This article explains how to automatically add people you email in Outlook to a Safe Senders List. Instructions apply to Outlook 2019, 2016, 2013, 2010, Outlook for Microsoft 365, Outlook for Mac 2016, Outlook for Mac 2011, and Outlook Online.
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While it's easy to manually add senders and domains to the Safe Senders list in Outlook, Outlook makes it easier. Outlook can automatically add anyone you send an email to, as well as people in your contacts list, to the Safe Senders list.
To set this up in Outlook:
Open Outlook and go to the Home tab.