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How to enable the Telnet Client in Windows 10

By default the telnet client in Microsofts Windows operating systems is disabled, this is unfortunate as it is an extremely useful tool which can be used for testing TCP connectivity to external hosts on a specified port.

This is great when youre trying to troubleshoot network connectivity problems, for example, say we have a web server which should be listening on port 80 to serve HTTP traffic but we are not able to load a web page, by using telnet to connect to the web server on port 80 we can verify the connectivity.

It may be that the connectivity is fine but there is a problem with the web server, or that the web server is stopped and the port is not listening at all, for instance. With telnet we can get a better understanding of whats going on.

Update October 21st 2015:I have also created a video showing the process:

Firstly you need to enable the telnet client, if you dont enable it youll get a result similar to the below message when trying to use it.

You can enable the client either by command line or through the graphical interface.

Run the below command in command prompt with administrator permissions.

Thats it, after a few seconds telnet should be ready to use.

Enabling the telnet client through the graphical user interface

Right click the start button and select Programs and Features.

Simply open command prompt or powershell, type telnet and press enter. If this was successful you should have a prompt similar to the below:

Already have telnet installed but still failing?

In some cases you must run command prompt or powershell as administrator in order to issue the telnet command, otherwise it will give the same error as if it was not enabled at all.

Now that you have enabled telnet you should be able to start issuing commands with it and using it totroubleshoot TCP connectivity problems.

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Free Virtualization Software for Windows

Great, this tutorial helped me a lot.

Great tutorial thanks for posting it.

thanks for useful post! Whiners will blather on about how insecure telnet is bla di bla di bling blong. Nobody is going to spy on my in my wired, off-the-internet development network. What kind of lamer leaves their desktop PC connected to the internet when they are gone anyway?

Thanks, glad you found it useful! Theres definitely nothing wrong with installing the telnet client and using it fortroubleshooting purposes. Installing the telnet server however is another subject entirely.

PkgMgr has been deprecated and should not be recommended anymore. One should use Deployment Image Servicing and Management (DISM) tool instead

dism /online /Enable-Feature /FeatureName:TelnetClient

Thanks for the tip, Ive updated the post to reflect this.

Thank you! a quick resolution for my problem

This was extremely helpful! We were trying to figure it out and at first resolved it by loading it from the MS Store which was an app with a trial.

This allowed us to install the actual native command.

No problem, good to hear its all working now.

Enable-WindowsOptionalFeature -Online -FeatureName TelnetClient

What OS did you try this in? It does not work for me in Windows 10 running PowerShell as Administrator.

I am the admin of my home network, and need to enable the telnet client for public access, and I keep getting error 740 when I use your dism command. Do you know why the error;s happening, and if so how do I fix it? Please shoot me an e-mail A.S.A.P.

Note: I am a programmer in training learned of HTML, CSS, JavaScript, and Java

I get Error: 740 when I run the command without administrator privileges in PowerShell, when you go to open PowerShell right click it and select run as administrator.

Dont have Powershell on my main computer or on any of them.

PowerShell is available by default since Windows 7/2008 R2 so you will likely have it unless youre using a very old version of Windows.

In any case Error 740 in Windows typically points to a problem with permissions, your account needs administrator permissions in order to complete this process.

Why dont they just leave this enabled what harm does it do?

Im not completely sure why telnet isnt enabled by default, probably because they try to keep things most people dont need as optional add ons, perhaps their justification is to reduce the attack surface by having less moving parts?

I just want to say thank you for the step by step directions on getting the telnet to run correctly.

how can we get telnet server for windows 10?

Officially it has been deprecated, and for good reason:

You may be able to find some sort of third party option however.

omg so im trying to play this new game skyforge and having random freezing issues blah blah etc so the support team wants me to send the a picture of telnet after i input this code telnet 9273 they say its the us server for telnet so i went and did all of that but when i click enter on the admin cmd it literally does nothing and im in telnet in the cmd. any ideas why its not working i already have it enabled and everything.

Are you able to provide a screenshot of what happens after you enter telnet 9273 and then press enter? If it connects properly the window will go black. If you are not able to connect it will just sit there saying connecting to and eventually time out.

I have an issue while trying to enable the telnet client on Windows 10 (x64, French version). The process ended with this message:

La fonction a tent dutiliser un nom dont lutilisation est rserve une autre transaction.

Which can be approximatively translated as:

The function attempted to use a name whose use is reserved for another transaction.

And the telnet client is still not enabled.

Please, can somebody help me fix that.

I can see telnet client, but is there a way to install Telnet Server?

No, I believe its been removed from the most recent version of Windows.

Please advise how to elevate the command telnet. Running command, CMD, give you the window, but error received (to run as administrator, despite the fact that the calling user, IS the administrator) Thanks

What version of Windows are you running? This information may help:

Personally I just right click CMD and select run as administrator in Windows 10 and that works for me.

I followed your advice and enabled TelnetClient. I now need to go to the next step and delete a handful of e-mails on my Outlook account that seem to keep duplicating themselves with each Send/Receive. My POP server is

Ive not personally done this, however this appears to list the commands required:

Many thanks Jarrod. Im struggling to get this to work in Windows 10 but will advise if and when I make a breakthrough.

This helped a lot. Excellent instructions. THANK YOU!!!

thanks for your tip, Advance Merry christmas and happy new year

Thank you! FYI this command works on Windows 7 Enterprise as well.

Thanks great article!!! My NAS does not respond, but I could test that with telnet activated!

No problem, glad to hear you were able to test the connectivity 🙂

Great little article. It worked exactly as described. Solved my problem in minutes

In the Creators Update (Version 1703, Build 15063.540), there is no Programs and Features when you right-click the area where the Start button was 3 major releases ago in Windows.

To get to the dialog you want, press theWindows Logokey on the keyboard (or click the Windows Logo button thats typically in the lower-left corner), then type in turn win (sans quotes) by the time you type in the second n it should be down to a couple choices select the Turn Windows features on or off option.

this is awesome. respect from pakistan

Thanks for the assistance. Running the command line as administrator in Powershell completed the task easily.

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Windows 10 Remote Desktop Connection

CNETs Forum onWindows 10is the best source for finding help or troubleshooting advice from a community of experts. Discussions cover Windows 10 installation, driver problems, crashes, upgrading, service packs, and other Windows 10-related questions.

Since I upgraded to 10, I can not connect to my virtualbox remote consoles like in win 7/8.1. Have Win 10 on two system and they act the same. I can rdp from Win 7 to the Win 10. Anyone else have any problems??? Thanks in advance.

Windows 10 Remote Desktop Connection

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10 reasons why Windows Terminal Services is becoming more popular

Windows Terminal Services has recently been enjoying a resurgence. Brien Posey offers his thoughts on why thats happening.

ByBrien Poseyin10 Things,April 12, 2010, 12:34 AM PST

Windows Terminal Services (which was renamed Remote Desktop Services in Windows Server 2008 R2) has been around for many years. But lately, Ive seen an increase in the number of organizations that use it. Here are a few reasons why.

Note: This article is also available as aPDF download.

When Terminal Services debuted with Windows NT, server hardware was hard pressed to support multiple server sessions. Furthermore, 10 Mbps networks were still the standard at that time and could easily become saturated by network-intensive applications, such as Terminal Services. Today, server hardware is far more powerful than it has ever been, and running multiple operating system instances on a server is the norm. Todays servers are well equipped to handle the demands of hosting Terminal Service sessions.

Windows Server 2008 R2 allows administrators to deploy a full virtual desktop infrastructure (VDI) solution. This means that the terminal server can be configured to host virtual desktop operating systems. When users log off, any changes they made are rolled back, and the virtual hard drive is left in a pristine condition, ready for the next user.

Normally, a virtual desktop pool is designed so that every virtual desktop within it is identical. Because users are not allowed to make changes to the virtual desktop, each VDI session begins with a pristine virtual machine. Although this technique works well, the business needs of some organizations require users to be able to make certain changes to their desktops. In these types of situations, Windows Server 2008 R2 allows you to dedicate a specific virtual desktop to an individual user. That way, the user has his or her own virtual desktop to configure as needed.

One of my favorite new features in Windows Server 2008 is RemoteApp. RemoteApp allows you to virtualize individual applications, as opposed to virtualizing an entire desktop. Not only is this approach less resource intensive for the server, it allows administrators to centralize application management without having to commit to a full-blown thin client environment.

The economy has seen better days, and everyone is looking to make the most of their IT budget. By using Terminal Services, organizations can squeeze more life out of their desktop computers. Because all the processing occurs at the server end, the desktops are essentially acting as dumb terminals. This means that using existing desktop hardware remains a viable option for much longer than it would if applications were run locally. Likewise, running applications on a terminal server may allow organizations to purchase lower-end desktop hardware than they otherwise would, resulting in cost savings.

Supporting users who need to work from outside the office is nothing new. But if youve ever supported remote users, you know that keeping mobile computers up to date can be challenging. And if they use one computer at work and a different computer away from the office, they may be less productive when working remotely unless the two computers are configured identically. Implementing a Terminal Services environment allows remote users to have a consistent experience regardless of whether they are working in the office or on the road.

In a Terminal Services environment, applications are installed on a terminal server rather than on individual desktops. As a result, application patching becomes much easier because there is only one copy of each application. You no longer have to make sure that application-level patches are applied to every desktop in the organization. It is worth noting, though, that each desktop retains its own operating system, which must still be kept up to date.

Because Terminal Services involves applications or desktop sessions that are centrally hosted, theres no need to install applications on individual desktops. This helps to reduce the attack surface of the desktops in your organization. Typically, the desktop computers will require an operating system, some antivirus software, and a Terminal Services client (which is included with Windows). Everything else can be run on the server.

Once an organization has adopted Terminal Services, desktops can be configured to run a minimal configuration. This makes the process of provisioning desktops a lot easier. Image files become smaller and can therefore be deployed much more quickly, and the issue of application compatibility testing (at the desktop level) goes away.

I have seen at least one real-world example of an organization that decided to give up its desktop management software after implementing Terminal Services. It had purchased the desktop management software primarily to maintain hardware and software inventories across the organization. Because the vendor required an annual maintenance contract, ongoing costs were associated with using the software. Switching to a Terminal Services environment eliminated the need for software management at the desktop, thereby allowing the organization to reduce expenses by getting rid of its desktop management software.

Brien Posey is a seven-time Microsoft MVP. He has written thousands of articles and written or contributed to dozens of books on a variety of IT subjects.

Brien Posey is a seven-time Microsoft MVP. He has written thousands of articles and written or contributed to dozens of books on a variety of IT subjects.

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Remote desktop DPI (RD from Mac to Windows 10

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Essentially this is my question:Use Remote Desktop with custom DPI

But here is caveat: Im remoting from Mac to Windows 10

I didnt find any mentioning how to do it with Win 10 and solution proposed in above link is for old RD client for Windows.

I can use either Royal TSX or Microsoft Remote desktop. Both result in RD session with 100% DPI. On a remote machine I cant change DPI. But its set to 150% when I work normally..

This basically make my goal of working remotely not achievable 🙁 I cant see a screen..

As far as I know, neither the stable release of Microsoft Remote Desktop for Mac nor their current beta release support DPI scaling. I just checked again and wasnt able to find any settings related to this.

Royal TSX on the other hand supports using the full retina resolution of your Mac and automatically adjusting the remote DPI scaling when the connection is established. In a recent beta release support for adjusting the remote DPI scaling even without using a retina screen was added. The beta is availablehere.

Disclaimer: Im the developer of Royal TSX (for macOS).

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rdesktop is an open source UNIX client for connecting to Windows Remote Desktop Services, capable of natively speaking Remote Desktop Protocol (RDP) in order to present the users Windows desktop. rdesktop is known to work with Windows server versions ranging from NT 4 terminal server to Windows Server 2012 R2.

rdesktop currently runs on most UNIX based platforms with the X Window System, and other ports should be fairly straightforward.

rdesktop is released under the GNU General Public License (GPL), version 3. Please send feedback, bug reports and patches to the appropriate mailing list. Patches could also be submitted as a pull request onGitHub.

rdesktop project is hosted on GitHub. See theGitHub rdesktop organizationfor more information.

Thelatest stableversion of rdesktop is currently v.1.8.3. This release adds support for Windows Server 2012 and Windows Server 2012 R2 which fixes smart card redirection, mouse cursor and other minor issues. There has been work on code cleanup to match specification and a few other bug fixes.

Previous versions of rdesktop releases and corresponding change logs are available at therelease pageof rdesktop project on GitHub.

You can also download asnapshotof current development version which may be intermittently unstable while new features are developed.Documentation

The rdesktop file release contains documentation on the program.

The RDP protocol itself is essentially an extension of the ITU-T T.128 (aka T.SHARE) application sharing protocol. Microsoft has recently made RDP specifications openly available via theMSDN library.

This project has the following three mailing lists hosted bygoogle groups:

Moderated announcement list for new releases and other important news.

Support and general discussion list for users of rdesktop. Please use this list for bug reports.

Discussion list for rdesktop developers. This list is used for patch submissions and other development ideas.

rdesktop project is registered withBountysourcewhich make it possible for users to create bounties for an issue that they want to get fixed, or just back an existing bounty.

Donations to the rdesktop project are also handled through Bountysource. The rdesktop team will use the donations to back new or existing bounties.

If you are a programmer that need some extra cash. Fix the issue that is backed with a bounty and create a pull request. When the pull request is accepted and merged you should claim the bounty on Bountysource and the backers will vote for acceptance.

For more information about how this all work, read theFAQat Bountysource.

A SeamlessRDP server extension is available to support integration of individual applications with the client desktop. The minimum requirements for running SeamlessRDP components is Windows Server 2008r2 or later.

SeamlessRDP is released under the GNU General Public License (GPL), version 3. Please send feedback, bug reports and patches to the appropriate mailing list.

SeamlessRDP is a sub project of rdesktop which now has its ownrepository and issue tracker.

Precompiled binaries are available fromCendio.

Professional services, such as custom development, is offered by the following companies:

If you want to be included in this list, please contact us on the developers mailing list. Please note that your web site must mention rdesktop and link to

Remote Desktop from Windows 10 Client to Remote Desktop Farm

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Remote Desktop from Windows 10 Client to Remote Desktop Farm

Remote Desktop Services (Terminal Services)

I tried to connect from a Windows 10 Home with the RDP client to a server through a remote desktop gateway server.

When i try on a Windows 8.1 it works with any problems.

On my Windows 10 Home it doenst work.

i get the following error: Your computer cant connect to the remote computer because an error occurred on the remote computer that you want to connect to.

Do i need to configure something additional on the Gateway server?

When you create the regkey it works:

HKEY_CURRENT_USER\Software\Microsoft\Terminal Server ClientName: RDGClientTransportType: DwordData: 1

The client is not in the same subnet/domain as the servers.

When a VPN connection is set up with a windows 10 it works, it seems the problem is with the RD Gateway

There is (somehow) an incompatibility with the Windows 10 standard client (MSTSC) that cannot connect to Windows 2008 or 2012 RD farm.

You should try the Remote Desktop APP from the Windows Store.

We had the same issue and solved it using that app.

thanks for the reply, i have tested that before but it didnt worked.

I asked if we see some events in the event viewer.

I also tried to see what the reply was after i gave a wrong password also and it was still the same.

Are there specials settings needed in the Remote Desktop app from the windows store, except the gateway server

When you create the regkey it works:

HKEY_CURRENT_USER\Software\Microsoft\Terminal Server ClientName: RDGClientTransportType: DwordData: 1

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RD Tabs

RemovableStorageDevice ADM Template

RemovableStorageDevice ADM Template

Windows Remote Desktop is great, except when you have to connect to dozens of them and it fills up your taskbar! Enter RD Tabs: The Ultimate Remote Desktop Client. Not only does it provide all the expected features of applications, like modern browsers, but it takes Remote Desktop to the next level with features such as favorites with advanced batch editing, command line scripting, encrypted passwords, detached connection windows, remote desktop screen capture, remote terminal server information/management, and much more!

In addition, RD Tabs works perfectly as a standard (non-admin) user on all versions of Windows. RD Tabs respects Remote Desktop Client group policy, for enterprise environments. To top it all off, automatic software updates keep you informed of all the latest versions, fixes, and enhancements.

RD Tabs requires the Framework 2.0.

RD Tabs is freeware. However, if you enjoy using this application,please consider sending a donation to the author, so he can provide timely updates and more great free applications!

Download the Latest RD Tabs (x86)…

RD Tabs 2.1.25 (MSI installer)

RD Tabs 2.1.25 (Zip with EXE and MSI installer)

Download the Latest RD Tabs 64 (x64)…

RD Tabs 64 2.1.25 (MSI installer)

RD Tabs 64 2.1.25 (Zip with EXE and MSI installer)

RD Tabs 2.1.24 (MSI installer)

RD Tabs 2.1.24 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.24 (MSI installer)

RD Tabs 64 2.1.24 (Zip with EXE and MSI installer)

RD Tabs 2.1.23 (MSI installer)

RD Tabs 2.1.23 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.23 (MSI installer)

RD Tabs 64 2.1.23 (Zip with EXE and MSI installer)

RD Tabs 2.1.22 (MSI installer)

RD Tabs 2.1.22 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.22 (MSI installer)

RD Tabs 64 2.1.22 (Zip with EXE and MSI installer)

RD Tabs 2.1.21 (MSI installer)

RD Tabs 2.1.21 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.21 (MSI installer)

RD Tabs 64 2.1.21 (Zip with EXE and MSI installer)

RD Tabs 2.1.20 (MSI installer)

RD Tabs 2.1.20 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.20 (MSI installer)

RD Tabs 64 2.1.20 (Zip with EXE and MSI installer)

RD Tabs 2.1.19 (MSI installer)

RD Tabs 2.1.19 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.19 (MSI installer)

RD Tabs 64 2.1.19 (Zip with EXE and MSI installer)

RD Tabs 2.1.18 (MSI installer)

RD Tabs 2.1.18 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.18 (MSI installer)

RD Tabs 64 2.1.18 (Zip with EXE and MSI installer)

RD Tabs 2.1.17 (MSI installer)

RD Tabs 2.1.17 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.17 (MSI installer)

RD Tabs 64 2.1.17 (Zip with EXE and MSI installer)

RD Tabs 2.1.16 (MSI installer)

RD Tabs 2.1.16 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.16 (MSI installer)

RD Tabs 64 2.1.16 (Zip with EXE and MSI installer)

RD Tabs 2.1.15 (MSI installer)

RD Tabs 2.1.15 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.15 (MSI installer)

RD Tabs 64 2.1.15 (Zip with EXE and MSI installer)

RD Tabs 2.1.14 (MSI installer)

RD Tabs 2.1.14 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.14 (MSI installer)

RD Tabs 64 2.1.14 (Zip with EXE and MSI installer)

RD Tabs 2.1.13 (MSI installer)

RD Tabs 2.1.13 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.13 (MSI installer)

RD Tabs 64 2.1.13 (Zip with EXE and MSI installer)

RD Tabs 2.1.12 (MSI installer)

RD Tabs 2.1.12 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.12 (MSI installer)

RD Tabs 64 2.1.12 (Zip with EXE and MSI installer)

RD Tabs 2.1.11 (MSI installer)

RD Tabs 2.1.11 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.11 (MSI installer)

RD Tabs 64 2.1.11 (Zip with EXE and MSI installer)

RD Tabs 2.1.10 (MSI installer)

RD Tabs 2.1.10 (Zip with EXE and MSI installer)

RD Tabs 64 2.1.10 (MSI installer)

RD Tabs 64 2.1.10 (Zip with EXE and MSI installer)

RD Tabs 2.0.14 (MSI installer)- Final version in the 2.0.x codebase

RD Tabs 2.0.14 (Zip with EXE and MSI installer)- Final version in the 2.0.x codebase

RD Tabs 1.1.4 (MSI installer)- Final version in the 1.1.x codebase

RD Tabs 1.1.4 (Zip with EXE and MSI installer)- Final version in the 1.1.x codebase

If you have a requirement for a version of RD Tabs not listed above, please send the request to the authorby clicking here.

RemovableStorageDevice ADM Template

Alternate Cisco VPN Client by 3rd Party

USG20 L2TP VPN works via win xp fine, but not Win 7 x64 sp2

Need help Configure my Zywall USG 300, Firewall, VPN, Load Balancer

ZyWALL 110 IPSec VPN without L2TP/IPSec

ForumsEquipment SupportHardware By BrandCiscoAlternate Cisco VPN Client by 3rd Partyuniqs

Alternate Cisco VPN Client by 3rd Party

The company name is NCP Secure Communications, they make a product called Secure Entry Client which supports all IPSec VPN Protocols including Ciscos. Their client also works on Windows x64 platforms which Cisco to this day still has refused to develop a x64 IPSec client.


Seeing that you can now buy Dell Latitudes with 8GB of RAM, and their Precision M6500 can support 16GB of RAM which people can only take advantage of with Vista x64, plus after Windows 2008 Microsoft wont be making another 32bit OS, its a real shame that Cisco is being suborn over the whole x64 idea.

VPN Client software is typically run on a laptop or home desktop when people need to work remotely. Since typical laptops and home desktops are not 64-bit-based platform, current VPN Client software still works.

If you do a search you will find that more and more people are running Vista x64 on their notebooks these days than they are running the 32bit version.

Dell Precision Workstations T3400 and up all support between 16GB and 32GB of RAM which a developer who works from home might need to have the Cisco VPN client to access the production network, or the office network. Installing VMware or VirtualPC is a waste of time and resources these days on your personal machine just so you can use the Cisco client.

On my home business machine I run Vista Business Edition x64 with 8GB of RAM…

Ill have to ask the guys at Cisco what they are running, I have seen them VPN into cisco to check their email from our office and i know some of them have 64bit OSs for the memory support… Although to be fair they could just be using SSL VPN like most other sane people these days lol

join:2004-09-08November 1st, @01:38AM

do you have a question or is this an anti cisco pitch?

10 out of 10 notebook computers (as an example) on the network I work with (Department of Defense) use XP because of the ongoing issues with vista and the still extensive incompatibilities it has. Regarding these aforementioned computers, they all run the cisco vpn client which hits our cisco vpn concentrators (or cisco ASAs depending upon the configuration). Oh, XP is still more than acceptable with 2 or more GB of ram. So what if an XP laptop is not using 16GB or more? How many people travel around with a fully loaded NAS (which may require that amount of RAM) in their suitcase? Cisco vpn client works fine for me to do reachback to a NAS or SAN storage…

Small to medium size startups or mom and pop operations (no offense) and most western european companies utilize multiple vendors in addition to or in place of cisco products.

Your point about cisco not supporting x64 bit being…?

Old adage: It aint broke, lodge complaint here (i.e., garbage can).

If you have a problem with Cisco, either learn to love it, or quit bitchin and learn Juniper….

use XP because of the ongoing issues with vista and the still extensive incompatibilities it has

Same here. Not to mention Vista requires twice as much memory and a much faster CPU just to equal XP performance. Given the performance problems and the incompatibilities we are not about to replace all of our existing HW just to run the latest SW MS is pushing. XP is just fine as is the 32 bit Cisco VPN client.

I was actually curious about this myself. We currently use OpenVPN but have an ASA 5505 that I would like to start using for VPN. Both of my home machines have Vista x64.

I tried it on myself with all kinds of tricks a while ago. The 32bit client refuses to install on Vista x64 no matter what you throw at it.

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feedbacktermsMobile mode

Cant connect using Remote Desktop Gateway

Cant connect using Remote Desktop Gateway

Question priority can be upgraded with apremium feature.

Cant connect using Remote Desktop Gateway

Question priority can be upgraded with apremium feature.

– Workstations run Windows 7 64-Bit SP1

– Server is running Windows Server 2012 R2

– Network is pretty simple, consumer-grade routers on both ends, no advanced firewalls.

– We have a trusted certificate provided by we created the CSR using IIS.

– This server runs a few different roles, in particular, IIS hosts an internal company website, it runs WSUS, WDS, and RRAS.

We are attempting to set up Remote Desktop Gateway so that a home user can connect to their work PC from home, via the gateway on the server. Ive followed the various guides for setting up Remote Desktop Gateway, set up the RAP and CAP, installed the trusted SSL cert.

When I try to connect using the Remote Desktop client, it hangs at Initiation remote connection… then fails with the error:

In the event log on the RD Gateway server, I see this:

Heres some screenshots of how NPS and RD Gateway are configured:

Also ensure that you are entering RD gateway public FQDN in RDP connection under RD gateway settings

This FQDN should match certificate you installed on RD Gateway server

Ensure that you can telnet on tcp 443 to RD gateway server public IP0LVL 31Overall:Level31Windows Server 20122Remote Access2Microsoft IIS Web Server2Message

I am entering the public FQDN for the RD Gateway in the client, it is not the common name of the certificate but it is one of the SANs.

I was able to go to and see the IIS start page in a web browser, so that works.

But oddly enough if I attempt to use telnet, it sits and hangs at Connecting to fqdn…. Same thing if I use putty, it sits there and doesnt seem to establish the connection. What could that mean?

–edit– nevermind, telnet DOES work, the response looks weird since the server doesnt really reply to anything I say, unlike an HTTP connection where it responds with an HTTP 400 error, but the behavior I see when I telnet to my RD gateway is identical to the behavior I see if I telnet into Google.0LVL 38Overall:Level38Windows Server 201221Remote Access6Microsoft IIS Web Server6MessageActive today

Please check RD gateway console and navigate to RAP and CAP, these two needs to be setup correctly

Also if your internal domain name and external dns name is different, you need to either create rdp custom property to avoid certificate errors or you need to change RDS deployment name

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So I ended up going the kill a fly with a sledgehammer approach. I removed all of the Remote Desktop gateway roles from this server, and spun up a brand new virtual machine which would be dedicated to the task. Decided to use Server 2008 R2 because we had a license for it available.

Followed these instructions verbatim:

Made sure to export my trusted SSL certificate + primary key from the old server, and import it into the new server, and then assigned it in RD Gateway. And then made sure to register NPS in Active Directory.

We had a spare public static IP address for our Internet and a spare SAN available on the certificate, so I used that.

Boom. Everything works immediately, with no trouble whatsoever.

I have no idea what was wrong with the main server but I imagine its something to do with IIS.0LVL 38Overall:Level38Windows Server 201221Remote Access6Microsoft IIS Web Server6MessageActive today

The general rule to avoid failures with RD Gateway 2012

Ensure you use RDS Public FQDN in RD gateway settings on client computers and certificate should contains that FQDN

All hosts you are connecting to through RD Gateway must have valid RDP certificate with proper FQDN (The common name of certificate must match to RD session host server FQDN)

The RDS publishing name on RD Connection broker must match to public certificate that is binded to RD connection broker, if there is mismatch, you should change RDS deployment name with TPs script as mentioned in above post or you need to use alternate server name for RD connection broker publishing to avoid errors

Please check The social. TechNet article in earlier link on the same question0LVL 31Overall:Level31Windows Server 20122Remote Access2Microsoft IIS Web Server2Message

Youre probably right that there was some kind of certificate issue, or wrong FQDN used somewhere, it would make sense. Its hard to say what the real problem was.

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