Okay, this may be too weird for you, so I'll understand if you don't want to implement it, but what about FTP uploading?
it seems like it would be easy enough to have it set up so you could recieve files from a web server by regular HTTP access, but it also seems like it would be handy to be able to also upload via FTP.
that way, when you're on the road you could have it automatically upload log files or whatever whenever you found an available WiFi hotspot. Just think, if you're on a long road trip cross-country, you could have it automatically upload your digital photos :)
or if you are one of those with internet access via your cell phone, you could sync anywhere.
Like I said, it does seem like a tangent from the original idea of syncing when you pull into your own driveway... but given the number of people that have wireless routers at home, and how easy it is to set up a simple FTP server, you could have it sync when you pull into anyone's driveway :D