The ones I’m getting the most good use out of now are free synching applications, which allow me to keep entire folders on my computers synchronized with my USB thumb drive.
GoodSync is the easiest to use of the various synchronization applications I’ve found.
You can schedule to do automatic backups, for example, although I happen to use separate backup software for that application.
Easy2Sync has a free version of its synchronization application, and for simple tasks it works fine.
Easy2Sync’s interface relies on wizards so you can set up rules for synching and synch just the files and folders you want.