Cassandra Grey (Violet Grey) on Buying Her Company Back, Finding Your Look, and the Vogue Effect

Cassandra Grey (Violet Grey) on Buying Her Company Back, Finding Your Look, and the Vogue Effect

What does it take to build a luxury beauty brand that’s as cool as it is strategic? Cassandra Grey has the answer. She’s the force behind Violet Grey—the ultra-curated beauty platform that has become a tastemaker in Hollywood and beyond. Cassandra’s playbook is not the usual one: she launched her brand, grew a cult following for nearly a decade, sold the company in 2022, and then bought it back in 2024. Today, she shares what she learned from every milestone. Cassandra explains what selling her brand taught her about business, insights from her early meetings with Anna Wintour and Gwyneth Paltrow, and how to find your aesthetic as a brand. Here’s what Sammi covers with Cassandra: 00:00 Meet Cassandra Grey 01:30 Cassandra’s Introduction to Glamour and an Unusual Childhood 04:06 The Violet Grey Origin Story 05:20 Crafting a Business Plan Without an MBA 12:29 The Violet Code 17:31 THE Gwyneth Paltrow Phone Call 19:40 Acquisition by Farfetch 24:04 Why Delusion is Good in Business 25:56 Buying Back Violet Gray 28:02 Incubating Brands with Violet Labs 30:29 The Push into Retail 37:26 Hiring for Your Weaknesses 40:31 Actionable Tips for Finding Your Brand’s Look 44:34 How to Show Social Currency Some Love Follow Sammi on Instagram here Subscribe to the Social Currency newsletter hereFollow Violet Grey here Follow Cassandra here Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

He’s been the most requested guest in Sammi’s DMs… and he also happens to be her husband. Today, Sammi sits down with Saul Cohen, co-founder and CEO of Clifton AI and the third Cohen to ever appear o...

27 Loka 49min

 Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader spent five years managing money for ultra-high-net-worth clients at Deutsche Bank. Then she quit to film a reality show with her three sisters… and pitched a fintech company on came...

20 Loka 1h 4min

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

What if kids could finish a full day of academics in just two hours? That’s the promise behind Alpha School, the AI-powered private school claiming its students learn 2.6 times faster than their peers...

13 Loka 20min

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Bala started with $5,000, a sketch and a yoga class that wasn't hard enough. Today, the brand behind the bangles on every workout influencer's wrists is growing 50% year over year with just 12 full-ti...

6 Loka 58min

 Peloton:  First Profit, the Spotify Deal and Why the Stock Still Fell

Peloton: First Profit, the Spotify Deal and Why the Stock Still Fell

For the first time in its history as a public company, Peloton turned a profit. After years of billion-dollar losses, the fitness brand posted $63 million in net income this fiscal year. Just three ye...

29 Syys 15min

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Nearly a billion people open Snapchat every month, and almost half a billion use it every single day. Fifteen years after Evan Spiegel and his co-founders launched the app, formerly known as Peekaboo,...

22 Syys 52min

 Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

How does a scrappy startup beat Amazon when Amazon copies your product, undercuts your price and slaps its own name on it? According to Square co-founder Jim McKelvey, you don't. Except, once in a whi...

15 Syys 1h 7min

 Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

A federal judge just ordered an ice cream company to hand over nearly $24 million because their pint looked a little too much like someone else's. Today, Sammi breaks down the case of Van Leeuwen ver...

9 Syys 14min

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