Big Questions with Cal Fussman

Everything An unexpected e-mail sends Cal spiraling back to a conversation with the actor Johnny Depp — and to Ernest Hemingway’s brush with death in back-to-back plane crashes. When Cal opens a book titled What Do You Want to Do Before You Die? he encounters a question that awakens our wildest dreams and forces us to look in the mirror.

A police van that drives itself, launches drones, reads license plates, and streams live infrared video straight to headquarters. Miami-Dade just unveiled it. A cruiser with no cops inside. Cal explores the next wave of law enforcement: part innovation, part surveillance. It’s the kind of technology that makes some people uneasy — but after learning that 1 in 93 Americans die in traffic accidents, Cal is all in if the cruiser can help get reckless drivers off the road.

In a week when companies propose growing human eggs from male skin and gestating babies inside robots, OpenAI CEO Sam Altman is seen in a viral video shoplifting at Target — bringing laugher to some and raising a chilling question to others: what if we can no longer trust our eyes? We’re entering a moment where biotech, AI, and deepfakes collide — and our sense of reality begins to blur. Cal asks: Have we stepped into a world where nothing is real? Or a world where everything is unreal?

Roughly 1 in 93 Americans will die in a car accident. According to the National Safety Council, that’s the math—even after seatbelts, airbags, sensors, and the smartest cars we’ve ever built. Cal found that out the hard way, after being rear-ended by a cement truck on a Connecticut highway. The crash led him to uncover not just some shocking statistics, but also a simple, overlooked way we can fight back against a killer on our roads: distraction.

Cal comes upon a book called The Fourth Turning Is Here which suggests that we’re in a historical cycle of crisis when institutions collapse and a new world order emerges. Then he walks through the natural institution known as Central Park and sees a world view that couldn’t be better. A short message to think about . . .

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 in the headlines, heavy in the heart—and wonders if it’s a shadow of what lies ahead. The connections aren’t obvious. They aren’t supposed to be. But once you hear them, you won’t forget.

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 seeing his mother institutionalized, he found stability at a Catholic boarding school. That path led him to become the first African-American basketball player at Villanova … to meet coaching legend Bobby Knight … to join the U.S. Olympic coaching staff in 1984, where he met a young Michael Jordan’s and helped guide Jordan toward a Nike contract that would change sports, culture, and business forever. But Raveling’s greatest “right place, right time” moment? Standing at the Lincoln Memorial in 1963, when Dr. Martin Luther King Jr. had just finished speaking. Raveling asked for a copy of the speech — and King handed him the original “I Have a Dream” manuscript. A lesson to all of us on how to get the most out of our moments.

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. That’s how one haunting voice changed pop forever. Now, Cal’s friend Phillip is a finalist for SoundCloud’s Tomorrow’s Breakthrough Artist Award. He’s not the next Billie — he’s the first Phillip. And his story will stop you cold and make you want to root for him.

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 old DVD players so their kids can choose movies without being spoon-fed by algorithms. Taylor Swift just announced her next album will also drop on cassette. And suddenly “Old School Cal” looks like he’s ahead of the curve. In this episode, Cal explores why physical media is making a comeback in the Age of AI, what it says about trust, choice, and control — and how sometimes the stuff we think is obsolete becomes in vogue all over again.

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 doomscrolling—it’s a positive roadmap through the disruption ahead. If you want to become wise in the age of AI, start here.