The Pathless Path with Paul Millerd

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 is a pro at carving her own path.  She's done a ton of things including writing, coaching, and working at startups and has created jobs for herself, negotiated working remotely (before it was cool), and has done a ton of other things.  She recently founded Rebel Educator which is a media brand that aims to share more about homeschooling and alternative education with a broader audience online.Follow Hannah:@HannahFrankman / Twitter@rebelEducator / TwitterLinks Mentioned:3 Reasons Homeschoolers Often Become Entrepreneurs - Foundation for Economic Education (fee.org)No, You Don’t Need to be “Qualified” to Homeschool Your Children - Foundation for Economic Education (fee.org)📕Buy Paul’s Book (Published Jan 2020): The Pathless Path📲Connect + Follow PaulTwitter: @p_millerdPaul’s Newsletter: Subscribe to BoundlessPaul’s YouTube: Subscribe🙏Further Ways To Support The Podcast:Become a sponsor of the Podcast / NewsletterWant to upgrade your Zoom studio? Check out Kevin Shen’s Dream Studio CourseWant to launch a course? Podia or Teachable are both greatWeb Hosting: Skystra Fast WordPress HostingHost your own community" Circle 14-day free trial 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

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 seeing people.  I was also a bit stuck in my book writing process and she gave me a ton of helpful hints to take my book to the next level. I was excited to interview Lauren because she just finished her own book, Global Natives about her own experience as a nomad (since 2013!) and also the past, present, and future of the movement.  I think she is one of the most thoughtful perspectives on the future of work and global mobility. Currently, Lauren is Executive Director of Plumia, the mission to build an internet country for digital nomads at SafetyWing, a Y Combinator company that raised a $35 million Series B in 2022. She is also author of the book Global Natives and writes the Counterflows newsletter) about borderless living. She tweets @LaurenRazavi. SPONSOR: CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here Links Mentioned Path Role Model: Pia Mancini Minimum viable state Book Recommendation: Slouching Towards Bethlehem by Joan Didion Timestamps 2:01 Introduction 3:22 Lauren's Influences Growing Up 6:30 Lauren's Idea of Home 9:00 Paul on International Couples 10:24 Lauren on how she sees "place" & digital citizenship 12:44 Becoming a Digital Nomad 17:26 Paul's experience in Bali 19:34 Digital Nomads being self-reflective 23:51 The fear of asking questions about life 30:10 How everything changed in 2020 31:52 Why the remote work is here to stay 34:21 Asking better questions - Nomads and Settlers 43:52 Lauren's approach to writing - working with an editor 51:21 The most interesting experiments with countries/policies 58:23 The problem with the real estate 1:02:28 Rapid fire questions with Lauren 📕Buy Paul’s Book (Published Jan 2020): The Pathless Path 📲Connect + Follow Paul Twitter: @p_millerd Paul’s Newsletter: Subscribe to Boundless Paul’s YouTube: Subscribe 🙏Further Ways To Support The Podcast: Become a sponsor of the Podcast / Newsletter Want to upgrade your Zoom studio? Check out Kevin Shen’s Dream Studio Course Want to launch a course? Podia or Teachable are both great Web Hosting: Skystra Fast WordPress Hosting Host your own community" Circle 14-day free trial 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

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 Hawaii, rarely wore shoes, was heavily influenced by Asian culture, had a father who was retired, and somehow ended up in a massive corporation right after college.  In 2016. he became fascinated by how the media was shaping the 2016 US election and decided it was time to act.  From a cold email to Ryan Holiday to helping build Aubrey Marcus' podcast, Sky was on his way.  His long-term vision is to build an alternative to traditional advertising in audio.We talk about this and a lot more including:Why he quit a good job to work at a smoothie barHow a cold email to Ryan Holiday changed his lifeGrowing up in HawaiiSerendipitous events that lend to him moving to AustinThe future of AudioLinks MentionsModern StoaSky's Podcast (Paid) or RMRK.appThe Gray Lady WinkedThe Brass Check@consumersky (twitter)CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up HereTimestamps1:41: Intro to Sky and where his name came from5:03: Sky's influences growing up11:34 Why he went to the corporate world17:12 Cold emailing Ryan Holiday & vision for 19:47 Sky's "quake moment"25:15 Moving to Austin and working for Aubrey Marcus30:44 Sky's desire to help people 32:55 Growing up in Hawaii36:10 Going to China at 1039:30 Everything anywhere all at once reflections44:40 The "true default path"47:30 Hiring someone & responsibility48:30 "what are you uniquely positioned to do?"49:20 Advertising Subsidy & Media incentives57:20 Meme farming & future of audio1:01:30 Bucky Fuller & specialization📕Buy Paul’s Book (Published Jan 2020): The Pathless Path 📲Connect + Follow PaulTwitter: @p_millerd Paul’s Newsletter: Subscribe to Boundless Paul’s YouTube: Subscribe 🙏Further Ways To Support The Podcast:Become a sponsor of the Podcast / NewsletterWant to upgrade your Zoom studio? Check out Kevin Shen’s Dream Studio CourseWant to launch a course? Podia or Teachable are both greatWeb Hosting: Skystra Fast WordPress HostingHost your own community" Circle 14-day free trial 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

Being an undeclared major till his senior year of college, Lawrence didn’t really know what he wanted to do. After looking up which jobs make the most money, he decided to declare as an economics major, leading him to explore Investment Banking. While he didn’t end up working in investment banking, he was still pulled by the power of prestige, something he says “is a drug, and is most potent” when you are young and looking at schools. Over a number of years and experiments with music and creating and writing, he slowly started to figure out a better path forward for him. After leaving the corporate world for a second time, Lawrence finally found a calling - writing on his blog: More To That where he uses visual storytelling to express his ideas of pursuing alternative paths, sharing ideas, and creating online.  Some of the topics we explore in this conversation include:  The influence of money and prestige  Burnout and reflection The importance of the right partner  Finding the right medium  The Arc of the Practical Creator How To Find Lawrence: Website @moretothat (twitter) CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here  Audio Timestamps  2:26: Intro/Who is Lawrence  3:47: Scripts around creativity  5:37: Prestige and Money  8:56: Fear of ending up broke and homeless  16:55: Knowledge Work & Burnout  21:20: Having the right partner supporting you  29:38 How writing emerged as something important  32:44: The Arc of the Practical Creator: Stage 1  42:15: The Arc of the Practical Creator: Stage 2  50:48: The Arc of the Practical Creator: Stage 3  59:10: Rapid-fire questions with Lawrence  1:03:35: Outro/Where to find Lawrence  Buy Paul’s Book (Published Jan 2020): The Pathless Path  Connect + Follow Paul  Twitter: @p_millerd  Paul’s Weekly Newsletter on Work & Unconventional Path: Subscribe to Boundless  Paul’s YouTube Channel: Subscribe  Further Ways To Support The Podcast: I support the following services and recommend and/or use all of the following  Become a sponsor of the Podcast / Newsletter  Rate on iTunes or Spotify!  Want to upgrade your Zoom studio? Check out Kevin Shen’s Dream Studio Course  Want to launch a course? Podia or Teachable are both platforms I use  Web Hosting: Skystra Fast WordPress Hosting  Host your own community" Circle 14-day free trial 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

I offer a short little update on the next steps for the podcast and include a live Q&A I did on youtube last week. Video link: https://youtu.be/CGbw7Q8hoys 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

Tim Malnick has always lived between the two worlds of business and creative/activist circles.  In his twenties, he stumbled into a creative group of young people, of which “none of them following the obvious path.”  This gave him a lot of confidence that different kinds of paths were possible and enabled him to offer a diversity of perspectives that he was able to bring to many different environments. One of the things he spends a lot of time on now is helping people transcend their relationship with money.  He runs The Money Workshop with people helping them explore the scripts people have with money and realized that people have one of two orientations towards the world: #1 The Money Path: “One day when I sorted this out I’ll get to do what I want” #2 The Life Path: “Do what you love and the more you follow it you will have your needs met with and without money” Which one are you? Learn More About Tim’s work here 👉 Different Space - Transformational learning & development by Tim Malnick New to Reimagine Work?  Learn more about Paul here JUST LAUNCHED: 📕The Pathless Path 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

Paul Canetti is a professor at Columbia Business School and sits on the Strategic Advisory Board of Riverside Acceleration Capital. We explore his initial passion for music growing up, how he became an accidental founder, and how he's exploring his relationship with work after exiting his startup.   He was named one of Inc.'s “30 Under 30” and has founded multiple software businesses including MAZ and ClickEasy (originally Bounce House), both of which were acquired in 2021. He is an angel investor, startup advisor, and the author of an upcoming book about the business implications of augmented reality. He also hosts Tech News for MBAs ---- New to Reimagine Work?  Learn more about Paul here JUST LAUNCHED: 📕The Pathless Path 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

I talked with writer and writing coach Sasha Chapin about the role of writing in our lives, how we think about writing, and how he specifically helped with my process in the book. Check out Sasha here: Sasha Chapin (imsashachapin.com) & Buy Paul's Book https://think-boundless.com/the-pathless-path/ 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

Join Khe's Supercharge Your Productivity course: https://10k.radreads.co/join-syp11/yzrsv (affiliate)Get access to Khe's $10k training which will help you wander towards the pathless path: https://radreads.co/millerdFrom a live event where Paul & Khe talk about their shared journeys of self-employment, creating online & more 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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

Just launched my book, The Pathless Path!  Purchase the book here. This is the introduction of the book. I'll be releasing some clips of me reading the book and will eventually publish an audio book. 📘 GOOD WORK: LIVE! => Learn More📕 Buy Paul’s Book (50k+ Sold): The Pathless Path😁 Join Hundreds On Unconventional Paths: Pathless Path Community📲Connect + Follow PaulTwitter: @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