The Pathless Path with Paul Millerd
The Pathless Path with Paul Millerd

The Pathless Path with Paul Millerd

Paul Millerd

Overview
Episodes

Details

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.

Recent Episodes

Michael Ashcroft on Getting Lost and The Joys of Dad Life
DEC 30, 2025
Michael Ashcroft on Getting Lost and The Joys of Dad Life
I chat with Michael on parenting, getting lost, the pathless path, hustle culture, travel, and more. This is his 4th appearance on the show.Find more about Michael here: https://michaelashcroft.com/Or explore his writings on expanded awareness: https://expandingawareness.org/(00:00) - Introduction / Teaser (02:37) - Introduction and Missing Guest (03:26) - Podcast Plans and Initial Banter (03:47) - Reflecting on Past Conversations (04:36) - The Journey of Self-Employment (13:10) - Life Updates and Health Challenges (17:03) - Parenting Reflections and Future Plans (20:36) - Balancing Work and Family Life (24:56) - Navigating Challenges and Personal Growth (31:00) - The Role of Fathers and Emotional Resilience (34:33) - The Impact of Miscarriages and Moving Forward (37:45) - Reflecting on a Challenging Project (39:15) - Book Sales and Audience Insights (40:55) - Future Plans and Creative Inspiration (41:49) - The State of Online Creation (51:19) - AI and Its Impact on Creativity (01:01:02) - Balancing Work, Family, and Creativity (01:06:24) - Fun and Games: Dictator or Hustle Bro? (01:09:24) - Concluding Thoughts and Future Outlook NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path😁 Join 500+ In My Cozy Community: Pathless Path Community📲Connect + Follow PaulX: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (26k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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71 MIN
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path &  as Parent
NOV 20, 2025
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent
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.Follow Allie's writing and podcast on Substack: Practically On Purpose(00:00) - Introduction and Guest Overview (01:41) - Ali's Journey and Paul's Influence (02:48) - Defining the Pathless Path (04:41) - Living the Pathless Path (07:19) - Daily Life and Nomadic Living (20:38) - Traveling Village and Family Life (24:05) - Education and Raising Kids (28:03) - Ship, Quit, and Learn Framework (32:19) - Balancing Priorities and Curiosity (33:03) - Living a Minimalist Lifestyle (33:50) - Creative Paths and Family Support (36:24) - Cultural Differences in Marriage (39:52) - Economic Growth and Middle-Class Ideals (43:04) - Questioning the Traditional Career Path (45:32) - The Inspiration Deficit and Meaningful Work (49:36) - Challenges of the Creator Journey (56:54) - The Pathless Path Community Click here to watch a video of this episode. YQ3PyMQVF4KeM21wWwwC NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path😁 Join 500+ In My Cozy Community: Pathless Path Community📲Connect + Follow PaulX: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (26k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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60 MIN
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless
NOV 13, 2025
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless
In this episode, I have a deep conversation with Steven Foster, who opens up about his career journey from Silicon Valley to embracing a pathless life. We dive into his essay 'Commit a Career Ending Move,' reflecting on how modernity has turned careers into a form of religion. Steven shares his personal challenges, including severe health issues and family crises, and how embracing a more communal and nature-focused lifestyle has helped him navigate these obstacles. This episode is an exploration of redefining work, faith, and finding a deeper purpose beyond traditional career paths.(00:00) - Introduction to Steven Foster and His Career Journey (01:41) - The Religion of Work (03:42) - Steven's Early Career and Family Background (07:18) - Navigating the Tech Industry (20:11) - Leaving Silicon Valley (24:33) - Life After the Career-Ending Move (33:25) - Financial Shifts and Creative Solutions (34:37) - Navigating Personal Crises (43:58) - The Role of Community and Religion (56:00) - The Power of Permissionless Income NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path😁 Join 500+ In My Cozy Community: Pathless Path Community📲Connect + Follow PaulX: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (26k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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67 MIN
The Yoga Of Work - Andrew Taggart
SEP 8, 2025
The Yoga Of Work - Andrew Taggart
Click here to watch a video of this episode. Mentioned in the episodeAndrew Taggart’s websitePathways to the Dao (Andrew’s Substack)Leisure: The Basis of Culture by Josef PieperSecular Monks (article by Andrew Taggart)Why Buddhism is True by Robert WrightPierre Hadot (Philosophy as a Way of Life)The Pathless Path by Paul Millerd(00:00) - Introduction (04:02) - The Evolution of Work Philosophy (08:05) - The Role of Telos in Modern Life (14:59) - Personal Journeys and Realizations (37:34) - Writing as a practice and medium for understanding (48:54) - Rethinking Karma Yoga in Modernity (51:32) - The Mundane Nature of Daily Tasks (57:56) - The Spiritual Journey of Work (59:38) - Introspection and the Reality of Work (01:11:26) - Balancing Objective Conditions and Inner Peace (01:28:27) - The Concept of Inner Purification (01:35:49) - Final Thoughts and Future Projects NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path😁 Join 500+ In My Cozy Community: Pathless Path Community📲Connect + Follow PaulX: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (26k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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97 MIN
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money
SEP 4, 2025
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money
I took questions from people for episode 200.  Enjoy!Click here to watch a video of this episode. (00:00) - Introduction and Podcast Background (03:28) - Future of Education and Teaching (05:49) - Thoughts on Being a Prophet (06:29) - Current Pulling Forces and Changes (08:50) - Special Hardcover Edition Plans (10:25) - Managing Financial Anxiety (12:11) - Business Lessons from Corporate Life (15:04) - Evolving Perspectives on Parenting (17:35) - Self-Love versus Self-Improvement (21:10) - Building Community and Future Plans (23:13) - Courage and Sustainability on the Pathless Path (27:20) - Practical Advice for Going Off the Beaten Path NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path😁 Join 500+ In My Cozy Community: Pathless Path Community📲Connect + Follow PaulX: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (26k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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30 MIN