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April 20, 1999, September 10, 2025, And The Future

April 20, 1999, September 10, 2025, And The Future


Season 4 Episode 142


Two dates. Separated by decades. Bound by a thread we’d all prefer didn’t exist. Cal revisits the first—a day etched in memory that too many now treat as common behavior. He weighs the second—fresh i…


Published on 8 hours ago

Great Advice From George Raveling

Great Advice From George Raveling


Season 4 Episode 141


Raveling passed away early this month at 88 after living a life shaped by being in the right place at the right time — and knowing what to do when he got there. As a boy, after losing his father and …


Published on 1 week ago

Billie Eilish & My Friend Phillip

Billie Eilish & My Friend Phillip


Season 4 Episode 140


Billie Eilish was just 13 when she recorded the song Ocean Eyes in the bedroom of her home and her brother Finneas uploaded it to SoundCloud. Within weeks, hundreds of thousands had listened to it. T…


Published on 2 weeks ago

Old Is New In The Age of AI

Old Is New In The Age of AI


Season 4 Episode 139


Cal was ready to dump his storage bins of CDs, tape cassettes, and DVDs — until he discovered a twist: the world is racing back to the very things he was about to throw away. Parents are pulling out …


Published on 3 weeks ago

The Last Book Written By A Human

The Last Book Written By A Human


Season 4 Episode 138


Cal sits down with Jeff Burningham, author of The Last Book Written by a Human, to unpack the AI tidal wave about to hit classrooms, boardrooms, governments, and even religions. This isn’t doomscroll…


Published on 4 weeks ago

If The NFL Can Overlook Shedeur Sanders, What Are Algorithms Doing To You?

If The NFL Can Overlook Shedeur Sanders, What Are Algorithms Doing To You?


Season 4 Episode 137


The NFL passed on Shedeur Sanders — son of Deion “Prime Time” Sanders — through the first four rounds of its 2025 draft, despite the quarterback’s two electric seasons in college with Heisman trophy …


Published on 1 month ago

Jim Carrey’s $10 Million Lesson

Jim Carrey’s $10 Million Lesson


Season 4 Episode 136


Jim Carrey’s $10 Million Lesson 
Cal has an epiphany as he’s giving one of his storytelling workshops. He’s able to tie the thought to the moment in 1985 when a down and out actor named Jim Carrey wr…


Published on 1 month, 1 week ago

First A Scam, Then The Future Of Trust

First A Scam, Then The Future Of Trust


Season 4 Episode 135


On a sunny Sunday morning, Cal shares breakfast with friends—when a woman reveals how a shady third-party travel site jacked up her airline ticket price. It was no fluke: The company is flooded with …


Published on 1 month, 2 weeks ago

Your New Therapist: Talk To Ash

Your New Therapist: Talk To Ash


Season 4 Episode 134


It was during the pandemic when Cal first realized how many people were searching for mental health professionals and couldn’t find them. Cal wished everyone could have access to the best therapist h…


Published on 1 month, 3 weeks ago

De Niro And A Day Of No Regrets

De Niro And A Day Of No Regrets


Season 4 Episode 133


Cal has long believed the best way to avoid regret is to really listen when someone talks about theirs. One answer came to him during an interview with the actor Robert De Niro. Another, just recentl…


Published on 2 months ago





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