Here’s an interesting collection of add-ins for Outlook that might solve some issue for you. I don’t have any experience with them so I can’t vouch for their quality, but they do address some real life problems.
Example: if you enter fax numbers for your Outlook contacts, Outlook will display both e-mail addresses and fax numbers in the same list when you display your address book – for example, when you click “TO:” in an e-mail message. Outlook is trying to be helpful – it thinks it’s possible that you’re going to send the message by fax instead of e-mail, even if you don’t have a modem or any other access to computer faxing. One of the add-ins formats the fax number for each contact so Outlook won’t display them in the list of e-mail addresses – which might well be worth $19.95.
Other add-ins improve handling of duplicates in different folders, insert random quotes at the end of your messages, and many more mildly useful things.