The Pathless Path with Paul Millerd

John Zeratsky was a designer in the tech industry has worked with hundreds of startups in his time at Google Ventures.  He’s also obsessed with redesigning time and thinking about what matters in life.  Earlier this year he just got back from 18 months living on his boat "Pineapple" with his wife sailing around Central America, which he wrote about in an article titled “What quitting my job to sail around central america taught me about fulfillment.” 

In this conversation we talk about:

  • Growing up in a small lake community
  • His love of sailing growing up
  • Why him and his wife change their mind on taking the trip in 2015
  • Rethinking convenience and comfort
  • What comforts are worth paying for
  • Belonging and community
  • How his relationship with money has changed
  • How him and his wife are structuring their life to work how they want
  • The one change that helps people be less addicted to their phones

Links Mentioned:

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What is The Pathless Path with Paul Millerd?

The Pathless Path is hosted by Paul Millerd - a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Khe Hy, Ben Hunt, Wade Foster, Dan Vassallo, Kris Abdelmessih, Steph Smith, Amir Salihefendić, Alex Pang, Visakan Veerasamy, and more.