IIS 8.0 Centralized SSL Certificate Support: SSL Scalability and Manageability

by Shaun Eagan

Compatibility

Version Notes
IIS 8.0 Centralized SSL Certificate Support was introduced in IIS 8.0.
IIS 7.5 Centralized SSL Certificate Support was not supported in IIS 7.5.
IIS 7.0 Centralized SSL Certificate Support was not supported in IIS 7.0.

Problem

As more e-commerce sites come on line and more businesses are storing and sharing sensitive documents on line, the ability to host and scale secure sites are increasingly more important. In addition, with cloud hosting and elastic scalability, server capacity must be added and removed dynamically. Prior to Windows Server 2012, there are a couple of challenges when it comes to hosting secure sites:

  • SSL Scalability: In a multi-tenanted environment, such as a shared hosting, there is a limitation as to how many secure sites can be hosted on Windows Server, resulting in a low site-density.
  • SSL Manageability: The certificates are stored local to each Windows Server. Therefore, they need to be managed individually on each Windows Server. A simple task such as renewing a certificate must be repeated on every server. In addition, adding a new Windows Server may take hours, if there are thousands of certificates that must be imported.

Solution

On Windows Server 2012, the Centralized SSL Certificate Support feature allows the server administrators to store and access the certificates centrally on a file share. Similar to Shared Configuration feature introduced in Windows Server 2008, the Windows Servers in a server farm can be configured to load the certificates from the file share on-demand.

With this feature, the management experience of SSL bindings is much simplified. When it comes to SSL, the DNS name and CN name of the certificate must match. Similar contract can be further extended to the file names of the certificates. For example, www.contoso.com would use the certificate with a file name www.contoso.com.pfx. This contract enables IIS 8.0 to have just one SSL binding, regardless of the number of secure sites that are using this feature. The corresponding certificate is inferred by the SNI value or hostname of the requested web site, and by matching it to the file name of the certificate.

Step by Step Instructions

Prerequisites

  • IIS 8.0 is installed on Windows Server 2012 with Centralized SSL Certificate feature. This feature is an optional component of IIS and is not installed as a part of the default installation.

    • To install this feature, from Server Manager, be sure to select Centralized SSL Certificate Support under Security node:

      Screenshot of the Server Manager navigation tree. The Centralized S S L Certificate Support option under the Security node is selected and highlighted.

  • Sample certificates with NULL password. (Or you may have sample certificates with one global password.)

    • The certificates must have the naming convention of CN_name.pfx (that is, www.contoso.com.pfx).
    • If the certificate is a wildchar certificate, use "_" as the wildchar. (that is, _.contoso.com.pfx).
    • If the certificate has multiple CN names, they must be named as individual files. (that is, www.contoso1.com.pfx, www.contoso2.com.pfx, etc.)
  • Two file shares: one for shared configuration and the other for centralized SSL certificates.

    • The IIS server is using the shared configuration.
    • The sample certificates have been copied to the file share for centralized SSL certificates.
  • \windows\system32\drivers\etc\hosts has been modified to be used for sample site and certificate. For example, if CN name of the certificate is centralCert0, then the hosts file must contain:

    127.0.0.1 centralCert0

Workarounds for known bugs

There are no known bugs for this feature at this time.

Configure the Centralized SSL Certificate Support feature

  1. Open IIS Manager.

  2. Select server node in the left navigation window:
    Screenshot of the I I S Manager dialog box. The Server node in the navigation window is shown. The W I N dash M M V three one A K six eight H G option is highlighted.

  3. Under Management, double-click on Centralized Certificates:
    Screenshot of the Management icons. The Centralized Certificates icon is highlighted.

  4. In the Actions pane, select Edit Feature Settings:
    Screenshot of the Actions pane. The Edit Feature Settings button is highlighted.

  5. Enter the following information:

    • Enable Centralized Certificates: Selected

    • Physical path: For example: \\ccdemo\centralcert

      • This is UNC path to the file share where the certificates are located.
    • User name: Specify a user account that has read access to the file share.

    • Password/Confirm password.

    • Certificate Private Key Password:

      • This is optional. If the certificates do not have password, leave this empty.

      • If the certificates have one global password, enter that password here.

        Screenshot of the Edit Centralized Certificates Settings dialog box. Enable Centralized Certificates is selected.

  6. Centralized SSL Certificate Support feature is now ready to be used. Note that the IIS Manager reads the certificates and populates the most relevant information about the certificates. This information is cached for better performance.

  7. One manageability feature that is noteworthy is the ability to group the certificates by their expiration dates:
    Screenshot of the Centralized Certificates dialog box. In the Group by drop down list, Expiration Date is highlighted.

  8. See how easy it is to be able to see the certificates that:

    • Expired

    • Expire tomorrow

    • Expire this week

    • Expire next week

    • Expire next month

    • Later

      Screenshot of the Centralized Certificates dialog box. In the File name column, Expired, Tomorrow, This Week, Next Week are all highlighted.

Create a Secure Web Site

  1. Open IIS Manager.

  2. Select Sites in the left navigation window:
    Screenshot of the I I S Manager navigation tree. The Sites option is highlighted.

  3. Select Add Website:
    Screenshot of the I I S Manager navigation tree. The Sites option is selected and Add Website is highlighted.

  4. Fill in the information, as you would create any site:

    • Site name: centralCert0

    • Physical path: c:\inetpub\wwwroot

    • Type: https

    • Hostname: centralcert0

      • This is new for Windows Server 2012 in that host name can be specified for SSL.
      • The actual value of this configuration varies depending on the sample certificate that is being used.
    • Require Server Name Indication: Unselected

      • You may also choose to select Require Server Name Indication if you choose. Centralized Certificate Store does not require you to use SNI, but it does work properly when using SNI.
      • Note that in the Developer Preview release, Centralized Certificate Store did require using SNI as well. That restriction has been removed as of the Beta release.
    • Use Centralized Certificate Store: Selected

      • Note that there is no need to select a specific corresponding certificate to be used.
      • Through the use of the naming contract, the corresponding certificate is selected automatically. In this example, IIS tries to read centralcert0.pfx from the central SSL certificate file share.

      Screenshot of the Add Website dialog box. Use Centralized Certificate Store is selected. In the Site name box is the text central Cert zero.

  5. Verify that the site has been created:
    Screenshot of the I I S Manager navigation tree. Under Sites, central Cert zero is highlighted.

  6. That's it. The secure site was created using Centralized SSL Certificate Support. The management experience is very similar to shared configuration and traditional SSL binding. The differences are:

    • The certificates are stored centrally on a file share.
    • Host name can be specified for SSL site.
    • SSL binding is not managed explicitly 1-to-1.

Test a Secure Site

Open a browser and navigate to https://centralcert0/. Note that as a part of prerequisite, hosts file should are modified to route this request to localhost:

Screenshot of the central cert zero web page. I I S eight is displayed on the web page.

Furthermore, to see the new SSL binding type, enter the following in an elevated command-line window:

netsh http show sslcert

Screenshot of a command line window. The window shows the new S S L binding type. The S S L binding is host name colon port.

Note that the SSL binding is hostname:port with value *:443. In addition, no certificate hash is associated with this binding because the corresponding certificate is loaded on-demand based on the file name contract of the certificate.

Scenarios

Try deploying the following scenarios:

  • Centralized SSL Certificate Support is designed to scale for a multi-tenanted environment. Try configuring thousands of secure sites using this feature.

  • With thousands of certificates, run the following command on an elevated command-line window. Note that regardless of the number of secure sites, there is simply just one binding:

    netsh http show sslcert

  • Try adding a new server in this server farm. Using shared configuration and centralized SSL certificate support feature, this is now a 3 step process:

    1. Configure the new server to use the shared configuration.

    2. Configure the new server to use the centralized SSL certificate support.

    3. Create the SSL binding. One an elevated command-line window, enter:

      add sslcert hostnameport=*:443 appid={00112233-4455-6677-8899-AABBCCDDEFF}
      
  • Unlike previous versions of Windows Server, the certificates on Windows Server 2012 are loaded in memory on-demand. After configuring thousands of secure sites using Centralized SSL Certificate Support feature, send a GET request to one of the secure sites and observe the memory usage. It is negligible. On previous versions of Windows Server, if hundreds of secure sites have been configured, sending just one GET request causes the Windows Server to load all certificates, resulting in a high memory usage, and further limits the scalability.

  • Create secure sites with SNI, traditional and Centralized SSL Certificate Support. They are designed to co-exist.

Summary

You have successfully explored Centralized SSL Certificate feature in Windows Server 2012.