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The Prosperity Playground

The Prosperity Playground

From Drybar to Messy: Alli Webb on Reinvention Post Exit & Building Her Startup

Sep 8, 2026 · 37m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

About this episode

Welcome back to Season 2 of The Prosperity Playground Podcast! We launch Season 2 with Alli Webb who is a visionary entrepreneur, bestselling author and the founder of Drybar, the category-defining blowout brand that grew into a nationwide phenomenon. Today, she’s back in founder mode with Messy by Alli Webb, her newest haircare brand built around embracing the hair you already have. In this episode, we explore: What happens to your identity after building and exiting a company that became de...