Symptoms
Attempt to create an Office 365 user fails with:
Email notification failed. Server does not support secure connections.
Cause
SMTP server configuration does not support SMTPS connections.
Resolution
The following steps should be done to allow non-secure mail sending:
- Open Internet Information Services(IIS) on the Office 365 Endpoint;
- Right click on the Office 365 Application and choose Explore;
- Find settings.conf file and open it;
- String
<add key="SMTP_EnableSsl" value="true" />
should be replaced with<add key="SMTP_EnableSsl" value="false" />
; - Right click on the Office 365 Site choose Manage Web Site and restart it to apply new configuration.