Home Podcasts The Pathless Path with Paul Millerd
The Pathless Path with Paul Millerd

The Pathless Path with Paul Millerd

Paul Millerd 202 Episodes Sep 21, 2026

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 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, and many more. The podcast explores alternative career paths and ways of living outside the traditional 9-to-5.

Episodes

Relaunching my audiobook + publishing deal with Authors Equity
Relaunching my audiobook + publishing deal with Authors Equity Sep 21, 2026 1330 Read more here: Why I am partnering with Authors EquityIf you have the old version, no worries, you will have that forever. But if you’d also like to support this version, it’s launching under a different listing. You can find it here:AudibleLibro.fmPre-save it on Spotify to help me out (you don’t need to order!)Direct purchase on Amazon for $10
Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books
Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books Feb 25, 2026 5080 Check out Angie's book in Chinese: mit886.comMore about angie: Angiecreates.ioClick here to watch a video of this episode. (00:00) - Welcome to the Pathless Path Podcast (00:11) - Life Updates and Creative Challenges (01:12) - The Journey of Writing a Memoir (05:14) - Revisiting Family Stories (08:25) - The Emotional Rollercoaster of Writing (10:29) - Balancing Motherhood and Creativity (
Michael Ashcroft on Getting Lost and The Joys of Dad Life
Michael Ashcroft on Getting Lost and The Joys of Dad Life Dec 30, 2025 4176 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 (01:39) - Introduction and Missing Guest (02:28) - Podcast Plans and Initial Bant
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path &  as Parent
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent Nov 20, 2025 3509 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
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless Nov 13, 2025 3918 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
The Yoga Of Work - Andrew Taggart
The Yoga Of Work - Andrew Taggart Sep 8, 2025 5759 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 (03:04) - The Evolution of Work Philos
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money Sep 4, 2025 1696 I took questions from people for episode 200.  Enjoy!Click here to watch a video of this episode. (00:00) - Introduction and Podcast Background (02:30) - Future of Education and Teaching (04:51) - Thoughts on Being a Prophet (05:31) - Current Pulling Forces and Changes (07:52) - Special Hardcover Edition Plans (09:27) - Managing Financial Anxiety (11:13) - Business Lessons from Corporate
How To Retire Well: Dennis Owen on Moving Abroad, Building Community, Volunteering, Adapting to New Cultures, Creating Routine, Consulting After Retirement, Managing Money Mindset Shifts, Staying Current with Technology, Health Habits, Navigating Expat Li
How To Retire Well: Dennis Owen on Moving Abroad, Building Community, Volunteering, Adapting to New Cultures, Creating Routine, Consulting After Retirement, Managing Money Mindset Shifts, Staying Current with Technology, Health Habits, Navigating Expat Li Aug 25, 2025 3660 In this episode, I talk with Dennis Owen about his journey from a long career in the airline industry to building a purposeful and active retirement in Chiang Mai, Thailand. Dennis shares how he intentionally “retired to” a new life filled with volunteering, consulting, and community involvement, rather than just leaving work behind. We discuss the challenges of adapting to a new culture,
Worldschooling 2.0: Rekha Magon on Location-Independent Schooling, co-founding Boundless Life, Lessons during bed rest, rethinking family in a digital age, travel, freedom, and raising global citizens
Worldschooling 2.0: Rekha Magon on Location-Independent Schooling, co-founding Boundless Life, Lessons during bed rest, rethinking family in a digital age, travel, freedom, and raising global citizens Aug 4, 2025 3855 In this video, I talk with Rekha about Boundless Life and the idea of location-independent education. We cover her background, what led her to start Boundless Life, and how the program works for families who want a different approach to learning and community.For more:Boundless LifeBoundless EducationRekha on LinkedInRekha on Instagram(00:00) - Introduction to the topic of location-indepe
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success"
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success" Jul 28, 2025 4792 In this episode, I interview my friend Pranab Saachi, and we get specific about the ideas and influences that have shaped his thinking. We talk about codependent origination from Buddhist philosophy, the concept of “quake books” that have shifted his worldview, and his own approach to “attentional co-piloting” as a practical alternative to traditional coaching (which he then has me try ou
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...)
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...) Jul 21, 2025 4652 In this episode, I'm pumped to welcome back Nick Maggiulli to the podcast (https://youtu.be/deMXbaI-Ir4). We dive into various topics about money and financial independence, with a focus on Nick's endorsement of the 'COAST Fire' strategy, something I accidentally embraced after quitting my job. Nick shares his personal stories of financial challenges growing up and how these experiences s
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game Jul 8, 2025 4173 Lawrence is one of my favorite creators. He shares with passion, vulnerability and care. I chatted with Lawrence Yeo about his new book, 'The Inner Compass,' exploring themes of self-reflection, creativity, and the journey of writing and self-publishing. We discuss the importance of engaging with the world to gain a deeper understanding of oneself, the role of ambition in creative work, a

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