The JTrain Podcast

In this Mailbag Monday, Jared is in Richmond, living his best suburban comic life! A listener with a crush in her tight-knit Spanish class worries about ruining the group vibe, and Jared tells her to skip the overthinking and text with confidence. Another listener hears from the guy who once wouldn’t commit, now cheating on his girlfriend with her, and Jared explains that it’s about comfort, not c...

In this episode of The Rose Rehash , Jared Freid breaks down the Golden Bachelor hometowns with his signature mix of insight and sarcasm. From Peg’s polished charm to Debbie’s emotional backstory and Cindy’s push for vulnerability, Jared dives into how each family dynamic exposes Mel’s emotional walls. He points out the unintentional comedy and tension that come with hometown visits, especially wh...

In this Pop Culture Thursday episode, Jared breaks down the week’s biggest celebrity headlines with his signature comedic flair. From Joe Jonas’s post-divorce dating life to Keith Urban’s marriage updates and new music, Jared brings sharp insight and humor to every story. He dives into Britney Spears’s ongoing family drama, Mick Jagger’s age-gap relationship, and Brandy’s sudden concert exit...

Jared is joined by comedian Michelle Wolf for a hilarious and insightful talk about comedy, motherhood, and the chaos of social media. They unpack how algorithms shape what comics share online, the unfair scrutiny moms face, and the weird realities of performing for corporate crowds. Michelle also opens up about her Netflix special The Well , sharing how authenticity and storytelling drive her sta...

It’s another round of Ticked Off Tuesday, where Jared gives voice to listeners’ funniest and most relatable complaints! From a broken-AC Uber ride and robotic job interviews to greedy holiday guests and fake “in-office productivity,” nothing is off limits. Jared unpacks each gripe with his signature mix of logic and laughter, proving that every annoyance has a point. Tune in for cathartic rants, s...

This Mailbag Monday, Jared tackles listener questions about friendship expectations, dating after divorce, and communication gaps in new relationships. He breaks down how to handle a partner who pulls away, a great guy who goes silent between dates, and a friend who skipped your wedding gift. Jared explores what these situations reveal about emotional availability, boundaries, and self-respect. Tu...

In this week’s Rose Rehash , Jared breaks down episode four of The Golden Bachelor, and calls it a perfect one! From group dates gone spiritual with Shaman Danny to Cindy’s heartfelt one-on-one, he covers every golden moment. Jared dives into the drama, the laughter, and the real stakes of finding love later in life. Plus, he gives his take on Nicole’s exit and why Debbie might just be the most re...

Jared dives into the latest pop culture and celebrity gossip, from Justin Theroux vs. Justin Trudeau mix-ups to Katy Perry’s rumored romance with Trudeau. He breaks down Kylie Jenner’s out-of-touch promo, Wendy Williams’ surprising financial struggles, and Al Pacino’s regrets about Diane Keaton. Jared also weighs in on Meghan Markle’s unexpected Paris Fashion Week appearance and the media narrativ...

Jared hangs with comedian & impersonator Anna Roisman ! They revisit You’ve Got Mail and the wild-west AOL days. Anna admits early “catfishing” was her first taste of impressions. Deep dive: Anna’s Hilaria Baldwin saga viral parody, mass reports, a brief détente for a joint video via Hilaria’s team, and the unforgettable line Anna heard in person, “I am a trained ballroom dancer… Dancing with...

Jared kicks off with meta-complaints about internet scolds who ruin harmless parent stories by commenting “they’ll be dead one day,” then pivots to three personal gripes: Penn State football being stuck in mediocrity under James Franklin (great recruiter, stagnant offense, scary to make a change), how brutal it is to admit you’re a comedian in public (the “tell us a joke/are you funny?” gauntlet),...

Mailbag Monday is back and Jared tackles three big listener dilemmas: a boyfriend who calls Ozempic “the lazy way out” and what real support should look like, whether you should bother driving an hour to return an ex’s clothes or set a pickup window and move on, and the difference between a workplace dopamine crush and a stale five-year relationship that needs an honest timeline. Along the way, he...

Jared breaks down The Golden Bachelor Episode 3, where carnival chaos meets reality TV drama. From Peg’s authenticity to Mel Schreiber’s big personality, Jared dives into the relationships taking shape and the influencer culture brewing behind the scenes. He recaps the group date photo shoot, the awkward lemon bars moment, and the emotional eliminations that follow. Tune in for sharp insights, lau...

It’s Pop Culture Thursday, which means Jared dives into Page Six and lets the riffs fly. He breaks down the “snub or not” moment between Charlize Theron and Johnny Depp at Paris Fashion Week, then pitches the rom-com we all deserve: Lana Del Rey and her alligator wrangler husband taking on haute couture. Jared questions why Travis Kelce gets boyfriend bonus points for spending his birthday at Tayl...

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, sh...

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 tha...

 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 t...

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 bre...

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 pr...

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 conv...

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...

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 g...

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 an...

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...

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 Clevelan...

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,”...