The Pathless Path with Paul Millerd
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
Mentioned books
Aug 25, 2025 • 1h 3min
How To Retire Well: Dennis Owen on Moving Abroad, Building Community, Volunteering, Adapting to New Cultures, Creating Routine, Consulting After Retirement, Managing Money Mindset Shifts, Staying Current with Technology, Health Habits, Navigating Expat Li
Dennis Owen, a former airline professional, retired to Chiang Mai, Thailand, where he transformed his life through volunteering and community projects. He discusses the importance of 'retiring to' a fulfilling routine instead of merely leaving work behind. Dennis shares valuable insights into adapting to new cultures and the mental shift required for spending rather than saving in retirement. He highlights the significance of continuous learning, staying engaged with technology, and fostering connections to maintain purpose and well-being in this exciting new chapter.
21 snips
Aug 5, 2025 • 1h 6min
Worldschooling 2.0: Rekha Magon on Location-Independent Schooling, co-founding Boundless Life, Lessons during bed rest, rethinking family in a digital age, travel, freedom, and raising global citizens
Rekha Magon, co-founder of Boundless Life, discusses her innovative approach to location-independent education, aiming to create global citizens. She shares her personal journey from a traditional career to embracing mindfulness and experiential learning during her pregnancy. Highlights include the benefits of child-led education, community building, and the evolution of schooling in a digital age. Rekha also reveals future plans for expanding Boundless Life internationally, encouraging families to redefine their learning experiences as they travel.
20 snips
Jul 28, 2025 • 1h 22min
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success"
Pranab Sachi, a coach bridging practical work with inner growth through attentional co-piloting, discusses transformative concepts from Buddhist philosophy. He dives into 'codependent origination' and shares insights on life-changing 'quake books' that reshaped his worldview. Pranab also explores the significance of authentic connections and the impact of emotional work in overcoming procrastination. Additionally, he touches on his abandoned 'Non-Success Podcast' idea, emphasizing the value of experiments over achievements in personal and professional journeys.
27 snips
Jul 21, 2025 • 1h 19min
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...)
Nick Maggiulli, COO and data scientist at Ritholtz Wealth Management, joins the discussion to share insights on financial independence. He highlights the 'Coast FIRE' strategy, which allows individuals to achieve balance between work and personal fulfillment. Nick shares his personal financial challenges shaping his perspective, and introduces his 'wealth ladder' concept aimed at empowering listeners to align spending with values. They explore generational perspectives on wealth, redefine success beyond money, and discuss the impact of AI on content creation.
43 snips
Jul 8, 2025 • 1h 11min
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game
Lawrence Yeo, the creator and author of 'The Inner Compass,' discusses his journey of self-reflection and creativity. He shares insights into the emotional complexities of writing and self-publishing while emphasizing the power of authentic expression. The conversation explores the advantages of self-publishing, the impact of ambition on creativity, and the delicate balance between commercial success and genuine fulfillment. Lawrence’s passion for storytelling and community building inspires listeners to navigate their unique paths in life.
Jul 1, 2025 • 1h 15min
Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation
Jack Moses is an entrepreneur and retreat leader who took the bold step of dropping out of college after being inspired by a book. In a captivating discussion, he shares his transformative journey through hustle culture to spirituality, revealing how travel reshapes one's identity. Jack emphasizes the importance of embracing new experiences and finding creative freedom in self-publishing. They delve into balancing personal success with family responsibilities, navigating the challenges of societal expectations, and the beauty of living a nomadic life in Thailand.
14 snips
May 30, 2025 • 28min
Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition
The host shares personal updates about relocating to Asia and the joys of fatherhood. He dives into the unique challenges of navigating traffic while parenting and discusses educational philosophies that prioritize curiosity over tradition. The journey of self-publishing takes center stage, with insights into creating a luxurious hardcover edition aimed at devoted fans. The conversation also touches on innovative production processes and community engagement, making it a captivating mix of parenting, publishing, and personal growth.
72 snips
May 14, 2025 • 1h 16min
Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans
Nat Eliason, author of fast-paced techno thrillers like Crypto Confidential, discusses his transition from nonfiction to fiction. He shares insights on the challenges of self-publishing versus traditional methods and the importance of engaging with readers. The conversation touches on how AI is reshaping writing and narrative, and he reveals innovative strategies for launching his new novel, Husk. Nat emphasizes the delicate balance of maintaining creativity amidst changing industry dynamics while envisioning a vibrant future for writers in the digital age.
22 snips
Mar 17, 2025 • 1h 5min
"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life
In a lively discussion, Blake Boles, host of Dirtbag Rich, shares insights on extracting freedom from life. He explores the philosophical shifts around work, advocating for a broader definition that values passion over conventional success. The conversation dives into navigating fear and uncertainty when leaving stable careers for authentic living. Boles emphasizes community-building in a self-directed lifestyle and redefines money as a tool for freedom. Their engaging dialogue encourages listeners to embrace uncertainty and pursue personal growth.
22 snips
Dec 5, 2024 • 52min
Matt Yao Interviews Me
In this engaging conversation, Matt Yao, an explorer of writing and coaching, interviews Paul Millerd about his transformative book, Good Work. They dive into the shifting nature of work, urging listeners to prioritize meaning over traditional roles. They reflect on financial independence and the joys of self-employment, along with the pivotal role of creativity in everyday tasks. The duo also shares insights on sabbaticals and the balance between career and parenting, encouraging a spirit of experimentation in both personal and professional lives.
