I hadn’t thought about during this, but someone asked me about it today. My problem is always having to move things OFF of my hard drive, but I see the utility in this for people who work on multiple computers. LifeHacker recommended a great little free program called USBFlashCopy. It can be set up to automatically back-up the contents of your flash drive to your computer every time it is plugged into your computer.
It’s freeware, although there is an option to buy a version that runs in the background for $39.99. Personally, I’d just as soon see what it is doing.
Here’s a direct link to the product webpage: http://www.usbflashcopy.com/