When Cool Grows Old: Madonna, Ozzy & The End of an Era with Sean Mort

Ozzy Osbourne not pictured above.

What happens when you realize your kid’s childhood ended before you were ready to let go? Brickey and Sean dive into the strange timeline of adulthood, from watching children outgrow Disney to watching our rock stars outlive their mystique. Ozzy Osbourne is gone, Madonna’s still trying, and we’re just doing the math—how many good years are left before it all collides? It’s a conversation about memory, mortality, aging out of culture, and what happens when AI, economics, and the environment all start racing toward the same intersection. One of those “laugh through the existential dread” episodes.