Connection Error
After entering the SMTP settings for Office 365 and sending a test email, I receive the following error:
Test Email could not be sent
Can not open connection to Mail Server.
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The root cause
The reason that this doesn't work is on the Office 365 end of things. It only allows mail relay when there is a connector in the office 365 admin portal for the device IP which it will relay mail for (to prevent spam).
Troubleshooting steps
To get the reporter emails working, you'll need to follow these steps (specifically Option 3):
https://technet.microsoft.com/en-us/library/dn554323.aspx
You will not be able to use smtp.outlook365.com as your mail server since this method requires support for the STARTTLS method, which is not currently available as one of the authentication methods.
The general steps to get this working are as follows:
1) Find your MX record for your outlook 365 server (for example: yourdomain-com.mail.protection.outlook.com)
2) Add a connector in the Office 365 admin portal to allow only connections from the IP of your Netsweeper
3) Change your Netsweeper's mail server settings to the MX record identified in step 1
4) Add an SPF record in your DNS
5) Change the email server port to 25
6) Set email connection encryption to none
7) Set email server authentication to none
8) remove user and password
9) you can optionally set your email return address to something arbitrary like admin@yourdomain.com<mailto:admin@yourdomain.com>