What is Small Business Server?

In Windows Small Business Server 2008, the SSL Certificate process was simplified by allowing you to take care of everything through the SBS Console. Although you may be tempted to use Microsoft Exchange or IIS to generate and install an SSL Certificate to secure your SBS website, please do not. You must use the SBS Console to request and install an SSL Certificate from a trusted CA, such as DigiCert, for Windows Small Business Server (SBS) 2008.

Use the instructions on this page to create your certificate signing request (CSR) and then to install your SSL Certificate.

For more information about the snap-ins and setting up your Internet address, refer to Microsoft’s Small Business Server (SBS) 2008 documentation.

Open the Windows SBS Console.

Click Network > Connectivity.

On the Connectivity tab, under Task, in the Connectivity Tasks section, click Add a Trusted Certificate.

In the Add a Trusted Certificate wizard, on the Before you begin page, click Next.

On the Get the Certificate page, select I want to buy a certificate from a certificate provider and then, click Next.

On the Verify the information for your trusted certificate page, make sure that the information is correct. If any of the information is incorrect, update it at this time.

Note: In the Issued To box, make sure that the external domain name matches the one that you used the Internet Address Management Wizard to configure.

Once you have verified that all the information is correct, click Next.

The wizard then generates your certificate signing request (CSR).

On the Generate a certificate request page, do one of the following:

Click Save to File. Saves the CSR as a .txt file. We recommend that you use this option.
Click Copy. Copies the certificate contents to the clipboard.
If you use this option, we recommend that you paste the CSR into a tool such as Notepad.
If you forget and copy some other item, you still have access to the CSR, and you do not have to go back and recreate it.

Use a text editor to open the file. Then, copy the text, including the -BEGIN NEW CERTIFICATE REQUEST- and -END NEW CERTIFICATE REQUEST- tags, and paste it into the DigiCert order form.

Note: During your DigiCert SSL Certificate ordering process, make sure that you select Microsoft Small Business Server 2008 & 2011 when asked to Select Server Software. This option ensures that you receive all the required certificates for Small Business Server SSL Certificate installation..

In the Add a Trusted Certificate wizard, on the Generate a certificate request page, click Next.

On the A request is in progress page, select My certificate provider needs more time to process the request and then, click Next.

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