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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Episoder(113)

Haley Sacks (Mrs. Dow Jones) on Money Psychology, Wealth Hacks, and How to Say No to an Expensive Bachelorette

Haley Sacks (Mrs. Dow Jones) on Money Psychology, Wealth Hacks, and How to Say No to an Expensive Bachelorette

From the FIRE movement, to the rent versus buy debate and financial fibs, today Sammi is tackling the biggest money questions of the moment with Haley Sacks. Haley Sacks (Mrs. Dow Jones) has become o...

7 Jul 1h 6min

Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank

Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank

What does building a billion-dollar company actually feel like? According to Ring founder Jamie Siminoff, it's far less glamorous than most founder stories make it seem. Jamie joins Sammi to unpack t...

30 Jun 1h 7min

Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal

Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal

Peter Semple is CEO of Depop,  the fashion resale marketplace that became one of Gen Z's most influential shopping platforms and completely changed how a new generation thinks about secondhand fashion...

23 Jun 1h 10min

Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property

Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property

Twenty years after uploading his first YouTube video, Gary Vaynerchuk is still obsessed with where attention is going next. Today, he joins Sammi to talk about his predictions and why it’s not too lat...

16 Jun 57min

Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship

Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship

Matilda Djerf transformed a growing social media audience into Djerf Avenue: a global lifestyle brand and an aesthetic that has genuinely shaped internet culture from fashion to beauty to the now-icon...

9 Jun 1h 6min

Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep

Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep

Eugene Remm didn't set out to build a hospitality empire. He started as a bartender, worked in nightlife, and chased success through New York's club scene… until a major failure forced him to rethink ...

2 Jun 51min

Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs

Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs

Rick Caruso has spent decades reshaping Los Angeles through projects like The Grove, Americana at Brand, and Palisades Village. In this conversation with Sammi, Rick talks through his entrepreneurial ...

26 Mai 1h 2min

Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win

Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win

Harley Finkelstein believes we’re entering the most important shift in commerce since the invention of online shopping itself. As President of Shopify, Harley has helped build the infrastructure powe...

19 Mai 1h 8min

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