After several hours, I was able to get it to work for the latest version of Outlook for Mac using this code to replace David’s xnm script:
tell application "System Events"
tell process "Outlook"
tell text area 1 of scroll area 1 of splitter group 1 of window 1
get count of buttons
if result is 1 then
set theToRecipient to (value of button 1)
return word 1 of theToRecipient
else if result is 2 then
set the1stToRecipient to (value of button 1)
set the2ndToRecipient to (value of button 2)
return word 1 of the1stToRecipient & "/" & word 1 of the2ndToRecipient
else if result is greater than 2 then
return "all"
end if
end tell
end tell
end tell
I also pulled in @Rockitude’s idea of seeing if there’s more than one person in the To: box. If there are two people it inserts FirstName1/FirstName2.
In the end, it works pretty great!