Exchange 2003 TLS connection issue


We are currently running an Exchange 2003 server (Dont worry it is being replaced soon) and are having issues with receiving emails from certain senders that are using TLS.

Apparently when running a telnet test it accepts the starttls command but then drops out when typing mail from.

I have run an online tls test and is says all is fine.

Any ideas?


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Using telnet to test TLS is not feasible as this moment (unless you're a robot or android). Right now, the dropped connection in Telnet is the correct expected behaviour.
TLS has to be tested between two TLS enabled servers.

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timb551Author Commented:
Is there a document that confirms that so i can send it to the company who thinks testing it by telnet will work.

what is the best way to fault find a tls connection?
Since you are the server that's having the receiving problem, ON THAT SERVER, run Wireshark. While the traffic will be encrypted, the headers should reveal some minor date (handshake, certificate exchange). Hopefully, there will be enough data to analyse the problem.
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