The Stiletto Room

Jason Lee is not here to play small — and he never has. From surviving foster care and gun violence to becoming Vice Mayor of Stockton and founder of Hollywood Unlocked, Jason’s life is a masterclass in using street smarts, grit, and unapologetic truth-telling to shake up every room he enters.

In this episode, we go all in: how he went from labor organizing and taking on corrupt unions to building one of the most influential media p...

What do Jessica Alba, Hollywood’s elite, and my own face all have in common? Shani Darden. She’s the esthetician-turned-entrepreneur who went from rolling around in music videos to creating the go-to skin care line trusted by celebrities and Sephora shoppers worldwide.

In this episode of The Stiletto Room, Shani opens up about her journey from a small town in upstate New York to becoming one of the most respected Black female founde...

What does it really take to survive—and thrive—in the music industry? In this episode of The Stiletto Room, I sit down with two of the most brilliant (and brutally honest) hitmakers in the game: Bonnie McKee (the pen behind Teenage Dream, California Gurls, Roar) and Shane Stevens (the voice behind American Honey, Fancy Like, and countless Nashville gems).

We go way beyond the highlight reel. Bonnie opens up about losing her first re...

Tinashe doesn’t just walk into a room, she floats in like she owns it, crystals in one hand, hit records in the other. From dancing at age four to leading a girl group, and ultimately carving out her own lane as a fearless solo artist, she’s lived a lifetime before most people finish high school. In this episode of The Stiletto Room, we get into it all: the freedom of creating her early mixtapes, the perfectionism that still drives...

When Prophet speaks, entire rooms shift. From being slammed to the ground by police at just 13 years old to becoming the co-founder and president of the Black Music Action Coalition, Prophet has spent his life turning trauma into transformation. In this episode of The Stiletto Room, I sit down with Prophet to trace his journey—from grabbing a megaphone in the Bronx to standing shoulder-to-shoulder with lawmakers on Capitol Hill.

We ...

When Siedah Garrett walks into a room, legends stop and listen—literally. She’s the Grammy-winning, two-time Oscar-nominated force who penned “Man in the Mirror” for Michael Jackson, sang alongside the greats, and turned every “you can’t” into “watch me.” In this episode of The Stiletto Room, we go way beyond the headlines. Siedah gets real about growing up in constant motion, dodging eviction notices every nine months, finding mus...

Welcome to The Stiletto Room—the unfiltered chat show where no topic is off-limits. I’m Dina LaPolt, entertainment attorney, advocate, and tenacious trailblazer. Each week, I sit down with creative visionaries, iconic disruptors, and unapologetic originals to dive deep into work, life, love, LGBTQ+ journeys, social justice, and everything in between. 

So, grab a seat, get comfortable, and let’s get real. Baby, this is The Stiletto R...