E39 - From Lawyer to Artist to Poker CEO: Sara O'Connor on ReInvention, Risk & Building a Life You Actually Want
If you're feeling stuck in your career, this episode might be the wake-up call you've been waiting for.
Sara O'Connor is the definition of a modern Reinventor - former attorney turned full-time artist, poker industry leader, writer, and entrepreneur. In this conversation, she shares how she walked away from a prestigious legal career, navigated burnout and identity shifts, and built multiple creative income streams on her own terms.
This isn't a "burn it all down" story. It's a masterclass in Strategic ReInvention - making a plan, running experiments, and betting on yourself before you feel fully ready.
We dive into:
* Why most people stay stuck (and how to break out)
* The financial reality of reinventing yourself
* How to test a new path without blowing up your life
* Navigating identity, fear, and starting over
* Why ReInvention isn't one move - it's a lifelong mindset
Sara also opens up about neurodivergence, entrepreneurship, and how embracing who you actually are can unlock entirely new paths.
If you've ever thought: "How did I get here… and what do I do next?" - this episode is for you.
**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.
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Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com [https://www.toddjason.com/].
Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com [https://www.christhidecoaching.com/] to learn more.