Import remote machine’s certificate into a new GPO at Computer Configuration -> Policies -> Windows Settings -> Security Settings -> Public Key Policies -> Trusted Root Certification Authorities. As I have said, if I replace the certificate and leave the server on - it works perfectly, it's only a reboot that seems to reset things. It's under a RDS deployment, yes. Enforce with Default Domain Domain Group Policy, B. Group Policy settings are applied but none to do with the certificates. Well right now I have a solution, and that is that I have created a PowerShell script that enumerates the Certificates inside of the Remote Desktop store, and checks the SignatureAlgorithm.FriendlyName value to see if it is "sha256RSA" - if it In the Add or Remove Snap-ins dialog box, on the Available snap-ins list, click Certificates, and then click Add. Hit Apply. To open Remote Desktop Gateway Manager, click Start, point to Administrative Tools, point to Remote Desktop Services, and then click Remote Desktop Gateway Manager. You may open an administrator command prompt and run the following commands: The best I could do right now is use a PowerShell script upon startup to remove the certificate Windows tries to generate - it works, but I wanted to know if there is a 'cleaner' way of getting the same result. If you have feedback for TechNet Subscriber Support, contact However, if you open Server Manager and navigate to Remote Desktop Services > Deployment Properties, you’ll see the four role services don’t have this new certificate.. Our job now is to install the certificates into RDS. If you have a problem with the above command I recommend you hand type the thumbprint because sometimes you can get an unprintable character included when copying and pasting. Save my name, email, and website in this browser for the next time I comment. On the wizard that just popped-up choose Computer Account > Local Computer. We provide the policy a name, in the example I give it a name of Remote Desktop Authentication and provide a Object Identifier of 1.3.6.1.4.1.311.54.1.2 this will identify the certificate as one that can be used to authenticate a RDP server. 4. Some remote desktop connection problems stem from an invalid or corrupt certificate. Especially when RDP service is exposed on the internet (via TCP port 3389 that would be open in firewall). On the Remote Desktop Service server running the Connection Broker service open up the IIS Management console, under the page for the server name select Server Certificates and then under actions click on Create Certificate Request. https://aventistech.com/2019/08/08/replace-rdp-default-self-sign-certificate The Set-RDCertificate cmdlet imports a certificate or applies an installed certificate to use with a Remote Desktop Services (RDS) role. The scheduled task method of running the PowerShell script appears to work - and I have tested through Remote Desktop and I verified that the correct certificate (with SHA256) is being used. From there, I set this PowerShell script inside of a scheduled task that executes at startup, with a 4 minute delay. 3. In Server Manager, Remote Desktop Services, Overview, click Tasks and click Edit Deployment Properties, then click Certificates. Using certificates for authentication prevents possible man-in-the-middle attacks. On the “General” tab, click the “Select” button, Select your certificate, and then click “OK”. To start we need to request and install a certificate on the local computer store on the RD Session Host server. Generate a CSR Code for Remote Desktop Services When applying for an SSL Certificate, you must generate a CSR code and submit it to the CA. Below is basic procedure for server that is not part of RDS deployment: 1. If you have a proper certificate (and Private key) in Personal store and the thumbprint configured on the listener it will use the certificate in the Basically, the command is using Set-RDCertificate CmdLet. 2. To continue from my previous guide I will now show how to use certificates from Let’s Encrypt and automate the renewal for use with Windows Remote Desktop Services. By RDS deployment, I mean someone created a RDS deployment via Server Manager -- Add roles and features -- RDS install -- quick/standard -- session based -- etc., or equivalent powershell command on Server Granted, this shouldn't be often, however the plan is to upgrade the certificate on many RD servers, and so this automatic replacement of the certificate I want to instate will become unmanageable. To start deploying certificates launch Server Manager, click on Remote Desktop Services and from the Deployment Overview section choose Tasks > Edit Deployment Properties. 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It is typical for a Windows server to have a auto-generated self-signed certificate for its Remote Desktop service. Import the certificate and its private key into Local Computer\ Personal store using certlm.msc. Select the Role Services and then click Select existing certificates... Browse to your certificate and enter the password. 3. to reinstate the old certificate every time the server is rebooted. This certificate is a local resource, and it resides on the PC that you use to establish the remote desktop connection to the remote machine. In the Remote Desktop Gateway Manager console tree, right-click the local RD Gateway server, which is named for the computer on which the RD Gateway server is running, and then click Properties . Now open “Remote Desktop Session Host Configuration”. 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