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