I called the folks that sell Webdrive, and they told me that the program doesn't have a way of checking a local folder for a changed file, or new file, on any kind of short time frame (like every few minutes). It sounds like you could manually trigger something like that...
I was thinking that if you have a program that generates some kind of file, whether csv, or jpeg, or whatever, but doesn't itself have a way to FTP, maybe Webdrive could sense the new file and do the transfer.
Sounds like the drive mapping may be a way to do it, but what if you want a program to write a file locally, but you also want to FTP it somewhere?
I don't actually have a reason for doing this, yet anyway... it's more an academic exercise...