https://community.cisco.com/t5/network-security/hybrid-exchange-ssl-decryption-error/m-p/5224458#M1117564 <P>We are in the process of setting up a Hybrid Cloud/ On-prem Exchange environment. We can successfully connect over port 443, but when we try to send emails over port 25 we are getting a SSL Block. We are using the Decrypt - Known Key rule set up using the certificate from our Exchange Sever. In the Connection Events we are getting SSL Status = Block(Decryption Error), SSL Flow Error = CLIENT_CERT_NOT_SUPPORTED(0x0040016b), SSL Actual Action= Block, SSL Expected Action= Decrypt (Known Key), SSL Certificate Status= Valid. Support is looking through logs, but curious if anyone has run into anything similar or has any ideas.&nbsp;</P><P>&nbsp;</P><P>&nbsp;</P> Thu, 14 Nov 2024 16:17:58 GMT tbduff001 2024-11-14T16:17:58Z https://community.cisco.com/t5/network-security/hybrid-exchange-ssl-decryption-error/m-p/5224458#M1117564 <P>We are in the process of setting up a Hybrid Cloud/ On-prem Exchange environment. We can successfully connect over port 443, but when we try to send emails over port 25 we are getting a SSL Block. We are using the Decrypt - Known Key rule set up using the certificate from our Exchange Sever. In the Connection Events we are getting SSL Status = Block(Decryption Error), SSL Flow Error = CLIENT_CERT_NOT_SUPPORTED(0x0040016b), SSL Actual Action= Block, SSL Expected Action= Decrypt (Known Key), SSL Certificate Status= Valid. Support is looking through logs, but curious if anyone has run into anything similar or has any ideas.&nbsp;</P><P>&nbsp;</P><P>&nbsp;</P> Thu, 14 Nov 2024 16:17:58 GMT https://community.cisco.com/t5/network-security/hybrid-exchange-ssl-decryption-error/m-p/5224458#M1117564 tbduff001 2024-11-14T16:17:58Z