Synopsis
Can you imagine beyond our current relationship with work and life? Boundless is a podcast hosted by Paul Millerd that explores this question and goes deep into our understanding of the future of work. The podcast features conversations with philosophers, freelancers, self-employed entrepreneurs, thinkers and generous humans as well as reflections from Paul as he carves his own path. Algorithms and robots make for great article headlines, but our current reality of work is still distinctly human. How can we imagine a better relationship built on generosity, creativity and curiosity. Join Pau
Episodes
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Rekha Magon: 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 Duration: 01h05minIn 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-independent education (02:14) - Rekha's background and early influences (04:33) - Career beginnings and feeling unfulfilled (09:01) - Transformative experience during pregnancy (18:07) - Origins of Boundless Life (25:35) - Breaking traditional education assumptions (41:38) - Building community and relationships in Boundless (49:08) - Funding model and future growth (01:00:53) - Future plans and expansion
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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 Duration: 01h21minIn 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 the call).Pranab references teachers like Michael Taft and Robert Burbea, and explains how Internal Family Systems and Joe Hudson’s Art of Accomplishment have factored into his work. We also discuss his abandoned “Non-Success Podcast” idea and why he’s more interested in experiments than achievements.Connect with Pranab here: https://www.pranabsachi.com/Click here to watch a video of this episode. Some topics we talked about include:Codependent Origination (Buddhist philosophy)Quake Books (life-changing reads)Attentional Co-Piloting (Pranab’s coaching approach)Michael Taft (meditation teacher)Rob Burbea (Buddhist te
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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 Duration: 01h19minIn 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 his approach to saving and spending. We debate the right time to take financial leaps and discuss how data-driven trends are making more Americans wealthier today. Nick introduces his wealth ladder concept and explains how it can help you live life on your terms. His new book is here: https://www.amazon.com/Wealth-Ladder-Proven-Strategies-Financial/dp/0593854039I loved his first book too: https://youtu.be/WWXPNK06r-k
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Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game
08/07/2025 Duration: 01h11minLawrence 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 dynamics of traditional versus self-publishing.Click here to watch a video of this episode. To find his book and support his work: BOOK: https://compass.moretothat.comSITE: https://moretothat.comCHAPTERS00:38 The Journey of Self-Reflection01:12 Creativity and Connection06:38 The Nature of Creativity08:55 Success and Inner Fulfillment16:51 The Risk of Authenticity18:51 Self-Publishing Insights36:51 The Power of Short Books38:06 Self-Publishing vs. Traditional Publishing39:58 Creative Intentions in Writing42:07 Overcoming Fear in Publishing Choices44:17 The Pathless Path: Choosing Your Journey47:48 The Next Book: Explori
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Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation
01/07/2025 Duration: 01h15minIn 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 spiritual journeys, trusting our paths, and taking bold steps early in life.You can check out his podcast too(00:00) - Introduction to Jack Moses (00:54) - Jack's Journey: From Hustle to Spirituality (01:14) - Meeting in Chiang Mai (02:52) - The Impact of Travel (07:34) - Returning to School for Football (08:18) - Navigating the Real World vs. School (16:02) - The Challenges of Hustle Culture (19:20) - Writing and Creativity (23:42) - Spirituality and Personal Growth (31:53) - Human Design and Life Strategies (40:22) - Launching the Hardcover Version (41:23) - Living in Mexico During COVID (43:28) - The Path
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Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition
30/05/2025 Duration: 28minPersonal 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.Topics00:00 Introduction and Life Updates05:32 Reflections on Career Paths and Work Culture08:43 Family Relocation and Adjustments11:06 Traveling with Children: Tips and Experiences14:40 Advice for New Parents17:34 Approach to Education for Children20:33 Self-Publishing Journey and Future Projects
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Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans
14/05/2025 Duration: 01h16minHello! 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 AI is impacting writing, strategies for gathering feedback, and fiction’s role in addressing societal issues. Nat closed by sharing his vision for the future of his writing and the opportunities ahead.Links & book info!Husk Special Direct Sale: Buy here or https://shop.nateliason.com/products/huskHusk on Amazon: Buy here or hereMore of Nat's stuff: His Website and newsletter
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"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life
17/03/2025 Duration: 01h05minLinks:PodcastBlake BolesDirtbag Rich Site: https://www.blakeboles.com/dbr/Episode DesriptionPaul 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 writing, experimenting, and global wandering. He describes how he initially struggled with unlearning his achievement-oriented mindset, why the idea of good work (work that energizes) became his guiding principle, and how his first self-published book, The Pathless Path, briefly and unexpectedly earned six figures.We discuss the philosophical basis of work and money, how to avoid the traps of both scarcity and overachievement, and how the value of exercising your freedom is limited by how others exercise their own freedom. (In other words: if you're free to hike on a sunny Wednesday afternoon, and no one's available to go
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Matt Yao Interviews Me
05/12/2024 Duration: 51minThis 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 this conversation.You can learn more about Matt here: Matt Yao
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Building A Life Around Good Work (Paul Interviewed by Abel James)
06/11/2024 Duration: 01h35minYou can follow Abel's podcast here: Abel James Show
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Good Work is Live! (Audiobook preview)
11/10/2024 Duration: 05minCheck out and purchase Good Work here: https://pmillerd.com/goodwork Or from Amazon directly: https://amzn.to/4gwRSCN
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#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 Duration: 01h02minCate 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 later started art and perfume companies and led operations at Avlea — a pandemic medicine company. One might think she's simply a superhuman, and what she did is beyond the grasp of mere mortals, but Cate claims that agency is learnable and joins the podcast to tell us how.
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1 Year Dad Reflections - Conversation with Sky King & Nat Eliason
13/05/2024 Duration: 01h24minThis 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
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#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 Duration: 01h06minJustin 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.
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#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 Duration: 01h08minHenry 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.
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#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, ho
25/03/2024 Duration: 01h15minMatt 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.
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#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 Duration: 01h24minSteve 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 apprentice and joined Downshift.
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#169 "2M Subscribers, I love what I do, should I take a break?" — David Pakman on finding good work early, , how money and motivation changed over time, finding a balance in content creation, life after YouTube, his doubts about taking a sabbatical, havin
12/03/2024 Duration: 01h09sDavid Pakman is a political commentator and the host of The David Pakman Show. He joins the podcast to explore a possible paradigm shift in the way he approaches his work and life after the birth of his daughter.
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#168 Building With "margin for life" — Justin Jackson on lessons from running a skate shop, optimizing for profit, running a "calm company," co-founding Transistor, having kids early, designing margins and how money actually does make him happy
27/02/2024 Duration: 01h13minJustin is the co-founder of Transistor, a podcast hosting platform on which The Pathless Path podcast is hosted. Justin is passionate about designing his company so that all the team benefits. He achieves that by making sure that there is always a financial margin as well as a "margin for our emotional health, margin for our physical health, margin for life."