The JTrain Podcast

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 Timothée Chalamet matching outfits with his mom. Do you think they should have matched?

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 loose, chaotic, and exactly what happens when two comedians let each other cook.Jared is on tour!

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, and a sister-in-law who wants guests to split the cost of the Christmas roast. It's one big, cathartic gripe-fest with plenty of laughs.Jared is on tour!

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!

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.Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN promo code JTRAIN

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!Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN promo code JTRAIN

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!See Jared live!

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!

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!

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! : @mindfuldrpaulaToxic Striving on Amazon: https://www.amazon.com/Toxic-Striving-Wellness-Culture-Stressed/dp/1648484069Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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

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

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!

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!

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

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

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

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!

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 flight seated next to the world's greasiest seatmate, and someone finally saying what we're all thinking about pumpkin spice lattes (liquid fall-flavored disappointment). Along the way, Jared dishes on his upcoming tour stops in Fort Lauderdale, Miami, Royal Oak, Columbus, Orlando, San Diego for New Year's, and Philly, and why you need a night of laughs away from your family this holiday season. Hit play, submit your own grievances, and remember, if you're annoyed, you're in the right place.Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com and use code FEATHER Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co

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 month of Nutrafol. Head to https://www.nutrafol.com and use code FEATHER Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co

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?!

See Jared live! He's the road!

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

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!Eat smart @ http://factormeals.com/jtrain50off & use code Jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year!Support the show by downloading the DraftKings Casion app and using code FEATHER. New customers can get 500 spins on Cash Eruprotin when you play 5 bucks

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!Eat smart @ http://factormeals.com/jtrain50off & use code Jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year!Support the show by downloading the DraftKings Casion app and using code FEATHER. New customers can get 500 spins on Cash Eruprotin when you play 5 bucks

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!

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!

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.nutrafol.com and use code FEATHER

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.Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com and use code FEATHER

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 a reminder that everyone judges what matters is how you tell your story and whether you're confident in it.Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com and use code FEATHER

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!Support this BachelorScream by going to get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co

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 to cook just got better. Go to http://hellofresh.com/JTRAIN10FM to get 10 free meals + a free item for life. One per box with active subscription. Free meals applied as discount on first box, new subscribers only, varies by plan.

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 with facts instead of haymakers and says local responsiveness should follow you to Congress. They field a dating question about “moderates,” urging specifics over labels and partnership values that show up in real life. Then it's King of the World: make trains reliably on time and fix those bathroom doors, explore heated roads and smarter lights, structure debates around substance, and upgrade broadband while keeping kids' smartphones out of school. They wrap with fundraising reality, a promise to communicate like humans, and an open invite for Massachusetts listeners to get involved.The best way to cook just got better. Go to http://hellofresh.com/JTRAIN10FM to get 10 free meals + a free item for life. One per box with active subscription. Free meals applied as discount on first box, new subscribers only, varies by plan.

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 microplastics like a morality cop, the nightmare of getting to LaGuardia on public transit, and a neighbor who tattles to the HOA instead of speaking directly about dogs running on a golf course. The kicker is a Chipotle decorated with fake construction tape that looked fully closed, sending a listener on an emotional roller coaster after a brutal day working with cancer patients.Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co Support the show and get 30% off your first Cornbread Hemp order. Use code JTRAIN at https://www.cornbreadhemp.com/JTRAIN

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 enjoy it.Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co Support the show and get 30% off your first Cornbread Hemp order. Use code JTRAIN at https://www.cornbreadhemp.com/JTRAIN

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 when the families seem more ready for love than Mel himself. As always, Jared wraps it up with hilarious reflections on relationships, connection, and the art of giving nothing on national TV!

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 before wrapping with Sabrina Carpenter's bold SNL monologue. It's a laugh-out-loud mix of pop culture, relationships, and entertainment that only Jared can deliver.Support the show & get 15% off your Bioma order with the code JTRAIN at https://gobioma.com/jtrain

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 stand-up. From hotel gig horror stories to a game of “What's the Bit?!,” this episode dives deep into the humor and honesty behind life on and off stage! Check out her new special here

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, sharp takes, and the ultimate validation that yes, you're right to be ticked off!! Also check out the article Jared's featured in here!

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. Tune in for practical, funny, and heartfelt advice on navigating the messy realities of modern relationships!Support the show and get 30% off your first Cornbread Hemp order. Use code JTRAIN at https://www.cornbreadhemp.com/JTRAIN Support the show by downloading the DraftKings Casino app and using code FEATHER. New customers can get 500 spins on Cash Eruprotin when you play 5 bucks

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 relatable contestant yet. Check out full Bachelor Scream on YouTube!

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 narratives surrounding it. Packed with humor and insider commentary, this episode is your guide to the wildest celebrity news and pop culture moments.Visit https://prizepicks.onelink.me/LME0/JTRAIN and use code JTRAIN and get $50 in lineups when you play

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 the Stars would be unfair,” followed by the quick DWTS exit. They gush over Anna's Kris Jenner (the laugh is the tell), talk meeting “Steve” from Sex and the City (sweet, thriving on Chicago procedurals), and how seeing childhood TV stars doing regular jobs messes with fans' nostalgia. Bethenny Frankel gets love for her relentless TikTok grind (and chaos), plus a plug for Jared's DC show where Anna's opening!Visit https://prizepicks.onelink.me/LME0/JTRAIN and use code JTRAIN and get $50 in lineups when you play

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), and why argument doesn't equal evil if you can keep it playful like he does with his parents. Listener submissions follow: a mother-in-law's overpowering 40-year signature perfume that lingers on everything (Jared's take: you probably have to eat it, or pull a sitcom-style “third-party cougher” intervention), a plane neighbor's bare toes on the armrest (firm “excuse me” is enough), anti–ChatGPT snobbery (it's fear and performative purity; tools are fine in moderation), and a restaurant employee plopping down a foot away to watch phone videos out loud (personal-space crime, use headphones or move). Closes by reminding listeners to send their own complaints for future Tuesdays.Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co

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 talks about good noise, why “hope isn't a plan,” and how to set clear boundaries that protect your peace!Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co

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, laughs, and Jared's takes!

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 Taylor's movie premiere and contrasts the vibes and fans of Taylor Swift versus Charli XCX amid that “actually romantic” dust-up. He talks about Amy Schumer's very public Mounjaro journey and how the internet bullies celebrities into over-explaining. Finally, he weighs in on the “very real” PDA tour of Sydney Sweeney and Scooter Braun and why people seem weirdly suspicious of her every move!Get $10 off your first month's subscription of Nutrafol & free shipping with promo code FEATHER at https://www.nutrafol.com

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. Listener questions cover everything from vacation budgets to bachelorette trips gone sideways. Check out Ashley's two books, The 30-Day Money Cleanse and Financial Adulting!Get $10 off your first month's subscription of Nutrafol & free shipping with promo code FEATHER at https://www.nutrafol.com

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 skipped the back entirely, Target mobile orders with no straws, kids splashing in the adults-only jacuzzi, and a neighbor who won't stop “helping” with parallel parking. Whether it's phones, food, or unsolicited advice, Jared finds the funny in frustration and makes you feel a little less alone in your own petty grievances!New Factor customers get 50% off your first box, plus free breakfast for 1 year. Use code JTRAIN50OFF at https://www.factormeals.com/JTRAIN50OFF

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 boyfriend fails “dad 101” because he won't scoot over in bed and forgets the dog's water bowl, and Jared reframes it as pre-engagement nerves and a negotiation problem, not a morality play. Use “I” statements, trade lists, and aim for partnership instead of courtroom wins. If you've got dating drama, family friction, or friendship static, send it in and let Jared give it the thoughtful once-over!New Factor customers get 50% off your first box, plus free breakfast for 1 year. Use code JTRAIN50OFF at https://www.factormeals.com/JTRAIN50OFF

New Rose Rehash! Listen to Jared's full recap here