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The Hidden World of Shame in Entrepreneurship

Being an entrepreneur can be tough on your mental health, and one area that’s not often talked about is shame. On today’s show, we’re going to dive into the hidden world of shame in entrepreneurship.


Key Insights

  • Key Insight #1 - Shame
  • Key Insight #2 - Fear of Failure
  • Key Insight #3 - Selfworth


  • [00:32] - Welcome
  • [03:25] - What is Shame? It's caused by Yourself
  • [06:14] - Feelings of Failure and Anxiety
  • [08:52] - The growing ball of Shame
  • [11:00] - Feeling guilty for your actions during COVID-19
  • [13:43] - There's always going to be haters
  • [17:44] - Learning from your mistakes
  • [20:00] - The Success Culture and facing Failure
  • [25:25] - Why do you feel Ashamed?
  • [27:00] - How do you deal with your Shame?
  • [30:05] - Different people for different problems
  • [34:51] - Actions!

Resources Mentioned

Actions to Take

Tom Sylvester
  • Tom's Action - Take some time. Not to share with anybody, Just really be honest with yourself and think what is it that you're feeling shame around?
Ariana Sylvester
  • Ariana's Key Action - Get yourself Netflix and watch Brené Brown Special

Tom's Bookshelf

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Tom Ariana Lifestyle Builders

Tom & Ariana Sylvester

Tom and Ariana have built 3 business and quit both of their jobs, all while raising 2 amazing kids.  Together they share their philosophies and guidance for entrepreneurs on their Lifestyle Builders™ podcast, their upcoming book Lifestyle Builders™: Build Your Business, Quit Your Job, & Create Your Ideal Life, as well as through their coaching and consulting programs.

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