I know putting code into VSS in general is as safe as putting money into a mutual fund run by Bernard Madoff, but I don't have the luxury of ditching it for subversion.
That said, I need to be able to write code on two machines, I'm considering checking out code to a flash thumb drive.
Anyone know in advance what I should/shouldn't do to avoid loss of work? Do I need to ensure the drive letter stays the same?
Shouldn't be any different than if you checked it out to a mounted drive within the machine. As far as the OS is concerned, the thumb drive is just like your HDD, just slower.