I'm at the trailing stage and working out how to setup SM as close to Exchange server. One thing that is used a lot is having multiple email addresses per user. For example, ladies get married and change their surname so I then need to have more email addresses as both their maiden name and married name etc etc.

After a fair bit of digging, I have found I can edit the GAL / user and add additional email addresses. However, these additional email addresses don't appear in the address book outside of webmail, moreover, SM totally ignores them anyway so if I try to email any of the extra email addresses, it's bounced back as no such user.

I thought about content filter to redirect the additional email address to the primary email, but it seems the email is still rejected as no such user before it hits the content filter.

This effectively means a user has one email address only forever.