Exchange 2010 Certificate errors

Exchange 2010 Certificate cant complete pending request

Open certificate store (certmgr.msc) – if you have tried to complete the pending certificate request then you should find the certificate from you CA is installed but doesn’t have an association with the private key generated by the request (hence the request is still considered to be pending). Open the the certificate from the CA and on the details tab find the thumbprint field and copy it to your clipboard (CTRL-C).

Now run the following command from a command prompt:
certutil -repairstore My “<thumbprint>”

Refresh your view of the certificate store and hopefully your cert is now associated with its private key! Likewise Exchange will now list the certificate and allow you to assign services to it.

Error message when Outlook tries to connect to a server by using an RPC connection or an HTTPS connection: “There is a problem with the proxy server’s security certificate”

Launching Outlook returns one of the following messages.

  • There is a problem with the proxy server’s security certificate, %s. Outlook is unable to connect to this server. (%s)
  • There is a problem with the proxy server’s security certificate, %s. The name on the security certificate is invalid or does not match the name of the site. Outlook is unable to connect to this server. (%s)
  • There is a problem with the proxy server’s security certificate, %s. The security certificate is not from a trusted certifying authority. Outlook is unabletoconnect tothis server.(%s)”
  • There is a problem with the proxy server’s security certificate. The name on the security certificate is invalid or does not match the name of the target site outlook.office365.com. Outlook is unable to connect to the proxy server (Error Code 0)

Refer to the following Microsoft KB article

KB923575

The articles resolution is directly from the KB article from Microsoft.

Method 1: Examine the certificate

Use this method if you receive either error message 1 or error message 2. Examine the certificate. Then, contact your system administrator to resolve this issue.

To examine the certificate, follow these steps:

  1. In Microsoft Internet Explorer, connect to the RPC server or to the secure server. For example, type https://www.server_name.com/rpc in the Address bar of the Web browser, and then press ENTER.

    Note The server_name placeholder references the RPC server name or the secure server name.

  2. Double-click the padlock icon that is located in the lower-right corner of the Web browser.
  3. Click the Details tab.
  4. Note the information in the following fields:
    • Valid to
      The Valid to field indicates the date until which the certificate is valid.
    • Subject
      The data in the Subject field should match the site name.

Method 2: Install the trusted root certificate

Use this method if you receive error message 3. To install the trusted root certificate, follow these steps:

  1. Click Install Certificate when you are prompted with the Certificate dialog box.
  2. Click Next.
  3. Click to select the Place all certificate in the following store check box.
  4. Click Browse.
  5. Click Trusted Root Certification Authorities, and then click OK.
  6. Click Next.
  7. Click Finish.
  8. Click OK.

Method 3: Disable the third-party add-in or the third-party browser add-in

Use this method to disable the third-party add-in or third-party browser add-in if you receive error message 4.

Disable third-party add-ins

  1. Start Outlook in safe mode to help isolate the issue. To do this, click Start, click Run, type outlook.exe /safe, and then click OK.

    If Outlook successfully starts in safe mode, the issue that you’re experiencing may be caused by a third-party add-in.

  2. Check for third-party COM add-ins and disable them. To do this, follow these steps:
  1. On the File menu, click Options, and then click Add-Ins.
  2. In the Manage box, click COM Add-ins, and then click Go.
  3. Click to clear the check box next to the third-party add-ins that you want to disable.
  4. Restart Outlook.

For more info, see the “Step 6: Start Outlook in safe mode” section of the following Microsoft Knowledge Base article:

2632425

(http://support.microsoft.com/kb/2632425)

How to troubleshoot crashes in Outlook 2010 and Outlook 2013

Disable third-party browser add-ins

Outlook uses Internet Explorer settings for HTTP requests. If a third-party browser add-in is causing this issue, disable it in Internet Explorer. For steps on how to do this, see the “Disable add-ons in Internet Explorer” section of the following Microsoft Knowledge Base article:

956196

(https://support.microsoft.com/kb/956196/ )

“Internet Explorer cannot display the webpage” error

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