

The Pathless Path with Paul Millerd
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
Mentioned books

May 1, 2019 • 1h 7min
Building A Company And Life Filled With Joy (Rich Sheridan, CEO)
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.
Hear about his company has achieved gender diversity in the workforce, introduced pay transparency, embraces pair-working methods across all functions and other transformative principles.
Links/Books Mentioned
Menlo Innovations
Extreme Programming, Beck
The Fifth Discipline, Senge
Chief Joy Officer, Sheridan
Joy, Inc. Sheridan
Boundless (Learn More Here)
Support
Think-Boundless
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Apr 24, 2019 • 47min
A Mission-Driven Life & Career (Jerel Bonner)
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 Jerel click here.
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Boundless => Reimagine Work
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Apr 17, 2019 • 55min
How To Fill Your Morning With Purpose & Joy (Craig Kulyk)
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 years. He defines the morning effect as:
"the principle that what you choose to do in the morning can have an amazing impact on other parts of your life. It leads you to get up and be productive, do more of the things you wish you were doing, and embark on your days already feeling accomplished. All of that is a HUGE win, but honestly, it’s just the tip of the iceberg…"
He’s experimented with 100 morning rituals over that time and now works with people to help them take back their mornings and find “another 20 hours” a week as he did.
His story is more than another “hustle” hack - its grounded on bringing more presence, joy and creativity to ones life and is why I hope you check out the podcast this week!
For More => The Morning Effect Boundless Page
Books/Articles Mentioned:
When by Daniel Pink
The Power of Habit by Charles Duhigg
127 Morning Rituals
How to Schedule Your Workday
9 Lessons from a 9 Day Silent Meditation Retreat
Boundless / Reimagine Work:
Support the podcast on Patreon
Subscribe to the free weekly newsletter on our modern conception of work
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Apr 10, 2019 • 55min
Beyond Average: Co-Creating A Life & Company (Tanya Zhang & Wesley Kang, NimbleMade.com)
Wesley Kang and Tanya Zhang are the co-founders of Nimble Made, an e-commerce clothing brand that makes “actually slim” dress shirts.
Before taking the leap to work full-time on their business, they worked in the corporate world in New York City. As first generation Asian-Americans, they had achieved “success” - good jobs, good salary. They were on their way. However, deep down both wanted something a little more. Some of Tanya’s challenges working as a freelance graphic designer on the side convinced them they should try to think a little deeper about building a brand and a business, instead of just helping other people.
As they found themselves thinking about the business all day at their full-time jobs and coming home ready to work on it, they realized they finally had to go all-in. Over the past year they have worked on the business and are starting to find some traction. As they’ve dealt with the challenges of running a business, they have also had to constantly reflect on how to manage a relationship both as committed partners and co-founders.
Check Out Nimble Made (unsponsored):
Interested in their shirts? Check out more at Nimble Made.
For their past reflections check out Wesley's guest post on entrepreneurship and Tanya's post on how her father inspired her to start the company.
Boundless / Reimagine Work:
Support the podcast on Patreon
Subscribe to the free weekly newsletter on our modern conception of work
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Apr 3, 2019 • 52min
Lessons from 13 years of entrepreneurship & living nomadically (Chris Kirkland)
Chris Kirkland is a bootstrapped entrepreneur who has been living nomadically since 2006 and is the founder of several web businesses including artweb.com and tokyocheapo.com.
We talk about how he has experimented with money, creativity, health and his lifestyle over the past 13 years. His nomadic journey started when he took a trip to Japan and after two days decided "fuck it," I'm going to stay a bit longer.
We talk about his journey, entrepreneurship and his life experiments
Why entrepreneurs are really risk averse
His learnings from living nomadically and stoic exercises of living minimally
Prioritizing time over money as a bootstrapper
How running an online business was different in 2006 and why he "felt like he was cheating"
His experiments with becoming a "breatharian" and trying polyphasic sleep (do not try these at home)
How he thinks about running an online media business in 2019
His recommendations for cheap eats in Tokyo
More about Chris:
TokyoCheapo
Chris' Personal Site & Writings
Headstands Across The World
Boundless / Reimagine Work:
Support the podcast on Patreon
Subscribe to the free weekly newsletter on our modern conception of work
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Mar 27, 2019 • 30min
Creating Art Filled With Magic (Martha Balaile)
Martha Balaile is a fantasy illustrator living in Cape Town, South Africa originally from Tanzania. Her mission is to figure out how magic, mythology and fantasy can have an impact on real life. She’s also the wonderful creator of the new cover art for this podcast.
Martha aspired to create “art that is filled with subtle lessons on living a magical and adventurous life.” Two of the lessons she has found:
Go with the flow
Be aware of fear
We explore these a bit and she shares some examples from fantasy that have inspired her. Check out the show!
We talk about:
What drove her to pursue an art career after growing up in Tanzania
What she wishes she learned in art school
What she looked from working with clients
How she switched from magic “standard” art to art she cared about
How she decided to take the leap to freelancing “early” in her career.
How she structures her day around her work
Her Top 3 Magic Podcasts:
Magic Lessons, Elizabeth Gilbert
Natalia Benson Podcast
Hippie Witch Magick For A new Age
Mythology Studios: Work With Martha
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Boundless / Reimagine Work:
Support the podcast on Patreon
Subscribe to the free weekly newsletter on our modern conception of work
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Mar 20, 2019 • 21min
Reimagine Work & A Short Update From Paul
A quick little update from Taipei.
A couple links from the podcast:
Revisiting Keynes Prediction for a Post-Work 2030 in “Economic Possibilities for Our Grandchildren”
Luke Kanies Podcast Interview
Curiosity Conversation With Paul
Would love any feedback - e-mail Paul.
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Mar 13, 2019 • 48min
From the basketball court to the yoga mat via the corporate world (Gabi Macra)
Gabi Macra was a top Canadian basketball player that never really thought about the "life after basketball" before dealing with a major injury towards the end of her college career.
Instead of following any sort of traditional path, she headed East to Japan where she came to teach English. She loved her experience there and now reflects on the immense value of learning how to teach and coach others helped her in the following years.
Instead of heading back to Canada, she headed to London where she had a successful career and journey as an actuary. She was a leader in her company but reached a point where she was dealing with health challenges and finding that her career was no longer giving her the fulfillment that it once was.
She ended up deciding to take some time off and told her boss that she was leaving. However, she ended up staying another 18 months as she helped the team transition with some other internal changes. Just knowing she was leaving enabled her to approach everything completely different and think about how she could best serve her team while also taking care of her own health.
She finally took the leap in 2018 and after several months of sabbatical, including some time in Bali, she realized that becoming a Yoga Therapist was something she was ready to commit to over the next few years. While preparing for that program, she also created a learning internship for herself in London (stealing this from Lydia Lee's podcast episode!) by taking 8 people interested in Yoga and creating a customized program for them. Her only goals: to learn a ton about how she can serve people and learn what to do next.
What we covered:
Her drive and motivation as a basketball player
Her experience living and working in Japan after university
Starting her actuarial career and what she enjoyed about work
Becoming successful but questioning her role as a successful worker as the center of her life
Her decision to take a sabbatical and leave the company (and how she ended up staying for 18 months but doing so with a completely different mindset)
Her recent creative projects, "learning experiments" and decision to start a long-term Yoga therapist training program
Links
Instagram: Gabi Macra and Real People Do Yoga
Website: Real People Do Yoga
For More Boundless:
Consider supporting the podcast on Patreon
Join The Reimagine Work Course Starting March 24th
Join The Boundless Newsletter - Reimagining Work & Life
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Mar 6, 2019 • 46min
Learning To Quit & Life Reinvention (Christine Bader)
Christine Bader is currently living in Bali, Indonesia, where she is spending time focused on her family and self. She is the author of The Evolution of a Corporate Idealist: When Girl Meets Oil and the former head of CSR for Amazon before leaving in 2017, a journey she details in an amazing essay titled “The year I learned to quit.”
She talks about leaving the corporate world and shifting her focus from building a career to building a life.
Topics Discussed:
Corporate social responsibility
Taking a sabbatical in Bali
Building a life
The greek concept of Kairos
Working in Asia
Working at Amazon
Recommended Reading
Can a business of any size be good?
The Year I Learned To Quit (New York Times)
📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here

Feb 13, 2019 • 1h 1min
Building & Investing In Calm Companies (Tyler Tringas)
Tyler Tringas is an entrepreneur and traveler. He's started two companies (one worked!) and now is founding Earnest Capital where he wants to help companies avoid going into $50,000 of credit card debt (like he did) to start technology companies. We talk about how this type of investing vehicle can help transcend some of the pressures to "scale at all costs" in ways that may not be suitable for most companies.
Topics
Digital nomads
Starting a company
Bootstrapping
How to sell a company
The four-hour workweek
Calm companies
Flaws with the VC model
Taking leaps
Transitions
Meaningful work while traveling
Related Links:
Earnest Capital
Tyler Tringas
His Journey Selling StoreMapper
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For More With Boundless:
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Join 125+ People Carving Their Own Paths In The Slack Community
Set Up A Curiosity Conversation With Paul
Join The Free 3-Week Self-Employment Challenge
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📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @p_millerdInstagram: @pathlesspaulPaul’s Newsletter: Subscribe to Pathless (23k+ People)Paul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): CollectiveLooking for alternatives to traditional health insurance in the US? Check out CrowdhealthI use Transistor to host this podcast. It rocks. Launch Yours HereI record high-quality videos using Riverside: Sign Up Here