Why Embracing Risk Matters: Medieval Combat, Entrepreneurship, and Getting Unstuck

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This week, I chat with Derrick Flitcroft, a modern-day knight bringing full-contact armored combat tournaments to life as a business and sport. Ever wonder what it’s like to fight with real swords and steel armor—not as a staged show, but a competitive, full-contact event? Derrick pulls back the curtain on the world of medieval tournament fighting, sharing stories from his years on Team USA and how he transformed his passion into "Cast of Tournaments"—a thriving entertainment venture. We get into all the gritty details, from sourcing custom-made armor overseas, to building a loyal community and the challenge of turning a passion project into a sustainable business.

You’ll hear how Derrick balances entrepreneurship with his day job in security, the lessons he’s learned about failing forward, and the contagious excitement he brings to a sport most people have never even heard about. This episode is all about taking risks, learning as you go, and connecting with people who share your love for something a bit out of the ordinary. If you’ve ever considered diving into the unknown—or just want a window into a world where “sword in the stone” gets real—you won’t want to miss this conversation.

Curious about armored combat or want to see what it’s all about? Find Derrick on Instagram https://www.instagram.com/castle_tournaments/

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://kenwilliamscoaching.com/breakthrough