The JTrain Podcast

40 Episodes
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By: Jared Freid

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!

Beckham, Brady, Gisele, JLO and Alix Earle!! - POP CULTURE THURSDAY
Today at 5:00 AM

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 BĂŒndchen. 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 complicate relationships, whether you’re a global superstar or just living online!


Jared is on tour! 👉...


Are You Rich?! ft. Lukas Zelnick - CHIT CHAT WEDNESDAY
Yesterday at 5:00 AM

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 build an audience, and the pressure of putting out a special before you’re ready. Then Jared caps it all off...


Christmas Lists, Blow Up Santas, and NYE Parties - TICKED OFF TUESDAY
Last Tuesday at 5:00 AM

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. Listener complaints pile on with gift list anxiety, impossible parking situations, parents who can’t hear through Ai...


My Boyfriend Won't Spend Christmas With Me! Help! - MONDAY MAILBAG
Last Monday at 5:00 AM

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 breaks down a rom com adjacent crush on a taken guy, separating intuition from delusion and expl...


Rihanna Stands At A Concert, Timothée Chalamet Matches His Mom, & Harry & Meghan Make A Movie - POP CULTURE THURSDAY
12/18/2025

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 TimothĂ©e 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 Guy Friend


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Six - Seven or Sixty-Nine? ft Greg Stone - CHIT CHAT WEDNESDAY
12/17/2025

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 viral moments like the Coldplay kiss cam, Taylor Swift and Travis Kelce, Katy Perry in space, and the mysterious 6-7 trend. It’s...


Reddit Comments, December Birthdays, and Bringing the main dish to Christmas!! - TICKED OFF TUESDAY
12/16/2025

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 gifts that are somehow dry-clean only, Reddit poisoning how people hear their favorite podcasts...


I Gave a Guy My Number a Week Ago! When Do I Move On? Help! - MONDAY MAILBAG
12/15/2025

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 on tour! 👉 jaredfreid.com

Check out Jared's new book...


Alix Earle Breakup, Ozzie's Last Words, and Kyle Cooke Sleeps On A Fan's Couch - POP CULTURE THURSDAY
12/11/2025

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 JTrain mix of sharp takes, big laughs, and honest storytelling.



Exclusiv...


Laughing Through the Red Flags ft Ian Lara - CHIT CHAT WEDNESDAY
12/10/2025

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 comedian's brain!


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Comping The Bill, Movies with Parents, and Not Upholding A Reservation - TICKED OFF TUESDAY
12/09/2025

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 peaceful night. It’s a festive, relatable, ‘you can’t make this up’ episode you don’t want to miss!


My Boyfriend Won't Let Me Come To His Grandma's Shiva! Help! - MAILBAG MONDAY
12/08/2025

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


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Miley Cyrus Is Engaged, Simon Cowell Shades Ryan Seacrest, And Amy Schumer's Marriage - POP CULTURE THURSDAY
12/04/2025

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
12/03/2025

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 Amaz...


Thanksgiving Food, Cheap Cat Toys, and Condo Management - TICKED OFF TUESDAY
12/02/2025

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 bett...


I'm Making A Dating App Profile! What's Your Number One Piece Of Advice? - MAILBAG MONDAY
12/01/2025

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 h...


Who Will Be Performing At The Macy's Thanksgiving Day Parade?!? - POP CULTURE THURSDAY
11/27/2025

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.


Who Will Be Performing At The Macy's Thanksgiving Day Parade?! - POP CULTURE THURSDAY
11/27/2025

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.c


Straight Hoopin’ in Delray: Anthony DeVito Returns! - CHIT CHAT WEDNESDAY
11/26/2025

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
11/25/2025

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 grieva...


I'm Going To My Boyfriend's For Thanksgiving and His Mom Is Insulted I Asked To Cook! Help! - MAILBAG MONDAY
11/24/2025

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
11/20/2025

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...


The Art of Talking Sh*t with Jay Jurden - CHIT CHAT WEDNESDAY
11/19/2025

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 etique...


Adult Bullies, Hotel Outlets, and Pumpkin Spiced Lattes - TICKED OFF TUESDAY
11/18/2025

Jared is coming to you from Durham, NC for another gloriously petty Ticked Off Tuesday, and he’s got thoughts about “former bank” hotels, mysterious staff-only Wi-Fi, rogue outlets, and the front desk guy who hit him with the dreaded “you look familiar.” Between burps, coffees, and Bonvoy vs. Hilton debates, he breaks down life on the road and why all he wants is a cute, functional room where he doesn’t have to move furniture just to charge his laptop. Then it’s on to listener complaints: a cursed U-Haul mirror box order that vanishes into the ether, a nightmare fl...


Should I Text A Guy I Matched With Two Years Ago? - MONDAY MAILBAG
11/17/2025

On this Mailbag Monday, Jared dives into three big listener dilemmas about dating, friendship, and finding a fresh start. He unpacks what to do when a vacation match still lingers in your mind and you’re tempted to reach out again. Then, he talks about the pressure of supporting friends through massive life changes when your emotional tank feels empty. And finally, he offers thoughtful advice to a listener who wonders whether moving to Florida after ending an engagement might be the reset she truly needs?


Support the show and get $10 off your 1 st mo...


Golden Bachelor Finale! - The Rose Rehash
11/13/2025

It's Mel's FINAL rose! Jared breaks down The Golden Bachelor finale and the debate around age in dating. He dives into how public comments about dating preferences can shape how people see you. Who goes home with the final rose?!


Taylor Swift Reveals Her Bridesmaids, Kim Kardashian Fails The Bar, and Tom Brady Has A Clone Dog - POP CULTURE THURSDAY
11/13/2025

See Jared live! He's the road! 👉 jaredfried.com

This week on the JTrain Podcast, Jared talks about Kim Kardashian trying to pass the California bar exam and what it says about celebrity culture. He wonders if fame gives people an unfair advantage in serious professions like law. From Tom Brady’s dog cloning rumors to Kim studying between Skims shoots, Jared looks at how much effort success really takes. It’s a funny and honest chat about work, privilege, and public perception.


Support the show & get 15% off your Bioma order with the code JT...


Being Particular Is Hot with Alison Leiby - CHIT CHAT WEDNESDAY
11/12/2025

This week on the JTrain Podcast, Jared is joined by comedian and OKP Alison Leiby for a true Chit Chat Wednesday. They break down the emotional spiral of daylight savings, why we’ve all become human sundials, and the eternal battle between “bowl culture” and nachos done right. Plus, the two pitch their newest business idea: personality consulting for office life. Cozy vibes, big opinions, and one extremely detailed nacho recipe.


Support the show & get 15% off your Bioma order with the code JTRAIN at https://gobioma.com/jtrain

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Hotel Noise, Wedding Photographers, and Bad Pillows - TICKED OFF TUESDAY
11/11/2025

In this Ticked Off Tuesday episode, Jared dives into a lineup of listener rants that perfectly capture modern-day frustration. From a “luxury” Nashville hotel with zero water pressure to airlines charging extra for less travel, no gripe goes unchecked. He also tackles the mystery of microscopic Instagram fonts, the smug full-size candy bar crowd, and a wedding photographer who showed up unprepared and empty-handed. It’s a cathartic mix of comedy, chaos, and classic JTrain outrage!


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Applying To A Reality Show, Getting Out Of A Bad Date, And A Smelly Wife! Help!! - MONDAY MAILBAG
11/10/2025

In this Mailbag Monday episode, Jared tackles a lineup of hilariously relatable dilemmas. He helps one listener find a polite way to say no to a second drink without sounding rude, breaks down the delicate art of telling a friend their spouse smells, and gives casting advice to a die-hard Survivor hopeful who’s gone all out to get noticed. From dating strategy to social etiquette to reality TV dreams, Jared dishes out his signature mix of humor and honesty. It’s an episode full of cringe, charm, and classic JTrain wisdom!


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Mel's Fantasy Suites - The Rose Rehash
11/06/2025

Jared Freid recaps the first half of the Golden Bachelor fantasy suites, where Mel’s emotional brick wall becomes the centerpiece of the episode. Cindy pushes for real answers while Peggy laughs through the awkward moments, leaving the audience divided on what Mel is actually feeling. Jared breaks down why so many viewers are frustrated watching a man struggle to communicate even the simplest emotion. It is an honest look at love, expectations, and how hard it can be when someone refuses to say what they mean!


Heidi Klum's Halloween Costume, Jennifer Anniston's New Boyfriend, and Blake Lively - POP CULTURE THURSDAY
11/06/2025

This week's Pop Culture Thursday breaks down Heidi Klum's latest Halloween costume and why her parties still rule Hollywood! We discuss Jennifer Aniston's rumored new boyfriend and how the media is covering it. Then we dive into Blake Lively, Ryan Reynolds, Justin Baldoni, and how public perception shapes a celebrity’s reputation. It's a fun one, let us know your favorite headline this week!

Go see Jared live! 👉https://jaredfreid.com


Life and Love After Reality TV with Lauren O’Brien - CHIT CHAT WEDNESDAY
11/05/2025

Jared is joined by Lauren O’Brien from Love is Blind to talk about life and love after reality TV. They dive into how social media shapes public perception, the friendships formed on set, and what dating looks like once the cameras are off. Lauren opens up about the psychology behind being watched, staying grounded in Minneapolis, and how fame changes the way people approach relationships. It’s a real, funny, and thoughtful look at dating in a world where everyone’s watching!

Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nu...


Amex Offers, Distracted Walkers, And Jealous Moms - TICKED OFF TUESDAY
11/04/2025

Ticked Off Tuesday from Delray Beach: Jared opens the vent line and tag-teams listener gripes with his own, from meddling “helpful” meals to tipping tech that’s stuck in the Stone Age. One listener’s story about a mom who got jealous of a client’s kind gesture spirals into Jared’s takedown of unwanted casseroles, reheated fish, and “help” that’s really control in disguise. He riffs on turkey bacon treachery, sidewalk slo-mos, light-switch mazes, Amex “offers,” and the weird pressure to prove friendship with likes. Plus, tour updates and plenty of laugh-out-loud commiseration without turning your brain into homework.

S...


Lost Wedding Gift, Dating A Jealous Guy, and I'm Moving! Help! - MONDAY MAILBAG
11/03/2025

It's a Mailbag Monday from Delray Beach! Jared digs into three listener dilemmas. First, a 30-year-old ended it with a guy showing jealous tells, moody about male friends and asking for her body count. Jared backs the breakup and reframes past partners as mature context, not a scorecard, urging thoughtful, respectful conversation about history rather than hot-take labels. Next, a maid of honor’s cash-stuffed wedding card vanished; he says stop treating brides like royalty. Finally, a 28-year-old moving to the Twin Cities wants friends and maybe romance.  Along the way, he shares DC theater gratitude, backstage YouTube plans, and...


Women Tell All Reunion - The Rose Rehash
10/30/2025

Jared’s back with a full Rose Rehash of The Golden Bachelor: Women Tell All, and this time, he was there in person. From his behind-the-scenes experience at the taping to his on-air jokes that made (and maybe shocked) the crowd, Jared gives the inside scoop on what really went down in the Dome of the Undateables. He breaks down the biggest moments between Debbie, Cheryl, and Nicole, and what this episode revealed about Mel and the season’s emotional gaps. Plus, find out which contestant Jared thinks quietly made her case to be the next Golden Bachelorette!


Kelsey Grammer 8th Child, Meghan Markle Date Night, and Justin Trudeau's Compliments - POP CULTURE THURSDAY
10/30/2025

Justin Trudeau’s admiration for Katy Perry sparks a conversation about how celebrities handle public compliments and authenticity in their relationships. Jared dives into the fine line between genuine praise and looking like a “simp,” with nods to couples like Taylor Swift and Travis Kelce, or Meghan and Harry, who constantly face media scrutiny. From political figures to pop stars, this episode unpacks how fame magnifies every word and gesture in love. It’s a funny, thoughtful take on public perception, sincerity, and the art of saying something nice without losing your edge.


The best way...


Would You Date Across the Aisle? ft Daniel Koh - CHIT CHAT WEDNESDAY
10/29/2025

Chit Chat Wednesday brings on Daniel Koh, a friend and policy pro running for Congress in MA-6, to cut through DC fog with plain talk about how the House works, why algorithms reward outrage, and how good government looks from the White House down to a town liquor license. He argues results beat rhetoric, explaining how barriers kick people off Medicaid, why neighbors and clergy helped Boston cut homicides, and how DC’s status games and two-minute TV hits make politicians worse at actual service. Jared pushes on slogans, civility, and the comedy-politics attention trap, while Daniel defends debating wi...


Halloween Decorations, Airport Buses, and HOA Complainers - TICKED OFF TUESDAY
10/28/2025

Ticked Off Tuesday finds Jared raspy-voiced in Richmond after a blur of flights, posting up in a mall and relishing his wander-and-cookie ritual, then venting about middle seat life as a Delta Diamond and wishing for a literal sheriff badge to flash at clueless travelers. He rails against a candy shop that smelled like someone reheated lasagna instead of magic and whimsy, and a hotel check-in where two desk clerks gave him robot silence after his attempt at small talk when he’d finally removed his headphones to be human. Listener complaints include a coworker policing water bottles and mi...


Should I Go To My Freind's Destination Wedding?!? - MONDAY MAILBAG
10/27/2025

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 connection. Finally, a couple debating a $5K destination wedding in Mexico with a toddler gets Jared’s advice to either decline gracefully or treat it like a sitcom-style vacation and just e...