Paul Millerd
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,...
Where to listen?
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Episodes
Carving a 21st Century Life & Career - Steph Smith 16.09.2020 48:23
Steph has a hard time identifying as anything. Remote worker, writer, or coder don't really do it justice. The thing that stands out when you talk to Steph is that she is a LEARNER. Through competing in chess as a child she learned the valuable meta-skill of how to improve and never really saw any reason why she couldn't just take something up. This mindset is invaluable in today's world and th...
The Possibilities Of Life Beyond Work with Oshan Jarow 08.09.2020 1:19:51
Oshan sums up his worldview as: "We’re all going to die, but in the meantime, the world is far more mysterious, wonderful, and stimulating than human consciousness plagued by economic precarity can experience.” We explore that possibilities might emerge if we can imagine a life beyond work. Be brave and join us on this episode? Oshan's Work: Musing Mind Subscribe to boundless: Subscribe NEW: The P...
Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic) 31.08.2020 25:47
I had a great conversation with Amy McMillen via a live group conversation and we talked about her journey of leaving her full-time job WITHOUT a plan, what it felt like, what she learned and how she ended up documenting it in a beautiful book during the pandemic. Our full conversation, including Q&A can be found here: YouTube Link Subscribe to Paul's weekly newsletter on work & what matte...
Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset 28.05.2020 54:38
Will Bachman is the creator of a community-first talent platform for management consultants, Umbrex and hosts a podcast for independent consultants called Unleashed . We talk about the recent course he created called the Guide To Setting Up Your Consulting Practice course ($100 off with the code: boundless), which is a product of his 12 years as an independent consultant and his work helping hund...
Reflection with Andrew Taggart on Work & Life 26.03.2020 44:09
A conversation and reflection with Andrew Taggart on total work, the role of the human amid our current crisis and an exploration of philosophical questions For more on Andrew: His Website Music: Deliberate Thought by Kevin MacLeod 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 50...
Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work 18.03.2020 51:08
Laurel and I decided to jump on a video call to talk about the world emerging work-from-home experiment amid the evolving Covid-19 pandemic. We wanted to talk about some of the deeper principles & opportunities that remote work offers and talk about how companies might think about it in the next month and over the next few years. We talk about: The short-term mindset companies should take in...
Imagining A New American Dream (Diania Merriam, Econome Conference) 08.01.2020 56:04
In 2015, Diania Merriam discovered the Mr. Money Mustache blog about financial independence and reading it was like a refreshing punch in the face. At the time, she was living in NYC and $30k in debt. She got out of that debt in 11 months and started saving 60% of her income. This newfound grip on her finances gave her a huge boost of confidence to pursue goals that previously felt out of reach. I...
Longform Thoughts: Why Organizations Undermine Creativity & Potential 02.01.2020 29:21
For the re-launch of the Boundless podcast, I'm releasing a previously Patreon-only audio discussion of a piece I wrote - Crisis at Work - which was published in the fall of 2017. *You can read the piece here*: Crisis At Work I talk through six key reasons why organizational fail to unlock human potential: We're defaulting to the wrong goals (shareholder value) We're mistaking authority for perfo...
A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist) 10.12.2019 45:34
Amir Salihefendić is the Founder and CEO of Doist, a fully distributed, remote company that creates productivity tools (Todoist & Twist). We dive into his story of moving from Bosnia to Denmark as a child and how he started Doist while in college. He’s built a growing technology company in a fully remote setting, often experimenting with different ways of working and sharing the thinking behi...
The Lazy Person's Guide To Freedom, Generosity & Creative Work (Moataz Ahmed) 02.12.2019 50:54
Moataz Ahmed otherwise known as “motizzy” is a graphic designer, consultant and hand lettering artist. He recently published Part 1 of his book titled, “Lazy Person’s Guide to Freedom” and we talked about his journey and book in this conversation. We also talk about: How we naturally started freelancing by helping people His embrace of the “gift mindset” How he improved his will-power and motivat...
Twitter Friends & Threads, Self-Employment & Curiosity (Visakan Veerasamy) 30.10.2019 1:14:14
I connected with Visa on twitter, where he’s made many friends over the past several years. I wanted to interview Visa to talk about his leap to self-employment over the past couple of years, but we talked about so much more. We talk about: What the word “nourish” means to him His evolution on procrastination and getting started How to find like-hearted humans on twitter The “asshole problem” The...
Rest, Leisure, Working Less & The 4-Day Workweek (Alex Pang) 22.10.2019 1:01:08
Alex Pang is the author of Rest about how you can do more while working less and is author of the forthcoming Shorter, which shares stories of companies that have shifted to a four day workweek. Hear about Alex's own sabbatical, how he changed his relationship to rest and what he's learning now. Read more about Alex and get a copy of his book here ---- Want to support the Boundless Podcast? Join...
Geography & Culture Side Hustle Experiments w/ Rohith 17.10.2019 21:38
I'm experimenting with some shorter episodes where I explore side hustles and creative experiments with people taking action on experiments they are excited about. This one features Rohith Amruthur, creator of the Lost Geographer, which you can learn more about here . If you have any suggestions or want to come on the podcast, shoot me an e-mail . If you'd like to support this podcast you can d...
The Phases & Emotional Journey Of Making A Work Shift (Stephen Warley) 19.09.2019 47:30
I had a 2nd conversation with Stephen about the phases and emotional experiences of what a shift looks like. He's coached hundreds of people so has a good understanding of what people typically face. I created this as part of my curious exploration of making sense of what it takes to reinvent in the modern world. If you want to support the podcast, you can go here . NEW: The Pathless Path Hardcov...
Good Writing & Doing Work That Matters (Andy Sparks, CEO Holloway) 04.09.2019 1:04:51
Andy Sparks founded a company called Holloway, which is trying to solve the problem of sharing knowledge online. He shared how his startup is trying to combine beauty, writing & deep knowledge to complex topics like Venture Capital and Hiring. We talk about his journey, how he started writing, the professor that changed his life in college and how his father has influenced his approach to w...
Coworking That Works & The 10k Independents Project - Alex Hillman, Indy Hall 21.08.2019 1:02:07
" coworking at its best isn’t an occupancy based business at all. If the only time your members can get value from their membership is when they’re in the room, you’re limiting the potential of your community " Alex Hillman runs one of the longest running co-working spaces in the world - Indy Hall - in Philadelphia. He thinks the word "coworking" has lost some of its meaning and that many compani...
Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot) 19.06.2019 1:02:54
Years ago, Ben wrote that his personal mission statement was “to help people reach their full potential” and our conversation touches on this theme in many different ways. Ben is a former car rental pro turned consultant turned HR executive. His work in HR landed him on the cover of Human Resource Executive but instead of staying on the path to CEO he decided to carve his own path. Our conversat...
What living on a boat for 18 months can teach you about work & life (John Zeratsky) 12.06.2019 1:04:28
John Zeratsky was a designer in the tech industry has worked with hundreds of startups in his time at Google Ventures. He’s also obsessed with redesigning time and thinking about what matters in life. Earlier this year he just got back from 18 months living on his boat "Pineapple" with his wife sailing around Central America, which he wrote about in an article titled “ What quitting my job to sa...
Hannah Wei on her nomadic life, Muay Thai fights, Tinder experiments & community 05.06.2019 47:18
Hannah Wei has been living as a digital nomad for the last four years traveling across the US, Canada and Southeast Asia. When she is not working as a product consultant, she trains in Muay Thai, photographs people, and collaborates on local initiatives. In our conversation we touch on many things, including: Her upbringing in China and move to the US Her creative inspirations as a child and ho...
Microadventures, Long-term Travel & Busking Through Europe (Alastair Humphreys 22.05.2019 40:10
I talked to Alastair Humphreys after he had returned the previous night from a micro-adventure. It wasn't a four year biking trip or a challenging long walk across the desert (he's done that though!), but instead a short overnight camping trip with himself to re-connect with nature and his adventurous spirit. He helps others think about how they can design similar micro-adventures to find joy in...
Dreaming, starting a tribe & living on an island with three kids (Ben Keene) 15.05.2019 58:44
After attending a few corporate recruiting sessions, he didn't take for granted that his path was to enter the corporate world. Twenty years later, he is still carving his own path and has recently returned from Koh Lanta, where he lived with his three children in Thailand for the last six months. We Talked About Ben starting a "tribe" in Fiji Early internet adventures His experiences coaching p...
Heather McGowan on learning, adapting & identity in the future of work 08.05.2019 48:44
Heather McGowan is the most thoughtful writer and speaker I follow on the future of work. She is able to connect the dots between work, culture, society and identity in a way that has captured the attention of many individuals, companies and universities around the world. Heather’s career is also a perfect example of the type of path and work that was not possible in the past. Reflecting on her...
Building A Company And Life Filled With Joy (Rich Sheridan, CEO) 01.05.2019 1:05:13
Rich fell in love with coding as a child but lost that passion when coding just turned into a job in the late 1990s. As he looked around and saw everyone overwhelmed in his industry, he decided to take a different path. He co-founded of Menlo Innovations in 2001 with a personal mission to end human suffering in the workplace. He is also the author of two books Joy, Inc. and Chief Joy Officer. ...
A Mission-Driven Life & Career (Jerel Bonner) 24.04.2019 45:35
Jerel calls himself one of the original "job-hoppers." While he never found a great fit in the corporate world, in the 1980s, he was inspired by Steven Covey to develop a "personal mission statement." He used this to shape his decisions in life. In the early 2000's he decided to shake it up and headed to China for what turned into a 14 year journey of learning and adventure. To learn more about...
How To Fill Your Morning With Purpose & Joy (Craig Kulyk) 17.04.2019 53:08
I met Craig at a conference called The World Domination Summit and when he introduced himself he gave me a pack of tea with his business card on it. Everything he does is like this - packed with thoughtfulness and humor. Craig is also the creator of the Morning effect, something he ended up being passionate about after going from someone that hated mornings to a morning advocate over the past 7 ye...
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