The JTrain Podcast

Jared’s in Dallas for Mailbag Monday, pitching shows, his Walking Red Flag book, and his favorite pastime: giving brutally honest advice to strangers with zero eye contact. First up: a listener stacks two Hinge dates back-to-back, shows up late to date #2, and the text thread takes a turn that’s equal parts awkward and hilarious. Then things get real when a “perpetual girlfriend” realizes she wants marriage… and her boyfriend very much does not. Finally, we hop over to Portugal/Ireland for a long-distance romance that felt amazing for one weekend, but might be moving a little too fast, so what’s the move before she moves home? Expect travel chaos, dating math, and Jared’s signature “I’m not saying it’s bad, but…” energy.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHER

It’s Pop Culture Thursday, and Jared Freid is breaking down the biggest Page Six headlines, straight from Delray Beach. Jared reacts to Bad Bunny’s Super Bowl halftime show, plus surprise appearances from Ricky Martin, Lady Gaga, Cardi B, Pedro Pascal, Jessica Alba, Alex Earle, and David Grutman. He delves into Bethenny Frankel’s viral takes, Chris Brown and Jake Paul's stirring drama, and Tom Brady's possible hook-up with TikTok star Alex Earle. There’s also Travis Kelce repping Gigi Hadid’s fashion line, Taylor Swift’s inner circle, 50 Cent trolling Cardi B and Stefon Diggs, and Jared’s thoughts on Super Bowl culture, celebrity outrage, and why halftime shows aren’t as fun anymore. If you love pop culture, celeb gossip, and Jared’s unfiltered takes on everything from Madonna to Kim Kardashian, this episode is for you!

Jared welcomes legendary “expert in pessimism” Eddie Pepitone for a Chit Chat Wednesday that somehow turns bleak childhood memories into pure comedy gold. Eddie takes us from soot-covered Brooklyn delis to surviving the Edinburgh Fringe like a stand-up endurance athlete, and he’s got some strong feelings about being labeled “the shouty guy.” They get into the weird relationship comics have with their fans, why bad times can weirdly be “Pepitone season,” and what today’s stand-up boom is doing to the craft. Then things take an unexpected turn into gym videos, capitalism rants, and a very specific Florida breakfast order that says a lot about a person. Stick around for the menu game and the travel story that proves Eddie might actually chase historic storms on purpose.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get GLP-1s for $133/month with a 3-month commitment @ http://brellohealth.com/ Get $2.99 per meal on your first box & 10% off for 1 month with code jtrain299 at http://everyplate.com/podcast 

First up, Jared’s fresh off a Fort Lauderdale to NYC to Boston travel day and gets sent into a spiral by his beloved snow boots: thick laces, constant untying, and the emotional journey from single-knot optimism to double-knot resignation.A listener follows with a very relatable airline rage: paying for a carry-on but still being forced to gate-check it, which sends Jared into a full “take boarding zones seriously” fantasy that you’ll want to hear in his exact tone. Other complaints hit the NYC snow-removal chaos and the eternal scam of street cleaning that mostly just… rearranges dirt. Finally, a listener vents about being completely turned off by dating app profiles that lead with negativity about the apps themselves.  Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendElevate your space & refresh your home @ http://Wayfair.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co 

Jared kicks off Mailbag Monday from Delray Beach with a classic rant: preorder his book Walking Red Flag (mostly to prove his dad wrong) and please don’t DM him excuses for missing shows. Then he dives into a birthday-party mystery when two very sentimental Chiefs commemorative Coca-Colas disappear from the garage fridge… and the prime suspect is a friend’s “used car salesman” husband with a history of cheating and sketchy behavior. Next, a woman wonders if it’s needy to ask why her guy ditched their brunch for Super Bowl plans.  Finally, a bride-to-be panics over wedding speeches because she wants one best friend to speak… but not the other. Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendElevate your space & refresh your home @ http://Wayfair.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

Jared is back for a pop culture Thursday! He reacts to a $2,000 hat heist at the St. Regis Aspen before breaking down Travis Scott name-dropping Kylie Jenner’s breast implants in a new song. He digs into Taylor Swift, hesitating to invite Blake Lively to her wedding amid Justin Baldoni drama, plus Steve Wynn buying his stepson Nick Kissam a $32 million mansion after a raunchy music video fallout. Jared also covers Danielle Bernstein and Cooper Weissman calling off their engagemen,t and photographer Ellen von Unwerth getting iced out of NYC party circles after working with Melania Trump. Plus, Jared shares Houston and Dallas tour updates on this packed Pop Culture Thursday episode of JTrain.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendUse code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off 

It’s Chit Chat Wednesday, and Jared is joined by comedian Raanan Hershberg, whose new YouTube special Morbidly Jewish sparks a thoughtful, funny conversation about comedy, controversy, and why labels kill nuance. They dig into what it’s like doing standup in a time when even obvious jokes about bad people somehow become “debates.” From antisemitism discourse to why audiences sometimes seem offended by the mere act of joking, it’s a ranty, smart back-and-forth on why comedy still matters. Then things take a turn toward food, where the two bond over Katz’s Deli, gluttonous pastrami sandwiches, and the chaos of ordering as a team. Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendUse code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year at http://factormeals.com/jtrain50off 

Jared is back for Ticked Off Tuesday, begging people to keep weed smoke out of restaurant entrances and to stop treating the front of the coffee line like storytime. Then he spirals over Threads being less “fun alternative” and more “comics loudly arguing in public for sport.” A listener points out that one little snowstorm turns grocery stores into pre Hunger Games chaos, which… fair. Another vents about a networking call getting flaky canceled, and a newlywed discovers name changes make TSA PreCheck a bureaucratic nightmare. But the funniest rage is a brand new mom who’s running on fumes while her husband randomly starts logging baby feedings in military time, sir, read the room!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!

Mailbag Monday is in full “tough love, but make it helpful” mode as Jared breaks down three modern dating headaches: the ex who keeps popping up with cryptic, ego-soaked poetry, the couple doing “ethical non-monogamy” that somehow feels like a sad group project, and the doctor who’s back a year later claiming the relationship ended because you “didn’t believe he was busy.” Jared’s main theme is clear: you don’t need a courtroom-level case to leave someone who makes you feel emotionally unsafe, and you definitely don’t owe your time to people who rewrite history to avoid accountability. He also goes on a mini-rant about how we digest texts like they’re meals (and why blocking is sometimes self-care). Equal parts funny, blunt, and weirdly calming, like having a friend grab your phone mid-spiral and go, “Nope. We’re not doing this today.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 40% off your entire order at http://Lolablankets.com by using code JTRAIN at checkout. Experience the world’s #1 blanket with Lola Blankets.Visit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!

Pop Culture Thursday is back and Jared Freid is deep in Page Six chaos, riffing on Prince Harry and Meghan Markle’s fading industry buzz, paywalled celebrity news, and why having an audience isn’t the same as earning trust. He breaks down Joe Montana “laughing all the way to the bank,” Tom Brady’s endless shilling, and why certain headlines are catnip even when the articles disappear mid-read. Jared also dives into the messiest drama of the week: Taylor Swift’s private texts leaked amid Blake Lively and Justin Baldoni’s legal battle, unpacking friendship “vibe shifts,” exposed group chats, and why released texts feel naked no matter who you are. Plus, he side-eyes Heidi Klum’s new self-produced documentary, her much-younger “hot” husband Tom Kaulitz, and the rise of celebrity propaganda, before wrapping with Olympian Gus Kenworthy, Miley Cyrus, and Heated Rivalry parallels ahead of the Olympics!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet your first 3 Months of GLP-1 treatments for $133 a month with code JTRAIN at https://www.brelloheath.com/ Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co  

Katie Nolan crashes Chit Chat Wednesday and she brings sports chaos: Pats/Bears misery bonding, the sacred “don’t celebrate until it’s confirmed” PTSD that only real fans understand, and Katie breaking down why the Super Bowl is basically a corporate convention with occasional football. Then Jared drops the ultimate peace treaty idea: make political candidates order Buffalo Wild Wings together before debating… which leads to an absurdly detailed, oddly unifying wing order negotiation (bone-in vs boneless diplomacy included). It’s fast, funny, and somehow wholesome, like yelling about football and fries with a friend who actually gets it!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet your first 3 Months of GLP-1 treatments for $133 a month with code JTRAIN at https://www.brelloheath.com/ Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co  

Ticked Off Tuesday is firing on all cylinders as Jared unloads on weather-watchers who treat his tour schedule like a group chat emergency, complete with unsolicited storm anxiety. Listener complaints roll in hot, including getting ripped off on game tickets because “that’s just what it costs,” a luxury flight that turned into unpaid service supervision, and an assistant who can’t stop calling to clarify tasks that could already be done. Then Verizon enters the chat by offering to mail a password reset in the year 2026, somehow topping everything else. It’s petty, cathartic, and deeply validating for anyone who’s ever whispered “am I crazy?” at their phone. Come for the complaints, stay for the reminder that you’re not alone in losing your mind over modern nonsense.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com   & use code FEATHERGet 25% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com 

It’s Mailbag Monday from Delray Beach, and Jared’s inbox is doing what it does best: exposing the chaos we all pretend isn’t happening. First up, a “situationship” that’s giving off mysterious relationship anxiety vibes, an age gap, daily drinks, and a whole lot of “we” language for something that isn’t actually a “we.” Then a freshly single 31-year-old wonders if her breakup for political differences was valid. Was her breakup valid? Finally, a NYC listener needs a birthday dinner strategy when her favorite one-on-one friend turns into a group-setting chaos grenade. Jared lays out the only real options: set boundaries, make it their choice, or keep the reservation (and your peace) on lockdown!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com & use code FEATHERGet 25% off all mattresses PLUS an extra $50 off with code JTRAIN at http://Leesa.com 

This episode Jared dives headfirst into the Beckham family drama, unpacking Brooklyn Beckham’s explosive statement about David Beckham and Victoria Beckham, the wedding dance controversy, and the celebrity fallout that followed. From Nicola Peltz Beckham and billionaire in-laws to Mark Anthony, Bethenny Frankel, and Lily Allen weighing in, Jared riffs on money, control, image, and modern family loyalty. The episode also touches on Kristin Cavallari’s dating regrets as a mom, celebs picking sides, and why airing family feuds on social media almost always backfires. A classic Page Six breakdown with sharp takes, humor, and zero chill.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN 

Jared links up with comedian Amy Miller for a Chit Chat Wednesday that starts with “are we friends?” and ends in full-blown road-trip family vibes. They swap comedy war stories, including Amy’s time coaching Golden Bachelor contestants through roast-joke math (rule of threes included). Amy introduces her 19-year-old cat, Meeps, who occasionally screams like she’s auditioning for a horror movie. Then Jared puts Amy through his favorite personality test: the Arby’s menu game. Between fish sandwiches on King’s Hawaiian rolls, Italian beef dip dreams, curly fries, and an alarming amount of sauces, they build the ultimate order—and somehow make fast food feel spiritual.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN

Jared is in Delray Beach for Ticked Off Tuesday, and he’s got beef with a flight attendant who’s handing out headphones like she’s personally been wronged by every passenger since 2003. Then the complaints roll in: a gym making adults “ask” for towels like it’s elementary school, e-gift cards sent via text that vanish into the abyss, and a miserable receptionist counting someone else’s DoorDash orders. Plus, a truly cinematic locker room nightmare in Toronto where stinky hockey jerseys are basically invading a listener’s storage unit, and Jared has a very aggressive air freshener-based solution.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co 

Mailbag Monday from Delray Beach has Jared answering real questions with zero judgment, but maybe a few jokes. This wee,k he breaks down how to keep Super Bowl betting fun without spiraling, how much couple socializing is actually required in your mid-20s, and how to date casually after divorce without inviting chaos. Expect honest advice, relatable rants.. you know the JTrain drill!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co 

This episode of the JTrain Podcast dives into pop culture chaos as Jared Fried breaks down celebrity gossip surrounding Ashley Tisdale and Meghan Trainor. He riffs on generational differences in celebrity promotion, current fashion trends, and hilarious interview moments, including a wild Paul Rudd story. The conversation takes a sharper turn with Vanessa Williams weighing in on GLP-1 medications and how public figures shape health conversations. Plus, Jared celebrates the humor and personality of icons like Celine Dion, proving comedy and celebrity culture are more connected than ever.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendExperience the world’s #1 blanket with Lola Blankets. Get 40% off your entire order with code JTRAIN at http://Lolablankets.com  Visit https://prizepicks.onelink.me/LME0/JTRAIN  & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!

Jared is joined by comedian, friend, and certified SVU expert Liza Treyger for an unhinged Chit Chat Wednesday that covers everything from drinking on flights to the strange social hierarchy of Delta Comfort. The two bond over airline loyalty, missed upgrades, and the humiliation of milestone flyers getting celebrated nowhere near first class. Liza dishes on tour life, ticket selling honesty, and why she’s fully in her “drinking on planes” era, while Jared proudly plays hype man for her upcoming shows. Things take a sharp turn into pop culture obsession as Liza passionately breaks down why Heated Rivalry has completely taken over her brain, her libido, and possibly modern feminism. Along the way, they debate sex scenes, consent, power dynamics, and why straight men may need to take notes. The episode wraps with a surprisingly revealing game of “what would you order” at Applebee’s, proving once again that food choices say everything about a person.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendExperience the world’s #1 blanket with Lola Blankets. Get 40% off your entire order with code JTRAIN at http://Lolablankets.com  Visit https://prizepicks.onelink.me/LME0/JTRAIN  & use code JTRAIN to get $50 in lineups when you play your first $5 lineup!

Jared kicks off Ticked Off Tuesday from Delray by inviting listeners to vent freely, then launches into his own “rich person problem” that still feels brutal: he finally plays at the legendary Torrey Pines golf course, only the rough is so tall the course basically has a “lose your ball, no penalty” rule.  Next, he’s mad that junk mail now cosplays as urgent, then listener complaints keep the petty parade going. A mother-in-law’s condo is gorgeous but has “museum couch” energy, Boston tenants are stuck doing snow and trash while the owner only leaves passive-aggressive notes, and a gym busybody tries to shame someone out of their second massage-chair session. He wraps with the universal rage of car rentals.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet $2.99 per meal on your first box & free steak for a month with code JTRAINSTEAK at http://everyplate.com/podcast   

Jared opens Mailbag Monday from Delray with gratitude, beach energy, and a reminder that anonymous advice hits harder than biased friends. The standout email comes from a listener who went on six “pretty good” dates and can’t stop thinking about bunny-rabbit sex, being asked to fetch latkes, and having to share a single hot dog at a hockey game. Jared’s verdict is clear and funny: if it’s still only “pretty good” after six dates, that’s already your answer. He reframes dating like investing, asking whether this relationship could realistically get 10 percent better and become a life you actually want. The lesson is not that she’s too picky, but that chemistry matters more than politeness and settling only builds resentment. Classic JTrain delivers a warm hug, a reality check, and permission to move on without guilt! Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendGet $2.99 per meal on your first box & free steak for a month with code JTRAINSTEAK at http://everyplate.com/podcast  

Pop Culture Thursday has Jared breaking down Ashley Tisdale opening up about toxic mom groups and why it hits home for millennial women. He also gets into Amy Schumer’s Instagram post during her divorce and what it says about body image and fame. Plus, Cher weighs in on Kristen Bell and Dax Shepard, and why trips to St. Barts make celebrity drama even louder!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendFind and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.

Jared kicks off Chit Chat Wednesday in Delray with John Gabrus, and they immediately “break up” as friends because Jared moved to Florida without telling him. They bond over midlife “why didn’t I just live near a beach?” energy, then detour into comedy-world gripes, including how movies love stunt casting when there are a thousand actual funny comics available. Gabrus shares his peak midlife-crisis triumph: a solo Mexico trip for surfing and intensive Spanish classes to get off his phone and feel alive again. They then end by playing a Hillstone menu game that reveals Jared is Team Girl Lunch while Gabrus is Team Steakhouse Dad. They promise to finally hang out, which in podcast terms means it might happen sometime before the next Ice Age.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendFind and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN Eat smart @ http://factormeals.com/jtrain50off & use code jtrain50off to get 50% off your first box, plus Free Breakfast for 1 year.

Jared opens Ticked Off Tuesday from Delray and immediately roasts himself for showing up to “the hottest restaurant in Delray” on Christmas Eve…only to realize his reservation was for January 1, 2026. He then spirals into beach-walk social awkwardness and floppy-hat groups refusing to go single file. The big vent is Delta, where he claims the airline hides his hard-earned upgrades in the app like a toxic partner gaslighting him about their “benefits.” Listener complaints bring the chaos: a hungover flyer forced to watch a seatmate bite and display nail clippings like tiny trophies, a university worker exhausted by parents doing adult kids’ basic tasks, and a mother-in-law who treats dinner parties like an HGTV intervention. Overall, petty grievances, Florida sunshine, and Jared turning everyday annoyances into a full-on comedy sport!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol with code FEATHER at https://www.nutrafol.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

Jared kicks off the real first Monday of 2026 with Mailbag Monday energy, reminding listeners that resolutions start now and inviting everyone to put their brain on the shelf. The first email comes from a self-proclaimed “classy” guy spiraling over a friend’s engagement ring he finds tacky, and Jared’s advice is simple: if no one asked for feedback, keep it to yourself. Next, a listener admits she’s stuck in a two-year-long-distance situation with a man who has never wanted commitment, while dating a “nice and consistent” guy she feels less excited about, and Jared delivers tough love that she’s chasing vacation-mode potential, not a real relationship. Finally, a listener feels awkward chasing friends for Venmo pizza money. Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show and get $10 off your 1 st month of Nutrafol with code FEATHER at https://www.nutrafol.com Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co 

Jared kicks off the New Year by breaking down celebrity headlines of the week! From Jeff Bezos allegedly commissioning a statue of Lauren Sanchez to Brooks Nader turning a belt into a top, Jared unpacks the absurdity of wealth, beauty standards, and attention economics. He also calls out Elizabeth Hurley’s unrealistic bikini “tips,” dives into Cardi B’s clapbacks, and dissects how Page Six fills slow news weeks. A smart, funny look at celebrity PR strategies, critical thinking, and why pop culture is still so entertaining!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Jared kicks off Chit Chat Wednesday with comedian Caitlin Peluffo, joking about her life as a road warrior and the reality of touring, from romanticizing small towns to surviving bleak winter clubs on comedy club coffee. Caitlin gives a Hallmark-level rundown of her parents’ over-the-top 55+ community Christmas setup, complete with gingerbread villages, reindeer plaques, and stockings with old-school oranges. She also shares why being single is her current glow-up: no emotional management, no long-distance stress, just peace, vibes, and group chats. They wrap with a goofy round of “Flabby or Fab,” shout out to Caitlin’s upcoming shows, and agree that a Zingerman’s sandwich in Ann Arbor is non-negotiable!Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Ticked Off Tuesday kicks off with Jared roasting the podcasts that “took the week off,” declaring Best Of episodes basically a slap in the face when everyone needs comfort-content most. Then he vents about the Paul brothers making an absurd $92 million boxing a pro. His main chaos story is an Orlando show where late arrivals spent eight full minutes loudly ordering drinks  mid-set. Listener rants pile on: speakerphone calls on a 7am NYC train, a beloved best friend whose “maximalism” has become full trash ecosystem, and a budget massage place that tried to demand a $20 tip like it was an entry fee. He closes with a very millennial-sounding housing/internet nightmare that turns into a realization: we are forever the test generation, getting whiplash from “your building only has AT&T” to “lol it’s all in the air now.”Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show and get $10 off your 1 st month of Nutrafol with code FEATHER at https://www.nutrafol.com

Mailbag Monday lands in the weird, snack-filled limbo between Christmas and New Year’s, and Jared proudly reminds you that while other podcasts are “resting,” Uncle J Train is still clocking in. He tackles a Hallmark-level dilemma about crushing on a cute, ring-free optometrist and how to shoot your shot without turning it into a LinkedIn crime scene. Then he breaks down the “fifth date shut down” question and why silence afterward can actually be a helpful answer for both people. The episode takes a surprisingly sweet turn with a one-year-later follow-up from a listener who finally said “I love you” after a divorce—and it worked—sending Jared into full sentimental mode. It’s equal parts dating advice, gentle pep talk, and holiday-season camaraderie.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Support the show and get $10 off your 1 st month of Nutrafol with code FEATHER at https://www.nutrafol.com

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 Bündchen. 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! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendFind and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN 

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 with a rapid-fire “How Rich Are You?” game that spirals into tuxes, oysters, college allowances, and one extremely rich older brother reveal. It’s comedian shop talk meets playful roasting, with plenty of NYC energy in between.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Find and cancel your unwanted subscriptions with Rocket Money at https://www.rocketmoney.com/JTRAIN

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 AirPods, and ads for New Year’s Eve parties happening nowhere near you. Jared closes by spiraling into the modern misery of geo targeted FOMO and pitching a very specific, very pricey single person New Year’s Eve dinner that honestly might work.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps   

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 explaining why flirting from a relationship is its own dangerous vibe. It’s classic Jared, empathetic, blunt, and oddly comforting when dating gets messy.Jared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Download the DraftKings Casino app now & enter code FEATHER for 500 FREE spins @ https://www.draftkings.com/mobileapps  

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 on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendVisit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!

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! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendVisit https://prizepicks.onelink.me/LME0/JTRAIN & use code JTRAIN & get $50 in lineups when you play your first $5 lineup!

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! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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.comCheck out Jared's new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co Exclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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! 👉 jaredfreid.comSUPPORT JTRAIN:Support the show and get $10 off your 1 st month of Nutrafol with code FEATHER at  https://www.nutrafol.comSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

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.comSupport the show and get $10 off your 1 st month of Nutrafol with code FEATHER at  https://www.nutrafol.comSupport the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

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.comExclusive $35-off Carver Mat Frames at https://on.auraframes.com/JTRAIN Promo Code JTRAIN

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

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.com

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

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!