Ditching the Rules: Build Confidence and Community

Ditching the Rules: Build Confidence and Community

From The Unstuck Career by Ken Williams

April 6, 2026 · 37 min · Season 2 · Episode 247

About this episode

This episode features Sara O’Connor discussing her journey from attorney to artist and her impact in the poker community.

Send us Fan Mail If you’ve ever wondered what it really looks like to step off the traditional career path and actually thrive, this episode is for you. I sit down with Sara O’Connor—once a high-powered attorney, now a renowned artist and rising force in the poker world—to trace her extraordinary journey of reinvention. We unpack how Sara went from billing in six-minute increments at an international law firm to creating vibrant, tactile art and launching a nonprofit in the poker community. S...

People in this episode

Host: Ken Williams

Guest: Sara O’Connor

Topics covered

  • career reinvention
  • art
  • poker community
  • confidence
  • community building

Keywords

  • career path
  • confidence
  • community
  • art
  • poker
  • reinvention
  • nonprofit

Mentioned in this episode

Organizations: international law firm, nonprofit

Books & works: vibrant, tactile art

More episodes of The Unstuck Career

Explore listener stats, chart rankings, contacts and more on the The Unstuck Career podcast page.