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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

00:52:22

How Couples Should Talk About Money with The Fiscal...

The JTrain Podcast ·

2025/10/08

We’re joined this week by money expert Ashley Feinstein Gerstley, also known as The Fiscal Femme, to make finance feel more human and a little fun. Ashley introduces her concept of “money parties,” judgment-free check-ins that help couples replace surprise arguments with calm, productive talks about spending and saving. They break down common relationship flashpoints like convenience splurges, shared expenses, and what actually counts as a red flag in money talk, such as control or avoidance

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00:36:30

Kids At The Pool, Parallel Parking Helpers, And...

The JTrain Podcast ·

2025/10/07

Jared checks in from Los Angeles for another Ticked Off Tuesday, ready to turn everyday annoyances into comedy gold. First up is the chaos of calling his parents, where a simple “hello” takes a full minute, and his mom somehow “merges” calls she can’t even answer properly. Then it’s on to breakfast at a very L.A. café, where Jared resists two heavenly slices of baguette and butter and declares that bread should be opt-in, not automatic sabotage. Listener complaints follow, including a massage that

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00:28:05

How do I approach men at the gym? - MONDAY MAILBAG

The JTrain Podcast ·

2025/10/06

Jared checks in from Los Angeles for Mailbag Monday, hiccup and all, and dives into two juicy advice emails. First up, a 33-year-old New Yorker ditched Pilates for a regular gym to meet men, and Jared gently argues for joy over geography: build community where you actually like being, then let that tribe expand your dating world. He still tosses a couple of easy openers for gym-floor small talk, but the real play is Pilates night out and friend-of-a-friend intros. Next, a 25-year-old worries her

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00:19:18

The Rose Rehash - Jared Freid is on The Golden...

The JTrain Podcast ·

2025/10/02

New Rose Rehash! Listen to Jared's full recap here 👉 https://youtu.be/pnwsiYV7PMk In this episode, Jared brings his signature Bachelor Scream from Instagram straight to YouTube and follows it up with a full Golden Bachelor recap. This week’s episode is extra special. Jared makes his debut on the show as part of the big roast date! From early house drama to Debbie’s emotional one-on-one, Jared breaks down all the standout moments with humor and honesty. Stick around for his roses and thorns,

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00:42:13

Taylor Swift Gives A Wedding Speech, Lionel Richie...

The JTrain Podcast ·

2025/10/02

This week on Pop Culture Thursday, Jared unpacks Keith Urban and Nicole Kidman’s marriage, a fashion face-off between Lauren Sanchez and Sydney Sweeney, and Barron Trump’s surprising date. Jared also covers Lionel Richie’s book talk flop, Taylor Swift’s viral wedding speech, Selena Gomez’s understated nuptials, and Jay Cutler’s DUI. From relationships to fashion to messy headlines, this episode proves that pop culture is always entertainment at its finest!Support the show and get 10% off your

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00:44:52

Horror or Horrific with Rory Uphold - CHIT CHAT...

The JTrain Podcast ·

2025/10/01

Jared Freid sits down with Rory Uphold, author of A Final Girl’s Guide to the Horrors of Dating. They dive into the challenges of modern dating, from awkward app encounters to the importance of accountability and self-worth in relationships. Rory explains how the “final girl” of horror films mirrors the resilience needed in today’s dating culture, sharing personal stories along the way. The conversation highlights why in-person connections, honesty, and personal growth are key to navigating the

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00:50:35

Planning Trips, Coughing At The Office, And Being...

The JTrain Podcast ·

2025/09/30

On this Ticked Off Tuesday episode, Jared takes on listener complaints that everyone can relate to. From the chaos of group trip planning to the endless debate over tipping, no frustration is too small to unpack. Jared also tackles the stigma around e-bikes and the lack of common courtesy in the workplace when it comes to staying healthy. To settle the tipping debate once and for all, he calls up his friend Keith, a bartender with insider knowledge. Be sure to listen to the end to hear Keith's

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00:40:34

Do I Have To Invite My Boss To My Wedding? - MONDAY...

The JTrain Podcast ·

2025/09/29

It’s Mailbag Monday! And Jared dives into a work-themed episode with listener questions that blur the lines between business and personal boundaries. From a coworker crush that could complicate a promotion, to flirty banter that wasn’t so friendly, to the awkward pressure of inviting your boss to a wedding, no dilemma is off-limits. Jared breaks down how to handle workplace relationships, tricky guest lists, and the risks of mixing romance with your career! Support the show and get 10 free

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00:45:55

Kim Kardashian, Dancing With The Stars, and Jennifer...

The JTrain Podcast ·

2025/09/25

In this Pop Culture Thursday episode, Jared covers the latest headlines with his signature humor. He talks about Robert Irwin joining Dancing with the Stars, Kim Kardashian’s confidence after her divorce, and Whitney Wolf Herd’s story about dating apps. The conversation also includes Jennifer Aniston’s take on cheat meals and the role of probiotics in gut health. Jared mixes in personal stories and sharp insights, making pop culture both funny and relatable!Support the show and get 15% off your

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00:51:07

MidBEST or MidAtBest with Taylor Kay Phillips - CHIT...

The JTrain Podcast ·

2025/09/24

On this episode of the JTrain Podcast, Jared Freid welcomes comedian and writer Taylor Kay Phillips to talk about her new book, A Guide to Midwestern Conversation. They dive into the unique humor and communication styles of Midwestern culture, from “Midwestern nice” euphemisms to the importance of casseroles. Taylor shares insights on the writing and ghostwriting process, highlighting the role of collaboration, vulnerability, and personal stories in crafting a book with Jared. The episode also

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00:36:52

Cleveland's Mascot, People Standing Too Close, and...

The JTrain Podcast ·

2025/09/23

Jared checks in from Kansas City for Ticked Off Tuesday! He kicks off with a classic traveler’s nightmare: thinking your phone’s been charging all night, only to wake up to 3 percent. He suggests a new PTO policy that should cover “unplugged Mondays.” The Kansas City BBQ debate rages as everyone says you went to the wrong spot, stale late-show movie popcorn deserves jail, and he nominates Cleveland to rebrand as the Wild Things because Guardians has all the pizzazz of a bridge statue. Tech gripes

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00:34:21

My Mother-In-Law Won't Stop Moving Tables! Help! -...

The JTrain Podcast ·

2025/09/22

Jared kicks off a classic three-email Mailbag Monday from the road before diving into the good stuff. First up: a listener nine months into a serious relationship asks how to handle two persistent guy texters (one old flame, one married coworker); Jared recommends a graceful “text breakup” to clear space for the new relationship. Then he dismantles the TikTok mantra “date them till you hate them,” arguing that ignoring $5 problems only turns them into $1,000 blowups have the small talks early. Next,

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00:34:53

Why Paige Desorbo Left Summer House & Selena Gomez...

The JTrain Podcast ·

2025/09/18

In this episode of the JTrain Podcast, Jared dives into the latest in pop culture, reality TV, and celebrity news. From Paige DeSorbo leaving Summerhouse for bigger opportunities to John Cryer’s salary compared to Charlie Sheen’s, Jared breaks down the business side of fame. He also covers Pete Davidson’s admiration for Machine Gun Kelly, Bobby Bones’ controversial Dancing with the Stars win, and Colin Farrell’s live TV slip. Plus, there’s buzz around Selena Gomez and Benny Blanco’s rumored wedding

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00:47:21

Pun Showdown in the Sky Club with Matthew Brousard -...

The JTrain Podcast ·

2025/09/17

Matthew Brousard is on the podcast this week! What started as a delta lounge complaint, got him an invite to an impromptu recording of a Chit Chat Wednesday! They kick things off by debating the Delta Sky Club water spout sign, which sparks a full spiral into germs, paper cups, and Jared’s nostalgia for the big Aquafina bottles. Matthew also opens up about his early stand-up insecurities, comparing himself to comics with “weird” material while he stuck to dating stories, and how success with

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00:36:34

Flirty Gym Guys, Gifts You Don't Like, and Handleless...

The JTrain Podcast ·

2025/09/16

On this week’s fiery Ticked Off Tuesday, Jared kicks things off with complaints about self-righteous bicyclists and a gym class clown who won’t stop flirting. Then it’s on to listener gripes, including a nightmare Ibiza trip with penny-pinching friends, the curse of well-meaning in-laws who gift the wrong coffee maker, and locker rooms so hot you need another shower after your shower. Jared riffs on it all with his signature mix of laughs and honesty. If you’ve ever been annoyed by receipts,

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00:38:31

I Saw a Woman in the Reflection of the Guy in...

The JTrain Podcast ·

2025/09/15

This week on the JTrain Podcast, Jared kicks off another legendary Mailbag Monday from sunny Delray Beach! We hear from a 26-year-old crushing on her much older coworker and another email from a long-distance romance that got shady thanks to a poolside sunglass reflection. Along the way, Jared riffs on awkward charity gigs, why “support” feels like a weird word, and the grand circle jerk of podcast promo codes. As always, it is candid, relatable, and laugh-out-loud funny!Support the show and

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00:41:42

The New Mormon Bachelorette, The Royal Butler and...

The JTrain Podcast ·

2025/09/11

This week on the JTrain Podcast, Jared is caffeinated, crammed into a tiny NYC hotel room, and ready to riff through Page Six headlines! From debating Instagram followers who mysteriously expect him to knock on their door, to declaring himself the “anti-death scroll” podcaster, he’s in rare form. He breaks down the shocker that Secret Lives of Mormon Wives star Taylor Frankie Paul will be the next Bachelorette, calling it a Cinderella-with-spice money move. Along the way, Jared dishes on Kendall

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00:51:34

NFL Week 1 Bets & Who Ya Got?! Ramblin Gamblin...

The JTrain Podcast ·

2025/09/10

It’s Chit Chat Wednesday on the JTrain podcast, and Jared welcomes back resident gambling sage “Ramblin’ Gamblin’ Thunder Dan” for their annual futures-fest from Delray Beach. They roast Week 1 overreactions, nerd out on lines versus “the public,” and circle a spicy Saints-Cardinals spread that has Jared dreaming of home-dog glory. Thunder Dan dishes season-long takes, including Bills buzz, Chiefs skepticism, and Ravens versus Steelers drama while explaining how he balances dad life with a fall full

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01:22:04

I Bought a Car! - TICKED OFF TUESDAY - The JTrain...

The JTrain Podcast ·

2025/09/09

Jared kicks off from Delray Beach with a special Ticked Off Tuesday that doubles as a free sample of his Coffee with JTrain episodes, complete with a wild, full-circle saga about buying a car. The episode blends personal storytelling with the usual mix of listener gripes and sponsor breaks. This week’s complaints cover engagement gifts that trigger endless thank-you notes and guest-list pressure, a 45-minute Staples print fiasco, the pain of saving a solo seat with no one to guard your stuff, and

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00:44:50

I Saw Something on my Husband's Phone! What Should I...

The JTrain Podcast ·

2025/09/08

Jared is coming to you live from Delray Beach for Mailbag Monday! He sets the vibe with tour shoutouts for Winnipeg and Kansas City, plus a push to catch the weekly stand-up on YouTube. He teases a chaotic car buying saga for later this week, then jumps into emails with coffee in hand and peak football season feelings. First up, a listener drowning in her in-laws' family group chat wants a graceful exit without starting a war. Then a 35-year-old asks why Hinge matches are suddenly leading with

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968 results

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