The Pathless Path with Paul Millerd

Paul Millerd
  • 5.0 (1)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY
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, Kyla Scalon, Trung Phan, Justin Welch, and more.

  1. 6 NOV

    Building A Life Around Good Work (Paul Interviewed by Abel James)

    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 Twitter: @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

    1h 35m

  2. 11 OCT

    Good Work is Live! (Audiobook preview)

    Check out and purchase Good Work here: https://pmillerd.com/goodwork Or from Amazon directly: https://amzn.to/4gwRSCN

    6 min
  3. #175 20 Families as a "Traveling Village - Nikolaj Astrup on his experiment living in Thailand, Vietnam, and Japan with 20 families from around the world

    26 JUN

    #175 20 Families as a "Traveling Village - Nikolaj Astrup on his experiment living in Thailand, Vietnam, and Japan with 20 families from around the world

    The Pathless Path with Paul Millerd

    44 min
  4. #174 Agency Is A Skill — Cate Hall on leaving law for poker, developing agency, deterministic vs probabilistic economy, risk, burnout, asking dumb questions, defining ambition, seeking real feedback, and the surface area of luck

    29 MAY

    #174 Agency Is A Skill — Cate Hall on leaving law for poker, developing agency, deterministic vs probabilistic economy, risk, burnout, asking dumb questions, defining ambition, seeking real feedback, and the surface area of luck

    Cate seemed to be fully entrenched on the default path — she had graduated from Yale and became the Supreme Court advocate on her way to becoming a partner in her law firm. But she didn't want to live the lives of the people around her. She pivoted hard, you could almost hear car brakes squeaking as she made the turn, and over a year she became the number one female poker player in the world. She later started art and perfume companies and led operations at Avlea — a pandemic medicine company. One might think she's simply a superhuman, and what she did is beyond the grasp of mere mortals, but Cate claims that agency is learnable and joins the podcast to tell us how. 🎥🍿 YOUTUBE: WATCH HERE Links: X (Twitter): @catehallLinkedInCate's Article — How to be More Agentic⌛TIMESTAMPS(00:00) - Intro (02:07) - The scripts that Cate grew up with (06:32) - Doors-opening credentials? (10:23) - Leaving law for poker (18:37) - Developing agency, learning form the others (23:42) - Deterministic vs probabilistic economy (26:53) - Risk and the diminishing prestige of the traditional paths (31:10) - Burnout (37:20) - Asking dumb questions (41:59) - Defining ambition (43:39) - Seeking actual feedback and how everything is learnable (50:11) - The surface area of luck (57:45) - 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 Twitter: @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

    1h 2m

  5. 13 MAY

    1 Year Dad Reflections - Conversation with Sky King & Nat Eliason

    This is from Sky King's podcast: https://skmp.supercast.com/ Guest info:Nat: https://www.nateliason.com/ Nat also has an amazing book coming out which I highly recommend, "Crypto Confidential": https://amzn.to/44BJ74I 📘 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 Twitter: @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

    1h 25m
  6. #173 Solopreneurship After Burnout — Justin Welsh on burnout, taking ownership of his time, struggling with a results oriented mindset, non-monetary success, becoming a top LinkedIn influencer, income goals, The Creator MBA, dealing with fears around

    16 APR

    #173 Solopreneurship After Burnout — Justin Welsh on burnout, taking ownership of his time, struggling with a results oriented mindset, non-monetary success, becoming a top LinkedIn influencer, income goals, The Creator MBA, dealing with fears around

    Justin is a former startup executive who helped build two startups past valuations of $1B, teams of 150+ people, and raise over $300M in venture capital. Now he’s building his one-person knowledge business toward $5M in annual profit. 🎥🍿 YOUTUBE: WATCH HERE Links: Personal website LinkedInX (Twitter): @thejustinwelshThe Creator MBAThe Saturday Solopreneur⌛TIMESTAMPS(00:00) - Intro (01:34) - The scripts that Justin grew up with (09:59) - Attention and social media (11:43) - Liking your job, the interest curve & having goals (15:55) - Justin's burnout, finding a new path & taking ownership of your time (25:30) - Not starting earlier & struggling with a results oriented mindset (31:46) - Creativity, non-monetary success & business as a creative act (38:09) - Being the nr. 1 LinkedIn influencer (42:30) - Income goals on the solo path (47:09) - The Creator MBA & Brennan Dunn (52:09) - Not making the solo career a job & fears around money (57:47) - Avoiding emotions, confidence (01:02:17) - What's Justin excited about (01:03:58) - 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 Twitter: @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

    1h 7m
  7. #172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from A

    1 APR

    #172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from A

    Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the phenomenon of late bloomers and what we can learn from them. 🎥🍿 YOUTUBE: WATCH HERE Links: Personal websiteSubstack: The Common ReaderX (Twitter): @HenryEOliverSecond Act⌛TIMESTAMPS(00:00) - Intro (00:49) - Guest introduction (01:35) - The scripts that Henry grew up with (05:48) - John Stuart Mill (08:19) - Samuel Johnson (15:01) - "The common reader" & Why we shouldn't dismiss Gladwell (18:19) - Writing (22:03) - His book about the late bloomers (28:48) - Penelope Fitzgerald (34:16) - Is it too easy to share your writing? (37:17) - The importance of finding the others (41:20) - Conversations, talking to yourself and writing (43:52) - Getting disappointed early (48:30) - There is no actual average person, the importance of taking variability into account (53:07) - How writing a book changes people (55:48) - Tyler Cowen and the power of the internet (58:25) - What Samuel Johnson would be working on today? (01:00:14) - The lessons from Audrey Sutherland (01:05:31) - 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 Twitter: @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

    1h 9m
  8. #171 "All Work Is Noble," Montessori, and Kids & Work — Matt Bateman on starting growing up with the internet, digital and industrial literacy, studying philosophy and learning how to teach, starting the Guidepost school network, how to train teacher

    25 MAR

    #171 "All Work Is Noble," Montessori, and Kids & Work — Matt Bateman on starting growing up with the internet, digital and industrial literacy, studying philosophy and learning how to teach, starting the Guidepost school network, how to train teacher

    Matt Bateman has a PhD in philosophy. He has abandoned the academic career, to pursue education in the Montessori system. A dad of three, he is passionate about educating children. Having worked a lot with training the teachers in the Montessori approach, he has now taken a step back to focus on writing his book. 🎥🍿 YOUTUBE: WATCH HERE Links: Matt's Twitter — @mbatemanmontessorium.com guidepost⌛TIMESTAMPS(00:00) - Intro (01:32) - The scripts that Matt grew up with (05:18) - Growing up with the internet (08:20) - Kids and technology, digital and industrial literacy (14:11) - Babysitting, PhD in Philosophy and learning how to teach (17:45) - Getting into Montessori (19:40) - Starting the Guideposts & How to train good teachers (24:28) - The pathological approach to work we learnt and how little children naturally want to help (33:06) - “All work is noble” (41:07) - The role of values in education through history (48:49) - The Montessori system, differences in non-alphabetic writing systems (53:57) - Agency as the aim of education (59:08) - Advice for parents, the pros and cons of college (01:05:48) - Matt’s new book & the hidden bad value system taught in modern schools (01:10:02) - 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 Twitter: @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

    1h 15m
See All (186)

About

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.

Information

You Might Also Like

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes and get the latest updates.
Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada