Currently three developers share one IIS box for testing. Because of third party utils and other restrictions we can't run the project locally so remote debugging is the only option. Our current process is to remote to the webserver, run iisapp.vps to get the PID of our individual sites and then run remote debugging in VS2008, to connect to that pid.
I have found scripts for automatically connecting to w3wp automatically, if it's the only one running however I haven't found a way to be able to remotely find the w3wp PID in script and use that to attach.