
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.
Latest episodes

23 snips
Mar 18, 2024 • 1h 24min
#170 Apprenticeships, Sabbaticals & "Good Work" — Steve Schlafman & Matt Yao on slowing down, deprogramming, unlearning, learning from others, deciding to quit, going on a sabbatical, not being jealous anymore, competitiveness and enoughness, finding good work, ambition, the apprenticeship, Downshift, decelerator, marriage, family and reframing money
Steve and Matt discuss slowing down, unlearning, sabbaticals, finding good work, letting go of jealousy, competitiveness vs enoughness, Matt's apprenticeship, Downshift program, ambition, marriage, family, reframing money, launching decelerator.

Mar 12, 2024 • 1h
#169 "2M Subscribers, I love what I do, should I take a break?" — David Pakman on finding good work early, , how money and motivation changed over time, finding a balance in content creation, life after YouTube, his doubts about taking a sabbatical, having a daughter, dealing with public recognition and hateful comments, the lack of role models
David Pakman discusses his career evolution, doubts about taking a sabbatical, balancing work and family, dealing with public recognition and hateful comments, growth trajectory on YouTube, and the dynamics of the creator economy.

16 snips
Feb 27, 2024 • 1h 14min
#168 Building With "margin for life" — Justin Jackson on lessons from running a skate shop, optimizing for profit, running a "calm company," co-founding Transistor, having kids early, designing margins and how money actually does make him happy
Justin Jackson shares lessons from running a skate shop, optimizing for profit, designing a 'calm company,' co-founding Transistor, having kids early, and how money brings happiness. He emphasizes the importance of financial stability, customer support, and creating margin for life in business.

18 snips
Feb 20, 2024 • 1h 10min
#167 Wandering in the Wilderness — Dom Francks on confronting fragility, his love of nature, the disconnect from nature, working as a software engineer, viewing yourself as a piece of poetry, how we're always embedded in nature and being guided by intuition
Dom Francks discusses his love for nature, confronting fragility, and balancing wilderness education with software engineering. He explores connecting with nature, viewing oneself as poetry, and being guided by intuition in a captivating conversation with Paul Millerd.

16 snips
Feb 13, 2024 • 1h 20min
#166 Breaking Free of the Rules — Rick Lewis on being a child actor, dropping out of college, being a professional juggler, street performing and a clowning, the corporate world as an outsider, breaking rules, parenting and how to reinvent yourself
Rick Lewis, a speaker, author, and professional consultant, joins Paul Millerd on the podcast to discuss his journey of breaking free from societal rules. They cover topics like Rick's experience as a child actor, dropping out of college, becoming a street performer, observing the corporate world as an outsider, parenting, and how to reinvent oneself. It's an entertaining and insightful conversation about discovering hidden rules and embracing intelligent misbehavior.

17 snips
Feb 5, 2024 • 1h 14min
#165 Gardening in the Digital Ecosystem — Kevin Espiritu on his fascination with the early Internet, how Poker broke his brain on money, starting his YouTube channel, Epic Gardening, taking a long term perspective, how to structure a video, transforming his YouTube channel, introducing new people to his audience, the probabilistic mindset and what he learnt from poker that helps him in his life
Kevin Espiritu, professional poker player turned gardening YouTube channel host, discusses his journey from poker to gardening. He talks about his fascination with the early Internet, how poker broke his brain on money, starting his YouTube channel, structuring videos, transforming his channel, and introducing new people to his audience. He also shares insights on the probabilistic mindset and the valuable lessons he learned from poker that help him in his life.

10 snips
Jan 30, 2024 • 1h 58min
[Repost] My Nervous System Guru & Friend - Jonny Miller on His Own Pathless Path, Grief, Friendship, David Whyte & More
Guest Jonny Miller, a Friend and Nervous System Guru, discusses topics such as curiosity, education, healing after loss, leaning into joy, leaving secure income, starting a podcast, investing in serendipity, mastering the nervous system, and the role of commitment in leading to freedom and depth.

41 snips
Dec 11, 2023 • 1h 14min
#164 Transformation For High Achievers — Joe Hudson on growing up with an alcoholic father, living around the world, transformation and self-discovery, becoming comfortable with yourself, emotional fluidity, expressing emotions, and the art of parenting
Joe Hudson, executive coach and founder of the Art of Accomplishment, shares his journey of personal transformation, growing up with an alcoholic father, living around the world, and the importance of emotional fluidity. He discusses the role of meditation, expressing emotions, and the art of parenting. They also explore the impact of money in personal transformation and empowering individuals to view their boss as a client. Overall, a captivating conversation on self-discovery and growth.

Nov 27, 2023 • 46min
[Replay] Reinventing After Quitting A Top Job At Amazon - Christine Bader
Christine Bader, former head of CSR for Amazon, talks about leaving the corporate world and building a life. She discusses working at Amazon and her sabbatical in Bali. The podcast explores the concept of quitting, challenges in CSR, and the future of work. They also mention alternative approaches to creative projects like writing books.

Nov 20, 2023 • 45min
[Replay] Taking a "structured sabbatical" & Calm Companies - Jacqueline Jensen
Jacqueline Jensen, author of 'Travel Isn't The Answer', discusses the importance of awe and wonder in our lives. She shares tips for living with curiosity, passion, and awe, and redefining the role of work. The podcast also explores the rise of travel as a service industry and the importance of building community in long-term stay programs.
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