Reimagine Work is one of the top future of work podcasts hosted by Paul Millerd of Boundless. Reimagine Work explores our modern relationship with work and features conversations with philosophers, freelancers, self-employed entrepreneurs, thinkers and generous humans who share their perspective on the anxiety of the modern work experience, personal reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, digital nomadism, and corporate culture. Join Paul as he ...
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Reimagine Work


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Quitting To Teach History to 500k+ on TikTok (Michael McBride, Creator of Idea Soup)
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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 …
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Curating Goodreads Remotely (Uri Bram, CEO of The Browser)
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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 e…
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Packy McCormick - Bringing Fun To Newsletters Since 2019
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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 t…
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Podcast Update Nov 2020 - The Pathless Path
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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: https://www.youtube.com/watch?v=7Xlqe6D-HfM
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Angie Wang - My Partner On This Crazy Journey
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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 In…
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Carving a 21st Century Life & Career - Steph Smith
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48:23
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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. Thi…
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The Possibilities Of Life Beyond Work with Oshan Jarow
1:19:51
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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…
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Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic)
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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 Pau…
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Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset
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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 …
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Reflection with Andrew Taggart on Work & Life
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44:09
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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
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Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work
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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…
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Imagining A New American Dream (Diania Merriam, Econome Conference)
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56:03
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…
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A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist)
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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 …
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The Lazy Person's Guide To Freedom, Generosity & Creative Work (Moataz Ahmed)
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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 mi…
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Twitter Friends & Threads, Self-Employment & Curiosity (Visakan Veerasamy)
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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-he…
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Rest, Leisure, Working Less & The 4-Day Workweek (Alex Pang)
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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 …
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Geography & Culture Side Hustle Experiments w/ Rohith
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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…
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The Phases & Emotional Journey Of Making A Work Shift (Stephen Warley)
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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,…
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Good Writing & Doing Work That Matters (Andy Sparks, CEO Holloway)
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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 …
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Coworking That Works & The 10k Independents Project - Alex Hillman, Indy Hall
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" 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" h…
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Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot)
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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…
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What living on a boat for 18 months can teach you about work & life (John Zeratsky)
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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 i…
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Hannah Wei on her nomadic life, Muay Thai fights, Tinder experiments & community
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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…
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Microadventures, Long-term Travel & Busking Through Europe (Alastair Humphreys
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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 ca…
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Dreaming, starting a tribe & living on an island with three kids (Ben Keene)
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58:44
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58:44
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 Earl…
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Heather McGowan on learning, adapting & identity in the future of work
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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 …
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Building A Company And Life Filled With Joy (Rich Sheridan, CEO)
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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 …
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A Mission-Driven Life & Career (Jerel Bonner)
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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…
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How To Fill Your Morning With Purpose & Joy (Craig Kulyk)
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53:08
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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…
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Beyond Average: Co-Creating A Life & Company (Tanya Zhang & Wesley Kang, NimbleMade.com)
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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…
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Lessons from 13 years of entrepreneurship & living nomadically (Chris Kirkland)
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Chris Kirkland is a bootstrapped entrepreneur who has been living nomadically since 2006 and is the founder of several web businesses including artweb.com and tokyocheapo.com. We talk about how he has experimented with money, creativity, health and his lifestyle over the past 13 years. His nomadic journey started when he took a trip to Japan and af…
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Creating Art Filled With Magic (Martha Balaile)
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28:22
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 magica…
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Reimagine Work & A Short Update From Paul
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19:26
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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.
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From the basketball court to the yoga mat via the corporate world (Gabi Macra)
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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 imme…
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Learning To Quit & Life Reinvention (Christine Bader)
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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 abou…
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Building & Investing In Calm Companies (Tyler Tringas)
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59:11
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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 …
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Paul on success, storytelling, learning & experiments (UX Gorilla Interview)
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43:52
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43:52
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!
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Launching Uncommonly: One Year Later (Chris Donohoe)
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"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 o…
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Guest Episode: Joe Dumars x Adam Grant x Cody Royle
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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 …
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Learning, Self-Employment & Making Business More Human (Mike Tannenbaum)
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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. …
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10 Career Myths We Should Stop Believing (Jeff Hittner)
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Jeff Hittner of Your Project X and Paul talk about their favorite 10 career myths. They dive deep into the beliefs and mindsets that drive these beliefs while making an argument for people to reflect at a deeper level to shift past the default to contemplate a wide range of options Readable Version: Top 10 Myths Myth #1 - "Once I land my dream job …
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Mini Episode: Five Things Before You Leap: Lessons From The Self-Employed
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In this short episode, I talk about the five lessons I've found that help people make the leap to self-employment: Find a friend taking a different path Re-define your relationship with money Build up your "eff you" fund Teach others something Find a way to make money other than full-time income Full Article | This episode is also a YouTube video F…
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Bryan Victor's Education: wedding planning, year-long travel & building a visual animation studio
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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 t…
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Why every company should adopt the 4-day workweek (Tash Walker)
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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…
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The Humans Behind The Gig Economy (Sarah Kessler, Quartz)
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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 off…
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…
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How A Remote Company Enables Freedom, Trust & Digital Dance Parties (Wade Foster, CEO of Zapier.com)
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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 …
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"My Name Is Nemo and I Don't Do Small Talk"
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50:08
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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 tou…
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Ervin Ling On Escaping The Corporate World At 30 To Travel The World
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38:55
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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, nonethel…
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Ted Bauer: The Absurdity Of The Corporate World & Real Future Of Work
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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 an…