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I'm evaluating Kerio Control + Connect, I've got to the point, that I can send an email from Connect throught localhost webmail, but I can't send any email from Microsoft Outlook.

I can connect to the server throught domain name from the internet.

Netowrk setup is like this:

Server - with MX connected to the internet with one ethernet port and second ethernet port is connected to the LAN. On it is running Connect + Control.

NAT from LAN to internet, also VPN works all right.

But when I try to setup email account on outlook, it somehow send testing email, but since then, it does connect thru POP3S, but it can't connect to the SMTPS on 465 to send an email.

I include screen shot of communication rules, sadly only in Czech language.

If you could please help me, I would be very grateful.

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I solved it finally.
After deleting first rule for outgoing email, and repairing MX on DNS, everything works better than expected Smile
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