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I’ve been running on the road since 2006, working mostly from cafe’s and the occasional co-working space in Tokyo, Honolulu, Berlin, London, Cluj, and Goa. I have 5 people working for me and the business has thousands of customers from all over the world.

I’m not mega rich, but have enough, plus I have complete freedom with where and when I choose to work.

I don’t think it’s particularly difficult or clever to do what I’ve done, it’s just unconventional.

Quite a few already talk about lifestyle design and alternative approaches to work (Tim Ferris being perhaps the most famous), but often I feel these subjects are being hijacked – some material reads like a “get rich quick” book.

It seems many people are dissatisfied with the normal 9-5 office life, and I think it is valuable to rethink the way we live, to challenge assumptions. Moreover, in this age of technology I’m constantly surprised at how many people still work in pretty much the same way as they did 50 or perhaps even 100 years ago.

So I thought it might be helpful to some to hear about how I run my business and why, plus some contributions from some of my other “hobo CEO” pals I’ve met on my travels, minus pop-up windows and newsletter sign up forms.


  1.  TMBA295: Our Hobo in Tokyo​ – Living on the Cheap in Japan