Any new emails will always show “Check Spelling While Typing” when you go to EDIT>SPELLING & GRAMMAR. Then save the email and quit the program and restart. You can uncheck “Correct Spelling Automatically” and check “Check Spelling While Typing”. Put the cursor in the body of this new email. They had to remove these options on purpose to make it such a crappy program. I’m not a conspiracy theorist but I truly believe Microsoft intentionally created a bad program for Macintosh users. Even when ‘sort by date’ is clicked it still doesn’t do it you have to make it sort by date by clicking the option twice. It won’t show email addresses onscreen until you click directly on the email and tell it to show the contact so it’s difficult and frustrating to figure out the email address of a contact. AND it can’t even properly sort or find emails. They have disabled the ‘home’ and ‘end’ keys, the program re-formats text into different fonts and sizes randomly, you can’t separate emails with commas and if you did do so it formats all the email addresses into one long string which you cannot separate, and today when I tried typing a time into the email message it used the colon and then later an underscore as some sort of hotkey that made it so I could not continue typing but had to click back on the message box.

This version of Outlook is the single worst word processing program I have ever used and I have been using Microsoft word processing programs for over 20 years.