Michael Ashcroft on Getting Lost and The Joys of Dad Life
Wed Dec 31 2025
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
(02:37) - Introduction and Missing Guest
(03:26) - Podcast Plans and Initial Banter
(03:47) - Reflecting on Past Conversations
(04:36) - The Journey of Self-Employment
(13:10) - Life Updates and Health Challenges
(17:03) - Parenting Reflections and Future Plans
(20:36) - Balancing Work and Family Life
(24:56) - Navigating Challenges and Personal Growth
(31:00) - The Role of Fathers and Emotional Resilience
(34:33) - The Impact of Miscarriages and Moving Forward
(37:45) - Reflecting on a Challenging Project
(39:15) - Book Sales and Audience Insights
(40:55) - Future Plans and Creative Inspiration
(41:49) - The State of Online Creation
(51:19) - AI and Its Impact on Creativity
(01:01:02) - Balancing Work, Family, and Creativity
(01:06:24) - Fun and Games: Dictator or Hustle Bro?
(01:09:24) - Concluding Thoughts and Future Outlook
NEW: The Pathless Path Hardcover Premium Edition
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📲Connect + Follow Paul
X: @p_millerdInstagram: @pathlesspaulPaul’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): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial
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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 (02:37) - Introduction and Missing Guest (03:26) - Podcast Plans and Initial Banter (03:47) - Reflecting on Past Conversations (04:36) - The Journey of Self-Employment (13:10) - Life Updates and Health Challenges (17:03) - Parenting Reflections and Future Plans (20:36) - Balancing Work and Family Life (24:56) - Navigating Challenges and Personal Growth (31:00) - The Role of Fathers and Emotional Resilience (34:33) - The Impact of Miscarriages and Moving Forward (37:45) - Reflecting on a Challenging Project (39:15) - Book Sales and Audience Insights (40:55) - Future Plans and Creative Inspiration (41:49) - The State of Online Creation (51:19) - AI and Its Impact on Creativity (01:01:02) - Balancing Work, Family, and Creativity (01:06:24) - Fun and Games: Dictator or Hustle Bro? (01:09:24) - Concluding Thoughts and Future Outlook 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_millerdInstagram: @pathlesspaulPaul’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): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up HereI use and love the Readwise reader for notes and highlights: Join Here for a 2 month trial