Log in

goodpods headphones icon

To access all our features

Open the Goodpods app
Close icon
headphones
The Pathless Path with Paul Millerd

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.
profile image
profile image
profile image

4 Listeners

Share icon

All episodes

Best episodes

Top 10 The Pathless Path with Paul Millerd Episodes

Goodpods has curated a list of the 10 best The Pathless Path with Paul Millerd episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to The Pathless Path with Paul Millerd for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite The Pathless Path with Paul Millerd episode by adding your comments to the episode page.

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 children, raising them bilingually after becoming bilingual in Spanish herself during her time in Cuba.

She's a self-described early AND late bloomer, having sped through milestones early on but now slowly figuring out what's next for her work and family. She understands many of the challenges of going off the default path—like the paradox of choice—and how decision-making and prototyping are skills to be learned and practiced while building a pathless path.

She is from San Francisco originally but now lives in New York with her husband and kids.

👉 Follow Aida on Twitter and Read Her Writing

Links Mentioned:

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

🙏Further Ways To Support The Podcast:


📘 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

🙏Further Ways To Support The Podcast:

profile image
profile image

2 Listeners

comment icon

1 Comment

1

bookmark
plus icon
share episode
The Pathless Path with Paul Millerd - How To Set Goals & Do Things That Matter - Malcolm Ocean
play

07/12/22 • 97 min

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:

CrowdHealth: You ditched the traditional path... why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

🙏Further Ways To Support The Podcast:


📘 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

🙏Further Ways To Support The Podcast:

profile image

1 Listener

bookmark
plus icon
share episode
The Pathless Path with Paul Millerd - Building A Life Around Good Work (Paul Interviewed by Abel James)
play

11/06/24 • 95 min

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

🙏Further Ways To Support The Podcast:

profile image

1 Listener

bookmark
plus icon
share episode

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 Downshift.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

  • (00:00) - Intro
  • (02:52) - The scripts that Steve & Matt grew up with
  • (05:38) - Slowing down, deprogramming and unlearning
  • (12:30) - The cocoon stage
  • (14:43) - Deciding to quit
  • (19:03) - Learning from others on the path and having children
  • (25:56) - Trust
  • (29:07) - Matt's sabbatical, finding good work
  • (35:04) - No jealousy, competitiveness vs enoughness
  • (39:14) - Matt's apprenticeship with Steve
  • (48:23) - Putting yourself in a place where it's easy to help you
  • (52:21) - Downshift & Ambition
  • (01:02:52) - Marriage & Family
  • (01:10:40) - Reframing money, skiing and oatmeal
  • (01:17:01) - Launching decelerator
  • (01:21:12) - Closing remarks


📘 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

🙏Further Ways To Support The Podcast:

profile image

1 Listener

bookmark
plus icon
share episode

Bryan Victor has never taken a traditional path but he doesn’t know any other way. Perhaps that is why he started his own podcast in Singapore, Misfits, which interviews unconventional Singaporeans. At 20, he saved up $10,000 while he was serving required military time and decided he would travel the world for a year. During the trip, he realized this was all the “schooling” he needed (see 10 things I learned). After learning how he could live simply on very little money, he knew that this opened up many options for him. He knew that he would always value flexibility over maximizing income, learning this lesson earlier than others.

Regardless of any position towards “formal” schooling, his chosen path, wedding planning, wasn’t something you learned at school. He knew he had to create his own internship. So before his trip, he wrote to 50 American wedding planners (the best, he says), to ask if he could work with them. One person gave him a chance and he was able to learn while making enough money to live.

Going back to Singapore, he couldn’t get anyone to hire him, so he realized he was “forced” to create his own wedding planning business. In the process, he became named one of Singapore’s Top 10 Wedding Planners (though he argues there weren’t that many anyway!).

After proving he could make it, he started dabbling with a side business, 2D animation and founded Sage Animation. He decided to give the wedding planning business away as a gift and was able to find one person (out of 40) that he thought would do a great job.

Bryan has been fascinated with understanding what makes him happy. As he was on another trip in the United States, he was drawn to another project (motivated by the #vanlife movement) to build a liveable van for himself. While he accomplished the feat, he found that he was overcome with a “something-like depression” feeling after he achieved it. While he thought he had everything, it led to a new and deeper curiosity in what actually leads to happiness.

Books & Other Resources Mentioned:

---------------------------------------------------------

For More With Boundless:

  1. Consider supporting the podcast on Patreon
  2. Join 110+ People Carving Their Own Paths In The Slack Community
  3. Set Up A Curiosity Conversation With Paul

  4. 📘 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

    🙏Further Ways To Support The Podcast:

    • Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective
    • Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
    • I use Transistor to host this podcast. It rocks. Launch Yours Here
    • I record high-quality videos using Riverside:
      bookmark
      plus icon
      share episode
The Pathless Path with Paul Millerd - "Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life
play

03/17/25 • 65 min

Links:

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, experimenting, and global wandering. He describes how he initially struggled with unlearning his achievement-oriented mindset, why the idea of good work (work that energizes) became his guiding principle, and how his first self-published book, The Pathless Path, briefly and unexpectedly earned six figures.

We discuss the philosophical basis of work and money, how to avoid the traps of both scarcity and overachievement, and how the value of exercising your freedom is limited by how others exercise their own freedom. (In other words: if you're free to hike on a sunny Wednesday afternoon, and no one's available to go with you, are you really free?)

Paul and his wife have a young daughter, and they struggle to find and live near other, like-minded families. We talk about how online communities help Paul stay connected while living nomadically between Texas and Taiwan and how online self-education was invaluable to his success. We conclude with a discussion of navigating fear and uncertainty on the pathless path.

Throughout the conversation, Paul stays refreshingly honest about the tensions between freedom and stability, the allure of easy money, and the ever-present temptation to fall back into old habits of achievement and validation. Energized by this conversation, I ended up talking more than usual about the tricky balance of factors that leads to a Dirtbag Rich existence.


📘 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

🙏Further Ways To Support The Podcast:

bookmark
plus icon
share episode
The Pathless Path with Paul Millerd - #3 David Vaucher on Ending His Career to Start His Life
play

01/25/18 • 43 min

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 feeling: “I really, really, really don’t like this”.In December 2017, after a lot of saving and planning, he worked up the courage to quit his job, build his retirement house in France, and focus on building a life around a freelance career.Forget the big house and fancy cars, his new measure of success is the amount of control he has over his time. He is using his time to explore his passion for learning new things, particularly in technology and programming, as well as helping others who are also looking to forge their own path away from the cubicle farm.Support the podcast: https://www.patreon.com/thinkBoundlessCheck out more episodes: https://www.think-boundless.com/podcastIdeas, questions, guest ideas? [email protected]


📘 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

🙏Further Ways To Support The Podcast:

bookmark
plus icon
share episode
The Pathless Path with Paul Millerd - Lessons from 13 years of entrepreneurship & living nomadically (Chris Kirkland)
play

04/03/19 • 52 min

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:

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 Paul

🙏Further Ways To Support The Podcast:

bookmark
plus icon
share episode

🍿 Watch on YouTube

Ali Green has been a remote worker since 2014. It took her a couple of attempts to fully unpair from the office and even when she had a fully remote job it took her another year to lean into her freedom. Now she's writing a book about what she's learned leading teams, living in different countries, and working remotely.

  • Quitting her job and inventing a "story"
  • Experiences working remotely since 2014
  • Working full-time remotely for Duck Duck Go
  • What people get wrong about remote work
  • Individual preferences & desire for freedom
  • Why she's writing a book
  • Productivity & remote work

Learn more:

-------------

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path

📲Connect + Follow Paul

🙏Further Ways To Support The Podcast:


📘 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

🙏Further Ways To Support The Podcast:

bookmark
plus icon
share episode
The Pathless Path with Paul Millerd - How To Fill Your Morning With Purpose & Joy (Craig Kulyk)
play

04/17/19 • 54 min

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:

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 Paul

🙏Further Ways To Support The Podcast:

bookmark
plus icon
share episode

Show more best episodes

Toggle view more icon

FAQ

How many episodes does The Pathless Path with Paul Millerd have?

The Pathless Path with Paul Millerd currently has 188 episodes available.

What topics does The Pathless Path with Paul Millerd cover?

The podcast is about Entrepreneurship, Youtube, Podcasts, Digital Nomad, Business and Careers.

What is the most popular episode on The Pathless Path with Paul Millerd?

The episode title 'The Nonlinear Life Path: College at 16, Med School in Cuba & Starting Over After Kids - Aida Alston' is the most popular.

What is the average episode length on The Pathless Path with Paul Millerd?

The average episode length on The Pathless Path with Paul Millerd is 59 minutes.

How often are episodes of The Pathless Path with Paul Millerd released?

Episodes of The Pathless Path with Paul Millerd are typically released every 7 days, 1 hour.

When was the first episode of The Pathless Path with Paul Millerd?

The first episode of The Pathless Path with Paul Millerd was released on Dec 20, 2017.

Show more FAQ

Toggle view more icon

Comments