
The Pathless Path with Paul Millerd
Podcast af 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, Kyla Scalon, Trung Phan, Justin Welch, and more.
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Links: * Podcast [https://podcasts.apple.com/us/podcast/paul-millerd-writer-dad-ex-consultant/id1777389619?i=1000685495877] * Blake Boles [https://www.blakeboles.com/] * Dirtbag Rich Site [https://www.blakeboles.com/dbr/]: 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 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 with you, are you really free?) Paul and his wife have a young daughter, and they struggle to find and live near other, like-minded families. We talk about how online communities help Paul stay connected while living nomadically between Texas and Taiwan and how online self-education was invaluable to his success. We conclude with a discussion of navigating fear and uncertainty on the pathless path. Throughout the conversation, Paul stays refreshingly honest about the tensions between freedom and stability, the allure of easy money, and the ever-present temptation to fall back into old habits of achievement and validation. Energized by this conversation, I ended up talking more than usual about the tricky balance of factors that leads to a Dirtbag Rich existence. 📘 GOOD WORK: LIVE! => Learn More [https://pmillerd.com/goodwork] 📕 Buy Paul’s Book (50k+ Sold): The Pathless Path [https://think-boundless.com/the-pathless-path/] 😁 Join Hundreds On Unconventional Paths: Pathless Path Community [https://pathlesspath.com/membership] 📲Connect + Follow Paul * Twitter: @p_millerd [https://twitter.com/p_millerd] * Instagram: @pathlesspaul [https://instagram.com/pathlesspaul] * Paul’s Newsletter: Subscribe to Pathless [https://newsletter.pathlesspath.com/] (23k+ People) * Paul’s YouTube: Subscribe [https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA] 🙏Further Ways To Support The Podcast: * Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective [https://share.collective.com/PaulMillerd] * Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth [https://app.joincrowdhealth.com/r/PATHLESS] * I use Transistor to host this podcast. It rocks. Launch Yours Here [https://think-boundless.com/transistor] * I record high-quality videos using Riverside: Sign Up Here [https://think-boundless.com/riverside]

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 this conversation. You can learn more about Matt here: Matt Yao [https://mattyao.co/] 📘 GOOD WORK: LIVE! => Learn More [https://pmillerd.com/goodwork] 📕 Buy Paul’s Book (50k+ Sold): The Pathless Path [https://think-boundless.com/the-pathless-path/] 😁 Join Hundreds On Unconventional Paths: Pathless Path Community [https://pathlesspath.com/membership] 📲Connect + Follow Paul * Twitter: @p_millerd [https://twitter.com/p_millerd] * Instagram: @pathlesspaul [https://instagram.com/pathlesspaul] * Paul’s Newsletter: Subscribe to Pathless [https://newsletter.pathlesspath.com/] (23k+ People) * Paul’s YouTube: Subscribe [https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA] 🙏Further Ways To Support The Podcast: * Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective [https://share.collective.com/PaulMillerd] * Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth [https://app.joincrowdhealth.com/r/PATHLESS] * I use Transistor to host this podcast. It rocks. Launch Yours Here [https://think-boundless.com/transistor] * I record high-quality videos using Riverside: Sign Up Here [https://think-boundless.com/riverside]

You can follow Abel's podcast here: Abel James Show [https://podcasts.apple.com/us/podcast/abel-james-show-aka-fat-burning-man/id501575043] 📘 GOOD WORK: LIVE! => Learn More [https://pmillerd.com/goodwork] 📕 Buy Paul’s Book (50k+ Sold): The Pathless Path [https://think-boundless.com/the-pathless-path/] 😁 Join Hundreds On Unconventional Paths: Pathless Path Community [https://pathlesspath.com/membership] 📲Connect + Follow Paul * Twitter: @p_millerd [https://twitter.com/p_millerd] * Instagram: @pathlesspaul [https://instagram.com/pathlesspaul] * Paul’s Newsletter: Subscribe to Pathless [https://newsletter.pathlesspath.com/] (23k+ People) * Paul’s YouTube: Subscribe [https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA] 🙏Further Ways To Support The Podcast: * Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective [https://share.collective.com/PaulMillerd] * Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth [https://app.joincrowdhealth.com/r/PATHLESS] * I use Transistor to host this podcast. It rocks. Launch Yours Here [https://think-boundless.com/transistor] * I record high-quality videos using Riverside: Sign Up Here [https://think-boundless.com/riverside]

Check out and purchase Good Work here: https://pmillerd.com/goodwork [https://pmillerd.com/goodwork] Or from Amazon directly: https://amzn.to/4gwRSCN [https://amzn.to/4gwRSCN]

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 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. 🎥🍿 YOUTUBE: WATCH HERE [https://www.youtube.com/watch?v=0xhaU1_70T4] Links: * X (Twitter): @catehall [https://twitter.com/catehall] * LinkedIn [https://www.linkedin.com/in/cate-hall-9a81a35/] * Cate's Article — How to be More Agentic [https://usefulfictions.substack.com/p/how-to-be-more-agentic] ⌛TIMESTAMPS * (00:00) - Intro * (02:07) - The scripts that Cate grew up with * (06:32) - Doors-opening credentials? * (10:23) - Leaving law for poker * (18:37) - Developing agency, learning form the others * (23:42) - Deterministic vs probabilistic economy * (26:53) - Risk and the diminishing prestige of the traditional paths * (31:10) - Burnout * (37:20) - Asking dumb questions * (41:59) - Defining ambition * (43:39) - Seeking actual feedback and how everything is learnable * (50:11) - The surface area of luck * (57:45) - Closing remarks 📘 GOOD WORK: LIVE! => Learn More [https://pmillerd.com/goodwork] 📕 Buy Paul’s Book (50k+ Sold): The Pathless Path [https://think-boundless.com/the-pathless-path/] 😁 Join Hundreds On Unconventional Paths: Pathless Path Community [https://pathlesspath.com/membership] 📲Connect + Follow Paul * Twitter: @p_millerd [https://twitter.com/p_millerd] * Instagram: @pathlesspaul [https://instagram.com/pathlesspaul] * Paul’s Newsletter: Subscribe to Pathless [https://newsletter.pathlesspath.com/] (23k+ People) * Paul’s YouTube: Subscribe [https://www.youtube.com/channel/UCofS_FvauuHc-x6mq7yz6nA] 🙏Further Ways To Support The Podcast: * Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective [https://share.collective.com/PaulMillerd] * Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth [https://app.joincrowdhealth.com/r/PATHLESS] * I use Transistor to host this podcast. It rocks. Launch Yours Here [https://think-boundless.com/transistor] * I record high-quality videos using Riverside: Sign Up Here [https://think-boundless.com/riverside]
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