Good chance you have overridden the mail account folder
Which means the old emails are gone.
You could be lucky and outlook might have made another folder.
Each user account on your Mac has a Mail directory in their Library folder-that's ~/Library/Mail , or /Users/[NAME]/Library/Mail . This is where the Mail app stores its data for each user.
To see it, open Finder, click "Go" in the menu bar, and choose "Go to Folder." Type ~/Library into the box and press Return
From Here
Do you have time machine in use
You may be able to get them back with time machine
Which means the old emails are gone.
You could be lucky and outlook might have made another folder.
Each user account on your Mac has a Mail directory in their Library folder-that's ~/Library/Mail , or /Users/[NAME]/Library/Mail . This is where the Mail app stores its data for each user.
To see it, open Finder, click "Go" in the menu bar, and choose "Go to Folder." Type ~/Library into the box and press Return
From Here
Do you have time machine in use
You may be able to get them back with time machine