In Snow Leopard there was a way to select which address to use for each contact in a group, for sending group emails or printing address lists. This was done by selecting the group in the groups column and choosing Edit → Edit Distribution List…
In the (horrible) Lion Address Book, the feature is still in the Edit menu, but I can't figure out why it's always dimmed. What are the circumstances when this menu item should become available, or how can I choose the addresses for my contact groups in Lion?
Best Answer
Only local groups (appearing in On My Mac) support distribution lists. This feature won't work if you're only using Exchange, a CardDAV server, or iCloud.
Here's a cnet article about this, with regard to iCloud: http://reviews.cnet.com/8301-13727_7-20126108-263/address-book-distribution-list-editor-disabled-by-icloud/