In the Contact window, please click arrow beside E-mail field, select E-mail 2 from drop down list, and type the second email address into right box. In the opening meeting window, you can click the Account button below the Send button, and then select another email account from drop down list. Open up Outlook on your Mac and click “Outlook” in the menu bar at the top-left of the screen. From the File tab, select + Add Account or Account Settings -> Account Settings. To add another domain name to the list, see Add a domain to Microsoft 365. Time Saving Questions for IT Admin email related work To add another mailbox, launch Microsoft Outlook 2016 then click the File tab > click Info tab > … Send email from another user's mailbox. On the next screen, enter your email address, select Advanced options, check the box for Let me set up my account manually, and select Connect. This can be done by clicking the logo in the bottom right corner and on your keyboard type outlook, then select Outlook from the search results. How to add another email account to outlook 365