I just did the same thing back in March. Cheers to my fellow homeless businesswoman! I am an executive at a tech company and manage a team of 19 back in DC. I didn’t want to live in DC anymore, so I asked to work remotely and have been a nomad ever since. I spent a month in Asheville, a few weeks in California, a month or so in Bozeman, and several places in between. I’m convinced this is going to become a very popular lifestyle in the near future, thanks to technology and sites like Airbnb. There are challenges and I have an added complication… I’m traveling with my dog. I’d like to spend the winter somewhere abroad and warm, but I need to figure out how I can get my pup there.
Good luck to you!