts, and Rideshare Pickups At Concerts - TICKED OFF TUESDAY Nov 25, 2025

Show notes

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 Wi-Fis and zero logic. It’s petty complaints, real grievances, and the validation you need🙌

Support the show and get 30% off your first Cornbread Hemp order. Use code JTRAIN at https://www.cornbreadhemp.com/JTRAIN

I'm Going To My Boyfriend's For Thanksgiving and His Mom Is Insulted I Asked To Cook! Help! - MAILBAG MONDAY Nov 24, 2025

Show notes

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 JTRAIN at https://www.cornbreadhemp.com/JTRAIN

A Billionaire Gives Dating Advice, Zac Efron On Dancing With The Stars, and Backstreet Boys Are Back! - POP CULTURE THURSDAY Nov 20, 2025

Show notes

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 Kardashian’s finger-piercing controversy, and Zach Bryan’s dramatic “earth-shattering” mental health headline that turns out to be far more sincere than the title suggests. Finally, he breaks down Minka Kelly shutting down Jenna Bush Hager live on air and shares his own memories of feeling quietly judged on morning TV. It’s headlines, riffs, porch recording energy, and plenty of pop culture chaos.

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The Art of Talking Sh*t with Jay Jurden - CHIT CHAT WEDNESDAY Nov 19, 2025

Show notes

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 watch you work. Then things get delightfully unhinged as they break down queer sexting etiquette, AI booty, real ass on God’s green earth, and why we might need to regulate tech just to protect Miami poolside content. Jared closes with their games “Expand on That” and “Talk Shit or Get Bit,” letting Jay riff on Kim K as a lawyer, shorter days, and Thanksgiving, all while reminding you to go watch “Yes Ma’am” on Hulu !

Visit https://prizepicks.onelink.me/LME0/JTRAIN and use code JTRAIN and get $50 in lineups when you play your first $5 lineup!

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