Jonathan Lockwood is a wonderful case study for those thinking of taking the plunge and picking up everything to go live and work in a new country. His story is one that is becoming all too common but rarely executed in such a smooth fashion. His use of a digital assistant, an online expat network, a concierge service, and other resources for the transition made for some interesting experiences that we can all learn from.
I met Jonathan a year ago at Jim Karger's compound in San Miguel de Allende in Central Mexico. We had a great discussion about his decision to leave the US as well as the journey he was on to find his new home. He told me that his decision was a reluctant one but after his own awakening process he felt compelled to go beyond the borders of the United States to look for happiness. By doing this he could not only be able to live in a beautiful exotic location but lower his tax burden and live a freer life at the same time. I found his story to be so relevant to others in his situation that I did a video interview with him about it at that time.