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

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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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. Allie also talks about burnout, and alternative ways to live meaningfully.

Follow Allie's writing and podcast on Substack: Practically On Purpose

• (00:00) - Introduction and Guest Overview

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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 and nature-focused lifestyle has helped him navigate these obstacles. This episode is an exploration of redefining work, faith, and finding a deeper purpose beyond traditional career paths.

• (00:00) - Introduction to Steven Foster and His Career Journey

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

Click here to watch a video of this 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

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

I took questions from people for episode 200.  Enjoy!

Click here to watch a video of this episode.

• (00:00) - Introduction and Podcast Background

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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 curious, and the mental shift from saving to spending in retirement. Dennis emphasizes the value of purpose, continuous learning, and building a diverse community, while also sharing practical tips and book recommendations for anyone to continue to reinvent their path after work.

Click here to watch a video of this episode.

• Transitioning from a long career to retirement
• Moving abroad and adapting to a new culture
• The importance of “retiring to” something, not just leaving work
• Building routine and community in retirement
• Volunteering and giving back
• Consulting, ghostwriting, and staying mentally active
• The mental shift from saving to spending
• Staying current with technology and learning new things
• Health, wellness, and daily habits
• Navigating practical challenges of living abroad
• Book and resource recommendations for retirement and reinvention
• Advice for finding purpose and meaning after work

LINKS:

• Dennis Owen on LinkedIn
• The Pathless Path by Paul Millerd
• The New Retirementality by Mitch Anthony
• Outlive by Peter Attia
• Die With Zero by Bill Perkins
• Just Keep Buying by Nick Maggiulli

Chapters

• (00:00) - Introduction and Guest Background

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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-independent education

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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 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.

• Codependent Origination (Buddhist philosophy)
• Quake Books (life-changing reads)
• Attentional Co-Piloting (Pranab’s coaching approach)
• Michael Taft (meditation teacher)
• Rob Burbea (Buddhist teacher)
• Joe Hudson & Art of Accomplishment
• Internal Family Systems (IFS)
• The Non-Success Podcast (Pranab’s project idea)
• Tim Ferriss, Wait But Why, Siddhartha, and more

• (00:00) - Introduction and background

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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 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/0593854039
I loved his first book too: https://youtu.be/WWXPNK06r-k

Click here to watch a video of this episode.

• (00:00) - Introduction and Guest Reintroduction

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial

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 versus self-publishing.

Click here to watch a video of this episode.

01:12 Creativity and Connection

06:38 The Nature of Creativity

08:55 Success and Inner Fulfillment

16:51 The Risk of Authenticity

18:51 Self-Publishing Insights

36:51 The Power of Short Books

38:06 Self-Publishing vs. Traditional Publishing

39:58 Creative Intentions in Writing

42:07 Overcoming Fear in Publishing Choices

44:17 The Pathless Path: Choosing Your Journey

47:48 The Next Book: Exploring Money and Identity

52:05 Innovative Approaches to Book Launches

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 YouTube: Subscribe

🙏Further Ways To Support The Podcast:

• Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
• Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
• I use Transistor to host this podcast. It rocks. Launch Yours Here
• I record high-quality videos using Riverside: Sign Up Here
• I use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial