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.
Episodes
In this episode, I have a conversation with my friend Jack Moses. Three years ago, Jack emailed me after reading my book, declaring he was dropping out of college. Over time, I've been amazed by his life's actions, from embracing hustle culture to diving deep into spirituality. Recently, Jack led a retreat in Thailand, inspiring me with his courage and optimistic outlook. Join us as we discuss spiritual journeys, trusting ...
Personal updates about life, including his recent move back to Asia, reflections on work and career paths, parenting experiences, and insights into education and self-publishing. I share the challenges and joys of parenting, how I think about decisions in regards to kids, and evolving thoughts on publishing and creative projects.
Topics
00:00 Introduction and Life Updates
05:32 Reflections on Career Paths and Work Cul...
Hello! I'm back! Expect a slow ramp, but there are new episodes coming!
I talked with Nat Eliason about his journey as a writer, from early experiments with ideas to fully embracing writing as a career. We discussed the challenges and rewards of moving from nonfiction to fiction, the trade-offs between traditional and self-publishing, and the importance of audience engagement. We also explored how AI is impacting writing, s...
Links:
- Podcast
- Blake Boles
- Dirtbag Rich Site: https://www.blakeboles.com/dbr/
Episode Desription
Paul Millerd is a 39-year-old writer, ex-consultant, and advocate for ditching the default path in favor of what he calls “the pathless path.” (pmillerd.com / @p_millerd)
Paul walked away from a promising corporate consulting career—think McKinsey, prestige, and six-figure salaries—to pursue a life of writing, experi...
This was a fun episode. A friend, Matt Yao, reached out to see if he could interview me about my recent book, Good Work.
We first connected when he called me in the summer of 2022. He was in the middle of my book and knew he needed to quit his job.
Over the last few years, he's been on a transformational journey, experimenting with writing, coaching, and several other side quests.
Hope you enjoy this conversation.
You can follow Abel's podcast here: Abel James Show
📘 GOOD WORK: LIVE! => Learn More
📕 Buy Paul’s Book (50k+ Sold): The Pathless Path
😁 Join Hundreds On Unconventional Paths: Pathless Path Community
📲Connect + Follow Paul
- Twitter: @p_millerd
- Instagram: @pathlesspaul
- Paul’s Newsletter: Subscribe to Pathless (23k+ People)
- Paul’s YouTube: Subscribe
🙏Further Ways To Support The Podcast:
Check out and purchase Good Work here: https://pmillerd.com/goodwork
Or from Amazon directly: https://amzn.to/4gwRSCN
Cate seemed to be fully entrenched on the default path — she had graduated from Yale and became the Supreme Court advocate on her way to becoming a partner in her law firm. But she didn't want to live the lives of the people around her. She pivoted hard, you could almost hear car brakes squeaking as she made the turn, and over a year she became the number one female poker player in the world. She later started art and perf...
This is from Sky King's podcast: https://skmp.supercast.com/
Guest info:
Nat: https://www.nateliason.com/
Nat also has an amazing book coming out which I highly recommend, "Crypto Confidential": https://amzn.to/44BJ74I
📘 GOOD WORK: LIVE! => Learn More
📕 Buy Paul’s Book (50k+ Sold): The Pathless Path
😁 Join Hundreds On Unconventional Paths: Pathless Path Community
📲Connect + Follow Paul
- Twitter: ...
Justin is a former startup executive who helped build two startups past valuations of $1B, teams of 150+ people, and raise over $300M in venture capital. Now he’s building his one-person knowledge business toward $5M in annual profit.
🎥🍿 YOUTUBE: WATCH HERE
Links:
⌛TIMESTAMPS
Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the phenomenon of late bloomers and what we can learn from them.
🎥🍿 YOUTUBE: WATCH HERE
Links:
- Personal website
- Substack: The Common Reader
- X (Twitter): @HenryEOliver
- Second Act
⌛TIMESTAMPS
Matt Bateman has a PhD in philosophy. He has abandoned the academic career, to pursue education in the Montessori system. A dad of three, he is passionate about educating children. Having worked a lot with training the teachers in the Montessori approach, he has now taken a step back to focus on writing his book.
🎥🍿 YOUTUBE: WATCH HERE
Links:
- Matt's Twitter — @mbateman
- montessorium.com
- guidepost
⌛TIMESTAMPS
Steve is a professional coach and the founder of Downshift — the world's first decelerator. He has left a career in venture, but he remains ambitious, it's just that his ambition is now to have a good, multidimentional life, where he can be a good dad for his kids.
Matt has left a traditional path early on to write, travel and discover his own path. When he met Steve, he offered him to become his apprentice and joined D...
David Pakman is a political commentator and the host of The David Pakman Show. He joins the podcast to explore a possible paradigm shift in the way he approaches his work and life after the birth of his daughter.
🎥🍿 YOUTUBE: WATCH HERE
Links:
- The David Pakman Show
- X (Twitter): @dpakman
- YouTube: David Pakman Show
- Instagram: david.pakman
⌛TIMESTAMPS
Justin is the co-founder of Transistor, a podcast hosting platform on which The Pathless Path podcast is hosted. Justin is passionate about designing his company so that all the team benefits. He achieves that by making sure that there is always a financial margin as well as a "margin for our emotional health, margin for our physical health, margin for life."
🎥🍿 YOUTUBE: WATCH HERE
Links:
- Personal website
- X (Twitter): @m...
Dom is the lead guide at the VIVIFY Regerative Leadership Program. He helps leaders develop by taking them on an 8-day backpacking expedition in the Sierra mountains. Dom is passionate about preserving the natural world, staying connected to it and practicing aliveness.
🎥🍿 YOUTUBE: WATCH HERE
Links:
- Personal website
- VIVIFY (Get $500 off if you mention this podcast)
- Substack
⌛TIMESTAMPS
Rick Lewis could be succinctly described as "a speaker, author & professional consultant", but such technical labelling wouldn't paint a fair picture of who he really is. He describes what he's doing as "intelligent misbehavior". He's public appearances have a much deeper goal than just pure entertainment. Rick is passionate about discovering and breaking the hidden rules that rule our behavior and stifle our growth as...
Kevin is the man behind the Epic Gardening channel. Although he had not read the Pathless Path at the time of the recording of this episode, he seems to be living it with every breath he takes. The only constant thing in his life seems to be that is constatly reinventing himself. From professional poker, gaming, web design, indie consulting, blogging to running a huge YouTube channel about gardening with almost 3 mil. subs...
Enroll In The 5th Cohort of Nervous System Mastery: You can get $250 OFF using the code PATHLESS => nsmastery.com
Jonny Miller is a dear friend and I've had the privilege to get to know him closely over the past four years on our own journeys. We've lived in Japan, Indonesia, and Mexico together. When we met we were both single but now are both married in cross-country relationships and have navigated finding wor...
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