The Pathless Path with Paul Millerd

Wesley Kang and Tanya Zhang are the co-founders of Nimble Made, an e-commerce clothing brand that makes “actually slim” dress shirts.   Before taking the leap to work full-time on their business, they worked in the corporate world in New York City.  As first generation Asian-Americans, they had achieved “success” - good jobs, good salary.  They were on their way.  However, deep down both wanted so...

Chris Kirkland is a bootstrapped entrepreneur who has been living nomadically since 2006 and is the founder of several web businesses including artweb.com and tokyocheapo.com . We talk about how he has experimented with money, creativity, health and his lifestyle over the past 13 years.  His nomadic journey started when he took a trip to Japan and after two days decided "fuck it," I'm going to sta...

Martha Balaile is a fantasy illustrator living in Cape Town, South Africa originally from Tanzania.  Her mission is to figure out how magic, mythology and fantasy can have an impact on real life.  She’s also the wonderful creator of the new cover art for this podcast.   Martha aspired to create “art that is filled with subtle lessons on living a magical and adventurous life.”  Two of the lessons s...

A quick little update from Taipei. A couple links from the podcast: Revisiting Keynes Prediction for a Post-Work 2030 in “Economic Possibilities for Our Grandchildren” Luke Kanies Podcast Interview Curiosity Conversation With Paul Would love any feedback - e-mail Paul . NEW: The Pathless Path Hardcover Premium Edition 📘 My 2nd Book Good Work: Learn More 📕 Buy My First Book, The Pathless Path (65...

 Gabi Macra was a top Canadian basketball player that never really thought about the "life after basketball" before dealing with a major injury towards the end of her college career. Instead of following any sort of traditional path, she headed East to Japan where she came to teach English.  She loved her experience there and now reflects on the immense value of learning how to teach and coach oth...

 Christine Bader is currently living in Bali, Indonesia, where she is spending time focused on her family and self.  She is the author of The Evolution of a Corporate Idealist: When Girl Meets Oil and the former head of CSR for Amazon before leaving in 2017, a journey she details in an amazing essay titled “ The year I learned to quit. ”   She talks about leaving the corporate world and shifting h...

Tyler Tringas is an entrepreneur and traveler.  He's started two companies (one worked!) and now is founding Earnest Capital where he wants to help companies avoid going into $50,000 of credit card debt (like he did) to start technology companies.  We talk about how this type of investing vehicle can help transcend some of the pressures to "scale at all costs" in ways that may not be suitable for...

I joined the amazing Jagriti Pande for a fun conversation around a number of different topics.  You can subscribe to her master series on UX designers and other creatives here . Her amazing editing, way-too-kind-intro and fun clip at the beginning were such an amazing gift. Let me know what you think! NEW: The Pathless Path Hardcover Premium Edition 📘 My 2nd Book Good Work: Learn More 📕 Buy My F...

"I didn't think I'd be turning down work and choosing not to grow" I spoke with Chris Donohoe one year ago about his just-announced launch of his consulting firm, Uncommonly. He's more committed to carving his own path than ever and we walk through some of the lessons learned, pivots and his long-term strategy. Chris breaks down what he's learned over the past year, how he has started coaching peo...

This episode is a special treat from friends of Boundless, Cody Royle, who came on the podcast last year to talk about what the business world can learn from sports. I wanted to share a special episode from his podcast that was just launched featuring the NBA great Joe Dumars and workforce research great Adam Grant. I thought the three of them had a special conversation. If you want to subscribe t...

Mike was always a self-driven creator, developing TI-83 apps for his classmates to keep track of their grades from an early age. He spent a lot of time "head in in the clouds, making things." It is no surprise then, that he eventually found that self-employment was the right fit after several years of trying to make it work in the corporate world. Mike and I dive into his path in which he slowly m...

Jeff Hittner of Your Project X and Paul talk about their favorite 10 career myths. They dive deep into the beliefs and mindsets that drive these beliefs while making an argument for people to reflect at a deeper level to shift past the default to contemplate a wide range of options Readable Version: Top 10 Myths Myth #1 - "Once I land my dream job / make $X a year, I'll be happy" (2:35) Myth #2 -...

In this short episode, I talk about the five lessons I've found that help people make the leap to self-employment: Find a friend taking a different path Re-define your relationship with money Build up your "eff you" fund Teach others something Find a way to make money other than full-time income Full Article | This episode is also a YouTube video For More With Boundless: Consider supporting the po...

Bryan Victor has never taken a traditional path but he doesn’t know any other way. Perhaps that is why he started his own podcast in Singapore,  Misfits ,  which interviews unconventional Singaporeans.  At 20, he saved up $10,000 while he was serving required military time and decided he would travel the world for a year. During the trip, he realized this was all the “schooling” he needed (see  10...

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 had time for her relationships. She decided to start doing research about different ways of working. There had to be a better way than the default options of "Summer Fridays" and "flexible work," that never seem to make less anxiety or stress-ridden....

Amid all the buzzwords and reports on the future of work, I find Sarah Kessler's stories about the gig economy to be the most insightful and the most human. Her stories and her book, Gigged , give an accurate picture of some of the upsides of the gig economy, but also some of the downsides.   She shares stories of people that are sleeping in their office making five cents per task on Amazon's Mech...

Lydia Lee was a self-described "multi-potentialite" growing up and loves to experiment and play games growing up. You can probably draw a straight line from her hosting television shows for the stuffed animals in her room to her current YouTube channel Screw The Cubicle TV. However, life is never that simple. Lydia is based in Bali where she is the Founder and Corporate Escape Coach of Screw The C...

Wade Foster was graduating during the worst recession in the past 100 years and traditional employers were simply not hiring anyone. He reached out to a local software company in Missouri and talked them into hiring him to work on marketing. The experience "opened his eyes" to the digital world and the enormous opportunities that were beginning to emerge. He also tapped into a "thirst for developi...

Nemo Ashong's bold vision is "a truly inclusive and empowered world" He helps people to be fully expressed and to be more authentic, be more unique and be more powerful. This conversation brought out some vulnerability in both of us and we barely scratched the surface around some tough topics like diversity, & inclusion. I live for this type of tough conversation and appreciate that podcasts g...

Ervin Ling followed the default path as an actuary, passing test after test. After passing all the tests, he found himself working harder than he was ever working. As he stared at the television and saw his friends on TV during a weekend trip to the Final Four, he realized he didn't want to keep doing this. He declared (after a few drinks, nonetheless) to his friends, "If UConn wins the national c...

Ted Bauer is a freelance writer and content strategist who writes prolifically about the future of work. In this episode, he talks about some of his experiences in the corporate world. He shares a story of how he broke the record for the number of story ideas when he first joined ESPN which both captures his frustrations with the corporate world and also illuminates his process of how he generates...

While Shayne has built a successful marketing consulting firm, there was no "plan" to do this. His first exposure to marketing was out of necessity - his professor let students boost their low economics grades by joining the marketing group he ran. Shayne quickly applied the lessons to his DJ gigs on the side in college and became more interested in how to build real relationships with people thro...

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Jacqueline Jensen has been a digital nomad for 3.5 years, living and working globally. It might surprise you to find out then, that she's written a book called " Travel Isn't The Answer. " While counter-intuitive, she argues for a return to awe and wonder with what is already around us. She talks about different moments of wonder she has experienced (including a breathtaking view in Montenegro) an...

Dr. Laura Gallaher joins me from Serbia, where she is part of Remote Year, a community that travels to twelve locations within a year with a cohort of people working remotely. Laura is an organizational psychologist who studied humor and communication in the workplace and notably completed a dissertation with "that's what she said" in the title (office fans, anyone?). With a title like that it was...