If you're not seeing anything in the RDG server logs, what's happening in the logs of your edge device(s)?

You probably have this in place already, but I wanted to include it for completeness.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443. If you have feedback for TechNet Subscriber Support, contact Firewall 

Additionally, you have to restart the RD Gateway service to regain the access. Look for those way down the tree in the eventviewer, not inside system/application/security/etc. I 2nd this... get a 3rd party app that allows you to select which version of RDP protocol to use to help narrow down which version (if any) doesn't support the connection over just TCP/443. But I am not use RemoteApp so like you said it is just the default IIS 7 Splash. We have had some issues with Windows Update being unreliable, I fixed this issue a couple days before the RDP issue became evident and I fixed it only at these two schools. I then pushed out a script to set the WinHTTP proxy and Windows Update started working properly.

RDPClient_Gateway: An error was encountered when transitioning from AAStateInitializingTunnel to AAStateError in response to 6 (error code 0x80075A02). The error messages is "You Computer can't connect to the remote computer because the Remote Desktop Gateway server is temporarily unavailable.[...]". How could a *.external.com work on a domain internal.net?

If the reply above has resolved your problem, please mark it as answer as it would be helpful to anyone who encounters the similar issue. Internally you also need a DNS A record for remote.external.com that points to the private ip address of your broker.

I can also hit the Gateway's Default IIS HTTPS site from a remote client.


The site may not work properly if you don't, If you do not update your browser, we suggest you visit, Press J to jump to the feed. A reddit dedicated to the profession of Computer System Administration. Certificates are valid and if you connect to the gateway internally (including unticking "Bypass RD GFateway for local addresses") it works fine. Break it down like that, if you can connect to one term server, then the other, then the FARM config is the problem. That has been a consistent cause of issues like this for me and most of the times the error is equally unhelpful.

Your computer can't connect to the remote computer because the remote desktop gateway server is temporarily unavailable.

Go back and read through the patch notes for those updates, see if support for any security protocols were deprecated or removed, and check against what your network kit supports.

Remote Desktop Gateway Service is Temporary Unavailable I have installed the Remote Desktop Gates Server Roles on a Win 2008 R2 machine that we already use for a FTP server.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443.

This occurs on Windows Server 2012 and 2012 R2. Couple things... Wildcard cert is no prob, I have lots of that... You need to confirm the cert is selected in the SSL tab, I didn't see that in the screenshots. What OS is the GW server, I know win 10 machines with the latest updates can't get through our 2008 r2 rdgw unless they replace their mstsc.exe and dll files from a machine without the update. I.E. We would like all the users to go to WebAccess (WA) to logon to access resources on the SH. A reddit dedicated to the profession of Computer System Administration. This seems like a name resolution problem. Configuring RDS 2012 Certificates and SSO, https://ryanmangansitblog.com/2013/03/10/configuring-rds-2012-certificates-and-sso/. We have configured Split-Brain DNS so outside users and inside users can access the URL held on the WA which is www.external.com I guess this is a problem with the www.external.com certificate? I guess this is a problem with the www.external.com certificate?

Yes when logged into the Gateway server I can RDP from the desktop into the Terminal Server on the LAN.

I believe a Windows Update on Windows 8.1 machines is the culprit, however rolling back all these updates doesn't fix the problem. I would love some more direction on why it seems it is not accepting connections to even have an authentication issue. I've setup Remote Desktop Gateway Server on Windows Server 2019 and I'm using url rewrite on my internet facing IIS server to rewrite the url to the Remote desktop gateway server. >>>Yes, the problem is caused by the publish FQDN mismatch error.

I tested the gateway on a computer that has not received the updates and it works fine. I have run the Change published FQDN as you suggested. Remote computer: CB.internal.net I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443. On your firewall, you need to permit TCP 443 and UDP 3391 to your RD Gateway server.

However, it also seems that RDP uses WinHTTP for authentication (or if I'm correct, for checking certificates with the CA), obviously when remote users are off site the proxy server will not work hence connections not even reaching the server (or even leaving the client). And here is an article below about how to use wild card certificate and configure SSO may be helpful to you. Gateway Server: GW.internal.net

I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443.

(Changed the connection broker to: remote.external.com). New comments cannot be posted and votes cannot be cast. To fix the problem, you could change the FQDN for RDS.

The remote desktop gateway server is temporarily unavailable / The remote desktop gateway server address requested and the certificate subject name do not match. Might be worth comparing RDP versions between working vs non working sites.

My issues is when trying to connect to say, Terminal.domain.net I input the TS.domain.com as the gateway with Terminal.domain.net as the computer I want to ultimately connect. If you only have one server, no need for the farm. If you login to the RD gateway computer, from it can you remote desktop to terminal.domain.net with the same credentials you are using on the client?

Skipping the basics and trusting that you have a properly configured RDGW with good certificates that works for most clients I can suggest the following: Check if there's anything doing traffic inspection or proxying HTTPS requests between your endpoints and the RDGW. would need DNS A record for gateway.external.com pointing to the public ip of your RDG server, while internally you would need DNS A record for gateway.external.com that points to the private ip address of your RDG. New comments cannot be posted and votes cannot be cast. What do I need to do to get this to work using single Sign on?

I can access the server via http and https.

The Remote Desktop client has been receiving updates from Microsoft from …

Checked Gateway logs, and I had seen attempted connections, but I must have changed a setting and it is no longer working. Change published FQDN for Server 2012 or 2012 R2 RDS Deployment, https://gallery.technet.microsoft.com/Change-published-FQDN-for-2a029b80. I do have a wildcard Certificate, so I don't know if this is messing with it.
I still get the errors listed above when logon to either the website either internally and externally. I get the default IIS webpage on the remote desktop gateway server.

Fix: Your Computer Can’t Connect to the Remote Desktop Gateway Server. Also event viewer has a couple new categories for the RDGW role, those can be pretty useful and specific. This problem may occur if IIS on the Remote Desktop Gateway server has been configured with more than one "Site Binding" to … Connection Broker - CB.internal.net

Via the: Deployment Properties - Certificates.

Correct. Try it without the FARM option.

We use council issue proxy server for all our Internet connections but Windows Update via SCCM was never working correctly until I realised that it requires the use of WinHTTP.

Having read a little more it should be a wild card? I have tested the RDP from the Gateway to the Terminal Server, works fine.

I've seen a few instances where that plays a role in a similar situation.

Then the same firewall has a rule that allows RDP traffic to the Terminal Server within the Firewall on port 3389.
"/>
If you're not seeing anything in the RDG server logs, what's happening in the logs of your edge device(s)?

You probably have this in place already, but I wanted to include it for completeness.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443. If you have feedback for TechNet Subscriber Support, contact Firewall 

Additionally, you have to restart the RD Gateway service to regain the access. Look for those way down the tree in the eventviewer, not inside system/application/security/etc. I 2nd this... get a 3rd party app that allows you to select which version of RDP protocol to use to help narrow down which version (if any) doesn't support the connection over just TCP/443. But I am not use RemoteApp so like you said it is just the default IIS 7 Splash. We have had some issues with Windows Update being unreliable, I fixed this issue a couple days before the RDP issue became evident and I fixed it only at these two schools. I then pushed out a script to set the WinHTTP proxy and Windows Update started working properly.

RDPClient_Gateway: An error was encountered when transitioning from AAStateInitializingTunnel to AAStateError in response to 6 (error code 0x80075A02). The error messages is "You Computer can't connect to the remote computer because the Remote Desktop Gateway server is temporarily unavailable.[...]". How could a *.external.com work on a domain internal.net?

If the reply above has resolved your problem, please mark it as answer as it would be helpful to anyone who encounters the similar issue. Internally you also need a DNS A record for remote.external.com that points to the private ip address of your broker.

I can also hit the Gateway's Default IIS HTTPS site from a remote client.


The site may not work properly if you don't, If you do not update your browser, we suggest you visit, Press J to jump to the feed. A reddit dedicated to the profession of Computer System Administration. Certificates are valid and if you connect to the gateway internally (including unticking "Bypass RD GFateway for local addresses") it works fine. Break it down like that, if you can connect to one term server, then the other, then the FARM config is the problem. That has been a consistent cause of issues like this for me and most of the times the error is equally unhelpful.

Your computer can't connect to the remote computer because the remote desktop gateway server is temporarily unavailable.

Go back and read through the patch notes for those updates, see if support for any security protocols were deprecated or removed, and check against what your network kit supports.

Remote Desktop Gateway Service is Temporary Unavailable I have installed the Remote Desktop Gates Server Roles on a Win 2008 R2 machine that we already use for a FTP server.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443.

This occurs on Windows Server 2012 and 2012 R2. Couple things... Wildcard cert is no prob, I have lots of that... You need to confirm the cert is selected in the SSL tab, I didn't see that in the screenshots. What OS is the GW server, I know win 10 machines with the latest updates can't get through our 2008 r2 rdgw unless they replace their mstsc.exe and dll files from a machine without the update. I.E. We would like all the users to go to WebAccess (WA) to logon to access resources on the SH. A reddit dedicated to the profession of Computer System Administration. This seems like a name resolution problem. Configuring RDS 2012 Certificates and SSO, https://ryanmangansitblog.com/2013/03/10/configuring-rds-2012-certificates-and-sso/. We have configured Split-Brain DNS so outside users and inside users can access the URL held on the WA which is www.external.com I guess this is a problem with the www.external.com certificate? I guess this is a problem with the www.external.com certificate?

Yes when logged into the Gateway server I can RDP from the desktop into the Terminal Server on the LAN.

I believe a Windows Update on Windows 8.1 machines is the culprit, however rolling back all these updates doesn't fix the problem. I would love some more direction on why it seems it is not accepting connections to even have an authentication issue. I've setup Remote Desktop Gateway Server on Windows Server 2019 and I'm using url rewrite on my internet facing IIS server to rewrite the url to the Remote desktop gateway server. >>>Yes, the problem is caused by the publish FQDN mismatch error.

I tested the gateway on a computer that has not received the updates and it works fine. I have run the Change published FQDN as you suggested. Remote computer: CB.internal.net I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443. On your firewall, you need to permit TCP 443 and UDP 3391 to your RD Gateway server.

However, it also seems that RDP uses WinHTTP for authentication (or if I'm correct, for checking certificates with the CA), obviously when remote users are off site the proxy server will not work hence connections not even reaching the server (or even leaving the client). And here is an article below about how to use wild card certificate and configure SSO may be helpful to you. Gateway Server: GW.internal.net

I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443.

(Changed the connection broker to: remote.external.com). New comments cannot be posted and votes cannot be cast. To fix the problem, you could change the FQDN for RDS.

The remote desktop gateway server is temporarily unavailable / The remote desktop gateway server address requested and the certificate subject name do not match. Might be worth comparing RDP versions between working vs non working sites.

My issues is when trying to connect to say, Terminal.domain.net I input the TS.domain.com as the gateway with Terminal.domain.net as the computer I want to ultimately connect. If you only have one server, no need for the farm. If you login to the RD gateway computer, from it can you remote desktop to terminal.domain.net with the same credentials you are using on the client?

Skipping the basics and trusting that you have a properly configured RDGW with good certificates that works for most clients I can suggest the following: Check if there's anything doing traffic inspection or proxying HTTPS requests between your endpoints and the RDGW. would need DNS A record for gateway.external.com pointing to the public ip of your RDG server, while internally you would need DNS A record for gateway.external.com that points to the private ip address of your RDG. New comments cannot be posted and votes cannot be cast. What do I need to do to get this to work using single Sign on?

I can access the server via http and https.

The Remote Desktop client has been receiving updates from Microsoft from …

Checked Gateway logs, and I had seen attempted connections, but I must have changed a setting and it is no longer working. Change published FQDN for Server 2012 or 2012 R2 RDS Deployment, https://gallery.technet.microsoft.com/Change-published-FQDN-for-2a029b80. I do have a wildcard Certificate, so I don't know if this is messing with it.
I still get the errors listed above when logon to either the website either internally and externally. I get the default IIS webpage on the remote desktop gateway server.

Fix: Your Computer Can’t Connect to the Remote Desktop Gateway Server. Also event viewer has a couple new categories for the RDGW role, those can be pretty useful and specific. This problem may occur if IIS on the Remote Desktop Gateway server has been configured with more than one "Site Binding" to … Connection Broker - CB.internal.net

Via the: Deployment Properties - Certificates.

Correct. Try it without the FARM option.

We use council issue proxy server for all our Internet connections but Windows Update via SCCM was never working correctly until I realised that it requires the use of WinHTTP.

Having read a little more it should be a wild card? I have tested the RDP from the Gateway to the Terminal Server, works fine.

I've seen a few instances where that plays a role in a similar situation.

Then the same firewall has a rule that allows RDP traffic to the Terminal Server within the Firewall on port 3389.
">
If you're not seeing anything in the RDG server logs, what's happening in the logs of your edge device(s)?

You probably have this in place already, but I wanted to include it for completeness.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443. If you have feedback for TechNet Subscriber Support, contact Firewall 

Additionally, you have to restart the RD Gateway service to regain the access. Look for those way down the tree in the eventviewer, not inside system/application/security/etc. I 2nd this... get a 3rd party app that allows you to select which version of RDP protocol to use to help narrow down which version (if any) doesn't support the connection over just TCP/443. But I am not use RemoteApp so like you said it is just the default IIS 7 Splash. We have had some issues with Windows Update being unreliable, I fixed this issue a couple days before the RDP issue became evident and I fixed it only at these two schools. I then pushed out a script to set the WinHTTP proxy and Windows Update started working properly.

RDPClient_Gateway: An error was encountered when transitioning from AAStateInitializingTunnel to AAStateError in response to 6 (error code 0x80075A02). The error messages is "You Computer can't connect to the remote computer because the Remote Desktop Gateway server is temporarily unavailable.[...]". How could a *.external.com work on a domain internal.net?

If the reply above has resolved your problem, please mark it as answer as it would be helpful to anyone who encounters the similar issue. Internally you also need a DNS A record for remote.external.com that points to the private ip address of your broker.

I can also hit the Gateway's Default IIS HTTPS site from a remote client.


The site may not work properly if you don't, If you do not update your browser, we suggest you visit, Press J to jump to the feed. A reddit dedicated to the profession of Computer System Administration. Certificates are valid and if you connect to the gateway internally (including unticking "Bypass RD GFateway for local addresses") it works fine. Break it down like that, if you can connect to one term server, then the other, then the FARM config is the problem. That has been a consistent cause of issues like this for me and most of the times the error is equally unhelpful.

Your computer can't connect to the remote computer because the remote desktop gateway server is temporarily unavailable.

Go back and read through the patch notes for those updates, see if support for any security protocols were deprecated or removed, and check against what your network kit supports.

Remote Desktop Gateway Service is Temporary Unavailable I have installed the Remote Desktop Gates Server Roles on a Win 2008 R2 machine that we already use for a FTP server.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443.

This occurs on Windows Server 2012 and 2012 R2. Couple things... Wildcard cert is no prob, I have lots of that... You need to confirm the cert is selected in the SSL tab, I didn't see that in the screenshots. What OS is the GW server, I know win 10 machines with the latest updates can't get through our 2008 r2 rdgw unless they replace their mstsc.exe and dll files from a machine without the update. I.E. We would like all the users to go to WebAccess (WA) to logon to access resources on the SH. A reddit dedicated to the profession of Computer System Administration. This seems like a name resolution problem. Configuring RDS 2012 Certificates and SSO, https://ryanmangansitblog.com/2013/03/10/configuring-rds-2012-certificates-and-sso/. We have configured Split-Brain DNS so outside users and inside users can access the URL held on the WA which is www.external.com I guess this is a problem with the www.external.com certificate? I guess this is a problem with the www.external.com certificate?

Yes when logged into the Gateway server I can RDP from the desktop into the Terminal Server on the LAN.

I believe a Windows Update on Windows 8.1 machines is the culprit, however rolling back all these updates doesn't fix the problem. I would love some more direction on why it seems it is not accepting connections to even have an authentication issue. I've setup Remote Desktop Gateway Server on Windows Server 2019 and I'm using url rewrite on my internet facing IIS server to rewrite the url to the Remote desktop gateway server. >>>Yes, the problem is caused by the publish FQDN mismatch error.

I tested the gateway on a computer that has not received the updates and it works fine. I have run the Change published FQDN as you suggested. Remote computer: CB.internal.net I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443. On your firewall, you need to permit TCP 443 and UDP 3391 to your RD Gateway server.

However, it also seems that RDP uses WinHTTP for authentication (or if I'm correct, for checking certificates with the CA), obviously when remote users are off site the proxy server will not work hence connections not even reaching the server (or even leaving the client). And here is an article below about how to use wild card certificate and configure SSO may be helpful to you. Gateway Server: GW.internal.net

I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443.

(Changed the connection broker to: remote.external.com). New comments cannot be posted and votes cannot be cast. To fix the problem, you could change the FQDN for RDS.

The remote desktop gateway server is temporarily unavailable / The remote desktop gateway server address requested and the certificate subject name do not match. Might be worth comparing RDP versions between working vs non working sites.

My issues is when trying to connect to say, Terminal.domain.net I input the TS.domain.com as the gateway with Terminal.domain.net as the computer I want to ultimately connect. If you only have one server, no need for the farm. If you login to the RD gateway computer, from it can you remote desktop to terminal.domain.net with the same credentials you are using on the client?

Skipping the basics and trusting that you have a properly configured RDGW with good certificates that works for most clients I can suggest the following: Check if there's anything doing traffic inspection or proxying HTTPS requests between your endpoints and the RDGW. would need DNS A record for gateway.external.com pointing to the public ip of your RDG server, while internally you would need DNS A record for gateway.external.com that points to the private ip address of your RDG. New comments cannot be posted and votes cannot be cast. What do I need to do to get this to work using single Sign on?

I can access the server via http and https.

The Remote Desktop client has been receiving updates from Microsoft from …

Checked Gateway logs, and I had seen attempted connections, but I must have changed a setting and it is no longer working. Change published FQDN for Server 2012 or 2012 R2 RDS Deployment, https://gallery.technet.microsoft.com/Change-published-FQDN-for-2a029b80. I do have a wildcard Certificate, so I don't know if this is messing with it.
I still get the errors listed above when logon to either the website either internally and externally. I get the default IIS webpage on the remote desktop gateway server.

Fix: Your Computer Can’t Connect to the Remote Desktop Gateway Server. Also event viewer has a couple new categories for the RDGW role, those can be pretty useful and specific. This problem may occur if IIS on the Remote Desktop Gateway server has been configured with more than one "Site Binding" to … Connection Broker - CB.internal.net

Via the: Deployment Properties - Certificates.

Correct. Try it without the FARM option.

We use council issue proxy server for all our Internet connections but Windows Update via SCCM was never working correctly until I realised that it requires the use of WinHTTP.

Having read a little more it should be a wild card? I have tested the RDP from the Gateway to the Terminal Server, works fine.

I've seen a few instances where that plays a role in a similar situation.

Then the same firewall has a rule that allows RDP traffic to the Terminal Server within the Firewall on port 3389.
">
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remote desktop gateway server is temporarily unavailable reddit


Try reconnecting later or contact your network administrator for assistance. Publisher *.internal.net

I would appreciate it if you would take a moment and rate

I created it to help people just like you. I do not see relevant errors in any other event logs (Application, Security, System), Allowing CAP, and RAP access to all machines, to Domain Users, Cert imported in local store, Gateway properties, and IIS. After many hours I have pinpointed the issue. Gateway - GW.internal.net

Logs on the network devices, as /u/ReadingYourEmail said, are a good place to look too.

However at two of the schools on certain machines we are getting this message: "Your computer can't connect to the remote computer because the Remote Desktop Gateway server is temporarily unavailable".

If you're not seeing anything in the RDG server logs, what's happening in the logs of your edge device(s)?

You probably have this in place already, but I wanted to include it for completeness.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443. If you have feedback for TechNet Subscriber Support, contact Firewall 

Additionally, you have to restart the RD Gateway service to regain the access. Look for those way down the tree in the eventviewer, not inside system/application/security/etc. I 2nd this... get a 3rd party app that allows you to select which version of RDP protocol to use to help narrow down which version (if any) doesn't support the connection over just TCP/443. But I am not use RemoteApp so like you said it is just the default IIS 7 Splash. We have had some issues with Windows Update being unreliable, I fixed this issue a couple days before the RDP issue became evident and I fixed it only at these two schools. I then pushed out a script to set the WinHTTP proxy and Windows Update started working properly.

RDPClient_Gateway: An error was encountered when transitioning from AAStateInitializingTunnel to AAStateError in response to 6 (error code 0x80075A02). The error messages is "You Computer can't connect to the remote computer because the Remote Desktop Gateway server is temporarily unavailable.[...]". How could a *.external.com work on a domain internal.net?

If the reply above has resolved your problem, please mark it as answer as it would be helpful to anyone who encounters the similar issue. Internally you also need a DNS A record for remote.external.com that points to the private ip address of your broker.

I can also hit the Gateway's Default IIS HTTPS site from a remote client.


The site may not work properly if you don't, If you do not update your browser, we suggest you visit, Press J to jump to the feed. A reddit dedicated to the profession of Computer System Administration. Certificates are valid and if you connect to the gateway internally (including unticking "Bypass RD GFateway for local addresses") it works fine. Break it down like that, if you can connect to one term server, then the other, then the FARM config is the problem. That has been a consistent cause of issues like this for me and most of the times the error is equally unhelpful.

Your computer can't connect to the remote computer because the remote desktop gateway server is temporarily unavailable.

Go back and read through the patch notes for those updates, see if support for any security protocols were deprecated or removed, and check against what your network kit supports.

Remote Desktop Gateway Service is Temporary Unavailable I have installed the Remote Desktop Gates Server Roles on a Win 2008 R2 machine that we already use for a FTP server.

It is in the DMZ and has the Firewall (CheckPoint) forwarding acceptable traffic, so in this case it is SSL-443.

This occurs on Windows Server 2012 and 2012 R2. Couple things... Wildcard cert is no prob, I have lots of that... You need to confirm the cert is selected in the SSL tab, I didn't see that in the screenshots. What OS is the GW server, I know win 10 machines with the latest updates can't get through our 2008 r2 rdgw unless they replace their mstsc.exe and dll files from a machine without the update. I.E. We would like all the users to go to WebAccess (WA) to logon to access resources on the SH. A reddit dedicated to the profession of Computer System Administration. This seems like a name resolution problem. Configuring RDS 2012 Certificates and SSO, https://ryanmangansitblog.com/2013/03/10/configuring-rds-2012-certificates-and-sso/. We have configured Split-Brain DNS so outside users and inside users can access the URL held on the WA which is www.external.com I guess this is a problem with the www.external.com certificate? I guess this is a problem with the www.external.com certificate?

Yes when logged into the Gateway server I can RDP from the desktop into the Terminal Server on the LAN.

I believe a Windows Update on Windows 8.1 machines is the culprit, however rolling back all these updates doesn't fix the problem. I would love some more direction on why it seems it is not accepting connections to even have an authentication issue. I've setup Remote Desktop Gateway Server on Windows Server 2019 and I'm using url rewrite on my internet facing IIS server to rewrite the url to the Remote desktop gateway server. >>>Yes, the problem is caused by the publish FQDN mismatch error.

I tested the gateway on a computer that has not received the updates and it works fine. I have run the Change published FQDN as you suggested. Remote computer: CB.internal.net I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443. On your firewall, you need to permit TCP 443 and UDP 3391 to your RD Gateway server.

However, it also seems that RDP uses WinHTTP for authentication (or if I'm correct, for checking certificates with the CA), obviously when remote users are off site the proxy server will not work hence connections not even reaching the server (or even leaving the client). And here is an article below about how to use wild card certificate and configure SSO may be helpful to you. Gateway Server: GW.internal.net

I have 4 schools (independent from each other) which all have Remote Desktop Gateways on port 443.

(Changed the connection broker to: remote.external.com). New comments cannot be posted and votes cannot be cast. To fix the problem, you could change the FQDN for RDS.

The remote desktop gateway server is temporarily unavailable / The remote desktop gateway server address requested and the certificate subject name do not match. Might be worth comparing RDP versions between working vs non working sites.

My issues is when trying to connect to say, Terminal.domain.net I input the TS.domain.com as the gateway with Terminal.domain.net as the computer I want to ultimately connect. If you only have one server, no need for the farm. If you login to the RD gateway computer, from it can you remote desktop to terminal.domain.net with the same credentials you are using on the client?

Skipping the basics and trusting that you have a properly configured RDGW with good certificates that works for most clients I can suggest the following: Check if there's anything doing traffic inspection or proxying HTTPS requests between your endpoints and the RDGW. would need DNS A record for gateway.external.com pointing to the public ip of your RDG server, while internally you would need DNS A record for gateway.external.com that points to the private ip address of your RDG. New comments cannot be posted and votes cannot be cast. What do I need to do to get this to work using single Sign on?

I can access the server via http and https.

The Remote Desktop client has been receiving updates from Microsoft from …

Checked Gateway logs, and I had seen attempted connections, but I must have changed a setting and it is no longer working. Change published FQDN for Server 2012 or 2012 R2 RDS Deployment, https://gallery.technet.microsoft.com/Change-published-FQDN-for-2a029b80. I do have a wildcard Certificate, so I don't know if this is messing with it.
I still get the errors listed above when logon to either the website either internally and externally. I get the default IIS webpage on the remote desktop gateway server.

Fix: Your Computer Can’t Connect to the Remote Desktop Gateway Server. Also event viewer has a couple new categories for the RDGW role, those can be pretty useful and specific. This problem may occur if IIS on the Remote Desktop Gateway server has been configured with more than one "Site Binding" to … Connection Broker - CB.internal.net

Via the: Deployment Properties - Certificates.

Correct. Try it without the FARM option.

We use council issue proxy server for all our Internet connections but Windows Update via SCCM was never working correctly until I realised that it requires the use of WinHTTP.

Having read a little more it should be a wild card? I have tested the RDP from the Gateway to the Terminal Server, works fine.

I've seen a few instances where that plays a role in a similar situation.

Then the same firewall has a rule that allows RDP traffic to the Terminal Server within the Firewall on port 3389.

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