The Pathless Path with Paul Millerd

In 2015 Khe left a Wall Street carrier to pursue his own path of "uncomfortable introspection", reevaluating his life. This is a constant process - Khe is always being emergent to himself. Now he finds himself at a crossroads - after a great initial success in 2020, he recently had to scale down his cohort-based course. Although laying people off was tough, Khe welcomes the change as entering a new season of creativity.

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⌛TIMESTAMPS
  • (01:43) - Leaving Wallstreet behind
  • (08:16) - Money, Winning and Fears
  • (13:04) - Sharing online, spending money and investing
  • (18:16) - Coaching and marriage
  • (22:27) - Leading online courses
  • (33:14) - Organizational complexity vs $10 work
  • (39:57) - Shutting down his course
  • (52:39) - Cohorts vs self-based courses
  • (54:15) - Writing and selling books
  • (01:02:32) - Creativity vs productivity
  • (01:07:36) - Closing remarks

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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, 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.