Below are my telnet sessions for each server. For some reason TLS is working on one, but not the other and I can't for the life of me figure out why. The configurations look exactly the same and they are using the same certificate. Does anyone have any ideas, I would really appreciate any asistance. (Some irrelevant information has been removed from the below output for privacy)
220 server1 Microsoft ESMTP MAIL Service ready at Wed, 17 Sep 201
4 07:22:40 -0400
ehlo
250-server1 Hello [10.40.3.57]
250-SIZE 37748736
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-X-ANONYMOUSTLS
250-AUTH NTLM
250-X-EXPS GSSAPI NTLM
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 XRDST
220 server2 Microsoft ESMTP MAIL Service ready at Wed, 17 Sep 201
4 07:23:05 -0400
ehlo
250-server2 Hello [10.40.3.57]
250-SIZE 36700160
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH
250-8BITMIME
250-BINARYMIME
250 CHUNKING