I have seen pretty many doing that. However, don't except a work like in a stable, salary-based job, with a little risk. More like shorter freelancer gigs, mayb

I have seen pretty many doing that. However, don't except a work like in a stable, salary-based job, with a little risk. More like shorter freelancer gigs, maybe some small software products/apps/websites which generate some passive income along the side, etc. Also I wouldn't say that you can travel just to have fun, you also have to get the work done. That means settling for some place longer than you would recreationally. I have met these guys in coworking places, for example.