The Pathless Path with Paul Millerd
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What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent
60 hours 27 mins; November 20, 2025
Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless
67 hours 16 mins; November 13, 2025
The Yoga Of Work - Andrew Taggart
97 hours 57 mins; September 08, 2025
AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money
30 mins; September 04, 2025
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
62 hours 58 mins; August 25, 2025
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
66 hours 13 mins; August 04, 2025
The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success"
81 hours 50 mins; July 28, 2025
How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...)
79 hours 30 mins; July 21, 2025
Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game
71 hours 31 mins; July 08, 2025
Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation
75 hours 41 mins; July 01, 2025
Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition
28 mins; May 30, 2025
Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans
76 hours 38 mins; May 14, 2025
"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life
65 hours 44 mins; March 17, 2025
Matt Yao Interviews Me
51 mins; December 05, 2024
Building A Life Around Good Work (Paul Interviewed by Abel James)
95 hours 30 mins; November 05, 2024
Good Work is Live! (Audiobook preview)
5 mins; October 11, 2024
#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
43 mins; June 26, 2024
#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
62 hours 38 mins; May 29, 2024
1 Year Dad Reflections - Conversation with Sky King & Nat Eliason
85 hours 18 mins; May 13, 2024
#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
67 hours 11 mins; April 16, 2024
#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
69 hours 17 mins; April 01, 2024
#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
75 hours 42 mins; March 25, 2024
#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
84 hours 35 mins; March 18, 2024
#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
60 hours 28 mins; March 12, 2024
#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
73 hours 53 mins; February 27, 2024
#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
69 hours 51 mins; February 19, 2024
#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
79 hours 49 mins; February 12, 2024
#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
73 hours 52 mins; February 05, 2024
[Repost] My Nervous System Guru & Friend - Jonny Miller on His Own Pathless Path, Grief, Friendship, David Whyte & More
118 hours 13 mins; January 29, 2024
#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
73 hours 55 mins; December 11, 2023
[Replay] Reinventing After Quitting A Top Job At Amazon - Christine Bader
46 mins; November 27, 2023
[Replay] Taking a "structured sabbatical" & Calm Companies - Jacqueline Jensen
44 mins; November 20, 2023
[Replay] Starting a "tribe" and living on an island with three kids - Ben Keene
60 hours 43 mins; November 13, 2023
[Replay] How "total work" took over the world - Andrew Taggart
69 hours 33 mins; November 06, 2023
[Replay] We Adopted a 4-Day Workweek - Tash Walker
46 mins; October 30, 2023
[Replay] Living On A Boat for 1.5 Years - John Zeratsky
66 hours 27 mins; October 23, 2023
[Replay] Packy McCormick on Injecting Fun To Newsletters
44 mins; October 16, 2023
#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
87 hours 33 mins; October 12, 2023
#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
78 hours 38 mins; September 18, 2023
#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
49 mins; August 23, 2023
#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
70 hours 27 mins; August 14, 2023
#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
88 hours 43 mins; August 10, 2023
#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
73 hours 26 mins; July 31, 2023
#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
66 hours 22 mins; July 28, 2023
#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"
63 hours 2 mins; July 24, 2023
#155 Homeschooling = Future of Education? - Hannah Frankman (Repost)
80 hours 5 mins; July 17, 2023
#154 Learning to "Lean Out" - Dr. Dawn Baker's Journey from Medicine to 'Leaning Out', Embracing Unconventional Paths, Living Off-Grid, and Homeschooling
65 hours 29 mins; July 10, 2023
#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
80 hours 34 mins; July 03, 2023
#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
70 hours 52 mins; June 26, 2023
#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
73 hours 54 mins; June 19, 2023
#150 - Why I Turned Down a $200k Book Deal (Solo Episode)
25 mins; June 13, 2023
#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
85 hours 13 mins; June 12, 2023
#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
65 hours 59 mins; June 05, 2023
#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"
80 hours 4 mins; May 29, 2023
#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
67 hours 43 mins; May 22, 2023
#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
93 hours 45 mins; May 15, 2023
#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
72 hours 51 mins; May 08, 2023
#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
73 hours 5 mins; May 01, 2023
#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
51 mins; April 17, 2023
#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
67 hours 41 mins; April 10, 2023
#140 Tom Peters - Fired from McKinsey to Top Business Thought Leader
33 mins; April 03, 2023
#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
52 mins; March 27, 2023
#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
72 hours 29 mins; March 20, 2023
#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
70 hours 22 mins; March 13, 2023
#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
71 hours 9 mins; March 06, 2023
#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
69 hours 25 mins; February 27, 2023
#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
86 hours 55 mins; February 20, 2023
#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
67 hours 55 mins; February 13, 2023
#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
71 hours 3 mins; February 06, 2023
#131 The Art of Sabbaticals - Cécile and Michelle on finding "forgotten hobbies", writing online, improving their relationship with money, abundance mindset and rediscovering joy
89 hours 17 mins; January 30, 2023
#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.
95 hours 23 mins; January 23, 2023
#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
98 hours 16 mins; January 17, 2023
#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
54 mins; January 11, 2023
#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
69 hours 25 mins; January 04, 2023
#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
82 hours 32 mins; December 14, 2022
#125 Angie & Paul - We're Having a Kid (and other life updates)
56 mins; December 12, 2022
#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
78 hours 25 mins; December 05, 2022
#123 McKinsey Partner to Indie Freelancer - Adam Braff on writing online, the gig economy, consulting skills, consulting
62 hours 38 mins; November 28, 2022
#122 Indie Life & The Future of Work - Venkatesh Rao
81 hours 43 mins; November 22, 2022
#121 Carving Your Own Path In a "Vibecession" - Kyla Scanlon on leaving her job, writing online, TikToks as Poetry, and The Passion Crisis
64 hours 34 mins; November 14, 2022
#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,
94 hours 14 mins; November 07, 2022
#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.
117 hours 19 mins; October 27, 2022
#118 A Better Future for Healthcare - Andy Schoonover on Crowdfunding for Healthcare, Search Funds, Buying A Company, Work-Life Balance, Bitcoin & Problems With Healthcare
82 hours 49 mins; October 24, 2022
#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
73 hours 7 mins; October 17, 2022
#116 From The "Holler" to Therapist to Creator Coach - Corey Wilks Psy. D. On Helping People Thrive
85 hours 26 mins; October 11, 2022
#115 Creativity as a Compass - Anne-Laure Le Cunff on Leaving Google, Freelancing, and Combining Creativity & Neuroscience,
57 mins; October 03, 2022
#114 Training Elite Wall Street Traders - Michael Steiner on his time at SIG, using games to train market makers & becoming a high school teacher
71 hours 29 mins; September 26, 2022
#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
74 hours 42 mins; September 19, 2022
#112 The Power of Play In Work & Life - Gary Ware is Leading A Playful Rebellion
57 mins; September 12, 2022
#111 The Art of Self-Management - Claire Emerson on Quiet Achievers, Her Unconventional Path, Finding Digital Mentors & Overcoming Procrastination
51 mins; September 06, 2022
#110 The Very Online Quasi-Wandering Monk - Tasshin Fogleman on Metta, Monasteries, Leisure, Work, Twitter and Finding Work That Matters
74 hours 34 mins; August 24, 2022
#109 Autism at Work, Early Blogging & Unconventional Paths - Tara McMullin
61 hours 44 mins; August 02, 2022
The Nonlinear Life Path: College at 16, Med School in Cuba & Starting Over After Kids - Aida Alston
92 hours 4 mins; July 27, 2022
Fixing The Healthcare System For Indies x Web3 - John Paller
52 mins; July 19, 2022
How To Set Goals & Do Things That Matter - Malcolm Ocean
98 hours 7 mins; July 12, 2022
Lessons From Homeschooling, Skipping College & Carving Her Own Path - Hannah Frankman
80 hours 46 mins; June 28, 2022
What Do Digital Nomads Tell Us About The Future? - Lauren Razavi (Executive Director, Plumia)
70 hours 9 mins; June 22, 2022
Growing up in Hawaii, Corporate Detours & The Future of Audio - Sky King
68 hours 29 mins; June 14, 2022
The Arc of The Practical Creator - Lawrence Yeo
66 hours 22 mins; June 07, 2022
Podcast Update! Re-branded as The Pathless Path & LIVE Q&A From Youtube
35 mins; June 01, 2022