Mindy Grossman Worked for Oprah, Barry Diller & Phil Knight — and Says She's Never Been 100% Qualified

Mindy Grossman Worked for Oprah, Barry Diller & Phil Knight — and Says She's Never Been 100% Qualified

September 7, 2026 · 40 min · Episode 58

About this episode

Mindy Grossman shares her unconventional career journey and insights on overcoming self-doubt.

Fired at 24. Turned down her dream job at Nike, then took it anyway. Walked into HSN as the eighth CEO in ten years. Mindy Grossman built one of the least likely careers in American business, and in this episode of The Messy Parts she tells Maryam how: leaving college at 19 to move to New York with $1,800, landing her first job by admitting she couldn't take shorthand, buying 2,000 Aeron chairs to prove a broken culture was changing, and converting 30,000 Weight Watchers meetings to virtual i...

More episodes of The Messy Parts

Explore listener stats, chart rankings, contacts and more on the The Messy Parts podcast page.