The Pathless Path with Paul Millerd artwork

The Pathless Path with Paul Millerd

231 episodes - English - Latest episode: 21 days ago - ★★★★★ - 30 ratings

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, Khe Hy, Ben Hunt, Wade Foster, Dan Vassallo, Kris Abdelmessih, Steph Smith, Amir Salihefendić, Alex Pang, Visakan Veerasamy, and more.

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Episodes

The Nonlinear Life Path: College at 16, Med School in Cuba & Starting Over After Kids - Aida Alston

July 27, 2022 08:00 - 1 hour - 84 MB

Aida Alston is no stranger to alternatives to the default path. From testing out of high school at 15, to finishing college with no debt, then going to medical school for free in Cuba, Aida has been walking her version of a pathless path for a long time. But she's at a transition point now. She decided not to pursue clinical practice as a physician—again turning away from the default path right in front of her. She's been a full-time stay-at-home mother since then to her two child...

Fixing The Healthcare System For Indies x Web3 - John Paller

July 19, 2022 19:33 - 52 minutes - 72.1 MB

John Paller is a Denver-based entrepreneur and the Founder of Opolis, a Digital Employment Cooperative for independent workers. He is also the founder of ETH Denver, the world’s largest Web3 and Ethereum festival. Prior to discovering Ethereum in 2015, John spent more than 15 years in talent acquisition, HR Technology, and employment systems, building multiple successful enterprises. John brings a breadth of experience in fundraising, investor relations, community outreach and cry...

How To Set Goals & Do Things That Matter - Malcolm Ocean

July 12, 2022 12:18 - 1 hour - 89.5 MB

Malcolm ocean is a fellow wanderer of the pathless path and as is such - is hard to describe. He runs a software company, Complice which helps people turn big goals into day-to-day actions. More broadly from my vantage point, Malcolm appears to be one of the most deeply curious humans alive about how we make things happen at the individual and group levels. Follow Malcolm: Website Twitter @Malcolm_Ocean Sign Up For Complice and get one bonus week CrowdHealth: You ditched the tr...

Lessons From Homeschooling, Skipping College & Carving Her Own Path - Hannah Frankman

June 28, 2022 19:15 - 1 hour - 73.8 MB

Hannah is awesome and you should listen to this podcast.  She grew up homeschooled, is an endlessly curious person, has a deep sense of agency, and is a pro at carving her own path.  She's done a ton of things including writing, coaching, and working at startups and has created jobs for herself, negotiated working remotely (before it was cool), and has done a ton of other things.  She recently founded Rebel Educator which is a media brand that aims to share more about homeschooling ...

What Do Digital Nomads Tell Us About The Future? - Lauren Razavi (Executive Director, Plumia)

June 22, 2022 13:15 - 1 hour - 96.2 MB

Lauren and I first talked when I was locked down in Taiwan in 2021.  It was amazing to connect with another nomad and writer after weeks of not seeing people.  I was also a bit stuck in my book writing process and she gave me a ton of helpful hints to take my book to the next level. I was excited to interview Lauren because she just finished her own book, Global Natives about her own experience as a nomad (since 2013!) and also the past, present, and future of the movement.  I thin...

Growing up in Hawaii, Corporate Detours & The Future of Audio - Sky King

June 14, 2022 13:00 - 1 hour - 93.9 MB

This episode is with Sky King, the founder of Modern Stoa, a podcast advertising company for podcasters.  His path is fascinating - he grew up in Hawaii, rarely wore shoes, was heavily influenced by Asian culture, had a father who was retired, and somehow ended up in a massive corporation right after college.  In 2016. he became fascinated by how the media was shaping the 2016 US election and decided it was time to act.  From a cold email to Ryan Holiday to helping build Aubrey Marc...

The Arc of The Practical Creator - Lawrence Yeo

June 07, 2022 12:45 - 1 hour - 59 MB

Being an undeclared major till his senior year of college, Lawrence didn’t really know what he wanted to do. After looking up which jobs make the most money, he decided to declare as an economics major, leading him to explore Investment Banking. While he didn’t end up working in investment banking, he was still pulled by the power of prestige, something he says “is a drug, and is most potent” when you are young and looking at schools. Over a number of years and experiments with music and cre...

The Arc of The Practical Creator - Lawrence Yeo

June 07, 2022 12:45 - 1 hour - 60.7 MB

Being an undeclared major till his senior year of college, Lawrence didn’t really know what he wanted to do. After looking up which jobs make the most money, he decided to declare as an economics major, leading him to explore Investment Banking. While he didn’t end up working in investment banking, he was still pulled by the power of prestige, something he says “is a drug, and is most potent” when you are young and looking at schools. Over a number of years and experiments with musi...

Podcast Update! Re-branded as The Pathless Path & LIVE Q&A From Youtube

June 01, 2022 18:30 - 35 minutes - 32.3 MB

I offer a short little update on the next steps for the podcast and include a live Q&A I did on youtube last week. Video link: https://youtu.be/CGbw7Q8hoys 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscribe to Pathless Paul’s YouTube: Subscribe 🙏Further Ways To Support The Podcast: Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k...

The Money Path or The Life Path? - Tim Malnick

March 28, 2022 23:16 - 1 hour - 94.2 MB

Tim Malnick has always lived between the two worlds of business and creative/activist circles.  In his twenties, he stumbled into a creative group of young people, of which “none of them following the obvious path.”  This gave him a lot of confidence that different kinds of paths were possible and enabled him to offer a diversity of perspectives that he was able to bring to many different environments. One of the things he spends a lot of time on now is helping people transcend the...

Music, Entrepreneurship & Embracing Non-Work - Paul Canetti

March 21, 2022 20:30 - 58 minutes - 53.9 MB

Paul Canetti is a professor at Columbia Business School and sits on the Strategic Advisory Board of Riverside Acceleration Capital. We explore his initial passion for music growing up, how he became an accidental founder, and how he's exploring his relationship with work after exiting his startup.   He was named one of Inc.'s “30 Under 30” and has founded multiple software businesses including MAZ and ClickEasy (originally Bounce House), both of which were acquired in 2021. He is a...

The Magic of Writing with Sasha Chapin

February 12, 2022 02:30 - 46 minutes - 64.3 MB

I talked with writer and writing coach Sasha Chapin about the role of writing in our lives, how we think about writing, and how he specifically helped with my process in the book. Check out Sasha here: Sasha Chapin (imsashachapin.com) & Buy Paul's Book https://think-boundless.com/the-pathless-path/ 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscr...

Khe Hy - Tales From The Pathless Path

February 09, 2022 22:27 - 1 hour - 85.2 MB

Join Khe's Supercharge Your Productivity course: https://10k.radreads.co/join-syp11/yzrsv (affiliate) Get access to Khe's $10k training which will help you wander towards the pathless path: https://radreads.co/millerd From a live event where Paul & Khe talk about their shared journeys of self-employment, creating online & more 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_mille...

The Pathless Path Launched! (reading of the introduction)

January 27, 2022 01:57 - 8 minutes - 7.94 MB

Just launched my book, The Pathless Path!  Purchase the book here. This is the introduction of the book. I'll be releasing some clips of me reading the book and will eventually publish an audio book. 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscribe to Pathless Paul’s YouTube: Subscribe 🙏Further Ways To Support The Podcast: Accounting, Taxe...

Valuing Options & Possibilities On The Solo Creator Path with Kris Abdelmessih

November 10, 2021 02:01 - 1 hour - 102 MB

Kris Abdelmessih has one of the most unique perspectives on life and works I've stumbled across in the past few years.  He uses his experience as a trader to look at decision-making and work investments through the lens of options, pricing, and other financial models.  I enjoy his perspective because unlike other financial types, he seems to have a proper appreciation of non-work / non-productive time. We explore his recent break from trading, his creative journey writing on the in...

The Formless Path - Money, Fatherhood & Creativity (Howard Gray)

September 27, 2021 13:00 - 1 hour - 65.3 MB

Howard Gray is the founder of Wavetable, a studio that helps brands and companies come together to develop fan-based experiences to help teams teach and share ideas. The two things that drive him are to "create space for people to do the work they want to do" and to help people "make sense of the world and overcome the tension of putting things out in the world" We dive into his idea of the formless path, why the creator economy is in danger of being hijacked, how he sees himself as a guid...

The Formless Path - Money, Fatherhood & Creativity (Howard Gray)

September 27, 2021 13:00 - 1 hour - 67.1 MB

Howard Gray is the founder of Wavetable, a studio that helps brands and companies come together to develop fan-based experiences to help teams teach and share ideas. The two things that drive him are to "create space for people to do the work they want to do" and to help people "make sense of the world and overcome the tension of putting things out in the world" We dive into his idea of the formless path, why the creator economy is in danger of being hijacked, how he sees himself ...

The Shadow Side of Solopreneurship - Darren Joe

September 19, 2021 08:53 - 1 hour - 59 MB

“You can’t study or learn your way into a new identity” - I love this quote from Darren Joe.  He’s been thinking about carving a different path from 2003 to 2004.  He said that he was driven by a natural drive to be independent and do his own thing.  I found this pretty impressive because in those years not many people were doing what he was doing. He recently published a book titled The Fail-Safe Entrepreneur.  In it he argues that almost all solopreneurs strive for three things: ...

Six Months In The Creator Economy - Michael Ashcroft (Part 3)

August 19, 2021 13:22 - 24 minutes - 22.4 MB

In parts 1 and 2, I interviewed Michael about his plan to quit his comfortable consulting job and start a new path creating and selling courses online. Let's see how he reacts to his own quotes from a year earlier! ------------------------ The best way you can support me is to join in the conversation. Share thoughts on Twitter, send me an e-mail, and tell me what resonated or what you’d add or refer a friend: If you’d like to support further you can use my affiliate link for so...

Accidental Freelancer To Brand Consultant, Founder & Freelance Coach (Austin Church)

August 04, 2021 10:42 - 58 minutes - 53.2 MB

Austin Church thought he was going to be a poet.  When that didn't go as planned, he joined the business world.  Six months later he was laid off in the 2008 recession.  Luckily, his firm hired him back as a freelancer and that completely changed his perspective on work.  Ever since he's been hacking a living, shifting roles as a freelancer, founder, entrepreneur, and coach.  We chat about his journey and more. Learn more about Austin and his great writing on freelancing here. ---...

Burnout & "Living At Work" In 2020 - Natalie Rachel

July 22, 2021 06:48 - 59 minutes - 54.5 MB

Natalie Rachel went through her own experience with burnout before turning to help others.  She found that "with burnout, rest doesn't touch it," you need a deeper strategy.  We compare notes on our own journeys where we were surprised by burnout.  We thought it was something that resulted from working long hours.  Natalie says a better way to think about it is as "self-neglect of reflection." Resources Mentioned: Natalie On Twitter Natalie on the James Altucher Show Dr. Geri Pu...

Narratives, Work & What Matters - Ben Hunt

July 06, 2021 12:57 - 55 minutes - 50.8 MB

Ben Hunt is a father, husband, former academic, author turned blogger, former hedge fund analyst, investment advisor, and farmer. And he’s also my podcast guest in this episode. His writing has been an inspiration to me as I try to carve my own path after leaving what he calls “Team Elite.” His philosophy of make, protect, teach focuses on local and bottom-up change in the world.  In addition, we also discuss: How losing his father changed his relationship with time Industrially...

Money Fears, Self-Employment & Living Abroad With Kids - Jenni & Lisa Dazols

June 24, 2021 09:11 - 1 hour - 59.2 MB

Jenni and Lisa Dazols read an essay six years ago which made them question their frantic & busy lifestyle.  They could barely take care of their dog.  They decided to take a break from a work.  We dove into their story of deciding to move abroad, taking a sabbatical, having kids, moving to Taiwan, launching a passion project, coaching people on their money fears, and what they've learned along the way. They run a business called Modern Family Finance and help people think about fin...

A Sabbatical Every Seven Weeks - Sean McCabe

June 17, 2021 13:52 - 46 minutes - 42.6 MB

Sean McCabe runs seanwes and in 2014 he was working seven days per week.   Yup, no breaks.  He knew he needed to make a chance but the problem? All of his friends and even his wife worked at the company.  He decided he would take every seven weeks off.  He quickly realized it was a bit unfair to his team and extended it to everyone in the company.   He's found that not only has his life gotten better but his business has continued to grow and they have figured out how to build manda...

Youtuber and Doctor - Ali Abdaal on Identity, Prestige, Creativity & Meaning

May 03, 2021 11:00 - 1 hour - 55 MB

I had a conversation with Ali Abdaal about his year away from medicine, how he grapples with his identity, the challenges of veering off the course of traditional metrics of success, enjoying the journey, and the challenges he faces. More from Ali here: https://aliabdaal.com/ --------- Subscribe to Paul's Weekly Newsletter: http://boundless.substack.com

Ali Abdaal on Identity, Prestige, Creativity & Meaning and Deciding To Leave Medicine

May 03, 2021 11:00 - 1 hour - 56.7 MB

I had a conversation with Ali Abdaal about his year away from medicine, how he grapples with his identity, the challenges of veering off the course of traditional metrics of success, enjoying the journey, and the challenges he faces. More from Ali here: https://aliabdaal.com/ --------- Subscribe to Paul's Weekly Newsletter: http://boundless.substack.com 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Fo...

What happens six months (and three months) before you quit? - Michael Ashcroft

April 13, 2021 11:00 - 53 minutes - 48.8 MB

I talked with Michael Ashcroft six months before he was planning to quit his job.  We talked about his plan to quit his job, what was going through his mind, his fears and what he expected might happen. We then chatted again three months later after he submitted his notice and checked in on how he felt Fear Setting Exercise Michael's Website ---------- The best way you can support me is to join in the conversation. Share thoughts on Twitter, send me an e-mail and tell me what r...

The Self-Employment Meta-Game (Dan Vassallo)

January 26, 2021 12:13 - 59 minutes - 54.5 MB

I had a delightful conversation with Daniel Vassallo a self-employed creator for the last three years who seems to have gone through many of the same "a-has" as I have.  He walked away from Amazon despite making an absurd salary of $500,000 a year.  We talk about why he made that leap, why he would never go back and some of the unexpected lessons and insights he's learned from becoming self-employed.   You can learn more about Dan at his site => Dan Vassallo ---------- To follow ...

Who are digital nomads? (Professors Rob Litchfield & Rachael Woldoff)

January 19, 2021 16:42 - 1 hour - 58.8 MB

Robert Litchfield & Rachael Woldoff have recently written a book titled "Digital Nomads: In search of Freedom, Community, and Meaningful Work in the new economy" A married couple and both professors, they bring an interesting combination of perspectives.  Rachel is a sociologist specializing in urban communities and Rob is a management professor specializing in creativity and motivation. They both moved to Bali for three months with their kids and immersed themselves in this world...

Quitting To Teach History to 500k+ on TikTok (Michael McBride, Creator of Idea Soup)

January 11, 2021 13:00 - 58 minutes - 53.6 MB

Michael Mcbride left his job almost a year ago to work on building out Idea Soup, an instagram and TikTok channel focused on helping re-inspire people’s passion for history and knowledge. We talk about his creations over the years, how he has felt since leaving his job over the last year, what he’s learned from engaging with young people on TikTok and how he sees the future of education emerging from things like TikTok and other online platforms. On his foundational belief: “If I ...

Curating Goodreads Remotely (Uri Bram, CEO of The Browser)

December 24, 2020 01:13 - 41 minutes - 38.3 MB

Uri Bram is the CEO of The Browser which runs regular newsletters to help people find good articles, podcasts, and videos to read.  He has been living as a digital nomad for over seven years and also runs The Browser as a remote company. We chat about Uri’s own journey, what it's like working with Robert Cottrell (who reads 10-12 hours a day), his early experiences becoming a kindle best-selling, how he thinks about running a remote company and some of his favorite reads worth chec...

Curating Goodreads Remotely (Uri Braum, CEO of The Browser)

December 24, 2020 01:13 - 39 minutes - 36.6 MB

Uri Bram is the CEO of The Browser which runs regular newsletters to help people find good articles, podcasts, and videos to read.  He has been living as a digital nomad for over seven years and also runs The Browser as a remote company. We chat about Uri’s own journey, what it's like working with Robert Cottrell (who reads 10-12 hours a day), his early experiences becoming a kindle best-selling, how he thinks about running a remote company and some of his favorite reads worth checking out....

Packy McCormick - Bringing Fun To Newsletters Since 2019

December 04, 2020 22:01 - 44 minutes - 36.5 MB

Packy says that his differentiation "is that I’m going to be having more fun than most people” I've been a big fan of the energy he's brought to his writing over the past couple of years. But he didn't set out to have a popular newsletter.  His real plan was to launch an in-person community.   We chat about how the pandemic helped him figure out why that wasn't a good idea and how he's thinking about his solopreneur journey, The reason I asked him on the podcast is to talk about ...

Podcast Update Nov 2020 - The Pathless Path

November 03, 2020 16:47 - 22 minutes - 42 MB

I decided to record a short little update with my friend Travis.  What have I been up to, where have I been living throughout the pandemic and what is in store next for Reimagine Work. If you'd like to watch on YouTube, you can do that here: https://www.youtube.com/watch?v=7Xlqe6D-HfM 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscribe to Pathless...

Angie Wang - My Partner On This Crazy Journey

October 19, 2020 19:28 - 1 hour - 57.8 MB

I interviewed my wife, Angie, who has gone through a major career change and has launched a number of creative experiments and projects over the past couple of years.  She reflected on what its been like going along this journey alongside me and grappling with success, identity, being a woman in Taiwan and creating in public. Video Version Of The Interview: Watch The Interview on Youtube If you like conversations like this, join my weekly e-mail which is an exploration of life, wo...

Carving a 21st Century Life & Career - Steph Smith

September 16, 2020 11:00 - 50 minutes - 46 MB

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 this is demonstrated by the way Steph landed her job at The Hustle (hint: it didn't invo...

The Possibilities Of Life Beyond Work with Oshan Jarow

September 08, 2020 22:39 - 1 hour - 74.8 MB

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 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pa...

Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic)

August 31, 2020 22:54 - 27 minutes - 25.3 MB

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 matters: Boundless @ Substack Buy Amy's Book: Reclaiming Control @ Amazon 📕Buy Paul’s Book (50k+...

Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset

May 28, 2020 18:21 - 56 minutes - 51.7 MB

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 hundreds (perhaps thousands) become thriving solo consultants.  We talk about How he though...

Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset

May 28, 2020 18:21 - 54 minutes - 50 MB

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 hundreds (perhaps thousands) become thriving solo consultants.  We talk about How he thought about i...

Reflection with Andrew Taggart on Work & Life

March 26, 2020 14:30 - 45 minutes - 42.1 MB

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 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscribe to Pathless Paul’s YouTube: Subscribe 🙏Further Ways To Support...

Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work

March 18, 2020 15:24 - 51 minutes - 41 MB

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 the next few weeks (hint: don't overdo the tools right now) What the broader opportunity is for re...

Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work

March 18, 2020 15:24 - 52 minutes - 42.4 MB

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 the next few weeks (hint: don't overdo the tools right now) What the broader opportunity ...

Imagining A New American Dream (Diania Merriam, Econome Conference)

January 08, 2020 19:57 - 57 minutes - 53 MB

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. In 2017, she moved to Cincinnati after negotiating a remote working arrangement with her...

Longform Thoughts: Why Organizations Undermine Creativity & Potential

January 02, 2020 02:53 - 31 minutes - 28.6 MB

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 performance (the Tom Brady principle) We aren't providing a connection to purpose We d...

A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist)

December 10, 2019 12:47 - 47 minutes - 43.4 MB

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 behind the decisions as he goes on the doist blog as a major supporter of the remote work movem...

The Lazy Person's Guide To Freedom, Generosity & Creative Work (Moataz Ahmed)

December 02, 2019 04:15 - 52 minutes - 48.3 MB

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 motivation How he thinks about freedom and justice How freedom should also be about spea...

Twitter Friends & Threads, Self-Employment & Curiosity (Visakan Veerasamy)

October 30, 2019 05:21 - 1 hour - 69.7 MB

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 curious humans of twitter How he creates his own work See the episode notes here...

Rest, Leisure, Working Less & The 4-Day Workweek (Alex Pang)

October 22, 2019 10:00 - 1 hour - 57.7 MB

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 as a Patron here 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds O...

Geography & Culture Side Hustle Experiments w/ Rohith

October 17, 2019 11:00 - 23 minutes - 21.5 MB

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 do so here. 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconven...

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