27 episodes

Chris and Nico have been fellow hobos since 2011 and with almost 10 years of experience running a business on the road they talk about mindset, attitude and what it takes to balance life, work, travel and shabby trousers. They have built a SaaS company with tens of thousands of users, employees across three continents, all the while working from cafés, hotel lobbies and airport lounges. With interviewing other hobo CEOs and digital nomads, they hope to uncover more about the ups and downs of the remote lifestyle, thinking different and the key ingredients of success.

hobo ceo Hobo CEO

    • Business
    • 4.8 • 8 Ratings

Chris and Nico have been fellow hobos since 2011 and with almost 10 years of experience running a business on the road they talk about mindset, attitude and what it takes to balance life, work, travel and shabby trousers. They have built a SaaS company with tens of thousands of users, employees across three continents, all the while working from cafés, hotel lobbies and airport lounges. With interviewing other hobo CEOs and digital nomads, they hope to uncover more about the ups and downs of the remote lifestyle, thinking different and the key ingredients of success.

    Deconstructing The Dominator

    Deconstructing The Dominator

    An interview with Jesse Lawler of SmartDrugSmarts.comWe've long being looking forward to getting Jesse "The Dominator" Lawler back on the Hobo CEO podcast. Mr Lawler, well known in Hobo circles for his unbending focus and ability execute superhuman amounts of work and play concurrently, is a legend in his own lifetime.We sit the man down and dig deep into the inner workings of The Dominator. We find out what makes Jesse tick, his motivation, thought process, the recipe with which he fuels his engines and his evil plans for a futuristic world in which one can purchase a replacement liver from Amazon, having it delivered to your door via drone, with Amazon Prime customers having the drone perform a liver insertion operation at no extra cost.
    "I think taking a nap is always a highly defensible position."
    Episode ContentsJesse's story:"The Dominator" nickname explanation
    Transition from freelance -> managing -> VietnamDomination strategies:Cat videos and Being 100% Strict
    What's Jesse's end game and motivation?
    Chris' Icarus storyDietary experiments:Vegan
    Paleo
    Embracing Fads
    Fasting & Ketosis
    More than just dietMore Mr Lawler
    On the twitters.
    Smart Drugs Smarts Podcast.
    And Jesse's software business, Evil Genius Technologies.
    Mentioned in This Episode
    Smart Drugs Smarts episode on Ketosis.
    Podcast Pop - podcasting app.

    • 1 hr 3 min
    Starving is the new black – 7 Day Fast

    Starving is the new black – 7 Day Fast

    In this episode Chris and Nico share their experiences with (randomized) days of fasting.Kicked off by Nassim Taleb’s paper Fasting and his resolutions for 2015, Nico did some research, started fasting, and published Random Days of Fasting on his blog.Part of the research and inspiration came from Jesse’s podcast episode "Ketosis vs. Cancer". From this also developed the idea of a "Water Fast Week", starting February, 16th, which Jesse organizes. It’s actually "remote fasting", so Nico will join while Chris has already started his 7 day water fast.
    Fasting isn’t particularly new or modern. As Nico recently learned, Buddhist monks of the forest tradition only have one meal per day and often go for days without food under certain circumstances.Tip for those interested in Buddhist teachings, there are a number of books by Ajahn Jayasaro and also Dhamma talks available in podcast format or on his Youtube channel.Chris also shares his experiences with extended periods of fasting and adds a few graybeard tips to those who are curious to give fasting a try.Disclaimer: Chris and Nico are no doctors or health experts. They simply share their own personal experiences. Consult with your doctor to make sure you are in a fit condition before you do any fasting.Important: If you decide to do any fasting, make sure you are properly hydrated, i.e. drink lots of water.

    • 38 min
    Your Man in Tokyo

    Your Man in Tokyo

    In this episode we talk about how Chris seems to be in this advantageous situation in Tokyo. There are people coming through and visiting Japan’s capital on a regular basis – and Chris gets to meet them all, show off how well he knows the city, and don’t forget the free dinners.What is it like living in Tokyo as a foreigner?
    The language barrier: Are you watching Japanese movies?
    Cultural differences: How much are you hanging out with locals?
    Food: So much more than sushi.
    Visa: Being the representative of a/your company in Japan. (More on the subject on TokyoCheapo.com)
    Safety:
    "There is no theft in Tokyo."Convenience:
    "Everything just works."Digital Hoboism: Can you work from cafés?
    Staying organized:
    "You can have a barbecue in the park. You just have to book your slot a few weeks in advance."

    • 40 min
    Moving The Goal Posts

    Moving The Goal Posts

    The default measure of a business' success is its balance sheet. However, in this episode we invite you to "move the goal posts" slightly away from profit, and more towards usefulness. The idea of doing something that's not just profitable, but useful and helpful, i.e. not just making a quick buck, or selling crap to people that don't need it.We don't require vast quantities of cash to be happy. Moreover studies suggest that once you reach a certain (surprisingly low) level of financial flexibility, there are rapidly diminishing returns from more and more money. So as an entrepreneur, instead of being purely focused on financial goals, we suggest also looking at how your work is impacting and helping the world around you, a more long-term and sustainable pursuit without the downsides of "maximising shareholder value".Should you start with social entrepreneurship or make some money first, then pursue more "noble" goals?
    There's no objective (moral) right or wrong, but there are consequences
    Why are we so fixated on numbers? (hint: it's easier to graph profit than usefulness)
    Discretionary time as a new metric
    Further Reading:
    Small Giants - "companies that chose to be great instead of big"Are you already rich?
    If trying to create a helpful business is too much effort, but you're already sitting on a load of cash and feel guilty, then through some money at a one of the more efficient charities out there - consider it a economical version of carbon offsetting :)

    • 33 min
    Tight Operations – Running Your Business From The Airport

    Tight Operations – Running Your Business From The Airport

    A company that is capable of running location-independent, has the option or choice. And choice is always better than no choice. #antifragileYour favourite hobos seized the opportunity to record whilst waiting for a severely delayed plane and in between some chess matches at Da Nang international airport.Going remote is a step towards tight operations in running your business – establishing the optionality, not the obligation to locate somewhere, anywhere or nowhere.Have to focus on good communication, documentation and processes.
    People need to work independently of one another (due to different time zones).
    Treat motivation as a barometer of the quality of work and work environment (from the book Remote, by 37 signals)
    Rather than personally blame people for their bad nature, it's better to categorically blame humans and instead to build systems that insulate us from those potential problems.Hobo Suitcase
    Ian Robinson of Freedom PodcastingRefereneces
    Built to Sell: Creating a Business That Can Thrive Without You
    Work The System: The Simple Mechanics of Making More and Working Less (Third Edition)
    Remote: Office Not RequiredPodcast editing and production by Podcast Magic

    • 35 min
    The (hobo) Entrepreneurial Mindset

    The (hobo) Entrepreneurial Mindset

    This week Chris sits down with Pat Larsen to discuss mindset and share some epiphanies that have forged their entrepreneurial paths. Pat talks about his technique for finding a deep sense of contentment and separating himself from "ephemeral" highs and lows.Sorry, no hobo suitcase this week!Podcast editing and production by Podcast Magic

    • 52 min

Customer Reviews

4.8 out of 5
8 Ratings

8 Ratings

Nedrammo ,

Like a birthday present!

Every time I see a new episode flash up on my podcast stream I can't wait to listen to it. My morning commute is not quite long enough for an episode so I sometimes sit in the car park and finish the episode. Or don the headphones at work.

One day I'll be a hobo CEO too.

IanRobinsonDOTnet ,

This One Rocks

I love this one. Great podcast for the hustling entrepreneurial sort to feel like there is a community of like minded people out there. Thanks hobos. I'm a follower now.

FreedomPodcasting ,

Authentic Philosophy for Traveling Business Owners

These guys are thought leaders in the community of global traveling, philosophically challenged, business owners who only need a laptop to grow their businesses.

It's an unprecedented world for the Hobo CEO and they address the challenges and opportunities authentically and rigorously.

The production is great and each episode is well thought out and interesting.

4 Stars simply due to consistency of publishing. I'd love to hear the show more regularly.

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