

The Pathless Path with Paul Millerd
Paul Millerd
The Pathless Path is hosted by Paul Millerd - a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.
Episodes
Mentioned books

Jul 18, 2018 • 57min
Tony Triumph on growing up entrepreneurial, moving to NYC with $300 and building incredible relationships
Tony grew up around entrepreneurs but did not use the label at the time. At age 19, he was going to college in Maryland and felt the pull to something bigger. He decided to move to New York City with $300 to his name and started modeling to pay the bills. He got a lot of pushback from the people in his life about the move but knew he had to take the leap. Despite many setbacks and almost running out of many several times, he kept his head down and stayed in the city, saying to himself "you cannot leave."His path only makes sense looking backward. He has had a wide range of jobs and gigs over the last ten years in New York and is now starting to see all the pieces come together into something that makes sense with who he is and what he has to offer to the world. We talk a lot about how he thinks about building relationships and connections and how some surprising relationships have come back around (including a job he was fired from!) to help him in his current entrepreneurial adventures.Find Tony Here => Tony TriumphFull Bio: Is a contributing Life & Style Editor, Brand Entrepreneur, and the Founder & Editor of The Triumphant Scoop website. As a Creative Entrepreneur and international Brand Ambassador, he is the CEO & Founder of The Triumphant Group, having successful collaborations with top brands: Barney's New York, PUMA, Macy's Inc., Lord & Taylor, Pirelli, Sunglass Hut, and SONY among many others.----------------------------------------------Boundless LinksInterested in taking the leap to self-employment? Join the first cohort of the Solopreneur Shift Program, starting July 30thCheck out the latest tools, including the Freelance Target Income CalculatorWant an e-mail of 5 good reads every Sunday? Subscribe to #boundlessreads**This podcast is supported via micro-donations. Consider supporting the podcast on Patreon**--------------------------------
📘 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

Jun 20, 2018 • 45min
Rohan Rajiv on learning through 3500+ daily blog posts, writing and parenting
Rohan Rajiv, a daily blogger for over a decade, shares his transformative journey of self-discovery and connection through writing. He dives into the importance of authenticity, discussing how blogging has shaped his parenting and personal growth. The conversation explores concepts like the 'jerk threshold' and encourages self-awareness as a path to change. Rohan also reflects on the evolving dynamics of wealth in today's economy and emphasizes the need for meaningful work against the backdrop of technology's impact on society.

Jun 13, 2018 • 20min
Reflections: One year of freelancing, experiments & other people's reactions
In this short "reflection" episode, I check in on where my head is at one year into my freelance journey and share some of the opportunities I have had, how I have changed my mindset over the last year and how people have reacted to me carving a different path in the world. Some things mentioned in the show:Links:Awakening - Quitting The Default PathQuestioning Work
📘 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

Jun 6, 2018 • 48min
Luke Kanies on his journey from commune to CEO and why people hate working for big companies
Luke grew up on a commune and then ended up as a co-founder and CEO of a startup that raised $87 million. He talks about his unique path and how that shaped his thoughts about building an organization. He raises the central tension of organizations in a free market economy - the fact that our corporations are run more like authoritarian states with centrally planned economies than free-markets. We talk about lessons he learned as he built his company and his perspective that he shares in his article: "Why People Hate Working For Big Companies" on Medium.Lukes long-term interests are software that helps people, making better founders, the intersection of organizations and economics, and improving inclusion in the information economy. You can find his work at http://lukekanies.com/.---------------------------------------------------------------------Podcast Information: #BoundlessPodBecome a Supporter Of The Podcast for $1 a month: Patreon
📘 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

May 30, 2018 • 52min
Candace Cabrera Moore, fearless yoga entrepreneur on building a global business, brand and community
Candace was first inspired by her mother who always looked for solutions to problems rather than admitting defeat so always had an entrepreneurial spirit. She had also been practicing yoga for several years (also with her mother) before deciding to invest more time and signing up for a Yoga workshop in Thailand while recovering from a challenging case of lyme disease. This leap of faith led to her thinking about yoga more seriously and starting to experiment with different projects such as a DVD and online videos. Over the past few years, this has taken off and YogaByCandace has evolved into a community, a company with a team and has enabled her to teach workshops all over the world (including to 1,000+ people in the middle east), write a book called Namaslay and have a chance to personally impact many people. Check out this episode to hear lessons learned, challenges and her perspective on gratitude, setting intentions and generosity.Connect With Candace:Instagram: YogaByCandaceYoutube: YBC ChannelBuy The Book: NamaslayLearn About Workshops & More: WebsiteMonthly "Mantra Box"Teacher Training Classes & Workshops: Learn More---------------------------------------------------------------------Podcast Information: #BoundlessPodShow Notes: CandaceJoin the conversation: #boundless VIP facebook groupWant To Support The Pod? => Patreon / One-Time Gift
📘 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

May 23, 2018 • 45min
Stephen Warley on the biggest shift since the industrial revolution (Episode 19)
Stephen has been self-employed for more than 18 years. At first, it was by accident. He referred to himself as a “reluctant freelancer.” We talk about how that mindset evolved into one where he now sees self-employment as THE option for today’s world. He is the founder of Life Skills That Matter, a platform, and community to help people to build the real skills they need to build a life they are proud of.There are many future of work “thought leaders” but that title would sell Stephen too short. He has been in the weeds experimenting in his own life and has helped hundreds of people carve their own paths in the world that I would instead call him the wise elder statesman of the freelance economy. If you have ever thought about working for yourself, I recommend Stephen’s work over my own.Stephen puts the emerging trends bluntly: “The only work left is managing yourself. If your going to manage yourself, you mine as well work for yourself.”To get started, he pushes people to “work on creating…you’re not just going to get paid right off the bat, just enjoy the freedom of creation of whatever it is that you want to do, whatever form that is, however you want to do it without judgement…just start doing that.” Because that’s what really gets people interested when you can share your creations and there’s nothing more human than that."To connect with Stephen => Life Skills That Matter---------------------------------------------------------------------Podcast Information: #BoundlessPodShow Notes: Stephen WarleyJoin the conversation: #boundless VIP facebook groupWant To Support The Pod? => Patreon: Support Paul
📘 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

May 9, 2018 • 1h 5min
Nita Baum on how to "be free" and self-employed (Episode 18)
Nita Baum is a rock star self-employed freelancer. She has been working on her own for over a decade and now splits her time across many domains, describing herself as an "entrepreneur, co-creator, facilitator, mentor-coach, and community-builder." A lot of her current work focuses on supporting and working with people who are carving their own paths as freelancers, which evolved from her helping hundreds of people informally over the year. In 2013, she turned this into a business, launching b*free in 2013 as a platform "by freelancers for freelancers" to help people with the transition to self-employment as the future of work evolves.One of her core beliefs is that you can "design the contribution you want to give from the inside out." We discuss this and more including her perspective coaching freelancers, working as an independent consultant, some of the blocks people face when taking a leap and much more about the evolving future of work.---------------------------------------------------------------------------------------------------------Podcast Information: #BoundlessPodPatreon: Support PaulShow Notes: Nita BaumJoin the conversation: #boundless VIP facebook group
📘 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

May 2, 2018 • 41min
Boundless/Unleashed: Paul on the future of work, freelancing and his media diet (Episode 17)
This was an interview of Paul on the Unleashed podcast hosted by Will Bachman, who is the founder of Umbrex, a platform for independent consultants.Will's podcast interviews many freelancers who are working independently and I can't recommend it enough. Check out the unleashed Podcast => Subscribe Today------Weekly #BoundlessReads Newsletter - 5 Things Every Week: Subscribe NowBook Recommendations Mentioned:Designing Your Life, BurnettHow Will You Measure Your Life, ChristensenTuesday's With Morrie, AlbomLast Lecture, PauschSurvival In Auschwitz, LeviThe Righteous Mind, Why Good People Disagree On Politics & Religion, HaidtThe Art Of Learning, WaitzkinAnything You Want: 40 Lessons For a New Kind Of Entrepreneur, SiversAntifragile, TalebCourse: 60 Minute Dream Job Resume & Personal Story Course
📘 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

Apr 25, 2018 • 52min
Damien Peters on blogging, wealth, and building a remote business from Spain (Episode 16)
Damien Peters is a self-described "personal finance nerd" - which explains how he ended up founding WealthNoir.com, a platform to preach and teach about the importance of financial freedom and generational wealth to Black millennial professionals. He started blogging over ten years ago and has recently focused more on writing as he increases his focus on building Wealth Noir. Damien is also a big fan of travel and recently made the decision to move out of San Francisco and move with his family and son to Spain, where he will focus on building his company remotely. We talk about a range of topics including his passion for writing, how he defines success, his influences, how to run a remote company and his relationship with money.Book Recommendations:The Antidote: Happiness for People Who Can't Stand Positive ThinkingSmall Giants: Companies That Choose to Be Great Instead of BigFour Hour Work-Week, Tim FerrissPersonal Finance Influences:Afford Anything, Paula PantBigger Pockets, Real Estate InvestingFinancial Samurai---------------------------------------------------------------------------------------------------------Podcast Information: #BoundlessPodPatreon: Support PaulShow Notes: Damien PetersJoin the conversation: #boundless VIP facebook group
📘 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

Apr 18, 2018 • 42min
Connor Gillivan on entrepreneurship, selling on Amazon and working with freelancers (Episode 15)
Connor's path as an entrepreneur began when he was in college via an AIM chat with a classmate in one of his classes. What started as a textbook e-commerce business led him to build a sizeable business selling things on Amazon.com. Through his work on that, he ended up working with many freelancers across the globe on a variety of different projects. Realizing that he had developed skills in recruiting and working effectively with freelancers led him to start FreeUp.com. where he vets the best freelancers in the world and helps companies tap into this global talent pool.Connor Gillivan is the CMO of FreeUp.com. He has sold over $30 million online, has hired hundreds of freelancers to build his companies, is a published author, and is the owner of ConnorGillivan.com. Connor is driven by making a positive impact on others through the companies that he builds. He currently lives in Denver, CO.Podcast Recommendation: Marketing School with Neil Patel and Eric SiuConnect With Connor: Contact Connor---------------------------------------------------------------------------------------------------------Podcast Information: #BoundlessPodPatreon: Support PaulShow Notes: Connor GillivanJoin the conversation: #boundless VIP facebook group
📘 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