425. $255M Success and Starting Over: Alli Webb on Reinvention After the Exit

What can happen when you let go of an old identity? Alli Webb founded Drybar, a blowout-only salon that disrupted the industry and transformed how women relate to their hair. Alli is also a best-selling author and recently launched Messy, a hair care line that helps women dry-style their hair. At the time Alli sold Drybar, she had so much going on in her business and personal life. What followed after the difficulties she faced was a journey back to herself. Today, she shares what led her to starting Messy, and the pivots she's still making in her business even now. In this episode, you will learn about: Where our best ideas come from (especially for creative people). The moment she really felt the pull to start a dry-styling haircare line. Who you should take feedback from, and when it doesn't matter. Alli's philosophy of hiring slow and firing fast in her businesses. A story she's never told before and how it relates to second-guessing ourselves. How being decisive builds confidence in women and why it's so important. The pressure for women to be soft and why we don't need to apologize all the time. Her secret to maintaining close friendships and what those look like. What it means to be a wild woman: Messy hair, making quick decisions, and living on the edge.     Get 10% off your Sage Haus House Manager today! Use code: SAGEHAUSWILD   Check out The Pink Skirt Project, happening July 9-10, 2026 in Kelowna, BC, Canada.   Want to get unstuck, feel more confident and surround yourself with women ready to help you climb? Join The Pink Skirt Society.   Got a minute? I would love a review! ⭐⭐⭐⭐⭐ Click here, scroll to the bottom, tap, and give me five stars. Then select "Write a Review." Make sure to highlight your favorite bits. Subscribe  here.   Connect with Alli: @alliwebb www.alliwebb.com  Connect with Renée: @renee_warren www.reneewarren.com