With the SSL setting SmartPOP2Exchange version V8.9 supports SSL up to version V3.0 and TLS up to version V1.2. The exact encryption type and version is defined during the connection. If your provider offers only TLS V1.2, SmartPOP2Exchange uses this version.
With the TLS setting STARTTLS is always used automatically. After TLS V1.0 and V1.1 are no longer available TLS V1.2 is used.
Below is help on configuring Office 365, as an SMTP server, to work with SmartPOP2Exchange.
Office 365 SMTP Relay Connector
To ensure smooth collaboration between Office 365 and SmartPOP2Exchange, you need to configure a connector on the Office 365 to send emails with Office 365 SMTP relay.
Please see the following link for detailed instructions from Microsoft: Configuring a Connector to Send Emails with Office 365 SMTP Relay.
Summary of configuration:
1. Determine the public (static) IP address from which SmartPOP2Exchange will operate. A dynamic IP address is not supported.
2.Select Domains and make sure your domain is enabled and determine the MX record for your domain under Manage DNS.
3.In Office 365, open the Exchange Admin Center. Under Message Flow -> Connectors, create a new connector using the IP address determined from step 1 as the IP address of the sender server.
4.Update your DNS record on the domain registrar website if necessary.
5.In SmartPOP2Exchange, enter the POINTS TO ADDRESS value of the MX record from step 2 as the SMTP/Exchange server.
This is only a rough summary of the full configuration. For detailed information please visit the Microsoft help website linked above.
Please make sure that the connector you use for communication between the Exchange server and SmartPOP2Exchange or the Exchange Server Toolbox allows outgoing emails. Otherwise, your Exchange Server will automatically reject all outgoing messages sent to external recipients.
One source which may cause this problem are the ClamAV mirror servers. To solve the problem, please delete the following file:
Another problem might be caused by the Windows Defender. Add the following paths to the exclusions:C:\ProgramData\JAM Software\ClamAVInABox\SignaturesC:\Program Files (x86)\Common Files\JAMSoftware\ClamAVInABox\sanesecuritydbtemp