The Pathless Path with 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, Kyla Scalon, Trung Phan, Justin Welch, and more.

Episodes

September 8, 2025 97 mins
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I took questions from people for episode 200.  Enjoy!

Click here to watch a video of this episode.

  • (00:00) - Introduction and Podcast Background
  • (03:08) - Future of Education and Teaching
  • (05:29) - Thoughts on Being a Prophet
  • (06:09) - Current Pulling Forces and Changes
  • (08:30) - Special Hardcover Edition Plans
  • (10:05) - Managing Financial Anxiety
  • (11:51) - Business Lessons from Corporate Life
  • (14:44) - Evolving...
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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 importance of routine, staying...

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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:


  • (00:00) - Introduction to the topic of location-independent education
  • (0...
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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 the call).

Pranab referenc...

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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 his approach to saving and sp...

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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 dynamics of traditional vers...

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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 spiritual journeys, trusting ...

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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 Career Paths and Work Cul...

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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 AI is impacting writing, s...

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Links:


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, experi...

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December 5, 2024 51 mins

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 lea...

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You can follow Abel's podcast here: Abel James Show


📘 My 2nd Book Good Work: LIVE! => 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

🙏Further Ways To Support The Podc...

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October 11, 2024 5 mins

Check out and purchase Good Work here: https://pmillerd.com/goodwork

Or from Amazon directly: https://amzn.to/4gwRSCN

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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 perf...

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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


📘 My 2nd Book Good Work: LIVE! => Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community


📲Connect ...

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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:

⌛TIMESTAMPS

  • (00:00) - Intro
  • (01:34) - The scripts tha...
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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:

⌛TIMESTAMPS

  • (00:00) - Intro
  • (00:49) - Guest introduction
  • (01:35) - The scripts that Henry grew up ...
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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:

⌛TIMESTAMPS

  • (0...
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