After 11 months on the road, I've found it very difficult to do project work. Too much of your day is devoted to figuring out the basics of living -- lodging, food, and transportation. Then of course you want to experience some of the destination you worked so hard to visit. Then you spend time figuring out where you're going to go next. Not to mention the work itself is often hindered by lack of Internet or electricity.
Because of this, I changed my mode of travel to stay in places for at least one month. You won't cross as many destinations off your bucket list or have as many adventures, but I find the depth of experience more than makes up for the breadth.
Tips: - use nomadlist for city ideas - book 3 or 4 days short term in the spot to confirm you like it, get adjusted, and figure things out - use this trial period to scout real estate for the month+
One advantage of this approach is it can often be cheaper. Monthly contracts and cooking.
On the flip side, every day life keeps you so busy - figuring out how and where to do laundry, what time something opens, where can eyeglasses get fixed, is there a better, cheaper place to stay than the current one, etc. If there is a will there is a way.