The Pathless Path with Paul Millerd-logo

The Pathless Path with Paul Millerd

Business & Economics Podcasts

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.

Location:

United States

Description:

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.

Language:

English


Episodes
Ask host to enable sharing for playback control

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

11/5/2024
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 @p_millerd@pathlesspaulSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up Here

Duration:01:35:11

Ask host to enable sharing for playback control

Good Work is Live! (Audiobook preview)

10/11/2024
Check out and purchase Good Work here: https://pmillerd.com/goodwork Or from Amazon directly: https://amzn.to/4gwRSCN

Duration:00:05:47

Ask host to enable sharing for playback control

#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

5/29/2024
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 ArticleHow to be More Agentic⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:02:29

Ask host to enable sharing for playback control

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

5/13/2024
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 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:25:09

Ask host to enable sharing for playback control

#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 money

4/16/2024
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 websiteLinkedInX (Twitter):@thejustinwelshThe Creator MBAThe Saturday Solopreneur⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:05:13

Ask host to enable sharing for playback control

#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 Audrey Sutherland

4/1/2024
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 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:07:19

Ask host to enable sharing for playback control

#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 teachers, how children learn and work, values in education, agency, and writing his new book

3/25/2024
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.comguidepost⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:14:37

Ask host to enable sharing for playback control

#170 Apprenticeships, Sabbaticals & "Good Work" — Steve Schlafman & Matt Yao on slowing down, deprogramming, unlearning, learning from others, deciding to quit, going on a sabbatical, not being jealous anymore, competitiveness and enoughness, finding good work, ambition, the apprenticeship, Downshift, decelerator, marriage, family and reframing money

3/18/2024
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: DownshiftSteve's websiteSteve's TwitterMatt's TwitterGame of OneBuild in ClimateDownshift on Twitter⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:23:30

Ask host to enable sharing for playback control

#169 "2M Subscribers, I love what I do, should I take a break?" — David Pakman on finding good work early, , how money and motivation changed over time, finding a balance in content creation, life after YouTube, his doubts about taking a sabbatical, having a daughter, dealing with public recognition and hateful comments, the lack of role models

3/12/2024
David Pakman is a political commentator and the host of The David Pakman Show. He joins the podcast to explore a possible paradigm shift in the way he approaches his work and life after the birth of his daughter. 🎥🍿 YOUTUBE: WATCH HERE Links: The David Pakman ShowX (Twitter):@dpakmanYouTube:David Pakman ShowInstagram:david.pakman⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:00:59:23

Ask host to enable sharing for playback control

#168 Building With "margin for life" — Justin Jackson on lessons from running a skate shop, optimizing for profit, running a "calm company," co-founding Transistor, having kids early, designing margins and how money actually does make him happy

2/27/2024
Justin is the co-founder of Transistor, a podcast hosting platform on which The Pathless Path podcast is hosted. Justin is passionate about designing his company so that all the team benefits. He achieves that by making sure that there is always a financial margin as well as a "margin for our emotional health, margin for our physical health, margin for life." 🎥🍿 YOUTUBE: WATCH HERE Links: Personal website@mijustinJustin's podcastTransistor⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:12:48

Ask host to enable sharing for playback control

#167 Wandering in the Wilderness — Dom Francks on confronting fragility, his love of nature, the disconnect from nature, working as a software engineer, viewing yourself as a piece of poetry, how we're always embedded in nature and being guided by intuition

2/19/2024
Dom is the lead guide at the VIVIFY Regerative Leadership Program. He helps leaders develop by taking them on an 8-day backpacking expedition in the Sierra mountains. Dom is passionate about preserving the natural world, staying connected to it and practicing aliveness. 🎥🍿 YOUTUBE: WATCH HERE Links: Personal websiteVIVIFYSubstack⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:08:46

Ask host to enable sharing for playback control

#166 Breaking Free of the Rules — Rick Lewis on being a child actor, dropping out of college, being a professional juggler, street performing and a clowning, the corporate world as an outsider, breaking rules, parenting and how to reinvent yourself

2/12/2024
Rick Lewis could be succinctly described as "a speaker, author & professional consultant", but such technical labelling wouldn't paint a fair picture of who he really is. He describes what he's doing as "intelligent misbehavior". He's public appearances have a much deeper goal than just pure entertainment. Rick is passionate about discovering and breaking the hidden rules that rule our behavior and stifle our growth as people. 🎥🍿 YOUTUBE: WATCH HERE Links: Personal websitePivot to the PodiumRick's Book⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:18:44

Ask host to enable sharing for playback control

#165 Gardening in the Digital Ecosystem — Kevin Espiritu on his fascination with the early Internet, how Poker broke his brain on money, starting his YouTube channel, Epic Gardening, taking a long term perspective, how to structure a video, transforming his YouTube channel, introducing new people to his audience, the probabilistic mindset and what he learnt from poker that helps him in his life

2/5/2024
Kevin is the man behind the Epic Gardening channel. Although he had not read the Pathless Path at the time of the recording of this episode, he seems to be living it with every breath he takes. The only constant thing in his life seems to be that is constatly reinventing himself. From professional poker, gaming, web design, indie consulting, blogging to running a huge YouTube channel about gardening with almost 3 mil. subscribers, we meet at his next crossroads, after he's decided to take a step back from running the show personally day to day. 🎥🍿 YOUTUBE: WATCH HERE Links: Epic Gardening YouTube channelKevin's personal YouTube channelKevin's Personal WebsiteX (Twitter):@KevinEspirituInstagram:kevinespiritu_⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:12:47

Ask host to enable sharing for playback control

[Repost] My Nervous System Guru & Friend - Jonny Miller on His Own Pathless Path, Grief, Friendship, David Whyte & More

1/29/2024
Enroll In The 5th Cohort of Nervous System Mastery: You can get $250 OFF using the code PATHLESS => nsmastery.com Jonny Miller is a dear friend and I've had the privilege to get to know him closely over the past four years on our own journeys. We've lived in Japan, Indonesia, and Mexico together. When we met we were both single but now are both married in cross-country relationships and have navigated finding work that matters, getting married, and living in foreign countries together. 🍿Watch on YouTube This conversation was really special. Links: The Curious Humans podcastPaul's Interview with Al HumphreysThe Three MarriagesTEDx Talk on Grief---- 📕Buy Paul’s Book (Published Jan 2022): The Pathless Path 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:57:31

Ask host to enable sharing for playback control

#164 Transformation For High Achievers — Joe Hudson on growing up with an alcoholic father, living around the world, transformation and self-discovery, becoming comfortable with yourself, emotional fluidity, expressing emotions, and the art of parenting

12/11/2023
Joe is an executive coach and the founder of the Art of Accomplishment. Having worked as a venture capitalist, a consultant and an international banker, Joe discovered meditation on a trip to Asia and has practiced it since for over 25 years since then. Meditating as well as a deep study of various spiritual, psychological and neurological traditions allowed him develop his unique ability to help others with personal transformation. 🎥🍿 YOUTUBE: WATCH HERE Links: Art of Accomplishment Podcast X (Twitter): @artofaccomp Instagram: theartofaccomplishment ⌛TIMESTAMPS 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:01:12:48

Ask host to enable sharing for playback control

[Replay] Reinventing After Quitting A Top Job At Amazon - Christine Bader

11/27/2023
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: Recommended Reading Can a business of any size be good?The Year I Learned To Quit 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:00:44:57

Ask host to enable sharing for playback control

[Replay] Taking a "structured sabbatical" & Calm Companies - Jacqueline Jensen

11/20/2023
Jacqueline Jensen has been a digital nomad for 3.5 years, living and working globally. It might surprise you to find out then, that she's written a book called "Travel Isn't The Answer." While counter-intuitive, she argues for a return to awe and wonder with what is already around us. She talks about different moments of wonder she has experienced (including a breathtaking view in Montenegro) and different techniques for how people can "Live With a Sense of Curiosity, Passion, and Awe Anywhere and Everywhere" (the subtitle of the book). Last year, in a planned sabbatical she came face-to-face with the fact that work was the center of her world. While she almost "quit" the sabbatical, she pushed herself to redefine her day and time to claim back some of herself from a sole focus on work. She provides many actionable tips and perspectives that can help people question the role of work in their lives, take steps to increase the amount of awe in their lives and connect with people that matter to them. More About Jacqueline: TedX Talk@JackieMJensenJacqueline JensenBookTravel Isn't The AnswerRecommendation on getting outside of your comfort zone: sofarsounds.comHacker ParadiseRecess LabsRoamOutsiteToday 📕Buy Paul’s Book (50k+ Sold): The Pathless Path 😁 Join Hundreds On Unconventional Paths: Pathless Path Community 📲Connect + Follow Paul @p_millerdSubscribe to PathlessSubscribe🙏Further Ways To Support The Podcast: CollectiveCheck out CrowdhealthLaunch Yours HereSign Up HereDescriptTeachableSkystraCircle

Duration:00:44:31

Ask host to enable sharing for playback control

[Replay] Starting a "tribe" and living on an island with three kids - Ben Keene

11/13/2023
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 Links Mentioned: Ben Keene's siteRebel Book ClubTribe Wanted FijiRight to DreamEscape The CityMoving to Koh Lanta with three kidsHis experience after the six-months in ThailandThe 100 year life (book) 📕Buy Paul’s Book (Published Jan 2022): The Pathless Path 😁👉😁 Want To Connect, Create & Root For Others On The Pathless Path? - Join 100+ Others In The Find The Others Community 📲Connect + Follow Paul @p_millerdSubscribe to BoundlessSubscribe🙏Further Ways To Support The Podcast: Check out CrowdhealthLaunch Yours HereSign Up HereDescriptBecome a sponsor of the Podcast / NewsletterDream Studio CoursePodiaTeachableSkystraCircle

Duration:01:00:18

Ask host to enable sharing for playback control

[Replay] How "total work" took over the world - Andrew Taggart

11/6/2023
Andrew is a Practical Philosopher who believes that "there may be no greater vexation in our time than the question of how to make a living in a manner that accords with leading a good life." We dive deep into the questions of "what is the good life?" and what he means by "sustaining life." He also shares his perspective on the concept of "Total Work," a phrase first put forth in 1947 by the German Philosopher Josef Pieper, and shares how that phrase became central to his current writing on the topic and conversations he has with business leaders and executives. We also dive into his dichotomy of the three modes people could think about to make a living: He reflects on our modern culture's over-reliance on exchanging our time for money while ignoring how we can live off the land and operate within the gift economy. Next, we talk about some of the different modes of living (whether it be a "settler", nomad or somewhere in between) and the implications for the community in society as a whole as well as how has dealt with that with his wife. Finally, Andrew offers three practical steps people can take to re-engage with life and try to understand what "a life worth living looks like" that does not include the advice to just quit your job. Dis-identify with the identity of the workerBegin an inquiry into the question "If I am not a worker, then who am I?"The question whether or not the life you have defined is "sufficient":Andrew's Writing & Site: Andrew's Newsletter On Total WorkIf Work Dominated Your Every Moment, Would Life Be Worth LivingAndrew's WritingOther Writing Mentioned: Leisure, The Basis Of CultureReclaiming WorkBullshit Jobs 📕Buy Paul’s Book (Published Jan 2022): The Pathless Path 😁👉😁 Want To Connect, Create & Root For Others On The Pathless Path? - Join 100+ Others In The Find The Others Community 📲Connect + Follow Paul @p_millerdSubscribe to BoundlessSubscribe🙏Further Ways To Support The Podcast: Check out CrowdhealthLaunch Yours HereSign Up HereDescriptBecome a sponsor of the Podcast / NewsletterDream Studio CoursePodiaTeachableSkystraCircle

Duration:01:09:08