This episode is with Sky King, the founder of Modern Stoa, a podcast advertising company for podcasters. His path is fascinating – he grew up in Hawaii, rarely wore shoes, was heavily influenced by Asian culture, had a father who was retired, and somehow ended up in a massive corporation right after college.  In 2016. he became fascinated by how the media was shaping the 2016 US election and decided it was time to act.  From a cold email to Ryan Holiday to helping build Aubrey Marcus’ podcast, Sky was on his way.  His long-term vision is to build an alternative to traditional advertising in audio.

We talk about this and a lot more including:

  • Why he quit a good job to work at a smoothie bar
  • How a cold email to Ryan Holiday changed his life
  • Working for Aubrey Marcus
  • Buckminster Fuller
  • Growing up in Hawaii
  • Serendipitous events that lend to him moving to Austin
  • The future of Audio

Links Mentions

Listen & Watch


Just published! The Pathless Path is Paul's book about walking away from a "perfect" job with a promising future and starting over again. Through painstaking experiments, living in different countries, and a deep dive into the history of our work beliefs, Paul pieces together a set of ideas and principles that guide him from unfulfilled and burned out to what he calls "the pathless path" - a new story for thinking about work in our lives. Learn More & Buy The Book Here



    Want To Join 5300+ People For A Weekly Reflection On Work, Life & Philosophy?