|Yep I know he doesn't want OWA but it sure makes sense for his setup.|
Excellent thought about using roaming profiles.
I don't consider roaming profiles accept on a very limited basis due to the performance hit you take with them and the difficulty in troubleshooting when things go bad.
Guess you could put the pst files on the server with roaming profiles. Only issue is the user has to exit outlook before logging in on another machine since only one access is allows with a pst.
Of course uses will need to keep outlook clean and tidy or when everyone logs in the network will crawl and it will take forever to update on the local pc.
I could never trust my users to do that :-(