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.
The Pathless Path with Paul Millerd
Claim This Podcastby Paul Millerd
4.8(108 reviews)
225 episodes
Updated Bi-weekly
Accepts GuestsHas Sponsors
86
Podcast Authority
BetaExcellentBased on show quality, social media presence, reviews, charts, and more
Quality97
Social0
YouTube93
Engagement95
Podcast Overview
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.
Language
🇺🇲
Publishing Since
12/20/2017
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86
Podcast Authority
BetaExcellentBased on show quality, social media presence, reviews, charts, and more
Quality97
Social0
YouTube93
Engagement95
9
Excellent Areas
3
Good Performance
7
Growth Opportunities
excellent
Episode Length
1h 7m
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good
Publishing Consistency
Every 13 days
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Recent Episodes
February 25, 2026
Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books
Host Paul Millerd interviews Angie about her memoir journey, creative process, and life challenges, offering insights into resilience and balancing personal and professional growth.
December 31, 2025
Michael Ashcroft on Getting Lost and The Joys of Dad Life
<p>I chat with Michael on parenting, getting lost, the pathless path, hustle culture, travel, and more. This is his 4th appearance on the show.</p><p>Find more about Michael here: https://michaelashcroft.com/<br>Or explore his writings on expanded awareness: https://expandingawareness.org/</p><p></p><ul><li>(00:00) - Introduction / Teaser</li> <li>(02:37) - Introduction and Missing Guest </li> <li>(03:26) - Podcast Plans and Initial Banter</li> <li>(03:47) - Reflecting on Past Conversations</li> <li>(04:36) - The Journey of Self-Employment</li> <li>(13:10) - Life Updates and Health Challenges</li> <li>(17:03) - Parenting Reflections and Future Plans</li> <li>(20:36) - Balancing Work and Family Life</li> <li>(24:56) - Navigating Challenges and Personal Growth</li> <li>(31:00) - The Role of Fathers and Emotional Resilience</li> <li>(34:33) - The Impact of Miscarriages and Moving Forward</li> <li>(37:45) - Reflecting on a Challenging Project</li> <li>(39:15) - Book Sales and Audience Insights</li> <li>(40:55) - Future Plans and Creative Inspiration</li> <li>(41:49) - The State of Online Creation</li> <li>(51:19) - AI and Its Impact on Creativity</li> <li>(01:01:02) - Balancing Work, Family, and Creativity</li> <li>(01:06:24) - Fun and Games: Dictator or Hustle Bro?</li> <li>(01:09:24) - Concluding Thoughts and Future Outlook</li> </ul> <br><p><strong>NEW: </strong><a href="https://pathlesspath.com/hardcover"><strong>The Pathless Path Hardcover Premium Edition</strong></a></p><p>📘 <strong>My 2nd Book Good Work:</strong> <a href="https://pmillerd.com/goodwork">Learn More</a><br><strong>📕 Buy My First Book, The Pathless Path (65k+ Sold)</strong>: <a href="https://think-boundless.com/the-pathless-path/">The Pathless Path</a><br>😁 <strong>Join 500+ In My Cozy Community: </strong><a href="https://pathlesspath.com/membership"><strong>Pathless Path Community</strong></a></p><p><br><strong>📲Connect + Follow Paul</strong></p><ul><li>X: <a href="https://twitter.com/p_millerd">@p_millerd</a></li><li>Instagram: <a href="https://instagram.com/pathlesspaul">@pathlesspaul</a></li><li>Paul’s Newsletter: <a href="https://newsletter.pathlesspath.com/">Subscribe to Pathless</a> (26k+ People)</li><li>Paul’s YouTube: <a href="https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA">Subscribe</a></li></ul><p><strong>🙏Further Ways To Support The Podcast:</strong></p><ul><li>Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): <a href="https://share.collective.com/PaulMillerd">Collective</a></li><li>Looking for alternatives to traditional health insurance in the US? <a href="https://app.joincrowdhealth.com/r/PATHLESS">Check out Crowdhealth</a></li><li>I use Transistor to host this podcast. It rocks. <a href="https://think-boundless.com/transistor">Launch Yours Here</a></li><li>I record high-quality videos using Riverside: <a href="https://think-boundless.com/riverside">Sign Up Here</a></li><li>I use and love the Readwise reader for notes and highlights: <a href="https://readwise.io/paul/">Join Here</a> for a 2 month trial<p></p></li></ul>
November 20, 2025
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent
<p>Allie and I discuss our shared experiences of leaving traditional career paths to explore more authentic lives. Allie, a former lawyer, talks about navigating parenthood, part-time work, and her numerous interests while stepping off the default path. We chat about how Allie was inspired by 'The Pathless Path,' the ship, quit, and learn framework, and our upcoming experiments with nomadic living. Allie also talks about burnout, and alternative ways to live meaningfully.</p><p>Follow Allie's writing and podcast on Substack: <a href="https://alliecanton.substack.com/">Practically On Purpose</a></p><p></p><ul><li>(00:00) - Introduction and Guest Overview</li> <li>(01:41) - Ali's Journey and Paul's Influence</li> <li>(02:48) - Defining the Pathless Path</li> <li>(04:41) - Living the Pathless Path</li> <li>(07:19) - Daily Life and Nomadic Living</li> <li>(20:38) - Traveling Village and Family Life</li> <li>(24:05) - Education and Raising Kids</li> <li>(28:03) - Ship, Quit, and Learn Framework</li> <li>(32:19) - Balancing Priorities and Curiosity</li> <li>(33:03) - Living a Minimalist Lifestyle</li> <li>(33:50) - Creative Paths and Family Support</li> <li>(36:24) - Cultural Differences in Marriage</li> <li>(39:52) - Economic Growth and Middle-Class Ideals</li> <li>(43:04) - Questioning the Traditional Career Path</li> <li>(45:32) - The Inspiration Deficit and Meaningful Work</li> <li>(49:36) - Challenges of the Creator Journey</li> <li>(56:54) - The Pathless Path Community</li> </ul><br><a href="https://www.youtube.com/watch?v=JONMmpTTwUQ" title="Click here to watch a video of this episode.">Click here to watch a video of this episode.</a><br> <br> <br><p><strong>NEW: </strong><a href="https://pathlesspath.com/hardcover"><strong>The Pathless Path Hardcover Premium Edition</strong></a></p><p>📘 <strong>My 2nd Book Good Work:</strong> <a href="https://pmillerd.com/goodwork">Learn More</a><br><strong>📕 Buy My First Book, The Pathless Path (65k+ Sold)</strong>: <a href="https://think-boundless.com/the-pathless-path/">The Pathless Path</a><br>😁 <strong>Join 500+ In My Cozy Community: </strong><a href="https://pathlesspath.com/membership"><strong>Pathless Path Community</strong></a></p><p><br><strong>📲Connect + Follow Paul</strong></p><ul><li>X: <a href="https://twitter.com/p_millerd">@p_millerd</a></li><li>Instagram: <a href="https://instagram.com/pathlesspaul">@pathlesspaul</a></li><li>Paul’s Newsletter: <a href="https://newsletter.pathlesspath.com/">Subscribe to Pathless</a> (26k+ People)</li><li>Paul’s YouTube: <a href="https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA">Subscribe</a></li></ul><p><strong>🙏Further Ways To Support The Podcast:</strong></p><ul><li>Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): <a href="https://share.collective.com/PaulMillerd">Collective</a></li><li>Looking for alternatives to traditional health insurance in the US? <a href="https://app.joincrowdhealth.com/r/PATHLESS">Check out Crowdhealth</a></li><li>I use Transistor to host this podcast. It rocks. <a href="https://think-boundless.com/transistor">Launch Yours Here</a></li><li>I record high-quality videos using Riverside: <a href="https://think-boundless.com/riverside">Sign Up Here</a></li><li>I use and love the Readwise reader for notes and highlights: <a href="https://readwise.io/paul/">Join Here</a> for a 2 month trial<p></p></li></ul>
225 total episodes available with 4 transcripts
Recent guests on The Pathless Path with Paul Millerd
Guests from recent episodes — sign up to see every guest that has ever appeared on this show.
Angie
Guest
Rekha Magon
Guest
Pranab Sachi
Guest
Nick Maggiulli
Guest
Lawrence Yeo
Guest
Jack Moses
Guest
Nat Eliason
Guest
Blake Boles
Guest
Paul Millerd
Guest
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Frequently asked questions
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- What is The Pathless Path with Paul Millerd?
- How often does this podcast release new episodes?
This podcast updates bi-weekly.
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This podcast is available on 9 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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Yes, this podcast regularly features guests.
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