[stephenr]

Is there a specific tie for you between being a contractor and working remotely?

I started contracting on-site for a Federal government department (leaving a salaried state government position for it), through an agency, then moved onto more on-site contracting for a telco, through a different agency (in a different state), before finally starting to take on clients directly.

For several years I worked primarily with a single company, effectively as a regular staff member, but paid based on invoiced hours.

I moved overseas while still working for them, started a new company ( I operated as a sole-trader before ) to allow me to invoice from my new country, and then started working with companies initially through word-of-mouth from existing acquaintances/former colleagues, and more recently through HN's "Seeking Freelancer" threads.

If you just want to travel but dont want the hassle of finding new clients, I'd suggest looking into a company like X-Team (https://x-team.com) - the company I was working for/with when I moved overseas - as they're 100% remote, and have (or had) a number of nomad-ish staff already.