Why not stick with Outlook? Set up some rules to put different things in different boxes, for example set up a mailbox for each of the addresses, and use the rules wizzard to set up rules to put mail for
[email protected] in one box,
[email protected] in another box,
[email protected] forwarded to the guy at cordelli.net, etc.
Outlook Express can even handle what you are looking for, and it's more intutive (in my mind) then outlook is.