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Unlimited Remote Desktop Connections Windows Server 2019



Are you looking to fix Windows Server 2019 RDP Internal Error? We got you covered. In this article, we list out the probable causes and some suggested resolutions to address it.

The Windows Server 2019 has been out, but there are a few users who have been reporting issues and error messages concerning them. One of the most challenging issues that users have reported affecting them is the RDP internal error message that makes a reconnection almost impossible. We thought of giving it a try and sorting out the issues for achieving an excellent resolution to the problem. Let us check out the best options here.

What is the RDP Internal Error on Windows Server 2019?

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  • Windows logs contain a lot of data, and it is quite difficult to find the event you need. When a user remotely connects to the remote desktop of RDS (RDP), a whole number of events appears in the Windows Event Viewer. There are several different logs where you can find the information about Remote Desktop connections.
  • Dec 20, 2018 By default Windows Server 2019 sets external remote desktop access to disabled as a security measure, we can easily optionally enable it from within the server console or via PowerShell to allow everyone or a specific set of users or groups. How To, Windows Microsoft, Windows ← How To Install IIS In Windows Server 2019.
  • Activate the license server. Open the Remote Desktop Licensing Manager: click Start Administrative Tools Remote Desktop Services Remote Desktop Licensing Manager. Right-click the license server, and then click Activate Server. Click Next on the welcome page. For the connection method, select Automatic connection (recommended), and then.
  • Dec 31, 2019 Step 4: The Remote Desktop Connection dialog box informs you that the Remote Desktop firewall exception will be enabled. Click OK to close it. Step 5: To add Remote Desktop users, click the Select Users button. Step 6: In the Remote Desktop Users window, click the Add button to add users. Select users or groups from your AD DS.

The internal error is quite generic in terms of the description that it provides you. This can make it a little challenging to find the exact issues that have been causing the error message and then apply the appropriate fixes.

Use Windows Server 2019 for your Remote Desktop infrastructure (the Web Access, Gateway, Connection Broker, and license server). Windows Server 2019 is backward-compatible with these components, which means a Windows Server 2016 or Windows Server 2012 R2 RD Session Host can connect to a 2019 RD Connection Broker, but not the other way around.

How is the error message manifested? Well, imagine a situation where you would go to the RUN command on your server installation and type in MSTSC. This connects to the Remote Desktop Client, and suddenly you get ‘an internal error has occurred’ message on your device. Moreover, then, there is no further information available to indicate what exactly is causing the error and how to resolve it.

You just get two option buttons on your screen – OK and Help. Pressing OK does not connect you with the server or help in any manner, and the Help button does not come up with any relevant information that has any semblance to the error message that we have been facing.

What can cause this error?

Well, as we said before – the error message pops up all of a sudden without any possible reason whatsoever. Even the error screen or the help option give any info on what would have gone wrong. This would make it a little confusing to understand the exact reasons that may have caused the so-called internal error on your Windows Server.

Though the exact reasons that cause the error message are not available, we have tried to compile a few possible reasons. Please note that these are possible reasons based on the symptoms and likelihood of the occurrence of the errors. Purely based on historical evidence, this may or may not be the exact reason affecting you.

Some of these likely reasons and causes for the Internal error on your RDP connection can include:

  • The remote desktop connections and the settings may have serious issues. Check out the connection client settings on your device and apply the necessary changes if needed.
  • The issues in the RDP security can be an issue that would affect your remote connection. If this is the issue in your case, it may be needed to change your security layer.
  • The domain that you have connected to can be another issue. You can disconnect from the domain and then reconnect again.

If these are indeed the issues that may be affecting your connection, it may be practical enough to give a thought to the fixes that have been shared here.

How to fix Windows Server 2019 RDP Internal Error?

Please note that there are no exact reasons available that can cause the issues on your Windows Server 2019. Based on the historical studies and the possible reasons that we have outlined in the previous section, you may apply a few setting and fixes to address the Internal Error and get your system back in shape.

Fix 1 – Change your Remote Desktop Connection Settings

You can check out the option and make the necessary changes to ensure that you have isolated the possibility of any wrong or misplaced RDP Connection settings. There are a few users who have reported that the issue was resolved for them on applying the changes outlined here.

Follow the steps here –

  • Go to your START menu and search for Remote Desktop Connection. You may also type it in the search functionality on your Windows device and choose it from the search results.
  • Click on Show Options to display all the available setting options.
  • Go to the Experience
  • Locate the option Reconnect if the connection is dropped.
  • Make sure this option is checked.

That should do it. You can now try reconnecting by clicking on the Connect button. A good number of users have reported that the issue was resolved after configuring the reconnection option. See if it works for you as well.

Fix 2 – Reconnect your Domain

The domain you have connected to the server may have developed issues, and this could be one of the reasons you would find yourself affected your system. You can consider removing your domain and reconnecting them.

Here are the steps you can opt for adding and removing your domain –

  • Move to your Windows Settings.
  • Move to Accounts and opt for Access or Work tab
  • Choose the domain you have connected to the server and click on
  • Click on Yes to confirm your action.
  • Once the domain is disconnected, reboot your computer.
  • After your computer restarts, you can reconnect to your domain

That should do it. Check if your connection can now work as intended to.

Fix 3 – Change the RDP Security.

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Changing the RDP security should ideally resolve most of the issues with your connectivity. Changing the RDP security will involve handling it through the Group Policy Editor.

Here are the steps that should let you change the RDP security –

  • Fire up the START menu and locate the Local Group Policy.
  • Choose the option Edit Group Policy.
  • Follow the path
  • Locate the option Require use of specific security layer for remote (RDP) connections on the right side pane.
  • Double click on it to open it
  • Configure it to
  • Make the security layer is configured to
  • Click on Apply and then OK to save your settings.

Once the above settings have been configured, reboot your system. Check if your connectivity issues have been resolved.

Fix 4 – Changing the MTU Value

The MTU or Maximum transmission Value is yet another issue that can cause connectivity error. The MTU value refers to the maximum value of the packet that you can send over a network. Reducing the value of MTU can many times resolve the issue for you.

Changing the MTU value will need you to download a tool called TCP Optimizer. Launch the TCP Optimiser as an administrator. You can opt for the customized settings here and choose the MTU value as 1458.

You can make use of any of your favorite tools for TCP Optimisation. This can help you address the issue with a better effect.

Fix 5 – Disable Network Level Authentication

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Disabling the NLA or Network Level Authentication can also help you address the issues affecting you in connecting to your remote server. There may be cases where your system is configured to run connections that have the Network Level Authentication enabled. Disabling it can help you address the concern more adequately.

Here are the steps that should help you achieve it –

  • On your device, right click on This PC and then choose
  • Click on the option Remote Settings.
  • Switch to Remote
  • Choose the option Allow connections only from computers running Remote Desktop with Network Level Authentication.
  • Check the box to disable it.
  • Click on Apply and then OK

Reboot your computer for the changes to take effect. This should ideally resolve the issues you may have been facing with your Remote Desktop connection.

Any other Solutions?

Well, there is one temporary solution that should ideally work for most of your requirements. Please note that the answer will solve your issues to some degree and may not be efficient enough for other elements.

Follow the steps here below to check out the options –

  • Launch Control Panel. You can achieve this with the help of several options. The best option would be to search for Control Panel through Windows Search and choosing it from the search results.
  • Click on Administrative Tools
  • Locate Local Security policy. Open it by double-clicking on it.
  • From the Local Security Settings, locate and expand the Local Policies.
  • Click on Security Options.

Locate the option for System Cryptography. Enable it and check if the issue is resolved in your case.

The Concluding Thoughts

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Those are a few scenarios where you would find that the Windows Server 2019 RDP Internal Error or any related RDP Internal error can be resolved. Do check out the fixes and solutions indicated in the above discussions and let us know which of the above steps solved the issue in your case.

Remote Server RDP Internal Server error can be a stressful situation in many cases. That is solely because the failure does not let us know exactly what causes it and finding the reasons before applying the fixes makes it a little more complicated. We would just assume that the tips and fixes outlined in this compilation should ideally help you arrive at the right solution in your case.

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Installing the Remote Desktop Gateway Role (RDGW) on Windows Server 2019 to force RDP over HTTPS (port 443) instead of port 3389.

Installing Remote Desktop Gateway (RDGW) Role on Windows Server 2019

In this example, we had already installed the RD Session Host (RDSH) and RD License Server roles previously on the server. This server is in workgroup mode and not joined to a domain. Steps below are used to install the RDGW role on a single server (installing RDGW also installs IIS) so all three roles (RDSH, RDlic, RDGW) are installed on the same server. If you are already licensing RDS with RDS user licenses, there is no additional cost to installing the RD Gateway Role (other than if you purchase a trusted SSL certificate).

  1. Go to Server manager, add roles & features, role-based or feature-based installation, select existing server, in Server roles expand Remote Desktop Services and select Remote Desktop Gateway, click through everything else as defaults. It will take about 5 minutes to install. Although it won’t force a reboot, it is typically a good idea to reboot the server after this step.

2. Next go to Server Manager, Remote Desktop Services, Servers, click on server name and right click into properties and to “RD Gateway Manager”. (note: in RDS, Overview, you will see a message about needing to be logged in as domain user to manage servers and collections – to have this functionality you need to be connected to a domain instead of in workgroup mode, we are proceeding with workgroup mode only below).

3. In RD Gateway Manager, expand tree and go to policies. Create a “Connection Authorization Policy” (CAP) for which users can login to the gateway and a “Resource Authorization Policy” (RAP) for what resources can be accessed. For example, we created policies called CAP1 and RAP1 and used defaults for most everything. For CAP1, you probably want to add Remote Desktop Users and Administrators to “user group membership”. For RAP1, under Network Resource, you should change selection to “allow users to connect to any resource” since this is a single server setup. You can modify these policies later to be more specific and restrictive.

4. For SSL cert (go back to RD Gateway Manager, Properties), create a self-signed cert by going to properties, SSL tab, create self-signed cert, click on “create and import certificate”, change certificate name to the IP address “xxx.xx.xxx.xx” of the server in the certificate name field. Copy the self-signed cert to your local PC because you will need it in order to login through the gateway (all users will need it). If you use a trusted SSL cert from CA then you won’t need to install self-signed cert on each local PC/client like you will with a self signed certificate. Take note of the self-signed certificate expiration date which should be in 6 months – if you decide to continue to use a self-signed certificate, you will need to generate a new cert before the expiration date.

Note: using a self-signed certificate will require you to install the certificate on each client device. It is recommended to use a trusted cert (instead of self-signed cert) where you would need to purchase the SSL cert from a company like GoDaddy and it will be in the name of a URL/domain instead of IP address.

5. At this point, all items in RD Gateway Manager status should be showing as green / green check marks.

6. Go to Services and change the Remote Desktop Gateway Service (service name is TSGateway) to be startup type “automatic” instead of “automatic (delayed)” and make sure it is started/running. This will allow gateway service to start quicker upon a server reboot otherwise you may get a message that the gateway service is unavailable when trying to log in until you wait several minutes for the service to start.

Connecting to RDGW from your local PC

  1. 7Open the Remote Desktop Connection client on your local PC and expand all field by clicking show options.
  2. On the general tab, make sure computer name field is the IP address of the server. You will be entering the IP address on both the General tab and the Advanced tab using the same IP address since the RDSH server and the RDGW server are the same server in this example.
  3. Before connecting, going to the Advanced tab
  4. Click on Settings box under Connect from Anywhere
  5. Select “use these gateway settings”
  6. Enter IP address of the server for Server Name
  7. Uncheck the box to “Bypass RD gateway server for local addresses”
  8. Check the box to use same credentials for RD gateway server and remote computer since same server in this example
  9. Press OK, go back to local resources tab and select what local devices should be redirected (typically printers and clipboard should be redirected, but not local drives under the more button – redirecting local drives uses bandwidth/resources so only do it when needed)
  10. Go to general tab, decide if you want credentials to be allowed to be saved, and save the customized rdp file as a shortcut on your desktop by clicking “save as” and give it a useful name.
  11. When you connect, you may first get a warning message that says “The publisher of this remote connection can’t be identified. Do you want to connect anyway? OR “the identity of the remote computer cannot be verified. Do you want to connect anyway?” You can click the box to “don’t ask me again for connections to this computer” if you don’t want to see this message every time, and continue. This message typically happens because you are using a rdp shortcut on your local desktop that you customized or because you are using a self-signed certificate.
  12. Connect and you will get a message to enter your credentials which will be used for both RDSH and RDGW, select whether to remember credentials or not.
  13. If you try to connect and you get a message “This computer can’t verify the identity of the RD Gateway XXXXX….” and it won’t connect, it is because you are using a self-signed certificate and haven’t put a copy of the certificate in your trusted root certificate authorities on your local PC. So go back on the server and copy the cert from the usersusernamedocumentscertname.cer folder of server to you local PC/desktop, then double click it on your local PC, select “install certificate” and select “Local Machine” store location and select this specific location “Trusted Root Certificate Authorities” (don’t do automatic location). THIS WILL HAVE TO BE DONE ON ALL LOCAL PCs TO CONNECT WHEN USING SELF-SIGNED CERTS.
  14. If you are have trouble logging in, try typing username as servernameusername so WIN-XXXXXXAdministrator or ServerXDan etc.

Turn off port 3389 to internet to force traffic to use port 443/RDGW

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  1. Next, turn off the four inbound Windows firewall rules for Remote Desktop for port 3389 FOR PUBLIC PROFILE (Remote Desktop – User Mode (TCP-In) and (UDP-In) and Remote Desktop Services – User Mode (TCP-In) and (UDP-In). Click into the firewall rule, go to the advanced tab, and uncheck the “Public” box so the rule doesn’t apply to the public profile.
  2. RDP Traffic then should go over port 443 from the outside to the server and then 3389 internal to the server. You can test this by trying to login via RDP without Gateway settings.
  3. You can modify/disable other Remote Desktop inbound firewall rules if needed too.

Additional Notes:

Unlimited Remote Desktop Connections Windows Server 2019

See different post on how to purchase and install a SSL certificate from a trusted CA. http://www.riptidehosting.com/blog/purchasing-and-installing-a-trusted-ssl-certificate-to-use-for-rdgw-rdsh/