Checklist for Exchange Certificate issues

Checklist for Exchange Certificate issues
1. 
Why certificate is important for Exchange and What are Certificates used for
Exchange is now using certificates for more than just web, POP3, or IMAP. In addition to
securing web services, it has also incorporated Transport Layer Security (TLS) for session based authentication and encryption.
Certificates are used for several things on Exchange Server. Most customers also use certificates
on more than one Exchange server. In general, the fewer certificates you have, the easier certificate management becomes.
IIS (OWA, ECP, EWS, EAS, OA, Autodiscover, OAB, UM)
POP/IMAP
SMTP
 2. 
Common symptoms for
certificate issue
Here we can see three different types of the certificate warning, mainly from the Outlook
side.
a.
Certificate mismatch issue
b.
Certificate trust issue
c.
Certificate expiration issue
3. 
Checklists
In this section, checklists will be provided according to the three different scenarios:
Certificate Mismatch Issue
[Analysis]:
This issue mainly occurs because the URL of the web services Outlook tries
to connect does not match the host name in the certificate.
[Checklist]:
Firstly make sure how many host name in your certificate the certificate. Run “Get-ExchangeCertificate | select certificatedomain”.
Secondly, check the web services URLs which Outlook are trying to connect to. Run “Test Email AutoConfiguration”
In this scenario, you need to check the host name for the following services:
Autodiscover
EWS
OAB
ECP
UM
If any of the urls above does not match the one in the certificate, refer to the following article to change
it via EMS:
http://support.microsoft.com/kb/940726
 1.
Do not forget to restart the IIS service after applying the changes above.
 2. Make sure a valid certificate is enabled on the IIS service.
Certificate Trust Issue
[Analysis]:
For the self-signed and PKI-based (Enterprise)
certificates, they are not automatically trusted by the client computer or mobile device, you must make sure that you import the certificate into the trusted root certificate store on client computers and devices. On the other hand, Third-party or commercial
certificates do not have this problem. Most commercial CA certificates are already trusted because the certificate already resides in the trusted root certificate store. Because the issuer is trusted, the certificate is also trusted. Using third-party certificates
greatly simplifies deployment.
[Checklist]:
If it’s an Enterprise CA certificate, manually install the root certificate to the “Trusted Root Certification Authorities” folder:
If it is a 3<sup>rd</sup>-party certificate, first remove and reinstall the certificate. Check whether the Windows Certificate Store on the local
client is corrupted. If it still does not work, please contact the third-party CA support to verify the certificate.
Certificate Expiration Issue
[Checklist]:
When a certificate is about to expired, we just need to renew it by referring the following article:
Renew an Exchange Certificate
http://technet.microsoft.com/en-us/library/ee332322(v=exchg.141).aspx
To avoid any conflictions, it’s recommended to remove the expired certificate from the certificate store.
[How to set a reminder to alert the administrator when a certificate is about to expired]:
It’s easy to fix the certificate expire issue. But it should be more important to set a reminder before the
certificate expiration. Or there can be a large user impacts.
Generally, the Event ID “^(24|25)$” will appear in Application log when a certificate is about to expire.
If it’s not quite visible, we can refer to the following solution:
http://blogs.technet.com/b/nexthop/archive/2011/11/18/certificate-expiration-alerting.aspx
OWA certificate revoked issue
[Analysis]:
IE
includes support for server certificate revocation which verifies that an issuing
CA has not revoked a server certificate. This feature checks for CryptoAPI revocation when certificate extensions
are present. If the URL for the revocation information is unresponsive, IE cancels the connection.
[Solution or workaround]:
1. Contact CA provider and check whether the questioned certificate is in the Revoked List.
2. If not, check whether the certificate has a private key.
3. Remove the old certificate and import the new one.
Workaround:
IE Internet Options -> Advanced tab -> Clear the "Check for server certificate revocation"
checkbox.
4. 
More References
Digital Certificates and SSL
http://technet.microsoft.com/en-us/library/dd351044(v=exchg.150).aspx
More on Exchange 2007 and certificates - with real world scenario
http://blogs.technet.com/b/exchange/archive/2007/07/02/3403301.aspx

(Reported previous post with link to SIS package to moderator)
This is not the correct SIS package for the N73. The package shown is for S60 3.2 devices, but the N73 is not S60 3.2, I believe it is S60 3.0.
Most features may work with this SIS, but if you experience strange problems, try using the S60 3.0 version.
But there are no significant difference between 2.5.3 and 2.5.5 with regard to attachments. The only changes were with localization (languages).
At this point, try 2.7.0 which is out now:
http://businesssoftware.nokia.com/mail_for_exchange_downloads.php
Make sure to pick the right phone on the drop down list. It does matter! There are 4 different packages. This list makes sure you get the right one.
I have seen some issues with attachments not completing that seem to be carrier dependent. You can test this my using Wifi (if possible).
Message Edited by m4e_team_k on 28-Sep-2008 12:25 AM

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  • Forefront Protection 2010 for Exchange and CorruptedCompressedFile issue

    Hi
    I have an issue where a third-party vendor is using Cisco Prime management software to email zipped reports to various recipients on our system. However, when it hits our system, Forefront is tagging this as a "CorruptedCompressedFile"
    and stripping it from the emails.
    I've had the email sent to a personal email account and the attachment looks ok - it opens normally and there is no password. If I use Windows 7 to extract the single file and then create a new zip file, this new zip file is delivered fine to users in our
    system.
    We are running Exchange 2010 (14.03.0174.001) and Forefront Protection for Exchange (11.0.727.0).
    The file is a csv, and one example is only 2.5MB compressed, and 15MB uncompressed.
    Does anyone know what could be causing the issue here?
    Thanks
    Paul

    HI,
    In general, the files that FPE is unable to parse will be scanned as a corrupted compressed file and it can be due to multiple reasons.
    Please check the FSEAgentLog under %Program Files (x86)%\Microsoft Forefront Protection for Exchange Server\Data
    to see if any detailed information exists.
    Firstly, I recommend you to check the maximum compressed file size to make sure that it is larger than that file. You can clickPolicy
    Management in the FPE Administrator Console, and under
    Global Settings, click Advanced Options, then in the
    Global Settings - Advanced Options pane, under the Threshold Levels section.
    In addition,
    files identified as corrupted are quarantined by default. You can override quarantining for these file types by clearing the
    Quarantine corrupted compressed files
    check box under the
    Deletion Criteria
    section in the Global Settings - Advanced Options pane,,
    and then clicking
    Save. However, it is not recommended to do this as it may cause all the files identified as corrupted are not quarantined.
    Best regards,
    Susie

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