Unable to Send Out Email because Outlook Automatically Unchecked “My outgoing server (SMTP) requires authentication”

We noticed a sudden increased of reports from our clients on problem sending out emails in the past 2-3 weeks. Upon further investigation, all of the users who experienced such issue are using Outlook as their email software. Apparently, the option “My outgoing server (SMTP) requires authentication” which was previously checked, was suddenly unchecked without…

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