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Hi SD3484,
We can't open multiple emails at once in Outlook for Mac.
To cycle back through open windows, please click “SHIFT + COMMAND + TILDE (~)”.
For other keyboard shortcuts for Outlook for Mac, please refer to the link below: https://support.office.com/en-za/article/Keyboard-shortcuts-for-Outlook-2016-for-Mac-07ae68c8-b7af-4010-b225-324c04ac7335
Moreover, since these settings are related to Outlook features, if you have any question about these settings, I would suggest you post in Outlook Forum for expert help.
Thanks for your understanding.
Regards,
Poppy