In the windows client, the left pane shows two lists: Rooms and People. I'd like to see two right click menus presented for each list:
Right click on the space that either of the words "Rooms" or "People" occupies and you'd be presented with a menu. Clicking auto-sort would keep the selected list sorted alphabetically. Or, if the user had not chosen the auto sort option, they could click "Sort now" and it would sort the specified list alphabetically right then.