Paul Millerd

The Pathless Path with Paul Millerd

Business EN ↓ 202 episodes

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,...

Author

Paul Millerd

Category

Business

Podcast website

pathlesspath.com

Latest episode

Feb 25, 2026

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Episodes

Andrew Taggart, Practical Philosopher, on how "total work" is taking over our lives 12.09.2018

Andrew is a Practical Philosopher who believes that "there may be no greater vexation in our time than the question of how to make a living in a manner that accords with leading a good life." We dive deep into the questions of "what is the good life?" and what he means by "sustaining life." He also shares his perspective on the concept of "Total Work," a phrase first put forth in 1947 by the Germa...

Podcast Update, Digital Course Experiment & Moving To Asia 08.08.2018

Paul provides a summer update: Shifting the podcast from making sense of the future of work => "The Human Side Of The Future Of Work" Early lessons from the digital course experiment, Solopreneur Shift I'm moving to Asia... Boundless Links My article on beanie babies and doing things that don't make sense = > yes, please Check out the latest tools, including the  Freelance Target Income Calc...

Tony Triumph on growing up entrepreneurial, moving to NYC with $300 and building incredible relationships 18.07.2018

Tony grew up around entrepreneurs but did not use the label at the time. At age 19, he was going to college in Maryland and felt the pull to something bigger.  He decided to move to New York City with $300 to his name and started modeling to pay the bills.  He got a lot of pushback from the people in his life about the move but knew he had to take the leap. Despite many setbacks and almost running...

Rohan Rajiv on learning through 3500+ daily blog posts, writing and parenting 20.06.2018

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_millerd Instagram: @pathlesspaul Paul’s Newsletter: Subscribe to Pathless (26k+ People) Paul’s YouTube: Subscribe 🙏Further Ways To Support The Podcast: Accou...

Reflections: One year of freelancing, experiments & other people's reactions 13.06.2018

In this short "reflection" episode, I check in on where my head is at one year into my freelance journey and share some of the opportunities I have had, how I have changed my mindset over the last year and how people have reacted to me carving a different path in the world. Some things mentioned in the show: Links: Awakening - Quitting The Default Path Questioning Work NEW: The Pathless Path Hardc...

Luke Kanies on his journey from commune to CEO and why people hate working for big companies 06.06.2018

Luke grew up on a commune and then ended up as a co-founder and CEO of a startup that raised $87 million. He talks about his unique path and how that shaped his thoughts about building an organization. He raises the central tension of organizations in a free market economy - the fact that our corporations are run more like authoritarian states with centrally planned economies than free-markets. We...

Candace Cabrera Moore, fearless yoga entrepreneur on building a global business, brand and community 30.05.2018

Candace was first inspired by her mother who always looked for solutions to problems rather than admitting defeat so always had an entrepreneurial spirit. She had also been practicing yoga for several years (also with her mother) before deciding to invest more time and signing up for a Yoga workshop in Thailand while recovering from a challenging case of lyme disease. This leap of faith led to her...

Stephen Warley on the biggest shift since the industrial revolution (Episode 19) 23.05.2018

Stephen has been self-employed for more than 18 years. At first, it was by accident. He referred to himself as a “reluctant freelancer.” We talk about how that mindset evolved into one where he now sees self-employment as THE option for today’s world. He is the founder of Life Skills That Matter, a platform, and community to help people to build the real skills they need to build a life they are p...

Nita Baum on how to "be free" and self-employed (Episode 18) 09.05.2018

Nita Baum is a rock star self-employed freelancer. She has been working on her own for over a decade and now splits her time across many domains, describing herself as an "entrepreneur, co-creator, facilitator, mentor-coach, and community-builder." A lot of her current work focuses on supporting and working with people who are carving their own paths as freelancers, which evolved from her helping...

Boundless/Unleashed: Paul on the future of work, freelancing and his media diet (Episode 17) 02.05.2018

This was an interview of Paul on the Unleashed podcast hosted by Will Bachman, who is the founder of Umbrex, a platform for independent consultants. Will's podcast interviews many freelancers who are working independently and I can't recommend it enough. Check out the unleashed Podcast => Subscribe Today ------ Weekly #BoundlessReads Newsletter - 5 Things Every Week: Subscribe Now Book Recommen...

Damien Peters on blogging, wealth, and building a remote business from Spain (Episode 16) 25.04.2018

Damien Peters is a self-described "personal finance nerd" - which explains how he ended up founding WealthNoir.com , a platform to preach and teach about the importance of financial freedom and generational wealth to Black millennial professionals. He started blogging over ten years ago and has recently focused more on writing as he increases his focus on building Wealth Noir. Damien is also a big...

Connor Gillivan on entrepreneurship, selling on Amazon and working with freelancers (Episode 15) 18.04.2018

Connor's path as an entrepreneur began when he was in college via an AIM chat with a classmate in one of his classes. What started as a textbook e-commerce business led him to build a sizeable business selling things on Amazon.com. Through his work on that, he ended up working with many freelancers across the globe on a variety of different projects. Realizing that he had developed skills in recru...

Jen Morilla on breaking plates and traveling the world with purpose (Episode 14) 11.04.2018

Jen Morilla is an impact travel influencer. What does that mean? It means she travels the world and writes about her experiences but also has a central mission. At first, she started out with the mission to "change the world" that has since gotten more specific. She has been bringing water filters to many different villages across the globe and impacted an estimated 12,000 people globally What has...

#14 Romy Rost on leadership, freelancing & coaching as a skill 04.04.2018

Romy is an employee engagement consultant turned coach. She built her career consulting for and working in Fortune 100 companies on all challenges employee-related. Her mission is to drive meaningful and behavior-based change for mid-level leaders that helps them operate in a more productive and human way in the workplace. There are a lot of coaches out there, but what makes Romy stand out is that...

#13 Tanya Alvarez on entrepreneurship, community & redefining failure 28.03.2018

Tanya Alvarez is the Co-Founder, and CEO of OwnersUP is a platform which advances solopreneurs business through accountability, goal setting, and community. Over the past fifteen years, Tanya has accumulated marketing experience with international & US companies such as Nike and US Olympics. She started her first company at the age of 25 and grew it to be a profitable company from credit card...

#12 Pauri Pandian on tennis as a career, coaching & healthy masculinity 21.03.2018

Pauri started playing Tennis when he was seven and it has turned into a clear passion. He wasn't always sure that was the path he wanted to take, but when a job as a teacher fell through because he decided to attend his sister's wedding, he picked up some coaching work to make some money. One thing turned into another and he is now the head women's and men's coach at Wheaton College. As a coach, h...

#11 Ben Dubow - From State Department Rejection To Propaganda-Fighting Startup Founder 14.03.2018

Ben is the founder and COO of Omelas, a startup that is focused on using technology to fight propaganda. Ben's journey, however, does not start there. His journey is a classic case of "do not try this at home" - as we walk through Ben's story, I found myself impressed at the number of rejections and roadblocks he faced. Early in his career, he thought he landed his dream job, at the State Departme...

#10 Paul Millerd on Finding Work That Matters To You 07.03.2018

This is a copy of the interview I did with Stephen Warley on the Life Skills That Matter Podcast. Stephen is a bit of a role model for me. We have similar missions and ways of seeing the world. He interviewed me on Facebook live and I thought we had an interesting discussion on doing things that matter, defining priorities and how to figure out the answer "what do you want to do?" (which I think i...

#9 Amma Marfo on Combining Humor, Creativity & Writing 28.02.2018

Amma Marfo cracked me up several times on this podcast. It is no surprise then, that she describes herself as "thoughtful yet incurably silly." She also defines herself by three words: humor, creativity, and energy - something we talk about at the beginning of the podcast. Like many freelancers, she does so many things - she is a speaker, teacher, coach, and podcaster and has a lot of insight arou...

#8 Tom Critchlow on Personal Branding, Freelance Consulting & The Future of Work 21.02.2018

I discovered Tom by reading a piece he wrote on freelance consulting.  I was fascinated with his approach and how similar it was to mine - especially coming from a completely different perspective - digital marketing & content.  We talk in depth about how he thinks about content in today's world, his thoughts on personal branding, how writing helps him create and leads to serendipitous connect...

#7 Cody Royle on The Talent & Performance Secrets of The Sports World 14.02.2018

Growing up all Cody thought about was sports. He saw his path as becoming a professional Aussie Rules Football player. However, after competing at the highest level of the sport, he quickly saw felt his “talent just fell away” at the age of 18. He struggled to live in the moment and stewed on the fact that everyone around him seemed much more talented. While this period would help him realize that...

#6 Janet Matta - Rock Star Career Coach On The Alternative Paths We Fail To See 07.02.2018

Janet is one of my favorite people. We have a similar belief that people are capable of more than they believe and that alternative paths are more realistic and the reality than people realize. Not a fan of default paths from an early age, one quote stood out from Janet that she has continuously asked herself throughout her life:“The conventional path is not going to work for me, what can I do ins...

#5 Super Bowl Minisode - Cody Royle on The Patriots and what business can learn from sports 04.02.2018

In this episode Cody Royle and I discuss what sets high performing NFL organizations like the Patriots and the Giants (and others apart from the rest). Cody is the author of Where Other’s Wont: Taking People Innovation from the Locker Room into the Boardroom. His book is available here: http://amzn.to/2E5R88kCONTEST DETAILS: I am giving away two of Cody's books for free. Just retweet this episode...

#4 Chris Donohoe on "uncommon" leadership, starting his own firm and "limitless creation" 31.01.2018

Chris is the founder of uncommonly and an avid fan of the long-running CBS television show Survivor. A former teacher, marketer, and management consultant, Chris has an eclectic mix of skills and professional experience. Chris has worked with over a dozen Fortune 500 clients spanning multiple industries including Media & Entertainment, Publishing, Insurance, Pharmaceuticals, and Corporate Soci...

#3 David Vaucher on Ending His Career to Start His Life 25.01.2018

David was born abroad then moved to the US at a young age, all while being raised to believe that the path to success rests solely on going to school and getting a “safe” job with a big company. For the last 11 years he did just that, and by traditional measures of success, it looked like things were going well. Unfortunately, starting on Day 1 of his first job, he could never shake one, recurring...

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