How do I get Outlook to autocomplete addresses based on last name rather than first?
When resolving names from the contact list, Outlook will start the autocomplete process if it matches a few characters in the first name. For example, if you start typing in “Jane,” in the To: field, it will find any contact whose first name begins with a J; the same is not true if you begin typing “Staffman,” unless their first name is “Staff” or something similar. The best way around this is to use the “Check Names” function. Type in part of a person’s name, then either click on the “Check Names” button, or press “ctrl+k”. This function will check through all addressed email messages and match them to the best result; if the name you’ve typed is not unique enough, it’ll bring up a list of names that are closest.