Read more here: Why I am partnering with Authors Equity

If you have the old version, no worries, you will have that forever. But if you’d also like to support this version, it’s launching under a different listing. You can find it here:

• Audible
• Libro.fm
• Pre-save it on Spotify to help me out (you don’t need to order!)
• Direct purchase on Amazon for $10

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) - The Struggles of Working with Others
• (26:48) - The Impact of Miscarriage
• (34:08) - Rethinking Work and Parenting
• (42:17) - Struggles of Citizenship and Homelessness
• (42:43) - Emotional Turmoil and Support
• (43:07) - Guilt and Parenting Challenges
• (45:45) - A New Beginning in Thailand
• (46:40) - Balancing Work and Family
• (57:01) - Exploring Financial Literacy
• (01:12:23) - Publishing Journey and Cultural Differences
• (01:23:21) - Future Plans and Reflections

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
• (02:49) - Reflecting on Past Conversations
• (03:38) - The Journey of Self-Employment
• (12:12) - Life Updates and Health Challenges
• (16:05) - Parenting Reflections and Future Plans
• (19:38) - Balancing Work and Family Life
• (23:58) - Navigating Challenges and Personal Growth
• (30:02) - The Role of Fathers and Emotional Resilience
• (33:35) - The Impact of Miscarriages and Moving Forward
• (36:47) - Reflecting on a Challenging Project
• (38:17) - Book Sales and Audience Insights
• (39:57) - Future Plans and Creative Inspiration
• (40:51) - The State of Online Creation
• (50:21) - AI and Its Impact on Creativity
• (01:00:04) - Balancing Work, Family, and Creativity
• (01:05:26) - Fun and Games: Dictator or Hustle Bro?
• (01:08:26) - Concluding Thoughts and Future Outlook

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
• (00:43) - Ali's Journey and Paul's Influence
• (01:50) - Defining the Pathless Path
• (03:43) - Living the Pathless Path
• (06:21) - Daily Life and Nomadic Living
• (19:40) - Traveling Village and Family Life
• (23:07) - Education and Raising Kids
• (27:05) - Ship, Quit, and Learn Framework
• (31:21) - Balancing Priorities and Curiosity
• (32:05) - Living a Minimalist Lifestyle
• (32:52) - Creative Paths and Family Support
• (35:26) - Cultural Differences in Marriage
• (38:54) - Economic Growth and Middle-Class Ideals
• (42:06) - Questioning the Traditional Career Path
• (44:34) - The Inspiration Deficit and Meaningful Work
• (48:38) - Challenges of the Creator Journey
• (55:56) - The Pathless Path Community

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
• (00:43) - The Religion of Work
• (02:44) - Steven's Early Career and Family Background
• (06:20) - Navigating the Tech Industry
• (19:13) - Leaving Silicon Valley
• (23:35) - Life After the Career-Ending Move
• (32:27) - Financial Shifts and Creative Solutions
• (33:39) - Navigating Personal Crises
• (43:00) - The Role of Community and Religion
• (55:02) - The Power of Permissionless Income

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 Philosophy
• (07:07) - The Role of Telos in Modern Life
• (14:01) - Personal Journeys and Realizations
• (36:36) - Writing as a practice and medium for understanding
• (47:56) - Rethinking Karma Yoga in Modernity
• (50:34) - The Mundane Nature of Daily Tasks
• (56:58) - The Spiritual Journey of Work
• (58:40) - Introspection and the Reality of Work
• (01:10:28) - Balancing Objective Conditions and Inner Peace
• (01:27:29) - The Concept of Inner Purification
• (01:34:51) - Final Thoughts and Future Projects

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
• (14:06) - Evolving Perspectives on Parenting
• (16:37) - Self-Love versus Self-Improvement
• (20:12) - Building Community and Future Plans
• (22:15) - Courage and Sustainability on the Pathless Path
• (26:22) - Practical Advice for Going Off the Beaten Path

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.

Topics Covered:

• 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
• (00:58) - Early Career in the Airline Industry
• (04:33) - Transition to Asia and Cultural Experiences
• (07:09) - Volunteer Work and Personal Life
• (14:53) - Retirement Philosophy and Activities
• (21:17) - Creating Opportunities and Continuous Learning
• (31:54) - The Reality of Retirement
• (32:11) - Finding Meaning Beyond Money
• (34:27) - Adapting to Technological Changes
• (37:21) - Retiring in Chiang Mai
• (41:36) - Balancing Health and Wellness
• (43:19) - Embracing Lifelong Learning
• (49:46) - Navigating Financial Decisions in Retirement
• (58:04) - The Importance of Purpose and Learning