
Thursday Oct 02, 2025
How to Overcome Fear and Start Building Your Dream Life with Simon Squibb
What does it really take to chase your dream AND actually make it happen? In this episode of Care Less with Carly, I sit down with Simon Squibb, 19-time entrepreneur, angel investor, author, and founder of HelpBnk, the global platform on a mission to help 10 million people start their own businesses.
Simon shares how he went from launching his first business at 15 years old to building and selling companies, working alongside Sir Richard Branson, and now re-imagining the future of education. We dive into:
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Why fear (not money) is the biggest barrier to entrepreneurship
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The mindset shift that turns hard work into purpose-driven action
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How to discover your dream in under 60 seconds
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Why “lifestyle businesses” are underrated and how they can give you freedom
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The philosophy of “give without take” and how small acts can change the world
💡 If you’ve ever thought “someday I’ll chase my dream,” Simon’s story will show you why the best day to start is today and why the biggest risk is the risk of never trying!
📲 Stay connected with Carly on IG: @carelesswithcarly
💫 Connect with Simon on IG: @simonsquibb
🎧 Check out Simon's company HelpBnk and the Doorbell of Dreams
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