Outlook certificate problems

Eprs_Admin
Eprs_Admin used Ask the Experts™
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Hi Experts,

since tonight I have problems in outlook 2010 with a certificate.
can you help me to repair this cert issue ?
The server in the backend is an EXCH2007 cluster.

The error message is in german and not in english, sorry for that.
I try to translate is....

Error: the name of the certificate is not valid or the name is different from the website.

Can you help me out to solve this issue ?
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MASEE Solution Guide - Technical Dept Head
Most Valuable Expert 2017

Commented:
Eprs_AdminSystem Architect

Author

Commented:
I tried to change the service with this cmd

Enable-ExchangeCertificate -Services IMAP, IIS, SMTP -thumbprint

But the services are not changed.
The command seems to be ok, no error message.
But when I check again get-exchangecertificate |fl nothing changed.

On my service I have enabled SMTP and IIS but how to delete one entry ?
Eprs_AdminSystem Architect

Author

Commented:
I checked your article.
Each output is ok.

I want to change some services on the certificate.
The command is ok but no service changed.
Do you know why ?
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Eprs_AdminSystem Architect

Author

Commented:
here is a screenshot....cert-error-mail.hbg.JPG
MASEE Solution Guide - Technical Dept Head
Most Valuable Expert 2017

Commented:
The above screenshot is a clear case of certificate name/URL mismatch. If you follow my article your error will get cleared
If yes please check below
Type "Get-ExchangeCertificate" and check the thumbprint
Type this command to enable services on the correct certificate

Enable-ExchangeCertificate -Thumbprint 49D53353A1FBDE31C34604A8EF52FC9BABA187C8 -Services IIS,SMTP,IMAP

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Eprs_AdminSystem Architect

Author

Commented:
Yes I followed your article.
Eprs_AdminSystem Architect

Author

Commented:
OWA is working
Eprs_AdminSystem Architect

Author

Commented:
on my certificate are 2 services enabled

Services           : IMAP, POP, SMTP

But still getting the pop up when opening Outlook.
MASEE Solution Guide - Technical Dept Head
Most Valuable Expert 2017

Commented:
You should enable IIS on the 3rd party certificate using the above command which explained in my article
Eprs_AdminSystem Architect

Author

Commented:
OK, I have enabled IIS on the certificate.
Nothing changed.

Strange is , when I enable IIS on one cert, on the other it is removed.
Can you explain this behavoir ?
Eprs_AdminSystem Architect

Author

Commented:
When I add IIS on the first cert, then on the second cert IIS is removed and owa stopped working, why ?
Eprs_AdminSystem Architect

Author

Commented:
I have two HUB servers, do I have to do this on both ?
Eprs_AdminSystem Architect

Author

Commented:
please help me out with this cert djungle...maybe we can check this from the beginning, step by step.
MASEE Solution Guide - Technical Dept Head
Most Valuable Expert 2017

Commented:
-->I have two HUB servers, do I have to do this on both ?
yes you have to do this on both
Eprs_AdminSystem Architect

Author

Commented:
Ok,

I have two certs:

mail.domain.local -> this email has the bindings SMTP,POP
mobile.domain.at -> this email has the bindings SMTP,IMAP,IIS

With this setting I have the error which you can see in the picture.
When I add IIS to mail.domain.local then OWA stopped working, because IIS is moved to the other cert mobile.domain.at

Is it possible to delete one of the SMTP bindings on these certs ?
I tried the command enable-exchangecertificate....... but nothing changed.
Eprs_AdminSystem Architect

Author

Commented:
And I found out, in my certificates, no autodiscover SAN is inside.
Do I need this link inside my certs ?
If yes how to change this or add more SANs ?
EE Solution Guide - Technical Dept Head
Most Valuable Expert 2017
Commented:
Yes you need autodiscover.domain.com in certificate as explained in my article.
Otherwise you will get this error.

You have to contact your 3rd party CA and ask them how to add.
They will explain to you.

-->Is it possible to delete one of the SMTP bindings on these certs ?
No you keep SMTP on both self signed and 3rd party certificate as it is recommended to have SMTP on self signed because it will be used for inter server communication.
Eprs_AdminSystem Architect

Author

Commented:
Great Job man.

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