188 Episodes

  1. Money Fears, Self-Employment & Living Abroad With Kids - Jenni & Lisa Dazols

    Published: 6/24/2021
  2. A Sabbatical Every Seven Weeks - Sean McCabe

    Published: 6/17/2021
  3. Ali Abdaal on Identity, Prestige, Creativity & Meaning and Deciding To Leave Medicine

    Published: 5/3/2021
  4. What happens six months (and three months) before you quit? - Michael Ashcroft

    Published: 4/13/2021
  5. The Self-Employment Meta-Game (Dan Vassallo)

    Published: 1/26/2021
  6. Who are digital nomads? (Professors Rob Litchfield & Rachael Woldoff)

    Published: 1/19/2021
  7. Quitting To Teach History to 500k+ on TikTok (Michael McBride, Creator of Idea Soup)

    Published: 1/11/2021
  8. Curating Goodreads Remotely (Uri Bram, CEO of The Browser)

    Published: 12/24/2020
  9. Packy McCormick - Bringing Fun To Newsletters Since 2019

    Published: 12/4/2020
  10. Podcast Update Nov 2020 - The Pathless Path

    Published: 11/3/2020
  11. Angie Wang - My Partner On This Crazy Journey

    Published: 10/19/2020
  12. Carving a 21st Century Life & Career - Steph Smith

    Published: 9/16/2020
  13. The Possibilities Of Life Beyond Work with Oshan Jarow

    Published: 9/8/2020
  14. Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic)

    Published: 8/31/2020
  15. Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset

    Published: 5/28/2020
  16. Reflection with Andrew Taggart on Work & Life

    Published: 3/26/2020
  17. Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work

    Published: 3/18/2020
  18. Imagining A New American Dream (Diania Merriam, Econome Conference)

    Published: 1/8/2020
  19. Longform Thoughts: Why Organizations Undermine Creativity & Potential

    Published: 1/2/2020
  20. A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist)

    Published: 12/10/2019

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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, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.