We want to hear from you. If you're open to a quick chat with our producer or any of the other options, it only takes a few seconds to sign up: https://forms.gle/Enzzpq5FCVQKbHV9A
In this raw and deeply emotional episode, Simon Squibb sits down with Chris Do to unpack the moment he won a $1 million prize—and why it brought him to tears. From sleeping on the streets at 15 to selling a company to PwC, Simon reveals the powerful story of loss, hustle, purpose, and rebuilding from nothing. He challenges what we think we know about money, success, and charity—and makes a compelling case for why anyone, anywhere, can start a business.
This isn’t just a business interview—it’s a masterclass in emotional resilience, reinvention, and the psychology behind purpose-driven work. Whether you're broke, burned out, or just looking for a reason to keep going, Simon’s story will make you believe in possibilities again.
Timestamps:
(00:00) - The dream spark: How Simon helps people start with nothing
(01:30) - The serendipitous $1M moment at the 1 Billion Followers Summit
(03:00) - Why Simon cried on stage (and what people misunderstood)
(06:30) - Childhood trauma: Being kicked out at 15 after his father's death
(09:00) - Billy Elliot, judgment, and the underdog narrative that made him weep
(12:00) - Small-town England to global entrepreneur: Breaking out of expectations
(14:30) - The family divide: estrangement, identity, and redefining connection
(16:00) - Why selling his business felt like another kind of loss
(20:00) - Dealing with hate: tribal psychology and toxic social media reactions
(23:30) - Purpose vs. profit: Why helping for free is Simon’s real power move
(25:00) - From homeless to hustler: how a messy garden became his first business
(29:00) - Scaling with no resources—and becoming the first customer himself
(34:00) - Selling his agency to PwC and losing his “fluid” identity
(40:00) - Depression post-success: What happens when you no longer “need”
(44:30) - Purpose as survival: Why not needing money can leave you lost
(49:00) - Giving without expectation—Simon’s philosophy on modern generosity
(52:00) - Why building a business to help others is the future of entrepreneurship
Check out today's guest, Simon Squibb:
Simon's LinkedIn: https://uk.linkedin.com/in/simonsquibb
Simon's Instagram: https://www.instagram.com/simonsquibb/?hl=en
Simon's Website: https://simonsquibb.com/
Check out The Futur:
Website: https://www.thefutur.com/
Courses: https://www.thefutur.com/shop
Linkedin: https://www.linkedin.com/company/the-futur/
Podcasts: https://thefutur.com/podcast
Instagram: https://www.instagram.com/thefuturishere/
Facebook: https://www.facebook.com/theFuturisHere/
Twitter: https://x.com/thefuturishere
TikTok: https://www.tiktok.com/@thefuturishere
Youtube:https://www.youtube.com/thefuturishere
Check out Chris Do:
Popular Podcasts
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Crime Junkie
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.
Ridiculous History
History is beautiful, brutal and, often, ridiculous. Join Ben Bowlin and Noel Brown as they dive into some of the weirdest stories from across the span of human civilization in Ridiculous History, a podcast by iHeartRadio.