If you get the following error when connecting to a computer using the remote web workplace: “Your computer can’t connect to the remote computer because no certificate was configured to use at the Remote Desktop Gateway server. Contact your network administrator for assistance.”
If you recently renewed the certificate you may need to import it into the Remote Desktop Gateway server. To manage it log into the Windows SBS 2011 server either via the console or terminal services. You should be able to access the Remote Desktop Gateway Manager via administrative tools, if not it is probably not installed which is the default. To quickly install it launch an elevated command prompt and then type or copy and paste the following command.
dism /online /Enable-Feature:Gateway-UI
Then open the Remote Desktop Gateway Manager
Right click on the SBS server name and click properties
Select the SSL Certificate Tab
Click the Import Certificate button
Click on your certificate (if you don’t see it listed you may use the option to create a self signed certificate, or import the certificate via your Local Computer/Personal Store) I recommend you purchase a certificate if you are having users access your server remotely as it avoids the certificate error each time they connect you would receive from a self signed certificate.
Click the OK button to save the changes.
You should no longer receive the error. If you are still receiving the error your certificate may not match the address which users are accessing the server or you may need to delete the certificate and re-add it to the server. When all else fails if you are unable to get your certificate to work try using a self signed certificate.