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Email Parser and Outbound Email Configuration in PSA

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I am currently unable to connect the e-mail parser to new company email. We changed from Google Gsuite to Office 365, but none of the configuration settings work. I am seeing the following message when testing connection. Aside from the issue of "$" in the password. Is there anything else I can be running into? Do they not support StartTLS?

I have issues with outbound email setup as well as Email Parser. There is a pic of screen with error messages and config parameters.

Screen Shot 2020-10-05 at 12.09.39 PM.png

Screen Shot 2020-10-05 at 5.25.00 PM.png

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Hello @PaulP, I had similar issues with our O365 integration:

Configure Encryption Type to SSL, with Server Port to be 993


Configure Encryption Type to TLS, with Server Port to be 143

Also, I set the Mailbox name to be the email address of the mailbox (e.g. Mailbox name, Email and Username were all the same). 


In regards to the Outbound email section, I couldn't get TLS working with port 587, but SSL with 587 does work. My gut says this is a PSA issue, as we're following the MS guidelines... https://docs.microsoft.com/en-us/exchange/mail-flow-best-practices/how-to-set-up-a-multifunction-device-or-application-to-send-email-using-microsoft-365-or-office-365


Let us know if this helps? 

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Wye, in regards to parser setup, I followed your suggestion to change the Mailbox name, Email and Username to be all the same. The changes were not passing the test phase. if I try 993 with SSL and 143 for TLS and still cannot pass connection test


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