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email notification to Office 365 account

We are using the free ipMonitor tool to monitor pings on all production servers. I have all of the settings in place for Office 365 email notifications but they fail to get to the accounts. They work when I point them to a gmail.com or outlook.com account but Office 365 accounts fail.

SMTP: smtp.office365.com

Port: 587

tls is active

encryption is turned on in the credentials settings and allowed over SSL