troubleshooting Question

Prolblem with TLS in Exchange 2010

Avatar of Joshua DeLaura
Joshua DeLauraFlag for United States of America asked on
ExchangeEmail Protocols
4 Comments1 Solution154 ViewsLast Modified:
I'm try to test that my Exchange 2010 SP3 UP23 is actually offering TLS on incoming SMTP emails. I have a 3rd party cert installed and assigned to the SMTP service. The default receive connector has the correct FQDN (our external MX ) , Authenication is TLS and Permission Group is Anonymous. I test my SMTP using MXtoolbox.com and it says my server does not offer TLS, but in the SMTP receive logs on my server i find the mxtoolbox.com connection and it has 250-StartTLS listed. i have also Telnet to my exchange server and it also does NOT show 250-StartTLS.

what am i missing? why do the server logs say TLS is offered, but the other end doesn't get it?
Exchange is running on WIn Srv 2008R2, fully updated, with TLS 1.0,1.1, and 1.2
ExchangeSMTPreceiveLOG.txt
mxtoolbox_SMTP_test.docx
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