
Mindy Grossman Worked for Oprah, Barry Diller & Phil Knight — and Says She's Never Been 100% Qualified
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 in six days at the start of COVID. Plus the one question about her daughter she still can't answer. 🎧 More episodes of The Messy Parts: https://www.themessypartspodcast.com/ 📩 New episodes every week 👍 Share it with someone mid-pivot Key Moments 00:00 - "Here's What Success Cost Me" 💭 Mindy opens up on whether all she's achieved came with a personal price. 02:18 - "My CEO Journey Started When I Was Three Days Old" 👶 Mindy traces her drive back to the story of her adoption and parents who raised her to believe anything was possible. 07:07 - "I'm Breaking My Engagement, I'm Not Going to Law School" ☎️ At 19, Mindy makes the phone call to her parents that redirects the entire course of her life. 13:37 - "That Woman at the Front Desk—I Want Her to Work for Me" 👀 A designer notices Mindy filling in as a receptionist and gets her promoted before she even knows it happened. 16:18 - "I Need to Thank You for Firing Me" 🏈 Years after getting fired at 24, Mindy runs into her old boss at the Super Bowl and flips the story on its head. 24:00 - "I'm Going to Employee Orientation" 🎬 On day one as HSN's new CEO, Mindy skips the executive playbook and shows up where the real culture lives. 27:41 - "2,000 Aeron Chairs, Delivered the Same Day" 🪑 Mindy explains the small, symbolic move that told an entire company she cared. 29:39 - "That Is Fascinating" 📺 Mindy sees on CNBC that Oprah has joined Weight Watchers—and a new pivot starts taking shape. 30:09 - "It Was Not Easy for Her, and Not Easy for Me" 👩👧 Mindy gets candid about the toll her career took on her relationship with her daughter. 34:11 - "We Converted Every Meeting to Virtual in Six Days" 🦠 As COVID shuts everything down, Mindy and her team race to keep the Weight Watchers community intact. 38:23 - "I Have to Be a Lot Better at Self-Care" 🧘♀️ Asked what her body knows that her résumé doesn't show, Mindy admits the one thing she's still working on. Send us Fan Mail Email us: hello@themessypartspodcast.com To stay up to date with The Messy Parts and get all the behind-the-scenes content, follow us on Instagram, LinkedIn, YouTube. If you enjoyed this episode, please subscribe, leave a rating and review on Apple or Spotify or where ever you get your podcasts. Thank you for listening.
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