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Sam Flynn left the traditional legal path to co-found Josef, a global legal tech platform using AI and automation to close the access to justice gap. In this episode, we explore unlearning risk, overcoming fear of failure, and building a career beyond commercial law. A powerful conversation about bravery, identity and redefining what success looks like. But this conversation isn’t just about legal tech. Sam talks openly about what he had to unlearn from legal training. The obsession with risk. The fear of embarrassment. The idea that failure defines you. He shares the moment he realised that striving is far less embarrassing than staying small to avoid criticism. We explore identity shifts, burnout, creativity, storytelling in business, and why lawyers statistically make “bad founders” unless they learn to turn down the risk dial. If you’ve ever felt pulled toward something different. If you’ve wondered what else you could do with a law degree. If you’ve felt the weight of prestige pressing in. This episode is your reminder: you can follow your curiosity. You can build something new. You can strive anyway. Josef: joseflegal.com