Hello,

     I run into some weird thing, clients Outlook connected to Exchange 2007. I renewed self-singed certificate on Exchange.

So, I have in the exchange server CAS

[PS] C:\Windows\System32>Get-ExchangeCertificate |fl


AccessRules        : {System.Security.AccessControl.CryptoKeyAccessRule, System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule}
CertificateDomains : {remote.huisvoorgezondheid.be}
HasPrivateKey      : True
IsSelfSigned       : False
Issuer             : CN=hvgezondheid-HVGSERVER-CA, DC=hvgezondheid, DC=local
NotAfter           : 14/07/2017 16:50:37
NotBefore          : 15/07/2015 16:50:37
PublicKeySize      : 1024
RootCAType         : Registry
SerialNumber       : 2DF87959000100000043
Services           : IMAP, POP, IIS, SMTP
Status             : Valid
Subject            : CN=remote.huisvoorgezondheid.be, O=Huis voor Gezondheid, L=Brussel, C=BE
Thumbprint         : 6D8556B33F25A139F21FD2D9884E8782D12EF034

AccessRules        : {System.Security.AccessControl.CryptoKeyAccessRule, System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule}
CertificateDomains : {hvgezondheid-HVGSERVER-CA}
HasPrivateKey      : True
IsSelfSigned       : True
Issuer             : CN=hvgezondheid-HVGSERVER-CA, DC=hvgezondheid, DC=local
NotAfter           : 14/07/2020 15:41:20
NotBefore          : 15/07/2015 15:33:10
PublicKeySize      : 2048
RootCAType         : Registry
SerialNumber       : 42D50D985967C3BF4566C2E3C3EB610F
Services           : SMTP
Status             : Valid
Subject            : CN=hvgezondheid-HVGSERVER-CA, DC=hvgezondheid, DC=local
Thumbprint         : D58613358071C13C7B8C5FD9CD9A4AAC53130C6E

It's SBS 2008r2 so I added .be to ssl site binding recycle MSExchangeapppool

As I try test from Exchange so far so good no errors or warning:

[PS] C:\Windows\System32>Test-OutlookWebServices

                                       Id                                      Type Message
                                       --                                      ---- -------
                                     1003                               Information About to test AutoDiscover with the e...
                                     1007                               Information Testing server HVGSERVER.hvgezondheid...
                                     1019                               Information Found a valid AutoDiscover service co...
                                     1006                               Information The Autodiscover service was contacte...
                                     1016                                   Success [EXCH]-Successfully contacted the AS ...
                                     1015                                   Success [EXCH]-Successfully contacted the OAB...
                                     1014                                   Success [EXCH]-Successfully contacted the UM ...
                                     1016                                   Success [EXPR]-Successfully contacted the AS ...
                                     1015                                   Success [EXPR]-Successfully contacted the OAB...
                                     1014                                   Success [EXPR]-Successfully contacted the UM ...
                                     1017                                   Success [EXPR]-Successfully contacted the RPC...
                                     1006                                   Success The Autodiscover service was tested s...

Outlook works like a charm, but like once a day people getting this

Does anyone can get me an idea where is coming from?

Best Regards,

Vladimir

Hello,

You should read this Microsoft kb article once.

Click here: https://support.microsoft.com/en-us/kb/2006728

I hope this kb article will be helpful for you.

Thanks & Regards 

Clark Kent

Hello Clark,

    That certificate even though I install it doesn't coming from exchange server. So you suggestion works only for certificate which is installed in Exchange :( 

    As far I gone researching about it, Openrg it's small version of Linux, which is usually installed in routers. So is any possibility that router send it across network? 

Regards,

Vladimir