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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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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