Alli Webb (Drybar) on Selling for $255M, Second Acts, and Embracing the Messy Truth

Alli Webb (Drybar) on Selling for $255M, Second Acts, and Embracing the Messy Truth

What do you do after creating a $255 million brand that reshaped an entire industry? If you’re Alli Webb, founder of Drybar, you sell it, rebuild, and then launch something even more personal. Sammi and Alli go deep into the scrappy early days of Drybar, the chaos of scaling to hundreds of locations, and the bittersweet reality of selling your life’s work. Alli gets real about the toll entrepreneurship took on her personal life, the misconceptions she had to set straight, and the identity shift that came with “what’s next.” Now, she’s back with Messy—a new haircare line at Sephora that flips perfection on its head and celebrates authenticity. Follow Sammi on Instagram Subscribe to the Social Currency newsletter Follow Alli on Instagram Find Messy at Sephora Here’s what Sammi and Alli cover today: 00:00 A Perfectly Timed Sale 00:26 Meet Alli Webb: From Blowouts to Billion-Dollar Buzz 01:39 How Drybar Was Born 03:07 From One Shop to a Movement 12:16 The Big Bet on Franchising 20:11 Turning Blowouts Into Products 25:00 Pandemic Curveballs & Selling the Business 30:41 Clearing Up the Myths 32:41 Writing The Messy Truth 35:48 Partnerships, Business, and Love Lessons 39:09 Enter Messy: Alli’s New Chapter 40:57 Why Messy is the New Perfect 49:49 Ambition vs. Self-Care 53:56 How to Show Social Currency Some Love 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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