Pop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes!

• Sydney Sweeney claps back at critics over her Euphoria role
• Kendall Jenner & Jacob Elordi romance rumors with help from Justin Bieber and Hailey Bieber
• Horror movie Obsession becomes a surprise box office hit on a tiny budget!
• Janice Dickinson sparks plastic surgery debate,
• Dua Lipa marries Callum Turner!
• Jay-Z takes aim at Drake, Kanye West, and Nicki Minaj in a freestyle. 

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Support the show and update your outdoor space @ http://Wayfair.com 

Jared sits down with Emmy-winning TV writer and comedian Jamie Lee, known for Ted Lasso and her solo show My Friend Katie, to talk 👇

• From brutal open mics to growing a standup voice
• How “pre-approved takes” shape what people think and say!
• They play 'This is Annoying' - real responses Jamie gets from working on Ted Lasso

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Support the show and update your outdoor space @ http://Wayfair.com 

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇 

• AP/Swatch Collab
• Paid for TSA PreCheck but still stuck in the regular airport line!
• Starbucks tracks everything but sugar content is still unclear
• Miami hotel room turns into a sauna when the key is removed
• Why do people expect movies to be realistic?!

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems👇 

• Why do guys on apps want my number so fast?
• Destination wedding planning: rules for plus-ones and family brunch 
• I’m concerned with the stigma of GLP-1 

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Support the show & get 10% off your Hero Bread order with code FEATHER at https://www.hero.co

Pop Culture Thursday: Jared reads the latest celebrity headlines from Page Six and gives his unfiltered takes!

• Ciara Miller, West Wilson, and Amanda Batula: Summer House reunion drama
• Nepo baby debate reignites with Francesca Scorsese
• Taylor Swift spotted with Travis Kelce at NBA game
• Jacob Elordi pulled into injury clickbait confusion
• Barbra Streisand linked to fake Cannes injury story
• Jaclyn Smith at 80 reveals beauty secret
• Aurora Culpo welcomes baby girl with fiancé Zach

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Order  Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

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

Comedian and cartoonist Jim Tews joins Jared for a Chit Chat Wednesday! Be sure to check out his comedy special, With Pictures

• Jim Tews turned his stand-up special into a cartoon comedy show
•  Why the internet gets furious when people say they don’t want kids
• Jared and Jim debate whether weird comedy is disappearing
• They play “No Excuse, Make Up An Excuse” gets painfully relatable

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

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

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇 

• Marriott concierge lounge closed on weekends
• Chicago parking nightmare made her 40 minutes late
• Deep tissue massages with ZERO spa vibes
• Loud comedy crowd ruined the entire show!

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

• Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN  
• Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN 

It’s Mailbag Monday, and Jared is answering listener emails and giving advice on real life problems!👇 

• We had a perfect date, and now he’s gone for 10 days, and I’m spiraling! help!
• I’m a 36 year old widow trying to date casually for the first time, and I have no idea what I’m doing
• My little brother is getting my late grandma’s engagement ring, and I’m furious

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

• Get 20% off your first 6 months of Quo business communications at http://Quo.com/JTRAIN  
• Let Rocket Money help you reach your financial goals faster at http://RocketMoney.com/JTRAIN

Pop Culture Thursday: Jared reads latest celebrity headlines from Page Six and gives his unfiltered takes!

• Bethenny Frankel shoe drama
• Hilary Duff on the cover of Sports Illustrated Swimsuit Issue 2026
• Justin Baldoni and Blake Lively legal drama 
• Taylor Swift and Travis Kelce wedding updates
• Mandy Moore Reacts to Ashley Tisdale's Essay
• Gwyneth Paltrow's daughter, Apple, lands major movie role 

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Sign up for Bilt & start earning points on your rent or mortgage payments. Just go to http://JoinBilt.com/JTRAIN 

It’s Chit Chat Wednesday with Financial expert Haley Sachs of Mrs. Dow Jones, who wrote a new book,  Future Rich Person! The two talk 👇 

• money mindset, taxes, and building wealth
• dating and money in relationships
• game: “How Rich Are You?”

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

Sign up for Bilt &  start earning points on your rent or mortgage payments. Just go to http://JoinBilt.com/JTRAIN 

It's Ticked Off Tuesday and Jared is complaining with YOU about 👇 

• Jared's ticked off at TikTok!
• Every business begging for reviews after every single thing you do
• Airline furniture delivery chaos and weird rules that ruin simple fixes!
• Dog owner drama from lost dogs to messy bad pet habits
• Mother’s Day pressure family plans and emotional guilt trips

Jared is on tour! 👉 jaredfreid.com

Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend

Support the podcast by supporting our sponsors!

• Get 40% off select Lola Blankets products at http://Lolablankets.com by using code FEATHER at checkout. Experience the world’s #1 blanket with Lola Blankets.
• Connect with quality therapists & mental health experts who specialize in you at https://www.rula.com/jtrain #rulapod #ad