ability to have infinite aliases with no server side changes

Yeah, I do the same with qmail: [email protected] goes to me, which makes it easier to filter email from a particular source.

Where it gets annoying is that Outlook doesn't (unlike mutt) provide any hooks when replying to emails, or sending to particular addresses, for setting the From address accordingly.

Maybe I can do something server-side on the way out, I don't know.