Paul Millerd
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,...
Where to listen?
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Episodes
Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books 25.02.2026 1:24:40
Check out Angie's book in Chinese: mit886.com More about angie: Angiecreates.io Click 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 (13:09)...
Michael Ashcroft on Getting Lost and The Joys of Dad Life 31.12.2025 1:09:36
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 Banter (02:4...
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent 20.11.2025 58:29
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. A...
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless 13.11.2025 1:05:18
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...
The Yoga Of Work - Andrew Taggart 08.09.2025 1:35:59
Click here to watch a video of this episode. Mentioned in the episode Andrew Taggart’s website Pathways to the Dao (Andrew’s Substack) Leisure: The Basis of Culture by Josef Pieper Secular Monks (article by Andrew Taggart) Why Buddhism is True by Robert Wright Pierre Hadot (Philosophy as a Way of Life) The Pathless Path by Paul Millerd (00:00) - Introduction (03:04) - The Evolution of Work Philoso...
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money 04.09.2025 28:16
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 Life (14...
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 25.08.2025 1:01:00
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, the impo...
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 05.08.2025 1:04:15
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 Life Boundless Education Rekha on LinkedIn Rekha on Instagram (00:00) - Introduction to the topic of location-independe...
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success" 28.07.2025 1:19:52
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 out live on...
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...) 21.07.2025 1:17:32
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 shaped hi...
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game 08.07.2025 1:09:33
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, and the dy...
Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation 01.07.2025 1:13:43
In this episode, I have a conversation with my friend Jack Moses. Three years ago, Jack emailed me after reading my book, declaring he was dropping out of college. Over time, I've been amazed by his life's actions, from embracing hustle culture to diving deep into spirituality. Recently, Jack led a retreat in Thailand, inspiring me with his courage and optimistic outlook. Join us as we discuss spi...
Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition 30.05.2025 26:25
Personal updates about life, including his recent move back to Asia, reflections on work and career paths, parenting experiences, and insights into education and self-publishing. I share the challenges and joys of parenting, how I think about decisions in regards to kids, and evolving thoughts on publishing and creative projects. Topics 00:00 Introduction and Life Updates 05:32 Reflections on Care...
Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans 14.05.2025 1:14:40
Hello! I'm back! Expect a slow ramp, but there are new episodes coming! I talked with Nat Eliason about his journey as a writer, from early experiments with ideas to fully embracing writing as a career. We discussed the challenges and rewards of moving from nonfiction to fiction, the trade-offs between traditional and self-publishing, and the importance of audience engagement. We also explored how...
"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life 17.03.2025 1:03:46
Links: Podcast Blake Boles Dirtbag Rich Site : https://www.blakeboles.com/dbr/ Episode Desription Paul Millerd is a 39-year-old writer, ex-consultant, and advocate for ditching the default path in favor of what he calls “the pathless path.” (pmillerd.com / @p_millerd) Paul walked away from a promising corporate consulting career—think McKinsey, prestige, and six-figure salaries—to pursue a life of...
Matt Yao Interviews Me 05.12.2024 49:59
This was a fun episode. A friend, Matt Yao, reached out to see if he could interview me about my recent book, Good Work. We first connected when he called me in the summer of 2022. He was in the middle of my book and knew he needed to quit his job. Over the last few years, he's been on a transformational journey, experimenting with writing, coaching, and several other side quests. Hope you enjoy t...
Building A Life Around Good Work (Paul Interviewed by Abel James) 06.11.2024 1:33:32
You can follow Abel's podcast here: Abel James Show 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 Paul X: @p_millerd Instagram: @pathlesspaul Paul’s Newsletter: Subscribe to Pathless (26k+ People) Paul’s YouTub...
Good Work is Live! (Audiobook preview) 11.10.2024 5:47
Check out and purchase Good Work here: https://pmillerd.com/goodwork Or from Amazon directly: https://amzn.to/4gwRSCN
#174 Agency Is A Skill — Cate Hall on leaving law for poker, developing agency, deterministic vs probabilistic economy, risk, burnout, asking dumb questions, defining ambition, seeking real feedback, and the surface area of luck 29.05.2024 1:00:40
Cate seemed to be fully entrenched on the default path — she had graduated from Yale and became the Supreme Court advocate on her way to becoming a partner in her law firm. But she didn't want to live the lives of the people around her. She pivoted hard, you could almost hear car brakes squeaking as she made the turn, and over a year she became the number one female poker player in the world. She...
1 Year Dad Reflections - Conversation with Sky King & Nat Eliason 13.05.2024 1:23:20
This is from Sky King's podcast: https://skmp.supercast.com/ Guest info: Nat: https://www.nateliason.com/ Nat also has an amazing book coming out which I highly recommend, "Crypto Confidential": https://amzn.to/44BJ74I 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...
#173 Solopreneurship After Burnout — Justin Welsh on burnout, taking ownership of his time, struggling with a results oriented mindset, non-monetary success, becoming a top LinkedIn influencer, income goals, The Creator MBA, dealing with fears around mone 16.04.2024 1:05:13
Justin is a former startup executive who helped build two startups past valuations of $1B, teams of 150+ people, and raise over $300M in venture capital. Now he’s building his one-person knowledge business toward $5M in annual profit. 🎥🍿 YOUTUBE : WATCH HERE Links: Personal website LinkedIn X (Twitter): @thejustinwelsh The Creator MBA The Saturday Solopreneur ⌛TIMESTAMPS (00:00) - Intro (00:5...
#172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from Audre 01.04.2024 1:07:19
Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the phenomenon of late bloomers and what we can learn from them. 🎥🍿 YOUTUBE : WATCH HERE Links: Personal website Substack: The Common Reader X (Twitter): @HenryEOliver Second Act ⌛TIMESTAMPS (00:00) - Intro (00:11) - Guest introduction (00:57) - The scripts th...
#171 "All Work Is Noble," Montessori, and Kids & Work — Matt Bateman on starting growing up with the internet, digital and industrial literacy, studying philosophy and learning how to teach, starting the Guidepost school network, how to train teachers, h 25.03.2024 1:13:44
Matt Bateman has a PhD in philosophy. He has abandoned the academic career, to pursue education in the Montessori system. A dad of three, he is passionate about educating children. Having worked a lot with training the teachers in the Montessori approach, he has now taken a step back to focus on writing his book. 🎥🍿 YOUTUBE : WATCH HERE Links: Matt's Twitter — @mbateman montessorium.com guidep...
#170 Apprenticeships, Sabbaticals & "Good Work" — Steve Schlafman & Matt Yao on slowing down, deprogramming, unlearning, learning from others, deciding to quit, going on a sabbatical, not being jealous anymore, competitiveness and enoughness, finding good 18.03.2024 1:22:37
Steve is a professional coach and the founder of Downshift — the world's first decelerator. He has left a career in venture, but he remains ambitious, it's just that his ambition is now to have a good, multidimentional life, where he can be a good dad for his kids. Matt has left a traditional path early on to write, travel and discover his own path. When he met Steve, he offered him to become his...
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