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The Pathless Path with Paul Millerd

The Pathless Path with Paul Millerd

By Paul Millerd
The Pathless Paul 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, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Join Paul as he shares his own reflections and tries to learn from others
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What happens six months (and three months) before you quit? - Michael Ashcroft

The Pathless Path with Paul Millerd

The Money Path or The Life Path? - Tim Malnick
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
March 28, 2022
Music, Entrepreneurship & Embracing Non-Work - Paul Canetti
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
March 21, 2022
The Magic of Writing with Sasha Chapin
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 ( & Buy Paul's Book
February 12, 2022
Khe Hy - Tales From The Pathless Path
From a live event where Paul & Khe talk about their shared journeys of self-employment, creating online & more Get access to Khe's $10k training which will help you wander towards the pathless path:
February 09, 2022
The Pathless Path Launched! (reading of the introduction)
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.
January 27, 2022
Valuing Options & Possibilities On The Solo Creator Path with Kris Abdelmessih
Kris Abdelmessih has one of the most unique perspectives on life and works I've stumbled across in the past few years.  He uses his experience as a trader to look at decision-making and work investments through the lens of options, pricing, and other financial models.  I enjoy his perspective because unlike other financial types, he seems to have a proper appreciation of non-work / non-productive time. We explore his recent break from trading, his creative journey writing on the internet, and finding his people, and he challenges me to think differently about how I'm spending my time with my work. The conversation dramatically shifted how I'm thinking about the possibilities of my path.  If you are on a self-employed path, this is a must-listen: For Kris' newsletter: Party at the Moontower - ( ------------ SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. 🆕 I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
November 10, 2021
The Formless Path - Money, Fatherhood & Creativity (Howard Gray)
Howard Gray is the founder of Wavetable, a studio that helps brands and companies come together to develop fan-based experiences to help teams teach and share ideas. The two things that drive him are to "create space for people to do the work they want to do" and to help people "make sense of the world and overcome the tension of putting things out in the world" We dive into his idea of the formless path, why the creator economy is in danger of being hijacked, how he sees himself as a guide rather than as a creator, and why fatherhood is helping him "sharpen" his focus. Links Mentioned Howard Homepage Labels In, Labels Out Jobs, Vocations, Careers SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. 🆕 I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
September 27, 2021
The Shadow Side of Solopreneurship - Darren Joe
“You can’t study or learn your way into a new identity” - I love this quote from Darren Joe.  He’s been thinking about carving a different path from 2003 to 2004.  He said that he was driven by a natural drive to be independent and do his own thing.  I found this pretty impressive because in those years not many people were doing what he was doing. He recently published a book titled The Fail-Safe Entrepreneur.  In it he argues that almost all solopreneurs strive for three things: Freedom, Adventure, Meaning.  I definitely agree.  However, he says many fail to reach these aims because they ignore the shadow side of this path.  He details four things - FAIL: Failure, anxiety, instability, loneliness. We explore many things in this conversation including: Grappling with the achiever identity Longing for independence and freedom Parental approval Building Community Experiments Defining success You can buy his book the Fail Safe Solopreneur on Amazon ------------------------ SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. 🆕 I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
September 19, 2021
Six Months In The Creator Economy - Michael Ashcroft (Part 3)
In parts 1 and 2, I interviewed Michael about his plan to quit his comfortable consulting job and start a new path creating and selling courses online. Let's see how he reacts to his own quotes from a year earlier! ------------------------ The best way you can support me is to join in the conversation. Share thoughts on Twitter, send me an e-mail, and tell me what resonated or what you’d add or refer a friend: If you’d like to support further you can use my affiliate link for some of the platforms I recommend. Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Or if you want to fund my crypto house, you can send me some crypto here.
August 19, 2021
Accidental Freelancer To Brand Consultant, Founder & Freelance Coach (Austin Church)
Austin Church thought he was going to be a poet.  When that didn't go as planned, he joined the business world.  Six months later he was laid off in the 2008 recession.  Luckily, his firm hired him back as a freelancer and that completely changed his perspective on work.  Ever since he's been hacking a living, shifting roles as a freelancer, founder, entrepreneur, and coach.  We chat about his journey and more. Learn more about Austin and his great writing on freelancing here. --------- SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. 🆕 I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
August 04, 2021
Burnout & "Living At Work" In 2020 - Natalie Rachel
Natalie Rachel went through her own experience with burnout before turning to help others.  She found that "with burnout, rest doesn't touch it," you need a deeper strategy.  We compare notes on our own journeys where we were surprised by burnout.  We thought it was something that resulted from working long hours.  Natalie says a better way to think about it is as "self-neglect of reflection." Resources Mentioned: Natalie On Twitter Natalie on the James Altucher Show Dr. Geri Puleo --------- SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
July 22, 2021
Narratives, Work & What Matters - Ben Hunt
Ben Hunt is a father, husband, former academic, author turned blogger, former hedge fund analyst, investment advisor, and farmer. And he’s also my podcast guest in this episode. His writing has been an inspiration to me as I try to carve my own path after leaving what he calls “Team Elite.” His philosophy of make, protect, teach focuses on local and bottom-up change in the world.  In addition, we also discuss: How losing his father changed his relationship with time Industrially necessary scripts and "the good egg" Why writing about work elicits strange responses How he thinks about narratives and politics related to work --------- SUPPORT BOUNDLESS Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. I launched Freelance Consulting Skills Course.  You can find out more and sign up here. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
July 06, 2021
Money Fears, Self-Employment & Living Abroad With Kids - Jenni & Lisa Dazols
Jenni and Lisa Dazols read an essay six years ago which made them question their frantic & busy lifestyle.  They could barely take care of their dog.  They decided to take a break from a work.  We dove into their story of deciding to move abroad, taking a sabbatical, having kids, moving to Taiwan, launching a passion project, coaching people on their money fears, and what they've learned along the way. They run a business called Modern Family Finance and help people think about finances in a way that lets them live the life they want to live.  They also run a charity bike ride in Taiwan supporting LGBTQ rights called Rainbow Ride. Links: Rushed and Tired (Portrait of a Modern Family) Money Script Quiz --------- Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. I'm launching a Freelance Consulting Skills Course that launches July 1.  You can sign up here and get a $50 discount. If you'd like to support the podcast, consider using my affiliate links Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Charles Schwaab No International ATM Fees
June 24, 2021
A Sabbatical Every Seven Weeks - Sean McCabe
Sean McCabe runs seanwes and in 2014 he was working seven days per week.   Yup, no breaks.  He knew he needed to make a chance but the problem? All of his friends and even his wife worked at the company.  He decided he would take every seven weeks off.  He quickly realized it was a bit unfair to his team and extended it to everyone in the company.   He's found that not only has his life gotten better but his business has continued to grow and they have figured out how to build mandatory (not like "unlimited vacation...) sabbaticals into the operating rhythm of the company.  His mission is to help every company globally (yes, really) embrace this model by 2047.  I'm on board. Learn more about Sean Sean's Sabbatical Blog My Essay On Sabbaticals --------- Subscribe to the weekly Boundless newsletter to stay up to date on new episodes and join the conversation. I'm launching a Freelance Consulting Skills Course that launches July 1.  You can sign up here. Podia - 14-day free trial Teachable - 14-day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free
June 17, 2021
Youtuber and Doctor - Ali Abdaal on Identity, Prestige, Creativity & Meaning
I had a conversation with Ali Abdaal about his year away from medicine, how he grapples with his identity, the challenges of veering off the course of traditional metrics of success, enjoying the journey, and the challenges he faces. More from Ali here: --------- Subscribe to Paul's Weekly Newsletter:
May 03, 2021
What happens six months (and three months) before you quit? - Michael Ashcroft
I talked with Michael Ashcroft six months before he was planning to quit his job.  We talked about his plan to quit his job, what was going through his mind, his fears and what he expected might happen. We then chatted again three months later after he submitted his notice and checked in on how he felt Fear Setting Exercise Michael's Website ---------- The best way you can support me is to join in the conversation. Share thoughts on Twitter, send me an e-mail and tell me what resonated or what you’d add or refer a friend: If you’d like to support further you can use my affiliate link for some of the platforms I recommend. Podia - 14 day free trial Teachable - 14 day free trial Wealthfront - $5k managed for free ConvertKit - First 1k subscribers for free Or if you want to fund my crypto house, you can send me some crypto here.
April 13, 2021
The Self-Employment Meta-Game (Dan Vassallo)
I had a delightful conversation with Daniel Vassallo a self-employed creator for the last three years who seems to have gone through many of the same "a-has" as I have.  He walked away from Amazon despite making an absurd salary of $500,000 a year.  We talk about why he made that leap, why he would never go back and some of the unexpected lessons and insights he's learned from becoming self-employed.   You can learn more about Dan at his site => Dan Vassallo ---------- To follow along with Paul subscribe to his newsletter => Boundless  Paul is also working on a book to launch later this year titled The Pathless Path
January 26, 2021
Who are digital nomads? (Professors Rob Litchfield & Rachael Woldoff)
Robert Litchfield & Rachael Woldoff have recently written a book titled "Digital Nomads: In search of Freedom, Community, and Meaningful Work in the new economy" A married couple and both professors, they bring an interesting combination of perspectives.  Rachel is a sociologist specializing in urban communities and Rob is a management professor specializing in creativity and motivation. They both moved to Bali for three months with their kids and immersed themselves in this world.  I share some of my perspectives and they share what they learned, how it impacted how they lived their life and how they see these trends impacting modern work and institutions. -------------- If you'd like to subscribe to the weekly newsletter on the modern world of work, please subscribe: Boundless Newsletter If you want to support the podcast you can do so by using my affiliate link for one of the products I use and endorse.
January 19, 2021
Quitting To Teach History to 500k+ on TikTok (Michael McBride, Creator of Idea Soup)
Michael Mcbride left his job almost a year ago to work on building out Idea Soup, an instagram and TikTok channel focused on helping re-inspire people’s passion for history and knowledge. We talk about his creations over the years, how he has felt since leaving his job over the last year, what he’s learned from engaging with young people on TikTok and how he sees the future of education emerging from things like TikTok and other online platforms. On his foundational belief: “If I had a thesis it's that education really does work and education really does matter” His motivation and secret to his success:  He said, “I find history so crazy and weird and fascinating that I think that;s contagious.  If I had a mission it’s not to make them more educated, it’s to make them go. “How did roman's wipe their ass, that’s crazy,” Listen to the episode to find the answer to this!
January 11, 2021
Curating Goodreads Remotely (Uri Bram, CEO of The Browser)
Uri Bram is the CEO of The Browser which runs regular newsletters to help people find good articles, podcasts, and videos to read.  He has been living as a digital nomad for over seven years and also runs The Browser as a remote company. We chat about Uri’s own journey, what it's like working with Robert Cottrell (who reads 10-12 hours a day), his early experiences becoming a kindle best-selling, how he thinks about running a remote company and some of his favorite reads worth checking out. Articles/Books mentioned In Praise of Idleness and Other Essays, Bertrand Russell Derek Parfit, Reasons and Persons Leadership & Solitude, William Deresiewicz Disadvantages of an Elite Education, William Deresiewicz Seeing Like a State, James Scott How Ghost Is Structured for the Long-Term The Great Works of Your Life, Cope Ada Palmer, Ex Urbe Susan Bryson, Aftermath Salary Negotiation: Make More Money, Be More Valued, Patrick McKenzie ------------------------- To find ways to support Boundless, Click here Subscribe to a weekly e-mail on life, work & the creative path
December 24, 2020
Packy McCormick - Bringing Fun To Newsletters Since 2019
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 his writing over the past couple of years. But he didn't set out to have a popular newsletter.  His real plan was to launch an in-person community.   We chat about how the pandemic helped him figure out why that wasn't a good idea and how he's thinking about his solopreneur journey, The reason I asked him on the podcast is to talk about his recent newsletter on the future of work.  He argues that “Employees will ultimately make the decision” about what work looks like post-pandemic.  I think he is mostly right and we talk about what that might mean for people's lives. ---- You can find ways to support Paul through affiliate links, newsletter sponsorship or direct gifts here If you want to subscribe to Paul's weekly newsletter on the modern state of work, the solopreneur journey and creating online, you can subscribe here.
December 04, 2020
Podcast Update Nov 2020 - The Pathless Path
I decided to record a short little update with my friend Travis.  What have I been up to, where have I been living throughout the pandemic and what is in store next for Reimagine Work. If you'd like to watch on YouTube, you can do that here:
November 03, 2020
Angie Wang - My Partner On This Crazy Journey
I interviewed my wife, Angie, who has gone through a major career change and has launched a number of creative experiments and projects over the past couple of years.  She reflected on what its been like going along this journey alongside me and grappling with success, identity, being a woman in Taiwan and creating in public. Video Version Of The Interview: Watch The Interview on Youtube If you like conversations like this, join my weekly e-mail which is an exploration of life, work, creativity and a contemplation on what matters: Boundless Newsletter ................................... Ways to support Boundless You can use one of the several products I endorse and I'll receive a small affiliate fee from the company. ConvertKit I tried Mailchimp and a few others before landing on ConvertKit for e-mail automation.  The UX is intuitive and easy to manage.  I really like it a lot though I'm probably not even maximizing its potential.  If you sign up using this link I'll get 30% of your monthly fee forever (which is kind of crazy!). Podia I also use Podia for my Reinvent Course. I like both Teachable and Podia but Podia is probably better if you are just getting started and don't want to get lost in customizing the pages. Their referral deal is super generous for me 30% of your monthly fees forever, so I'll be a huge supporter of your course ;-) Pro Tip: Click my link and then sign up for a free trial. If you wait a few days to commit, then they'll offer you a 15% lifetime discount in the first two weeks. Teachable: I also use Teachable for my Think Like A Strategy Consultant course. It works quite well as well, though Podia is a little more slick for more recent design and using a simple editor. If you click here I'll get a 30% cut of your monthly fee - same deal as Podia! Charles Schwab No International ATM Fee Checking This card is a must have if you plan on living or traveling abroad. Easy to withdraw money and not worry about fees anywhere in the world. This link will give me $100 if you deposit $1,000 within 45 days. Wealthfront I use Wealthfront for my SEP IRA which is like a 401k for self-employed creators. If you use this link you'll get $15,000 managed for free and I'll get an additional $5,000 Quickbooks Self-Employed I do all my own finances, accounting and axes using Quickbooks which makes things quite simple. If you use this link you'll get 50% off and I'll get $30.
October 19, 2020
Carving a 21st Century Life & Career - Steph Smith
Steph has a hard time identifying as anything.  Remote worker, writer, or coder don't really do it justice.  The thing that stands out when you talk to Steph is that she is a LEARNER.  Through competing in chess as a child she learned the valuable meta-skill of how to improve and never really saw any reason why she couldn't just take something up. This mindset is invaluable in today's world and this is demonstrated by the way Steph landed her job at The Hustle (hint: it didn't involve a formal application.  This conversation was a lot of fun and explores: Digital nomadism myth vs. reality How she chooses where to live What she learned traveling the world competing in chess as a child How she thinks about work and her identity One of her favorite topics - words that don't translate Learn More: 
September 16, 2020
The Possibilities Of Life Beyond Work with Oshan Jarow
Oshan sums up his worldview as: "We’re all going to die, but in the meantime, the world is far more mysterious, wonderful, and stimulating than human consciousness plagued by economic precarity can experience.” We explore that possibilities might emerge if we can imagine a life beyond work. Be brave and join us on this episode? Oshan's Work: Musing Mind Subscribe to boundless: Subscribe
September 08, 2020
Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic)
I had a great conversation with Amy McMillen via a live group conversation and we talked about her journey of leaving her full-time job WITHOUT a plan, what it felt like, what she learned and how she ended up documenting it in a beautiful book during the pandemic. Our full conversation, including Q&A can be found here: YouTube Link Subscribe to Paul's weekly newsletter on work & what matters: Boundless @ Substack Buy Amy's Book: Reclaiming Control @ Amazon
August 31, 2020
Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset
Will Bachman is the creator of a community-first talent platform for management consultants, Umbrex and hosts a podcast for independent consultants called Unleashed.  We talk about the recent course he created called the Guide To Setting Up Your Consulting Practice course ($100 off with the code: boundless), which is a product of his 12 years as an independent consultant and his work helping hundreds (perhaps thousands) become thriving solo consultants.  We talk about How he thought about independent consulting in 2008 versus now in 2020 How his talent platform, Umbrex, was born and how it has remained community focused What led him to create his course and some of the What makes him want to “keep playing the game” of self-employment How independent consultants can think about finding new clients How he designs experiments to keep his learning journey alive How he builds his virtual team to help him succeed as a consultant How he filters everything he does through a 5-decade time horizon If you want to connect with Will, connect with him on LinkedIn or Twitter, If you want to get the Guide To Setting Up Your Consulting Practice: E-mail for a gift form Or enter "Boundless" for $100 Off Link Here Books Mentioned: Tribes by Seth Godin The Irresistible Consultant's Guide to Winning Clients by David Fields Support Boundless: You can find ways to support Paul and the podcast here
May 28, 2020
Reflection with Andrew Taggart on Work & Life
A conversation and reflection with Andrew Taggart on total work, the role of the human amid our current crisis and an exploration of philosophical questions For more on Andrew: His Website Music: Deliberate Thought by Kevin MacLeod
March 26, 2020
Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work
Laurel and I decided to jump on a video call to talk about the world emerging work-from-home experiment amid the evolving Covid-19 pandemic.  We wanted to talk about some of the deeper principles & opportunities that remote work offers and talk about how companies might think about it in the next month and over the next few years. We talk about: The short-term mindset companies should take in the next few weeks (hint: don't overdo the tools right now) What the broader opportunity is for remote work over the next 10 years The role of trust in remote work and what happens when it breaks down How to think about meetings and how to design your day and re-think productivity Examples of companies who have been innovating in this space for 10+ years Experience from Laurel's 10+ years as a remote team leader As the Founder of Distribute Consulting and the Remote Work Association, Laurel Farrer starts, strengthens, and leverages virtual workforces to solve corporate and socioeconomic concerns. A global thought leader on the topic of remote work, Laurel collaborates with the world's leading businesses and governments to eliminate virtual worker discrimination, prevent policy retraction, increase remote job accessibility, train distributed leaders, and design economic initiatives. Additionally, she also shares her expertise as a Forbes contributor, subject matter expert for business education curriculum, and virtual software product advisor. More: Episode Link & Show Notes 5 Tips For Remote Work (Boundless) CEO of Doist & CEO of Zapier on Remote Work Laurel on Twitter & LinkedIn
March 18, 2020
Imagining A New American Dream (Diania Merriam, Econome Conference)
In 2015, Diania Merriam discovered the Mr. Money Mustache blog about financial independence and reading it was like a refreshing punch in the face. At the time, she was living in NYC and $30k in debt. She got out of that debt in 11 months and started saving 60% of her income. This newfound grip on her finances gave her a huge boost of confidence to pursue goals that previously felt out of reach. In 2017, she moved to Cincinnati after negotiating a remote working arrangement with her employer.   She then took a 2 month unpaid sabbatical to walk the Camino de Santiago (a 500 mile trek across northern Spain). She also bought a house, adopted a dog, and found herself a midwestern gentleman.  Diania founded EconoMe, a one day event at the University of Cincinnati on March 7th, 2020, to make the ideas that inspired her more accessible to others. --------------- Want to support Boundless? => check us out here (
January 08, 2020
A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist)
Amir Salihefendić is the Founder and CEO of Doist, a fully distributed, remote company that creates productivity tools (Todoist & Twist). We dive into his story of moving from Bosnia to Denmark as a child and how he started Doist while in college.  He’s built a growing technology company in a fully remote setting, often experimenting with different ways of working and sharing the thinking behind the decisions as he goes on the doist blog as a major supporter of the remote work movement. ------------ Like the podcast?  Show some love on twitter or become a patron
December 10, 2019
The Lazy Person's Guide To Freedom, Generosity & Creative Work (Moataz Ahmed)
Moataz Ahmed otherwise known as “motizzy” is a graphic designer, consultant and hand lettering artist.  He recently published Part 1 of his book titled, “Lazy Person’s Guide to Freedom” and we talked about his journey and book in this conversation. We also talk about: How we naturally started freelancing by helping people His embrace of the “gift mindset” How he improved his will-power and motivation How he thinks about freedom and justice How freedom should also be about speaking out for other people’s freedom Learning new languages and the benefit of cross-cultural insight for design work You can learn more: Lazy Person’s Guide To Freedom ($0+ Gift Pricing) His great design work on instagram ----- => Ways to support Reimagine Work
December 02, 2019
Twitter Friends & Threads, Self-Employment & Curiosity (Visakan Veerasamy)
I connected with Visa on twitter, where he’s made many friends over the past several years. I wanted to interview Visa to talk about his leap to self-employment over the past couple of years, but we talked about so much more. We talk about: What the word “nourish” means to him His evolution on procrastination and getting started How to find like-hearted humans on twitter The “asshole problem” The curious humans of twitter How he creates his own work See the episode notes here Follow Visa on twitter --- If you want to support the podcast, take our courses or support Boundless, check the link here.
October 30, 2019
Rest, Leisure, Working Less & The 4-Day Workweek (Alex Pang)
Alex Pang is the author of Rest about how you can do more while working less and is author of the forthcoming Shorter, which shares stories of companies that have shifted to a four day workweek. Hear about Alex's own sabbatical, how he changed his relationship to rest and what he's learning now. Read more about Alex and get a copy of his book here ---- Want to support the Boundless Podcast?  Join as a Patron here
October 22, 2019
Geography & Culture Side Hustle Experiments w/ Rohith
I'm experimenting with some shorter episodes where I explore side hustles and creative experiments with people taking action on experiments they are excited about.   This one features Rohith Amruthur, creator of the Lost Geographer, which you can learn more about here.  If you have any suggestions or want to come on the podcast, shoot me an e-mail. If you'd like to support this podcast you can do so here.
October 17, 2019
The Phases & Emotional Journey Of Making A Work Shift (Stephen Warley)
I had a 2nd conversation with Stephen about the phases and emotional experiences of what a shift looks like.  He's coached hundreds of people so has a good understanding of what people typically face. I created this as part of my curious exploration of making sense of what it takes to reinvent in the modern world. If you want to support the podcast, you can go here.
September 19, 2019
Good Writing & Doing Work That Matters (Andy Sparks, CEO Holloway)
Andy Sparks founded a company called Holloway, which is trying to solve the problem of sharing knowledge online.  He shared how his startup is trying to combine beauty, writing & deep knowledge to complex topics like Venture Capital and Hiring.   We talk about his journey, how he started writing, the professor that changed his life in college and how his father has influenced his approach to work & life.  He also shares how he thinks about "a lake" as a metaphor for life and how he stays in touch with friends in a vulnerable way. We talk about: Andy's writing practice Teaching & modern education system A college professor that inspired him to think differently Unlocking wisdom from books on the internet Grappling with success & status in the modern world How he stays in touch with the people that matter to hi Learn more about Holloway here or subscribe to Good Work ------------------ REINVENT: Learn more about the course here or lurk on my progress here Patreon: Become a supporter here and get access to the curious rebel club for $1/month
September 04, 2019
Coworking That Works & The 10k Independents Project - Alex Hillman, Indy Hall
" coworking at its best isn’t an occupancy based business at all. If the only time your members can get value from their membership is when they’re in the room, you’re limiting the potential of your community " Alex Hillman runs one of the longest running co-working spaces in the world - Indy Hall - in Philadelphia.  He thinks the word "coworking" has lost some of its meaning and that many companies are running "spreadsheet businesses" rather than cultivating community. "That level of dependence on a single employer is brittle at best and dangerous at worst. And that single source of 50,000 jobs being Amazon, who is notoriously one of the most ruthless businesses in the world, is the WORST worst way to generate those jobs. " We also dive into Alex's working model of a new project, the 10k independents project.  Hear about why he thinks self-sufficient independents are better than Amazon (I tend to agree) --------------------- Subscribe to the weekly Boundless newsletter - much more than a link drop - a deep dive into our modern relationship with work. I'm launching Reinvent on October 1st and updating people on my content creation process here or purchase now for early bird access.
August 21, 2019
Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot)
Years ago, Ben wrote that his personal mission statement was “to help people reach their full potential” and our conversation touches on this theme in many different ways.  Ben is a former car rental pro turned consultant turned HR executive.  His work in HR landed him on the cover of Human Resource Executive but instead of staying on the path to CEO he decided to carve his own path. Our conversation touches on a number of issues including coaching, entrepreneurship, how his relationship with work has evolves, management versus leadership and what he wants written on his tombstone.  Some other topics we touch on: Ben’s motivation to work at Enterprise Rent-a-Car after college and what he learned His early entrepreneurial “ventures” starting at 12 years old How his mindset about work shifted as he became successful in the corporate world His experience hiring working with an executive coach in his late 20s His experience coaching and favorite exercises Why companies are scared of trusting their people Why being a manager is actually an incredible opportunity for people The learning and ownership upside of carving your own path The value of having advisors, friends of confidants to celebrate “wins” Balancing life & work and his personal sustainability Deciding to give himself a raise as an entrepreneur Links Mentioned: What coaches can do for you (HBR) Pilot: Executive Coaching For Organizations Ben Brooks Coaching Connect with Ben: LinkedIn, Instagram & Twitter Boundless:  Want to support the podcast?  Offer a one-time or recurring donation on Boundless.   Check out Boundless - The Site For Creative & Curious Rebels
June 19, 2019
What living on a boat for 18 months can teach you about work & life (John Zeratsky)
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 redesigning time and thinking about what matters in life.  Earlier this year he just got back from 18 months living on his boat "Pineapple" with his wife sailing around Central America, which he wrote about in an article titled “What quitting my job to sail around central america taught me about fulfillment.”  In this conversation we talk about: Growing up in a small lake community His love of sailing growing up Why him and his wife change their mind on taking the trip in 2015 Rethinking convenience and comfort What comforts are worth paying for Belonging and community How his relationship with money has changed How him and his wife are structuring their life to work how they want The one change that helps people be less addicted to their phones Links Mentioned: Designing Your Life Sprint: How To Solve Big Problems and Test New Ideas In Just Five Days Make Time: How To Focus On What Matters Every Day Twitter: @jazer Want to support the podcast?  Offer a one-time or recurring donation on Boundless.  
June 12, 2019
Hannah Wei on her nomadic life, Muay Thai fights, Tinder experiments & community
Hannah Wei has been living as a digital nomad for the last four years traveling across the US, Canada and Southeast Asia.  When she is not working as a product consultant, she trains in Muay Thai, photographs people, and collaborates on local initiatives.   In our conversation we touch on many things, including: Her upbringing in China and move to the US Her creative inspirations as a child and how that evolved as she got older Her experiment to code a bot to swipe on Tinder and tell people’s stories What she has learned from Muay Thai Her decision to compete in a professional Muay Thai fight in Thailand What Muay Thai that has taught her about burnout, performance and success How she defines success as a nomad depending on the region she is in Follow Hannah Hannah’s Website Hannah on Twitter: @herlifeinpixels Her personal review Notion group How to pack up your life in eight steps Tinder Photography Bot Experiment  Want to support the podcast?  Offer a one-time or recurring donation on Boundless.  
June 05, 2019
Microadventures, Long-term Travel & Busking Through Europe (Alastair Humphreys
I talked to Alastair Humphreys after he had returned the previous night from a micro-adventure.  It wasn't a four year biking trip or a challenging long walk across the desert (he's done that though!), but instead a short overnight camping trip with himself to re-connect with nature and his adventurous spirit.  He helps others think about how they can design similar micro-adventures to find joy in the "5 to 9" rather than doing everything in service of the 9 to 5. Links Mentioned: Alastair Humphries Subscribe to his newsletter "living adventurously" His new book: My Midsummer Morning: Rediscovering How to Live Adventurously Hardcover – May 30, 2019  Want to support the podcast?  Offer a one-time or recurring donation on Boundless. 
May 22, 2019
Dreaming, starting a tribe & living on an island with three kids (Ben Keene)
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, he is still carving his own path and has recently returned from Koh Lanta, where he lived with his three children in Thailand for the last six months.  We Talked About Ben starting a "tribe" in Fiji Early internet adventures His experiences coaching people with career transition The decision to move to Thailand with his three kids for six months Using "no code" tools to start things like Rebel Book Club How to think about a career in today's world How finding a friend is one of the most important things to head in a new direction Links Mentioned: Ben Keene's site Rebel Book Club Tribe Wanted Fiji Right to Dream Escape The City Moving to Koh Lanta with three kids His experience after the six-months in Thailand The 100 year life (book) Curiosity Conversations with Paul Want to support the podcast?  Offer a one-time or recurring donation on Boundless.
May 15, 2019
Heather McGowan on learning, adapting & identity in the future of work
Heather McGowan is the most thoughtful writer and speaker I follow on the future of work. She is able to connect the dots between work, culture, society and identity in a way that has captured the attention of many individuals, companies and universities around the world.  Heather’s career is also a perfect example of the type of path and work that was not possible in the past.  Reflecting on her path she admits “this field just sort of emerged.”  As her career has shifted more towards speaking, she has been able to design her life around learning.  Through her talks, she is able to get feedback and combined with her own curiosity, it helps her focus on what to learn next.   In the working world, she focuses on how we can think about learning and work in a more holistic way and traces many challenges back to education.  She cites research from Gallup showing that: “while 74% of surveyed fifth-graders are engaged with school, just 32% of surveyed 11th-graders are engaged.”  Perhaps some of that disengagement is because people aren’t too excited about their job prospects.  She worries that organizations in the short-term are still too focused on productivity, which depersonalizes the experience of work.  As work increasingly becomes specialized - she calls it “atomization” - she fears that we will increasingly only focused on “explicit knowledge” instead of the deeper tacit knowledge that makes us special.  Find out more about Heather's work here or follow her on Linkedin. ---- Boundless Support Reimagine Work Read About The Future of Work
May 08, 2019
Building A Company And Life Filled With Joy (Rich Sheridan, CEO)
Rich fell in love with coding as a child but lost that passion when coding just turned into a job in the late 1990s.  As he looked around and saw everyone overwhelmed in his industry, he decided to take a different path.  He co-founded of Menlo Innovations in 2001 with a personal mission to end human suffering in the workplace.  He is also the author of two books Joy, Inc. and Chief Joy Officer.  Hear about his company has achieved gender diversity in the workforce, introduced pay transparency, embraces pair-working methods across all functions and other transformative principles. Links/Books Mentioned Menlo Innovations Extreme Programming, Beck The Fifth Discipline, Senge Chief Joy Officer, Sheridan Joy, Inc. Sheridan Boundless (Learn More Here) Support Think-Boundless
May 01, 2019
A Mission-Driven Life & Career (Jerel Bonner)
Jerel calls himself one of the original "job-hoppers."  While he never found a great fit in the corporate world, in the 1980s, he was inspired by Steven Covey to develop a "personal mission statement."  He used this to shape his decisions in life. In the early 2000's he decided to shake it up and headed to China for what turned into a 14 year journey of learning and adventure. To learn more about Jerel click here. ---------- Boundless => Reimagine Work
April 24, 2019
How To Fill Your Morning With Purpose & Joy (Craig Kulyk)
I met Craig at a conference called The World Domination Summit and when he introduced himself he gave me a pack of tea with his business card on it. Everything he does is like this - packed with thoughtfulness and humor. Craig is also the creator of the Morning effect, something he ended up being passionate about after going from someone that hated mornings to a morning advocate over the past 7 years.  He defines the morning effect as: "the principle that what you choose to do in the morning can have an amazing impact on other parts of your life. It leads you to get up and be productive, do more of the things you wish you were doing, and embark on your days already feeling accomplished. All of that is a HUGE win, but honestly, it’s just the tip of the iceberg…" He’s experimented with 100 morning rituals over that time and now works with people to help them take back their mornings and find “another 20 hours” a week as he did. His story is more than another “hustle” hack - its grounded on bringing more presence, joy and creativity to ones life and is why I hope you check out the podcast this week! For More => The Morning Effect Boundless Page Books/Articles Mentioned: When by Daniel Pink The Power of Habit by Charles Duhigg 127 Morning Rituals How to Schedule Your Workday 9 Lessons from a 9 Day Silent Meditation Retreat  Boundless / Reimagine Work: Support the podcast on Patreon  Subscribe to the free weekly newsletter on our modern conception of work 
April 17, 2019
Beyond Average: Co-Creating A Life & Company (Tanya Zhang & Wesley Kang,
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 something a little more. Some of Tanya’s challenges working as a freelance graphic designer on the side convinced them they should try to think a little deeper about building a brand and a business, instead of just helping other people. As they found themselves thinking about the business all day at their full-time jobs and coming home ready to work on it, they realized they finally had to go all-in. Over the past year they have worked on the business and are starting to find some traction.  As they’ve dealt with the challenges of running a business, they have also had to constantly reflect on how to manage a relationship both as committed partners and co-founders.  Check Out Nimble Made (unsponsored): Interested in their shirts? Check out more at Nimble Made.  For their past reflections check out Wesley's guest post on entrepreneurship and Tanya's post on how her father inspired her to start the company.   Boundless / Reimagine Work: Support the podcast on Patreon  Subscribe to the free weekly newsletter on our modern conception of work 
April 10, 2019
Lessons from 13 years of entrepreneurship & living nomadically (Chris Kirkland)
Chris Kirkland is a bootstrapped entrepreneur who has been living nomadically since 2006 and is the founder of several web businesses including and 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 stay a bit longer.  We talk about his journey, entrepreneurship and his life experiments Why entrepreneurs are really risk averse His learnings from living nomadically and stoic exercises of living minimally  Prioritizing time over money as a bootstrapper  How running an online business was different in 2006 and why he "felt like he was cheating" His experiments with becoming a "breatharian" and trying polyphasic sleep (do not try these at home) How he thinks about running an online media business in 2019 His recommendations for cheap eats in Tokyo More about Chris: TokyoCheapo Chris' Personal Site & Writings Headstands Across The World Boundless / Reimagine Work: Support the podcast on Patreon  Subscribe to the free weekly newsletter on our modern conception of work 
April 03, 2019
Creating Art Filled With Magic (Martha Balaile)
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 she has found: Go with the flow Be aware of fear We explore these a bit and she shares some examples from fantasy that have inspired her. Check out the show! We talk about: What drove her to pursue an art career after growing up in Tanzania What she wishes she learned in art school What she looked from working with clients How she switched from magic “standard” art to art she cared about How she decided to take the leap to freelancing “early” in her career. How she structures her day around her work Her Top 3 Magic Podcasts: Magic Lessons, Elizabeth Gilbert  Natalia Benson Podcast Hippie Witch Magick For A new Age Mythology Studios: Work With Martha ----------------------------------------------------------------------- Boundless / Reimagine Work: Support the podcast on Patreon Subscribe to the free weekly newsletter on our modern conception of work
March 27, 2019
Reimagine Work & A Short Update From Paul
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.
March 20, 2019
From the basketball court to the yoga mat via the corporate world (Gabi Macra)
 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 others helped her in the following years. Instead of heading back to Canada, she headed to London where she had a successful career and journey as an actuary.  She was a leader in her company but reached a point where she was dealing with health challenges and finding that her career was no longer giving her the fulfillment that it once was.  She ended up deciding to take some time off and told her boss that she was leaving.  However, she ended up staying another 18 months as she helped the team transition with some other internal changes.  Just knowing she was leaving enabled her to approach everything completely different and think about how she could best serve her team while also taking care of her own health. She finally took the leap in 2018 and after several months of sabbatical, including some time in Bali, she realized that becoming a Yoga Therapist was something she was ready to commit to over the next few years.  While preparing for that program, she also created a learning internship for herself in London (stealing this from Lydia Lee's podcast episode!) by taking 8 people interested in Yoga and creating a customized program for them.  Her only goals: to learn a ton about how she can serve people and learn what to do next. What we covered: Her drive and motivation as a basketball player Her experience living and working in Japan after university Starting her actuarial career and what she enjoyed about work Becoming successful but questioning her role as a successful worker as the center of her life Her decision to take a sabbatical and leave the company (and how she ended up staying for 18 months but doing so with a completely different mindset) Her recent creative projects, "learning experiments" and decision to start a long-term Yoga therapist training program Links Instagram: Gabi Macra and Real People Do Yoga Website: Real People Do Yoga  For More Boundless: Consider supporting the podcast on Patreon Join The Reimagine Work Course Starting March 24th Join The Boundless Newsletter - Reimagining Work & Life  
March 13, 2019
Learning To Quit & Life Reinvention (Christine Bader)
 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 her focus from building a career to building a life. Topics Discussed: Corporate social responsibility Taking a sabbatical in Bali Building a life The greek concept of Kairos Working in Asia Working at Amazon Recommended Reading Can a business of any size be good? The Year I Learned To Quit (New York Times)
March 06, 2019
Building & Investing In Calm Companies (Tyler Tringas)
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 most companies. Topics Digital nomads Starting a company Bootstrapping How to sell a company The four-hour workweek Calm companies Flaws with the VC model Taking leaps Transitions Meaningful work while traveling Related Links: Earnest Capital Tyler Tringas His Journey Selling StoreMapper ------------------------------------------------  For More With Boundless: Consider supporting the podcast on Patreon Join 125+ People Carving Their Own Paths In The Slack Community Set Up A Curiosity Conversation With Paul Join The Free 3-Week Self-Employment Challenge Sign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting 
February 13, 2019
Paul on success, storytelling, learning & experiments (UX Gorilla Interview)
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!
February 08, 2019
Launching Uncommonly: One Year Later (Chris Donohoe)
"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 people one-on-one and how he is thinking about structuring his time and day.Topics Discussed:Selling time versus projectsWorking a max 40-hour workweekTaking a coaching programThings he didn't expect 1 year into building his own firmWorking with an amazing co-founderHis reflections on leadership and his goalsUncommonly: Website-------For More With Boundless:Consider supporting the podcast on PatreonJoin 125+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
January 30, 2019
Guest Episode: Joe Dumars x Adam Grant x Cody Royle
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 to Where Others Won't do so here:ItunesOvercastWebsite
January 23, 2019
Learning, Self-Employment & Making Business More Human (Mike Tannenbaum)
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 made sense of the fact that it was time to take the leap to self-employment. As he was about to take the leap, his company ended up laying him off anyway. Reflecting back, he has found many valuable lessons in his journey and has brought these together in a self-published a workbook called Clear Path Forward. The workbook helps people re-assess their relationship with work. We talk about the process he took to publish the book and where he sees his work taking him over the next couple of years.He now lives and works around the tagline "making business more human" which he is using to run workshops with clients and have deep conversations with people around what really matters.Topics Discussed:Building his first program on TI-83Creativity & WritingMindfulness & awarenessHis relationship with workMoney and the fear of going brokeLearning & readingDiversity of viewpoints Embracing uncertaintyMaking work more humanBooks That Influences Mike (That We Discuss)The AlchemistLiving BeautifullyThe War of ArtSo You Want To Talk About RaceSapiensDaring GreatlyConnect With Mike:Personal Blog — LinkBusiness — Enjoy HumanityWorkbook — Clear Path ForwardDownload a Free Worksheet — Link Offer: 25% off either edition of Clear Path Forward with code “Boundless” — LinkFor More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
January 16, 2019
10 Career Myths We Should Stop Believing (Jeff Hittner)
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 optionsReadable Version: Top 10 MythsMyth #1 - "Once I land my dream job / make $X a year, I'll be happy" (2:35)Myth #2 - "I need to find my passion" (7:15)Myth #3 - "I should never take a pay cut" (14:15)Myth #4 - "You should have a 'steady' income" (20:40)Myth #5 - "I have to know what I need to do before I change directions" (26:15)Myth #6 - "An extended break is irresponsible" (32:30)Myth #7 - "It's fine to take a risk when young, but not when you have kids" (40:35)Myth #8 - "I should go to grad school to figure out what I want to do" (46:15)Myth #9 - "I can't make a change now after years in this field" (55:20)Myth #10 - "I'll be happy once I'm running my own business" (1:04:54)Links Mentioned:How to Get Unstuck In The New Year, Jeff Hittner On QuartzSelf-Determination Theory, Deci & RyanComparing Passion & Purpose, Thrive GlobalJeff Hittner leads Your Project X, a social venture with a mission to help 1 million people find more purposeful work. He has more than 18 years experience as an entrepreneur, consultant and changemaker. He is the founder of five social ventures, including IBM’s Corporate Social Responsibility (CSR) consulting practice globally. In 2011, he developed the curriculum for one of the first MBA’s in Sustainability in the US, at Bard College, where he was the Leadership professor. He was also two-time Chairman of the Carnegie New Leaders at the Carnegie Council for Ethics in International Affairs.Jeff’s passion has always been at the intersection of education and entrepreneurship. Prior to your Project X, he ran a career transition program for 64 New Yorkers, built global education programs including a blended learning initiative for high school dropouts in Latin America and career discovery programs for youth in Europe. Jeff received his Masters in Cultures and Development Studies from the Katholieke Universiteit Leuven in Belgium, and a Bachelor of Business Administration from The College of William and Mary in Virginia where he was an elite gymnast. As a thought leader, Jeff has been published in a dozen major publications, including Forbes. Jeff lives in NYC with his wife, Grace, and one-year-old son, Rivington.For More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment Challenge
January 09, 2019
Mini Episode: Five Things Before You Leap: Lessons From The Self-Employed
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 pathRe-define your relationship with moneyBuild up your "eff you" fundTeach others somethingFind a way to make money other than full-time incomeFull Article | This episode is also a YouTube videoFor More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
December 21, 2018
Bryan Victor's Education: wedding planning, year-long travel & building a visual animation studio
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 things I learned). After learning how he could live simply on very little money, he knew that this opened up many options for him. He knew that he would always value flexibility over maximizing income, learning this lesson earlier than others.Regardless of any position towards “formal” schooling, his chosen path, wedding planning, wasn’t something you learned at school. He knew he had to create his own internship. So before his trip, he wrote to 50 American wedding planners (the best, he says), to ask if he could work with them. One person gave him a chance and he was able to learn while making enough money to live.Going back to Singapore, he couldn’t get anyone to hire him, so he realized he was “forced” to create his own wedding planning business. In the process, he became named one of Singapore’s Top 10 Wedding Planners (though he argues there weren’t that many anyway!).After proving he could make it, he started dabbling with a side business, 2D animation and founded Sage Animation. He decided to give the wedding planning business away as a gift and was able to find one person (out of 40) that he thought would do a great job.Bryan has been fascinated with understanding what makes him happy. As he was on another trip in the United States, he was drawn to another project (motivated by the #vanlife movement) to build a liveable van for himself. While he accomplished the feat, he found that he was overcome with a “something-like depression” feeling after he achieved it. While he thought he had everything, it led to a new and deeper curiosity in what actually leads to happiness. Books & Other Resources Mentioned:Jose Villa – Wedding PhotographerSeth GodinTim FerrissAntifragileNaval Ravikant Podcast on Farnham StreetSolve For HappySEO That Works CourseVanessa Van Edwards – People School---------------------------------------------------------For More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With Paul
December 12, 2018
Why every company should adopt the 4-day workweek (Tash Walker)
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.In her research, she discovered many examples of Swedish companies embracing 4-day workweeks and also found that when they instituted it, they often helped improve productivity. After bringing the option to her team at The Mix, they decided to do a three-month trial. They didn't even tell their clients.The funny thing? The clients didn't even notice. Even better, when they shared it with their clients - they weren't offended. They were curious to learn more and impressed that they had prioritized their people. While many quickly reflex to "well that can't work here," Tash and her team went forward anyway and have shown that a 4-day work week can work and it can work in professional services - an industry where many take for granted the fact that you should always be available for your clients.Beyond improving the lives of the people at the firm, they achieved some incredible results:Revenues up 57%Absenteeism down 75%Productivity stayed the sameDoubled the number of clientsClient referrals up 50%Want to learn how to make this happen at your company? You can download their "4-day week" report which is one of the best reports I've seen on the future of work.---------------------------------For More Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
December 05, 2018
The Humans Behind The Gig Economy (Sarah Kessler, Quartz)
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 Mechanical Turk to creative freelancers who can make six-figure salaries working from anywhere.  She also shares the story of companies that see limits to the gig economy, like Dan Teran's company Managed by Q who is following Zeynep Ton's Good Jobs Strategy and looking at people as valuable and investing in them as full-time employees and partners in the businesses success.Our conversation dives deeper into some of the stories she shares as well as some of the current challenges with platforms, the PR machine (all the firms say people want flexibility, but fail to mention they are happy to give it up for more pay!). One of her subjects in the book puts it most powerfully, Kristy Milland, “I am a human, not an algorithm” More From Sarah:Gigged (Amazon)Her writing on Quartz@WorkStartups Incomplete Narrative On The Future Of Work (Quartz)Managed by Q is Profitable (Quartz)---------------------------------------------------------BoundlessConsider supporting the podcast on PatreonJoin 90+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
November 28, 2018
Screw The Cubicle (Lydia Lee)
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 Cubicle, a movement to inspire people to break free from the shackles of conventional work.From building businesses to forging freelance careers, she’s helped hundreds of talented professionals repurpose their skills to create better versions of their careers and become better versions of themselves.Topics Covered:How she balanced her interests with the default pathBurnout in RussiaHow she started her business Screw The CubicleA cool approach to start your coaching businessWhat you need to be self-employedThe beliefs you should questionCoaching & continuous learningWhy so many pineapples in Lydia's branding?Connect With LydiaScrew The CubicleBali Retreat: April 2019BoundlessConsider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
November 14, 2018
How A Remote Company Enables Freedom, Trust & Digital Dance Parties (Wade Foster, CEO of
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 developing new skills" that pushed him to learn how to code.The idea for Zapier emerged from some work Wade was doing with his friend Brian to connect different apps on the internet. They brought the idea to Startup Weekend in Missouri and ended up building a prototype of what would later form the foundation of Zapier. By Monday morning, they were committed to spending time on it and seeing where it would go.Seven years later, Wade is the CEO of that company and he is leading it as a remote company. Wade shares reflections on building a remote company and the fact that you have to default to trust and be very intentional about building a connection between people. In traditional companies, he notes that "The default for most companies is that they don't trust you."Connect With Wade & Zapier:I highly recommend checking out the resources Wade and his team have put together on running a remote company:The Ultimate Guide To Remote WorkZapier WebsiteFollow Wade on Twitter & LinkedInWant To Work For Zapier? They are hiring!Connect With Boundless:Join 65+ people in the slack communityCarve A New Path With Paul
November 07, 2018
"My Name Is Nemo and I Don't Do Small Talk"
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 give the kind of space to explore topics with nuance. I'm not sure we ended up with any clear answers, but I think had the type of conversation filled with respect and curiosity that can enable us to go deeper with each other and with other people.Connect With Nemo:Empjoyment1-On-1 Coaching With NemoWorld Joy Movement------BoundlessConsider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
October 31, 2018
Ervin Ling On Escaping The Corporate World At 30 To Travel The World
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 championship, I'm going to quit my job."As any good number-driven actuary would, he didn't quit his job immediately. He took about 18 months to plot his escape from the corporate world. During this time, he re-thought his relationship with money, his possessions and his relationships with friends and family. He ended up traveling around the world for 12 months. Here are some stats from his trip:Total USD spent: $24,740Total days on the road: 338Total countries visited: 38 (including the USA)Most days in a single country: 30 (Vietnam)Total number of miles traveled: 68,307 (109,925 km) – equivalent to circling the earth 2.7 timesAir Travel: 51,044 mi (82,143 km)After this trip, he still felt a pull towards living abroad and now lives and teaches English in Taiwan. This journey has helped him discover and invest a life he could be proud of.Link to Video Version Of Interview (Dumplings Included)------------------For More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting
October 24, 2018
Ted Bauer: The Absurdity Of The Corporate World & Real Future Of Work
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 new ideas for his writing.  We talk a bit about technology and his view is that people are using technology not to engage with people but to hide from them. His view of the future of work is simple - it's about moving back to in-person, human to human engagement and questioning a lot of the things we take for granted in modern organizations.Twitter: @tedbauer2003Ted's Writing & Blog: The Context Of ThingsJoin The ConversationJoin the exclusive Slack Boundless Community & engage with other people carving their own pathSignup for the newsletter
October 17, 2018
Shayne Spencer on the dumb idea project and how failing econ helped him start his firm
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 through incredible experiences. He brings this same passion to his work today.Shayne has had many "dumb" ideas, but he would argue that most ideas (good and bad) start out as dumb ideas. The difference is the people with the courage to keep moving and respond to feedback. He has called the entrepreneurship journey "one of the most humbling things he has done in his life." From this humility and willingness to stay vulnerable, Shayne has been able to build a successful digital marketing firm. So what's his secret? He shares four key steps to turn your own "dumb idea" into something that might work:Write down the ideas, make it realShare your dumb idea as widely as possible (don't worry if people steal it)Get as much feedback as possible (even the negative!)Continue to tweak and re-work the dumb idea (don't get too tied to the original idea)Shayne wants more people to follow their silly ideas and see what they can make of it. In 2010, he decided to start his own business during a recession and with no money to his name. Eight years later, he has no regrets and couldn't imagine taking a different path. It may not have made sense at the time - but its the decisions that don't make sense that often turn into something meaningful. If it made sense, people would already be doing it!Dumb Idea ProjectShayne Spencer (LinkedIn)Boundless Links:Subscribe to the newsletterSupport On PatreonFreelance Consulting Playbook
October 10, 2018
Jacqueline Jensen on sabbaticals, rethinking work and building a "calm company"
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) and different techniques for how people can "Live With a Sense of Curiosity, Passion, and Awe Anywhere and Everywhere" (the subtitle of the book).Last year, in a planned sabbatical she came face-to-face with the fact that work was the center of her world. While she almost "quit" the sabbatical, she pushed herself to redefine her day and time to claim back some of herself from a sole focus on work.  She provides many actionable tips and perspectives that can help people question the role of work in their lives, take steps to increase the amount of awe in their lives and connect with people that matter to them.More About Jacqueline:TedX TalkTwitter: @JackieMJensen & LinkedIn: Jacqueline JensenBook: Travel Isn't The Answer (Amazon)Recommendation on getting outside of your comfort zone:Check out local music: sofarsounds.comGo to an art museumTravel-as-a-service recommendations discussed: Hacker Paradise, Recess Labs, Roam, OutsiteApp for re-aligning your day: Today------------------------------------------------Boundless Links:Subscribe to the newsletterSupport On PatreonJoin The VIP Facebook Group (upcoming book club on Bullshit Jobs in September 2018)
September 26, 2018
Dr. Laura Gallaher on using humor at work, leadership at NASA after crisis, and building a business traveling the world
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 probably clear that Academia would be too limiting for her. We talk a bit about humor and how it can be helpful or destructive in an organization. She first points out that "aggressive" humor - even if you mean well is rarely a way to strengthen bonds. We then talk about how leaders can embrace humor, especially to show their vulnerability, and give their teams more freedom to make mistakes, be open and be themselves. After getting her Ph.D., she worked with NASA after the Columbia explosion and worked on some of the toughest "they fell victim to the same thing that could happen in any organization." She notes that these factors are prevalent across many organizations, but the stakes are often not life or death. Her work with a small tech company found that two key elements can help companies transcend hierarchy. First, the leader is willing to be vulnerable and second, the leader demonstrates both through words and actions that they care deeply about all the people in the organization. "We hire people for what they think....what we care about is your ability to learn, your ability to think, your ability to grow...creating an environment where the employees opinion and input has value and you ask for it and you seek it out and you actually listen to it, this is where really, really engaged organizations are born and powerful cultures are created" Links: Check out Laura's Free 3-Part Culture Course Gallaher Edge TEDx Talk:  How to Feel at Home Anywhere - Dr. Laura Gallaher Travel the world with Remote Year ------------------------------------------------ Boundless Links: Subscribe to the newsletter Support On Patreon Join The VIP Facebook Group (upcoming book club on Bullshit Jobs in September 2018)
September 19, 2018
Andrew Taggart, Practical Philosopher, on how "total work" is taking over our lives
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 manner that accords with leading a good life." We dive deep into the questions of "what is the good life?" and what he means by "sustaining life." He also shares his perspective on the concept of "Total Work," a phrase first put forth in 1947 by the German Philosopher Josef Pieper and shares how that phrase became central to his current writing on the topic and conversations he has with business leaders and executives.We also dive into his dichotomy of the three modes people could think about to make a living:Use what you've gotExchange what's in handOffer what you canHe reflects on our modern cultures over-reliance on exchanging our time for money while ignoring how we can live off the land and operate within the gift economy. Next, we talk about some of the different modes of living (whether it be a "settler", nomad or somewhere in between) and the implications for the community in society as a whole as well as how has dealt with that with his wife.Finally, Andrew offers three practical steps people can take to re-engage with life and trying to understand what "a life worth living looks like" that does not include the advice to just quit your job.Dis-identify with the identity of the worker: Questioning whether you truly only are a worker, a CEO, a marketing manager, an accountant, etc...Begin an inquiry into the question "If I am not a worker, then who am I?": What else is worth living for? What practices do I want to have in part of my life? What relationships and conversations nourish me?The question whether or not the life you have defined is "sufficient": Are you thinking deeply enough about the question of who you are?Andrew's Writing & Site:Andrew's Newsletter On Total WorkIf Work Dominated Your Every Moment, Would Life Be Worth Living (Aeon)Andrew's WritingOther Writing Mentioned:Josef Pieper's Leisure, The Basis Of CultureAndre Gorz, Reclaiming WorkDavid Graeber, Bullshit Jobs------------------------------------------------For More With Boundless:Consider supporting the podcast on PatreonJoin 110+ People Carving Their Own Paths In The Slack CommunitySet Up A Curiosity Conversation With PaulJoin The Free 3-Week Self-Employment ChallengeSign up For The Strategy Toolkit - Learn The Secrets Of Strategy Consulting------------------------------------------------Detailed BioAndrew Taggart is a practical philosopher. He asks and seeks to answer the most basic questions
September 12, 2018
Podcast Update, Digital Course Experiment & Moving To Asia
Paul provides a summer update:Shifting the podcast from making sense of the future of work => "The Human Side Of The Future Of Work"Early lessons from the digital course experiment, Solopreneur ShiftI'm moving to Asia...Boundless LinksMy article on beanie babies and doing things that don't make sense = > yes, pleaseCheck 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 10+ other patrons on Patreon**
August 08, 2018
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**--------------------------------
July 18, 2018
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
June 13, 2018
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 Information: #BoundlessPodBecome a Supporter Of The Podcast for $1 a month: Patreon
June 06, 2018
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
May 30, 2018
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
May 23, 2018
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
May 09, 2018
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
May 02, 2018
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, 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
April 25, 2018
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 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 where he vets the best freelancers in the world and helps companies tap into this global talent pool.Connor Gillivan is the CMO of 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 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
April 18, 2018
Jen Morilla on breaking plates and traveling the world with purpose (Episode 14)
Jen Morilla is an impact travel influencer. What does that mean? It means she travels the world and writes about her experiences but also has a central mission. At first, she started out with the mission to "change the world" that has since gotten more specific. She has been bringing water filters to many different villages across the globe and impacted an estimated 12,000 people globally What has been meaningful for her is not bringing the water filters, but teaching people how to solve problems. Her own journey is an experience of learning as well - spending time on youtube and learning from others to develop skills in video editing, writing and more. She never saw this as a risky move and saw that if she was at the same job in five years (although her view of the empire state building was pretty nice!), that she would always regret not having tried.Find Jen Here:DONATE + MORE Here => Jen MorillaSocial Girl TravelerInstagram - @thesocialgirltravelerTwitter - @socialtravelerOrganizations She Admires:Storyteller FlagmateWorld Travelers AssociationInfluences: Tim FerrisTony RobbinsJay Shetty, Wisdom InfluencerNas DailyOprah (no link needed)Her Book Recommendation:Grit by Angela Duckworth
April 11, 2018
Romy Rost on leadership, freelancing & coaching as a skill (Episode 13)
Romy is an employee engagement consultant turned coach. She built her career consulting for and working in Fortune 100 companies on all challenges employee-related. Her mission is to drive meaningful and behavior-based change for mid-level leaders that helps them operate in a more productive and human way in the workplace. There are a lot of coaches out there, but what makes Romy stand out is that she has a lot of experience working with senior executives in her consulting career and she has deeply studied what works and what doesn't. Hear more in our conversation...Romy Rost - WebsiteEmpower Your Conversations - Work With RomyPodcast Information: #BoundlessPodSupport: Support The Podcast For $1 a MonthShow Notes: Romy RostJoin the conversation: #boundless VIP facebook group
April 04, 2018
Tanya Alvarez on entrepreneurship, community & redefining failure (Episode 12)
Tanya Alvarez is the Co-Founder, and CEO of OwnersUP is a platform which advances solopreneurs business through accountability, goal setting, and community. Over the past fifteen years, Tanya has accumulated marketing experience with international & US companies such as Nike and US Olympics. She started her first company at the age of 25 and grew it to be a profitable company from credit card debt to over $1mm in gross revenue the first year. Since then, she has founded, bootstrapped, sold and invested in several companies.OwnersUp - Website & TwitterTanya's Recent Book RecsHow To Fail At Anything and Still Win BigHow To Raise A Perfect DogSuper BetterMy Book Recommendations: Boundless Top Reads on AmazonPodcast Information: #BoundlessPodSupport: Become a Patron For $3 a MonthShow Notes: Tanya AlvarezJoin the conversation: #boundless VIP facebook group
March 28, 2018
Pauri Pandian on tennis as a career, coaching & healthy masculinity (Episode 11)
Pauri started playing Tennis when he was seven and it has turned into a clear passion. He wasn't always sure that was the path he wanted to take, but when a job as a teacher fell through because he decided to attend his sister's wedding, he picked up some coaching work to make some money. One thing turned into another and he is now the head women's and men's coach at Wheaton College. As a coach, he is in the position of constantly having to think about how to motivate different types of people and how he wants to lead. We also discuss his role in the healthy masculinity project and his work with college students.Podcast Information: #BoundlessPodSupport: Support The Podcast For $1 a MonthShow Notes: Pauri PandianLearn More: Helathy Masculinity @ WheatonJoin the conversation: #boundless VIP facebook group
March 21, 2018
Ben Dubow - From State Department Rejection To Propaganda-Fighting Startup Founder (Episode 10)
Ben is the founder and COO of Omelas, a startup that is focused on using technology to fight propaganda. Ben's journey, however, does not start there. His journey is a classic case of "do not try this at home" - as we walk through Ben's story, I found myself impressed at the number of rejections and roadblocks he faced. Early in his career, he thought he landed his dream job, at the State Department, only to have the offer reneged. This led him to put his passion (which was diplomacy), to the side, while he pursued a "practical" career. A job from Google appeared just at the last minute, where he found himself in a role to help redirect terrorist search results. This helped re-awaken something he was passionate about and led to the founding of his current company.Podcast Information: #BoundlessPodSupport: Support The Podcast For $1 a MonthShow Notes: Ben DubowBoundless Facebook Group: Join the #boundless community
March 14, 2018
Paul Millerd on Finding Work That Matters To You (Episode 9)
This is a copy of the interview I did with Stephen Warley on the Life Skills That Matter Podcast. Stephen is a bit of a role model for me. We have similar missions and ways of seeing the world. He interviewed me on Facebook live and I thought we had an interesting discussion on doing things that matter, defining priorities and how to figure out the answer "what do you want to do?" (which I think is an absurdly bad question!)Show Notes: Life Skills That Matter (Episode 174)Podcast Information: #BoundlessPodSupport: Support The Podcast For $1 a Month
March 07, 2018
Amma Marfo on Combining Humor, Creativity & Writing (Episode 8)
Amma Marfo cracked me up several times on this podcast. It is no surprise then, that she describes herself as "thoughtful yet incurably silly." She also defines herself by three words: humor, creativity, and energy - something we talk about at the beginning of the podcast. Like many freelancers, she does so many things - she is a speaker, teacher, coach, and podcaster and has a lot of insight around the future of education and what helps people succeed in school. If you are interested in writing, education, and creativity check out this episode.Show Notes: Amma Marfo - Episode 8Podcast Information: #BoundlessPodSupport: Support The Podcast For $1 a MonthLinks: Amma's 2017 Reading List and The 2018 Reading List Netflix - The Standups Podcast: The Imposters Book Recommendation: Hamilton The Revolution Book Recommendation: When They Call You A Terrorist Twitter: @ammamarfoFormal BioAmma Marfo is a thoughtful yet incurably silly independent higher education professional, writer, and editor based in Boston, MA. She holds a Bachelor’s degree in Communication Studies from the University of Rhode Island, and a Master of Education from the University of South Florida. Amma is a dynamic and sought-after speaker on topics such as leadership, group dynamics, learning and optimizing the temperament of your organization, cultivating environments that encourage creativity, and incorporating your values into your work and larger goals- and has written three books on those topics since 2014. She speaks on college and university campuses across the country, at regional and national conferences, and has partnered with organizations like HubSpot, Wayfair, Startup Institute Boston, and General Assembly. She is an outspoken advocate for creativity, believes strongly in the power of humor, and looks forward to helping you find the way you live and work best. Her other interests include live comedy, surfing, trivia, and gluten-free cooking/baking. You can follow her on Twitter @ammamarfo.
February 28, 2018
Tom Critchlow on Personal Branding, Freelance Consulting & The Future of Work (Episode 7)
I discovered Tom by reading a piece he wrote on freelance consulting.  I was fascinated with his approach and how similar it was to mine - especially coming from a completely different perspective - digital marketing & content.  We talk in depth about how he thinks about content in today's world, his thoughts on personal branding, how writing helps him create and leads to serendipitous connections and how he manages a diversity of interests.  We also geek out about our love of all things Ribbon Farm and Venkatesh Rao.His Advice For Careers: Go work somewhere interesting rather than something that is safe. Earlier in your career, Tom pushes people to sacrifice revenue or stability in favor of learning and growth.Podcast Information: #BoundlessPodSupport: Support The Podcast For $1 a MonthLinks: Tom Critchlow & @tomcritchlow Field guide for Independent Consultants by Tom Critchlow The Consultant's Grain by Tom Critchlow Seeing Like a State: How Certain Schemes to Improve the Human Condition Have Failed  Venkatesh Rao on The Knowledge Project Podcast Blockchain Man by Taylor Pearson RibbonFarm Blog
February 21, 2018
Cody Royle on The Talent & Performance Secrets of The Sports World (Episode 6)
Growing up all Cody thought about was sports. He saw his path as becoming a professional Aussie Rules Football player. However, after competing at the highest level of the sport, he quickly saw felt his “talent just fell away” at the age of 18. He struggled to live in the moment and stewed on the fact that everyone around him seemed much more talented. While this period would help him realize that he was better suited as a coach than a player, it took him a few years to make that realization.Show NotesSupport the Podcast: PatreonPodcast Information: #BoundlessPodPaul: @p_millerd & Cody: @codyroyleCody's Book: Where Others WontBook Recommendations:Legacy: What The All Blacks can teach us about the business of lifeOriginals by Adam Grant and A Dozen Things I Learned From Adam GrantLinks:altMBASimon Sinek: Start With WhyNetflix CultureHow Netflix's Culture Got Patty McCord FiredBoundless Podcast: Episode 3
February 14, 2018
Janet Matta - Rock Star Career Coach On The Alternative Paths We Fail To See (Episode 5)
Janet is one of my favorite people. We have a similar belief that people are capable of more than they believe and that alternative paths are more realistic and the reality than people realize.Not a fan of default paths from an early age, one quote stood out from Janet that she has continuously asked herself throughout her life:“The conventional path is not going to work for me, what can I do instead?”Janet first started “hacking” life in high school when she decided that the standard curriculum wasn’t for her. Despite pushback from parents, teachers, and peers, she followed her curiosity and negotiated an alternative path — avoiding things like Math to go deeper with teachers in social studies, religion and politics.Her next “hack” was to apply to college in Canada. Starting with the constraints that she wanted to avoid debt and that her parents would support the equivalent of in-state tuition she looked for different options and found a way when her uncle convinced her to look at Canadian universities. Although taking a non-conventional path, she learned a lot about being able to adapt that would help her later on in her career. Full writeup: http://www.careerjanet.comLinks:* www.boundlesspod.comSupport the podcast & join the community:*
February 07, 2018
Super Bowl Minisode - Cody Royle on The Patriots and what business can learn from sports
In this episode Cody Royle and I discuss what sets high performing NFL organizations like the Patriots and the Giants (and others apart from the rest). Cody is the author of Where Other’s Wont: Taking People Innovation from the Locker Room into the Boardroom. His book is available here: DETAILS: I am giving away two of Cody's books for free. Just retweet this episode with the hashtag #boundlesspod or send a screenshot of you subscribed to the podcast to paul@think-boundless.comLinks:** www.whereotherswont.comSupport the podcast & join the community:*
February 04, 2018
Chris Donohoe on "uncommon" leadership, starting his own firm and "limitless creation" (Episode 4)
Chris is the founder of uncommonly and an avid fan of the long-running CBS television show Survivor. A former teacher, marketer, and management consultant, Chris has an eclectic mix of skills and professional experience. Chris has worked with over a dozen Fortune 500 clients spanning multiple industries including Media & Entertainment, Publishing, Insurance, Pharmaceuticals, and Corporate Social Responsibility. He is obsessed with inspiring great leadership and creating incredible learning experiences that change the way people think and operate.Learn More:Chris' Website: www.un-commonly.comHis Youtube Channel:*Podcast:*Support:*Show Notes:
January 31, 2018
David Vaucher on Ending His Career to Start His Life (Episode 3)
David was born abroad then moved to the US at a young age, all while being raised to believe that the path to success rests solely on going to school and getting a “safe” job with a big company. For the last 11 years he did just that, and by traditional measures of success, it looked like things were going well. Unfortunately, starting on Day 1 of his first job, he could never shake one, recurring feeling: “I really, really, really don’t like this”.In December 2017, after a lot of saving and planning, he worked up the courage to quit his job, build his retirement house in France, and focus on building a life around a freelance career.Forget the big house and fancy cars, his new measure of success is the amount of control he has over his time. He is using his time to explore his passion for learning new things, particularly in technology and programming, as well as helping others who are also looking to forge their own path away from the cubicle farm.Support the podcast: out more episodes:, questions, guest ideas?
January 25, 2018
Noel Boyland on “doing the things you want to do” in your career (Episode 2)
Although Noel claims he lacks wisdom, he has a lot of it. He describes his career as “eclectic.” Starting his career in the 1980’s the environment around him (greed, money) influenced him to question what he was really trying to accomplish. He took a long term perspective and tried to focus on what he did not want his career to be at sixty — which he put simply as not doing “the things he wanted to do”. Although on a more corporate track early on in his career, he tried to continuously reflect on what mattered — even if it raised some eyebrows in among his peers.
January 18, 2018
Episode 1 - Why do I care about the future of work?
Paul talks about why he is passionate about the future of work and shares some of his personal journey
December 20, 2017