The Pathless Path with Paul Millerd
Episodes
Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books
25 Feb 2026
Contributed by Lukas
Check out Angie's book in Chinese: mit886.comMore about angie: Angiecreates.ioClick here to watch a video of this episode. (00:00) - Welcome to the Pa...
Michael Ashcroft on Getting Lost and The Joys of Dad Life
31 Dec 2025
Contributed by Lukas
I chat with Michael on parenting, getting lost, the pathless path, hustle culture, travel, and more. This is his 4th appearance on the show.Find more ...
What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent
20 Nov 2025
Contributed by Lukas
Allie and I discuss our shared experiences of leaving traditional career paths to explore more authentic lives. Allie, a former lawyer, talks about na...
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless
13 Nov 2025
Contributed by Lukas
In this episode, I have a deep conversation with Steven Foster, who opens up about his career journey from Silicon Valley to embracing a pathless life...
The Yoga Of Work - Andrew Taggart
08 Sep 2025
Contributed by Lukas
Click here to watch a video of this episode. Mentioned in the episodeAndrew Taggart’s websitePathways to the Dao (Andrew’s Substack)Leisure: The B...
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money
04 Sep 2025
Contributed by Lukas
I took questions from people for episode 200. Enjoy!Click here to watch a video of this episode. (00:00) - Introduction and Podcast Background (03:2...
How To Retire Well: Dennis Owen on Moving Abroad, Building Community, Volunteering, Adapting to New Cultures, Creating Routine, Consulting After Retirement, Managing Money Mindset Shifts, Staying Current with Technology, Health Habits, Navigating Expat Li
25 Aug 2025
Contributed by Lukas
In this episode, I talk with Dennis Owen about his journey from a long career in the airline industry to building a purposeful and active retirement i...
Worldschooling 2.0: Rekha Magon on Location-Independent Schooling, co-founding Boundless Life, Lessons during bed rest, rethinking family in a digital age, travel, freedom, and raising global citizens
05 Aug 2025
Contributed by Lukas
In this video, I talk with Rekha about Boundless Life and the idea of location-independent education. We cover her background, what led her to start B...
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success"
28 Jul 2025
Contributed by Lukas
In this episode, I interview my friend Pranab Saachi, and we get specific about the ideas and influences that have shaped his thinking. We talk about ...
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...)
21 Jul 2025
Contributed by Lukas
In this episode, I'm pumped to welcome back Nick Maggiulli to the podcast (https://youtu.be/deMXbaI-Ir4). We dive into various topics about money and ...
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game
08 Jul 2025
Contributed by Lukas
Lawrence is one of my favorite creators. He shares with passion, vulnerability and care. I chatted with Lawrence Yeo about his new book, 'The Inner Co...
Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation
01 Jul 2025
Contributed by Lukas
In this episode, I have a conversation with my friend Jack Moses. Three years ago, Jack emailed me after reading my book, declaring he was dropping ou...
Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition
30 May 2025
Contributed by Lukas
Personal updates about life, including his recent move back to Asia, reflections on work and career paths, parenting experiences, and insights into ed...
Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans
14 May 2025
Contributed by Lukas
Hello! I'm back! Expect a slow ramp, but there are new episodes coming!I talked with Nat Eliason about his journey as a writer, from early experiments...
"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life
17 Mar 2025
Contributed by Lukas
Links:PodcastBlake BolesDirtbag Rich Site: https://www.blakeboles.com/dbr/Episode DesriptionPaul Millerd is a 39-year-old writer, ex-consultant, and a...
Matt Yao Interviews Me
05 Dec 2024
Contributed by Lukas
This was a fun episode. A friend, Matt Yao, reached out to see if he could interview me about my recent book, Good Work.We first connected when he cal...
Building A Life Around Good Work (Paul Interviewed by Abel James)
06 Nov 2024
Contributed by Lukas
You can follow Abel's podcast here: Abel James Show NEW: The Pathless Path Hardcover Premium Edition📘 My 2nd Book Good Work: Learn More📕 Buy My ...
Good Work is Live! (Audiobook preview)
11 Oct 2024
Contributed by Lukas
Check out and purchase Good Work here: https://pmillerd.com/goodwork Or from Amazon directly: https://amzn.to/4gwRSCN
#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 2024
Contributed by Lukas
#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 2024
Contributed by Lukas
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 ...
1 Year Dad Reflections - Conversation with Sky King & Nat Eliason
13 May 2024
Contributed by Lukas
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...
#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
16 Apr 2024
Contributed by Lukas
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 capit...
#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
01 Apr 2024
Contributed by Lukas
Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the pheno...
#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
25 Mar 2024
Contributed by Lukas
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 passio...
#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
18 Mar 2024
Contributed by Lukas
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 ambitiou...
#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
12 Mar 2024
Contributed by Lukas
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...
#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
27 Feb 2024
Contributed by Lukas
Justin is the co-founder of Transistor, a podcast hosting platform on which The Pathless Path podcast is hosted. Justin is passionate about designing ...
#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
20 Feb 2024
Contributed by Lukas
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 S...
#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
13 Feb 2024
Contributed by Lukas
Rick Lewis could be succinctly described as "a speaker, author & professional consultant", but such technical labelling wouldn't paint a fair pict...
#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
05 Feb 2024
Contributed by Lukas
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 ...
[Repost] My Nervous System Guru & Friend - Jonny Miller on His Own Pathless Path, Grief, Friendship, David Whyte & More
30 Jan 2024
Contributed by Lukas
Enroll In The 5th Cohort of Nervous System Mastery: You can get $250 OFF using the code PATHLESS => nsmastery.comJonny Miller is a dear friend and ...
#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
11 Dec 2023
Contributed by Lukas
Joe is an executive coach and the founder of the Art of Accomplishment. Having worked as a venture capitalist, a consultant and an international banke...
[Replay] Reinventing After Quitting A Top Job At Amazon - Christine Bader
27 Nov 2023
Contributed by Lukas
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 Evolutio...
[Replay] Taking a "structured sabbatical" & Calm Companies - Jacqueline Jensen
20 Nov 2023
Contributed by Lukas
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 bo...
[Replay] Starting a "tribe" and living on an island with three kids - Ben Keene
13 Nov 2023
Contributed by Lukas
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, ...
[Replay] How "total work" took over the world - Andrew Taggart
06 Nov 2023
Contributed by Lukas
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 manne...
[Replay] We Adopted a 4-Day Workweek - Tash Walker
30 Oct 2023
Contributed by Lukas
Tash Walker is the founder of a firm and spends her Fridays making marmalade.Before instituting a four-day workweek at her firm, The Mix, she barely h...
[Replay] Living On A Boat for 1.5 Years - John Zeratsky
23 Oct 2023
Contributed by Lukas
John Zeratsky was a designer in the tech industry has worked with hundreds of startups in his time at Google Ventures. He’s also obsessed with red...
[Replay] Packy McCormick on Injecting Fun To Newsletters
16 Oct 2023
Contributed by Lukas
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 hi...
#163 Luck Maximization — Jovian Gautama on being Indonesian in Taiwan, learning English from MTV and Reddit, graduating from a tourism high school, selling steel, podcasting, learning "tech" online, becoming the CEO of Castro
12 Oct 2023
Contributed by Lukas
Jovian is an Indonesian living in Taiwan, who is deeply immersed in the American pop culture through the power of the internet. His background in tour...
#162 Money, Work, Parenting & 1 Month In Taiwan - Angie & Paul on money scripts, cultural differences, being Taiwanese in the US, being American in Taiwan, perceptions of work in their families, life with a newborn, impostor syndrome, remote work and travel
18 Sep 2023
Contributed by Lukas
After a month spent in Taiwan and 6 months into parenthood Angie & Paul share their thoughts and take some deep dives into various other topics.🎥...
#161 9 Year Identity Crisis?! - Tom Critchlow on being stuck, indecisiveness, going to wander, taking every 7th week off, strategically dropping the ball, hiring an editor, and fear of finishing his book
23 Aug 2023
Contributed by Lukas
Tom and Paul talk through Tom's challenges at this inflection point in his indie career, a book he's planning on shipping and how to think through ind...
#160 - Why Manifesting Works — Erin Doppelt on how living in Israel and India changed her life, "snapshot manifestation", why women should work aligned with their menstrual cycle, entrepreneurship as freedom for women, pregnancy, and her new book
14 Aug 2023
Contributed by Lukas
Erin is a spiritual psychology and meditation teacher, with a background in clinical psychology. She believes in experiencing rather than explaining a...
#159 Living Intentionally After "Enough" - Bilal Zaidi on leaving Google, emigrating to the US, video games, the intensity of New York, writing poetry and spoken word, travel vs vacations, and money and creativity
10 Aug 2023
Contributed by Lukas
Bilal was born in London to a family of Pakistani descent. A curious kid, with an interest in computers, he developed a successful website with over 5...
#158 From Rugby to TikTok Influencer — Ben Mercer on navigating the transitional periods in his life, being a professional athlete with an English literature degree, the diversity of the rugby world, various motivations in sports, his passion for rugby, his love of reading and writing, self-publishing and becoming a Tik Tok creator
31 Jul 2023
Contributed by Lukas
Ben was a professional rugby player with an English literature degree — something not unheard of in the diverse rugby world, but also certainly not ...
#157 Parenting & Our Future - Paul & Angie Check-In on Five Months of Parenting, Unexpected Happiness, Parenting Scripts, and The Time Bucket Exercise from Die With Zero
28 Jul 2023
Contributed by Lukas
I'm trying to convince Angie to do more episodes, so if you like it please let us know by e-mailing both of us here.(00:16) - - Introduction and agend...
#156 Saying "no" to something good — Jenny Blake on the inner CFO, spending every penny just to try, working at Google, running towards something vs. running away, creating assets for yourself, making yourself discoverable, and seeking advice from "friendtors"
24 Jul 2023
Contributed by Lukas
Jenny is an author, international speaker, career and business strategist and executive coach. She has worked in a start up during her college years a...
#155 Homeschooling = Future of Education? - Hannah Frankman (Repost)
17 Jul 2023
Contributed by Lukas
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 i...
#154 Learning to "Lean Out" - Dr. Dawn Baker's Journey from Medicine to 'Leaning Out', Embracing Unconventional Paths, Living Off-Grid, and Homeschooling
11 Jul 2023
Contributed by Lukas
Dawn has a medical degree but she didn't pursue a traditional career as a doctor. She lives off grid with her husband and her homeschooled daughter. D...
#153 Beyond Mimetic Desires - Luke Burgis on the temptations of conformity, contemplating life in Starbucks, thick desires and thin desires, letting go of control, the importance of play, learning from different work cultures, his stay in Rome and becoming a father
03 Jul 2023
Contributed by Lukas
Luke has a background on Wall Street and has founded 3 companies in Silicon Valley. He describes his adult life as a constant state of uncertainty. At...
#152 The Creator Therapist - Melvin Varghese on Emigrating to Texas, his work as a clinical psychologist, starting a podcast, the birth of his daughter, re-evaluating life and money and detaching identity from work
26 Jun 2023
Contributed by Lukas
Melvin has a PhD in psychology but to call him just "a psychologist" would be trying to fit him in too small of a box. He has left a successful clinic...
#151 Culture Without Culture War - Anna Gát on growing up in Hungary, emigrating at the age of 30, staying curious as we age, Interintellect, building a startup, bad advice and trusting your gut, her article in 2018, culture without culture war, creating your own gatekeepers, and success in the UK vs US
19 Jun 2023
Contributed by Lukas
Anna is the founder and CEO of Interintellect - a global community of thinkers. She grew up in Hungary and emigrated to London at the age of 30 and la...
#150 - Why I Turned Down a $200k Book Deal (Solo Episode)
13 Jun 2023
Contributed by Lukas
This is a solo episode of my podcast, inspired by Jenny Blake. I will do more of these if people like them. Let me know!For Video: YouTube NEW: The ...
#149 "I will sell out Madison Square Garden" - Danny Miranda on starting a blog at 14, following your intuition, discipline, meditation, his podcast, retreats, masculinity, compassion, "The True Path", thinking big, and trusting The Universe
12 Jun 2023
Contributed by Lukas
Danny Mirands is the host of The Danny Miranda Podcast. He's been hanging out on the internet since he was 14. We talk about his journey, almost getti...
#148 Embracing Post-Traumatic Growth - Jessica Depatie on her Korean background, shadow work, producing a documentary - "Dark Night of Our Soul", expanding your perspective through travel, what does it mean to rest, defining growth, the hero's journey, and memes
05 Jun 2023
Contributed by Lukas
Jessica is a producer and a podcaster. She is passionate about shadow work and is currently working on her documentary on post traumatic growth - "Dar...
#147 You Can Love Cooking Too - Myles Snider on intuitive cooking, living in Argentina, working in Tulum, food industry scripts, health myths, the beauty of "slow cooking"
29 May 2023
Contributed by Lukas
Myles is a chef and a farmer's market enthusiast. He studied economics and was pursuing many other interests like filmmaking on the side. During his s...
#146 Separating Work & Identity - Simone Stolzoff on the myth of a "Dream Job," last-minute around the world trip, journalism, work, identity, writing his book, knowing when to quit, and the dangers of turning passion into a livelihood
22 May 2023
Contributed by Lukas
Simone Stolzoff has worn many hats. He's worked as a writer, designer, and now, Author. He grew up with "four parents", each having a unique influence...
#145 Capitalist by Day, Spiritual by Night - Alex Hardy on achievement, Wall Street, tech startups, exiting his company, pride & suffering, his sabbatical, suppressing his curiosity and rediscovering his passions
15 May 2023
Contributed by Lukas
Alex was crushing it early in his career, ending up on Wall Street after getting a combined JD/MBA. But after a few years, he went looking for his n...
#144 The Creator Pivot - Khe Hy on laying people off, collapsing course demand, seasons of creativity, having zero change in net worth in eight years, competitiveness, investing, coaching, and marriage on the pathless path
08 May 2023
Contributed by Lukas
In 2015 Khe left a Wall Street carrier to pursue his own path of "uncomfortable introspection", reevaluating his life. This is a constant process - Kh...
#143 The Art of Living - Kyle Kowalski on how to have an existential crisis, synthesizing the art of living, curiosity as fuel, his relationship with money, "killing himself to work" and "purpose washing" in big companies
01 May 2023
Contributed by Lukas
Kyle was a marketing executive who believed in the "hard work" ethic. After an existential crisis, he decided to carve his own path as a solopreneur a...
#142 Goofing Off On Purpose - Kevin Kelly on why we should subsidize travel for young people, owning his time, a rest ethic, riding his bike across US, his love of YouTube, staying optimistic about the future, raising children and his new book
17 Apr 2023
Contributed by Lukas
Kevin is the founding executive editor of Wired magazine, a writer and a photographer. When he was young he dropped out of college and travelled to Ta...
#141 Ryan Holiday's Secret Weapon - Billy Oppenheimer on growing in Philadelphia, almost going to law school, role models, working with Ryan Holiday, his research process, the notecard system, skiing, and the downsides to fame
10 Apr 2023
Contributed by Lukas
Billy used to be an avid skier, working odd jobs and traveling between the northern and southern hemispheres trying to catch the best skiing. In 2018 ...
#140 Tom Peters - Fired from McKinsey to Top Business Thought Leader
03 Apr 2023
Contributed by Lukas
I'm sharing this conversation I had a couple of months ago with Tom Peters. Our convo got cut a bit short but it was a fun conversation reflecting on ...
#139 Compounding Memes - Trung Phan on his great grandfather, living abroad, the expat community in Asia, writing, working at The Hustle, children and work, balancing his various activities, going solo, and playing the long game
27 Mar 2023
Contributed by Lukas
Trung is a writer at Workweek, cofounder of bearly.ai, and co-host of the Not Investment Advice podcast. He is passionate about playing the long game ...
#138 Money & The Creator Economy - Steph Smith on our lack of wisdom about money, reaching "ice cream freedom", The Hustle, balancing employment and side gigs, unconventional paths, opportunities in the creator economy and how not to get disappointed at your wedding
20 Mar 2023
Contributed by Lukas
Steph Smith is the host of the a16z podcast and is an online creator, former consultant, former digital nomad and all-around badass. We talk about...
#137 Life as Conversation - Russ Roberts on his relationship with his father, starting the EconTalk podcast in 2006, Adam Smith, why people want to be "lovely", aiming high, why it's hard to have fun, misunderstandings of the academic world, and moving to Israel in his 60's
13 Mar 2023
Contributed by Lukas
Russ is an economist, a research fellow at Stanford University's Hoover Institution and president of Shalem College in Jerusalem. One of pioneers of p...
#136 Complexity & Complicatedness - Sam Spurlin on playing hockey, why he quit teaching, studying at Claremont, leaving a PhD program, working pro bono too start his career, complicated vs complex systems, how to deal with ego in organizations, remote work failures, podcasting with his brother, and the importance of a retrospective meeting
06 Mar 2023
Contributed by Lukas
Sam is a partner at The Ready - an organizational design consultancy operating fully remotely. He is also a prolific writer, passionate about personal...
#135 Beyond Comfort - Derek Sivers on why great musicians shake things up, ambition, and moving to a new country as a superpower, lessons from Singapore, and the scripts around having children
27 Feb 2023
Contributed by Lukas
Derek Sivers has been a musician, producer, circus performer, successful entrepreneur, TED speaker, and book publisher. He has lived all around the wo...
#134 The Office-Based Reality is Over - Dror Poleg on entrepreneurship in Israel, studying in Australia, working in China, Future of Remote Work and The Real Estate Business, How To Write A Top 5 Book in Almost Any Category, The Disappearance of The Middle-Skilled Job, Inequality and The End of The Offices
20 Feb 2023
Contributed by Lukas
Dror worked as a real estate private equity exec, startup founder, front-end developer, parliamentary advisor, and soldier. Having lived all around th...
#133 Creation Without The Ego - Isabel Unraveled on writing, "the chronic state of performing", detaching your sense of self from the work, finding the inner child, paying attention to your emotions, trusting your intuition and why people should stop pretending
13 Feb 2023
Contributed by Lukas
Isabel is a writer who is very passionate about the creative process. She has some powerful original ideas about the relationship between the artist a...
#132 Making Money Simple & Smart - Nick Maggiulli on blogging into a new career, writing for smart people, building relationships in the finance world, the lifestyle creep myth, dying with too much money, and money emotions
06 Feb 2023
Contributed by Lukas
Nick Maggiulli is a finance data analyst and writer. He is the author of "Just Keep Buying" and has a blog titled "Of Dollars and Data".🎥🍿 YOUTU...
#131 The Art of Sabbaticals - Cécile and Michelle on finding "forgotten hobbies", writing online, improving their relationship with money, abundance mindset and rediscovering joy
30 Jan 2023
Contributed by Lukas
Cécile has had a successful career in consulting, acquiring a senior position in a big company that has taken a leadership role in the energy transit...
#130 You Have One Life - David Senra on finding his life's work, trial & error, the necessity of talking risks, mortality, balancing his entrepreneurial endeavours and family life and what can be learned from reading hundreds of biographies.
23 Jan 2023
Contributed by Lukas
David Senra is the creator of Founders Podcast and is obsessed with bringing alive the knowledge of the most driven, curious, courageous, and interest...
#129 Friendly Ambitious Nerd World-Building - Visakan Veerasamy on Long-Orbit Friendships, Preemptive Defensiveness, "Hot Streaks," Writing A Book, Making $1000 for one copy & Negative Comments
17 Jan 2023
Contributed by Lukas
Visakan Veerasamy is an internet creator and writer, he is passionate about the future of the internet, ideas, and how people can be bolder on their c...
#128 Crafting A Life You Love - Amy Tangerine on working in fashion, carving her own path, starting a business, a third-life crisis, scrapbooking as contemplation and learning from and inspiring her children
11 Jan 2023
Contributed by Lukas
Amy Tangerine is a long-time creator, entrepreneur, and mother. We talk about her path, starting a business that took off, her "third-life" crisis, le...
#127 The Art of Quitting & Reinvention - Nina Simon on living "off the grid" in an intentional community, taking "turns" in marriage and work, having kids on an unconventional path & leaving her dream job at NASA
04 Jan 2023
Contributed by Lukas
At each professional crossroad, Nina Simon has made the choice most likely to disappoint her mother. She left an electrical engineering job at NASA to...
#126 Hearts on Fire - David Perell on curiosity, being a citizen of the internet, taking himself seriously, childhood obsessions, building Write of Passage, ambition, and money
15 Dec 2022
Contributed by Lukas
This episode was a delight. I've been following David's journey since 2017 and he was one of the fellow internet weirdos I saw on a similar path that ...
#125 Angie & Paul - We're Having a Kid (and other life updates)
13 Dec 2022
Contributed by Lukas
Angie and I talked about our journey (mostly hers) over the last two years including her leaving fitness, moving to the US, enrolling in Write of Pass...
#124 Can You Ever "Make It" While Self-Employed - David Kadavy on Doing Work You Love, Self-Publishing, Traveling & Perspective, Mini-Lives & Living as An Expat
05 Dec 2022
Contributed by Lukas
David talks about his self-employment journey, discussing topics such as graphics design, studying abroad, work identity and engagement, self-publishi...
#123 McKinsey Partner to Indie Freelancer - Adam Braff on writing online, the gig economy, consulting skills, consulting
28 Nov 2022
Contributed by Lukas
Adam Braff grew up in a house where writing was always encouraged. His mother published a newsletter, and his father was a data analytics consultant. ...
#122 Indie Life & The Future of Work - Venkatesh Rao
23 Nov 2022
Contributed by Lukas
This episode was a delight. Venkatesh Rao is the creator of Ribbonfarm and has been writing about the internet, technology, and gig life. This convers...
#121 Carving Your Own Path In a "Vibecession" - Kyla Scanlon on leaving her job, writing online, TikToks as Poetry, and The Passion Crisis
14 Nov 2022
Contributed by Lukas
I believe that Kyla Scanlon is one of the most talented all-around creators. She is transcending the assumptions about what people want, especially wi...
#120 How Do You Buy A Home While Self-Employed? Catherine Cusick on her path, acting, economics of Broadway, longreads, independent book sales, buying a home, digital media & how to navigate hostile US self-employment regulations,
07 Nov 2022
Contributed by Lukas
The legible story is that Catherine is a writer, producer, and digital media consultant. She helps creative people connect with new audiences, usually...
#119 Goosebump-inducing Waves of Knowingness - Jonny Miller on grief, friendship, living abroad, founding a company, remote work, Rolf Potts, David Whyte, poetry, and finding work that matters.
27 Oct 2022
Contributed by Lukas
Enroll In The 5th Cohort of Nervous System Mastery: You can get $250 OFF using the code PATHLESS => nsmastery.comJonny Miller is a dear friend and ...
#118 A Better Future for Healthcare - Andy Schoonover on Crowdfunding for Healthcare, Search Funds, Buying A Company, Work-Life Balance, Bitcoin & Problems With Healthcare
24 Oct 2022
Contributed by Lukas
Andy Schoonover is the CEO of one of the sponsors of this podcast. After talking with him I actually thought he'd be a great guest on the podcast. He ...
#117 The Truth About Remote Work - Ali Greene on being a remote leader, leaving the default path, stories and taking breaks, living in different countries, & writing a book
17 Oct 2022
Contributed by Lukas
🍿 Watch on YouTubeAli 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...
#116 From The "Holler" to Therapist to Creator Coach - Corey Wilks Psy. D. On Helping People Thrive
11 Oct 2022
Contributed by Lukas
Dr. Corey Wilks is a Licensed Clinical Psychologist and Executive Coach with over 15 years of psychological experience.In 2020, he stopped practicing ...
#115 Creativity as a Compass - Anne-Laure Le Cunff on Leaving Google, Freelancing, and Combining Creativity & Neuroscience,
03 Oct 2022
Contributed by Lukas
In this episode, I talk with fellow creator and curious human Anne-Laure Le Cunff. She left her job at Google and embarked on an entrepreneurial journ...
#114 Training Elite Wall Street Traders - Michael Steiner on his time at SIG, using games to train market makers & becoming a high school teacher
26 Sep 2022
Contributed by Lukas
Mike Steiner found himself on Penn’s campus at a young age not really knowing what he was supposed to do next. Thanks to helpful roommates, he start...
#113 Beyond Hustle Culture & Helping Creators Make Money - Justin Moore from Creator Wizard on his journey as a Youtuber, creator, brand agency founder, musician, and now Sponsorship Coach
19 Sep 2022
Contributed by Lukas
Today I’m talking with Justin Moore - he and his wife was what he calls “OG Youtubers.” From creating content to landing sponsorships to buildin...
#112 The Power of Play In Work & Life - Gary Ware is Leading A Playful Rebellion
12 Sep 2022
Contributed by Lukas
Gary Ware is someone that inspires me. I've seen him give two walks, both at the World Domination Summit in 2018 and then in 2022. In each, he stood...
#111 The Art of Self-Management - Claire Emerson on Quiet Achievers, Her Unconventional Path, Finding Digital Mentors & Overcoming Procrastination
06 Sep 2022
Contributed by Lukas
Claire Emerson is a writer and project consultant who helps business owners execute their best ideas. She is the curator of Flourish newsletter and th...
#110 The Very Online Quasi-Wandering Monk - Tasshin Fogleman on Metta, Monasteries, Leisure, Work, Twitter and Finding Work That Matters
24 Aug 2022
Contributed by Lukas
I spoke with Tasshin Fogelman about his life's work to bring more love into the world, how he navigates life as a modern online monk, what he learned ...
#109 Autism at Work, Early Blogging & Unconventional Paths - Tara McMullin
02 Aug 2022
Contributed by Lukas
Tara McMullin is a writer, host of the What Works Podcast, and also cofounder of a podcast production studio. She's been working with small business...
The Nonlinear Life Path: College at 16, Med School in Cuba & Starting Over After Kids - Aida Alston
27 Jul 2022
Contributed by Lukas
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 t...
Fixing The Healthcare System For Indies x Web3 - John Paller
19 Jul 2022
Contributed by Lukas
John Paller is a Denver-based entrepreneur and the Founder of Opolis, a Digital Employment Cooperative for independent workers. He is also the founder...
How To Set Goals & Do Things That Matter - Malcolm Ocean
12 Jul 2022
Contributed by Lukas
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 ...
Lessons From Homeschooling, Skipping College & Carving Her Own Path - Hannah Frankman
28 Jun 2022
Contributed by Lukas
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 i...
What Do Digital Nomads Tell Us About The Future? - Lauren Razavi (Executive Director, Plumia)
22 Jun 2022
Contributed by Lukas
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 seein...
Growing up in Hawaii, Corporate Detours & The Future of Audio - Sky King
14 Jun 2022
Contributed by Lukas
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 Haw...