The Unstuck Career
The Unstuck Career is hosted by Ken Williams, an entrepreneur who made a bold career shift at age 55 after spending 16 years in the same job. Now building his own business, Ken is on a mission to help others break free from unfulfilling work and create a better life.
This podcast is for burned-out, frustrated professionals who feel stuck in toxic jobs, underpaid roles, or careers that no longer fit, and know they’re meant for something more.
Each week, Ken shares powerful conversations with people who have successfully made the leap (or are in the process of doing it) alongside practical Friday Focus episodes packed with mindset shifts and actionable strategies. Listeners will learn how to take control of their careers, build momentum toward change, and create work that aligns with the life they actually want.
If you’re ready to stop settling and start moving, this show will help you get there.
The Unstuck Career
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