The JTrain Podcast

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇  Skipping a destination wedding when vacation days are limited Whether matchmaking is worth the money or just like dating apps Reaching out to an ex situationship ok? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite...

Pop Culture Thursday: Jared reads the latest  celebrity headlines from Page Six and gives his unfiltered takes! Jelly Roll and Bunny XO divorce after his major weight loss journey Bunny XO's cryptic posts spark breakup speculation 90 Day Fiancé stars Jenny Slatten and Sumit Singh discuss their s*x life Brett Eldredge reveals secret wedding to mystery woman Knicks championship party with Jalen...

Caitlin Peluffo joins Jared to talk about her hit special Prosciutto Rose ! g • Prosciutto Rose and writing honest comedy • Behind the scenes of Funny AF • Dating after reality TV success • Weird DMs and fan interactions • Game: Walking Red Flag or Wife Material Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite Guy Friend...

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇 NYC dinner reservations feel like winning the lottery just to eat out Ticketmaster makes changing Broadway seats harder than changing flights Elevator etiquette is confusing. Do I let strangers press my floor? Kindle updates feel forced just to keep downloading books Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Or...

It’s Mailbag Monday and Jared is answering  listener emails and gives advice on real life problems👇  Perfect boyfriend, no laughter. Is that a dealbreaker? Same office building as an ex. Do I say hi or avoid him? Blue-only formal wedding dress code. Do I really need a new dress? Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order  Walking Red Flag: Dating Advice fr...

Pop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! Matt Damon on Hollywood vs fatherhood, 4 daughters, nonstop work life Kim Kardashian ignores F1 reporter Martin Brundle at Monaco GP, sparks backlash Rosie O’Donnell opens up about facelift, cost, and “shameful” comments Kyle Cooke linked to Southern Charm’s Sally Carson after Amanda...

This week's Chit Chat Wednesday is with Ophira Eisenberg! Comedian, former NPR host, and star of the new special I Used to Be Nicer . Ophira and Jared get into👇 NPR fame vs standup comedy identity Jacksonville crowds, TikTok backlash, and food opinions City pride, “where’s your Brooklyn,” and regional culture wars toxic positivity, manifesting, and parenting jokes airport wheelchair travel story...

It's Ticked Off Tuesday, and Jared is complaining with YOU about 👇  Neighbors hogging the shared laundry machines Locked out of Facebook and Instagram with no customer support Wedding contribution drama between future in-laws Coworker demanding updates before the workday starts Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from You...

It’s Mailbag Monday and Jared is answering  listener emails and gives advice on real life problems👇  Why did she go silent after the setup? Coworker secretly watching your Instagram stories How to drink less and become an early riser Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcas...

Pop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! Sydney Sweeney claps back at critics over her Euphoria role Kendall Jenner & Jacob Elordi romance rumors with help from Justin Bieber and Hailey Bieber Horror movie Obsession becomes a surprise box office hit on a tiny budget! Janice Dickinson sparks plastic surgery debate, Dua Lipa m...

Jared sits down with Emmy-winning TV writer and comedian Jamie Lee , known for Ted Lasso and her solo show My Friend Katie , to talk 👇 From brutal open mics to growing a standup voice How “pre-approved takes” shape what people think and say! They play 'This is Annoying' - real responses Jamie gets from working on Ted Lasso Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walki...

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇  AP/Swatch Collab Paid for TSA PreCheck but still stuck in the regular airport line! Starbucks tracks everything but sugar content is still unclear Miami hotel room turns into a sauna when the key is removed Why do people expect movies to be realistic?! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order &nbsp...

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇  Why do guys on apps want my number so fast? Destination wedding planning: rules for plus-ones and family brunch  I’m concerned with the stigma of GLP-1  Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Frien...

Pop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes! Ciara Miller, West Wilson, and Amanda Batula: Summer House reunion drama Nepo baby debate reignites with Francesca Scorsese Taylor Swift spotted with Travis Kelce at NBA game Jacob Elordi pulled into injury clickbait confusion Barbra Streisand linked to fake Cannes injury story Jaclyn Smi...

Comedian and cartoonist Jim Tews joins Jared for a Chit Chat Wednesday! Be sure to check out his comedy special, With Pictures Jim Tews turned his stand-up special into a cartoon comedy show  Why the internet gets furious when people say they don’t want kids Jared and Jim debate whether weird comedy is disappearing They play “No Excuse, Make Up An Excuse” gets painfully relatable Jared i...

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇  Marriott concierge lounge closed on weekends Chicago parking nightmare made her 40 minutes late Deep tissue massages with ZERO spa vibes Loud comedy crowd ruined the entire show! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the po...

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems!👇  We had a perfect date, and now he’s gone for 10 days, and I’m spiraling! help! I’m a 36 year old widow trying to date casually for the first time, and I have no idea what I’m doing My little brother is getting my late grandma’s engagement ring, and I’m furious Jared is on tour! 👉 jaredfrei...

Pop Culture Thursday: Jared reads latest celebrity headlines from Page Six and gives his unfiltered takes! Bethenny Frankel shoe drama Hilary Duff on the cover of Sports Illustrated Swimsuit Issue 2026 Justin Baldoni and Blake Lively legal drama  Taylor Swift and Travis Kelce wedding updates Mandy Moore Reacts to Ashley Tisdale's Essay Gwyneth Paltrow's daughter, Apple, lands major movie role...

It’s Chit Chat Wednesday with Financial expert Haley Sachs of Mrs. Dow Jones , who wrote a new book,  Future Rich Person ! The two talk 👇  money mindset, taxes, and building wealth dating and money in relationships game: “How Rich Are You?” Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the po...

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇  Jared's ticked off at TikTok! Every business begging for reviews after every single thing you do Airline furniture delivery chaos and weird rules that ruin simple fixes! Dog owner drama from lost dogs to messy bad pet habits Mother’s Day pressure family plans and emotional guilt trips Jared is on tour! 👉 jaredfreid.com Check...

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇  Destination wedding expectations, maid of honor pressure, and resentment Group house trip cost split, shared rooms and fairness questions My bf kisses me after his dog licks his whole face! Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advic...

Pop Culture Thursday: Jared reads wild celebrity headlines from Page Six and gives his unfiltered takes! Kevin Hart roast backlash Tony Hinchcliffe's controversial roast jokes Nikki Glaser praised for Tom Brady roast Vanna White's appearance trolls slammed Tiffany Haddish Sports Illustrated Swimsuit cover Meghan Markle's $63K necklace controversy John McEnroe crashes Linda Perry's concert Michael...

Comedian Ashley Hesseltine joins Jared for Chit Chat Wednesday to talk marriage, dating, comedy, and her new comedy special Here Comes the Bride . They talk👇 Getting married at 42 Dating in LA vs Boston men Prenups and modern marriage Meeting her husband through DMs Relationship dealbreakers The play “For Richer or Poorer” Support the podcast by supporting our sponsors! Go to https://OmahaSteaks....

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇  My Boss Won’t Stop Talking Politics While I’m Nannying Store Employees Ignore Me When I Need Help Shopping People Treat Bank Tellers Like Personal Therapists My Coworker Judges Everything New I Wear To The Office Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your...

It’s Mailbag Monday and Jared is answering  listener emails and gives advice on real life problems👇  The guy she was dating turned out to be secretly married Her friend nonstop brags about her “perfect” kids and ignores her life A 36 year old woman takes her first solo trip to London Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice...