Simon Squibb | He Was Homeless at 15… Now He’s Worth Hundreds of Millions

Simon Squibb | He Was Homeless at 15… Now He’s Worth Hundreds of Millions

Author: The School of Hard Knocks April 8, 2026 Duration: 1:11:46

Simon Squibb is a self-made entrepreneur worth hundreds of millions who has invested in over 80 companies. After becoming homeless at 15, he built his first business with just £200 and no formal education in business. In this episode, he shares the raw truth about failure, survival, and building from nothing. He breaks down why traditional education fails, why purpose matters more than money, and what it really takes to succeed. This is a conversation about ownership, resilience, and creating your own path.


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There's a certain kind of wisdom you can't get from a textbook, forged instead in the unpredictable fires of real-world experience. The School of Hard Knocks Podcast is built on that principle, offering a front-row seat to unfiltered conversations with some of the most accomplished entrepreneurs and visionary creators from across the globe. Each episode moves beyond polished success stories to dig into the gritty, often unspoken challenges these individuals faced on their journeys. You'll hear about the pivotal failures that became turning points, the difficult decisions made under pressure, and the personal philosophies that guide them through uncertainty. This isn't about theoretical business models; it's a deep dive into the resilience, adaptability, and raw determination required to build something meaningful. Brought to you by The School of Hard Knocks, this podcast serves as an ongoing masterclass in navigating the complexities of modern creation and enterprise. Tune in for authentic dialogues that reveal the human effort behind the headlines, providing not just inspiration but tangible insights you can apply to your own path.
Author: Language: English Episodes: 55

School of Hard Knocks Podcast
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