DiscoverOn Purpose with Jay ShettyAlli Webb ON: How to Embrace Imposter Syndrome & Ways to Take Small Steps Towards Big Success
Alli Webb ON: How to Embrace Imposter Syndrome & Ways to Take Small Steps Towards Big Success

Alli Webb ON: How to Embrace Imposter Syndrome & Ways to Take Small Steps Towards Big Success

Update: 2023-11-10
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For some, success is elusive while for others, it’s years of hard work and dedication.


But how can one truly and effectively achieve success?


How can we be as successful as the leaders we look up to?


Today, in the On Purpose podcast, Jay sits down with New York Times Bestselling Author, Alli Webb. After spending 15 years as a professional hairstylist, in 2010, she pioneered the Drybar concept, a chain of hair salons known for blowout services that quickly expanded nationwide. Jay and Alli go in depth about what the journey was behind creating a business to eventually selling the company for $225 million! Alli’s remarkable journey has landed her on the cover of Inc. Magazine, Fast Company's "100 Most Creative People in Business" list, Fortune magazine's "40 Under 40," and more. 


Alli and Jay explored the messy truth about starting something new– whether it’s a business or a relationship. They also talked about the importance of intuition and paying attention to red flags in entrepreneurship and the role of passion and love for what you do. 


You will also learn about how Alli balances her personal and professional life and the difficulty of navigating and ending a marriage. Remember that sometimes, we won’t always have the ‘perfect ending’ in our stories, and that’s okay. 


In this interview, you'll learn:



  • The messy truths of entrepreneurship

  • The importance of acknowledging imposter syndrome and using it as a source of motivation and growth

  • The challenges and risks associated with starting and running a business

  • How to take feedback as a gift

  • How to cope with life changes and challenges


Remember that the most beautiful masterpieces are often created from the messiest of beginnings.


With Love and Gratitude,


Jay Shetty


What We Discuss:



  • 00:00 Intro 

  • 02:50 Success Is Messy 

  • 03:55 The Truth About Starting A Business 

  • 05:55 Anyone Can Be An Entrepreneur 

  • 07:40 ‘I never thought I would be successful’ 

  • 10:30 From Hobby To Business 

  • 13:20 DON’T Think About The Money 

  • 14:26 The 2 Secrets To Success 

  • 15:56 Being Right Or Being Delusional? 

  • 20:05 How To Find Your Passion

  • 22:04 Finding The Right Business Partners 

  • 25:31 Making Your Idea Work 

  • 27:21 Dealing With Potential Failure 

  • 29:22 Feeling Like An Imposter 

  • 33:00 The One Piece Of Advice For Success 

  • 37:00 How To Accept Criticism 

  • 40:50 Can You Be Successful AND Happy? 

  • 45:10 Finding Love During Chaos 

  • 48:25 Navigating Challenges In A Relationship 

  • 51:15 How To Balance Your Life 

  • 54:01 Finding Closure Within Yourself 

  • 57:30 How To Cope With Uncertainty 

  • 1:00:29 Hardest Part Of Divorce 

  • 1:04:58 What Do You Need To Change About Yourself? 

  • 1:07:33 Dealing With Trauma 

  • 1:11:41 Alli’s Best Advice 

  • 1:19:00 Alli On Final Five


Episode Resources:



Want to be a Jay Shetty Certified Life Coach? Get the Digital Guide and Workbook from Jay Shetty https://jayshettypurpose.com/fb-getting-started-as-a-life-coach-podcast/

See omnystudio.com/listener for privacy information.

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Alli Webb ON: How to Embrace Imposter Syndrome & Ways to Take Small Steps Towards Big Success

Alli Webb ON: How to Embrace Imposter Syndrome & Ways to Take Small Steps Towards Big Success

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