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1 | P a g e ICT Trendy Co., Ltd Prepared By: Kheuangkham Phothisan

Configuring the Windows Server 2008

Terminal Services Gateway (Part 1)

Windows Server 2008 provides a solution to this security problem: Terminal Services Gateway.Using a Terminal Services Gateway, you can pre-authenticate users and control what Terminal

Servers users can access based on credentials and policy. This gives you the fine grained control

you need to insure that you have a secure remote access RDP solution.

In this two part series on how to put together a working Terminal Services Gateway solution, wewill use the lab network you see in the figure below. The arrows show the flow of

communications from the external RDP client to the Terminal Server.

Figure 1

Each of the servers in this scenario are running Windows Server 2008 Enterprise Edition.

In this example network, I am using the Windows Server 2008 NAT server as my Internet

gateway. You could use any other simple NAT device or packet filtering router, like a PIX, or

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even an advanced firewall like the Microsoft ISA Firewall. The key configuration option here is

that you forward TCP port 443 connections to the Terminal Service Gateway computer.

The Domain Controller has DNS, DHCP, Certificate Services in Enterprise CA mode, and WINS

installed.

The Terminal Server has only the base operating system installed. We will install other services

during the course of this article series.

The TS Gateway has only the base operating system installed. We will install other services

during the course of this article series.

In this article series I will describe the following processes and procedures that you need to

perform to get the basic solution running:

Install Terminal Services and Terminal Services Licensing on the Terminal Server

Configure Terminal Services Licensing

Install Desktop Experience on the Terminal Server (optional)

Configure the Terminal Services Licensing Mode

Install the Terminal Services Gateway Service on the Terminal Services Gateway

Request a Certificate for the Terminal Services Gateway

Configure Terminal Services Gateway to Use the Certificate

Create a Terminal Services Gateway RAP

Create a Terminal Services Gateway CAP

Configure the RDP Client to use the Terminal Services Gateway

Install Terminal Services and Terminal Services Licensing on the Terminal

Server

The first step is to install Terminal Services on the Terminal Services computer.

Perform the following steps to install Terminal Services and Terminal Services Licensing:

1. On the Terminal Server computer, open theServer Manager. In the Server Manager, click on

the Roles node in the left pane of the console.

2. Click the Add Roles link in the right pane of the console.

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Figure 2

3. Click Next on the Before You Begin page.

4. On the Select Server Roles page, put a checkmark in the Terminal Services checkbox. Click Next.

Figure 3

5. Click Next on the Terminal Services page.

6. On the Select Role Services page, put a checkmark in the Terminal Server and TS Licensing

checkboxes. Click Next.

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Figure 4

7. Click Next on the Uninstall and Reinstall Application for Compatibility page.

8. On the Specify Authentication Method for Terminal Server page, select the Require Network

Level Authentication. We can select this option in our current scenario because we are using

only Vista SP1 clients to connect to the Terminal Server through the TS Gateway. We would not

be able to use this option if we needed to support Windows XP SP2 clients. However, you should

be able to support Network Level Authentication with Windows XP SP3. However, I have not yet

confirmed this, so make sure to check the release notes on Windows XP SP3 when it is released

later this year. Click Next.

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Figure 5

9. On the Specify Licensing Mode page, select the Configure later option. We could select an

option now, but I decided that we should select Configure later so that I can show you where in

the Terminal Services console you configure the licensing mode. Click Next.

Figure 6

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10. On the Select Use Groups Allowed Access To This Terminal Server page, use the default

options. You can add or remove groups if you want finer tuned access control over the Terminal

Server. However, if all of your users will be going through the Terminal Services Gateway, then

you can control who can connect to the Terminal Server using the TS Gateway policy settings.

Leave the default settings as they are and click Next.

Figure 7

11. On the Configure Discovery Scope for TS Licensing page, select the This domain option. We

select this option in this scenario because we only have a single domain. If you have a multi-

domain forest, you might consider selecting the The forest option. Click Next.

Figure 8

12. On the Confirm Installation Selections page, check the warning information indicating that you

might have to reinstall applications that were already installed on this machine if you want them

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to work properly in a Terminal Services session environment. Also note that IE Enhanced

Security Configuration will be turned off. Click Install.

Figure 9

13. On the Installation Results page, you will see a warning that you must restart the server to

complete the installation. Click Close.

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Figure 10

14. Click Yes in the Add Roles Wizard dialog box that asks if you want to restart the server.

15. Log on as Administrator. The installation will continue for a few minutes as the Installation

Progress page appears after the Server Manager comes up.

16. Click Close on the Installation Results page after you see the Installation succeeded message.

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Figure 11

17. You may see a balloon telling you that Terminal Services licensing mode is not configured. You

can dismiss that warning, as we will next configure Terminal Services Licensing and then

configure the licensing mode on the Terminal Server.

Figure 12

Configure Terminal Services Licensing

At the point we are ready to configure Terminal Services Licensing. In this example I will use

some dummy data, which does not meet the actual requirements for licensing Terminal Servicesclient connections, but it will provide an example of how the process works. Please do notuse

the same procedure that I show here to license your Terminal Services clients, because you willnot be compliant with actual licensing requirements.

Perform the following steps to activate your Terminal Services Licensing Server:

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1. From the Administrative Tools menu, click the Terminal Services menu and then click on TS

Licensing Manager.

2. In the TS Licensing Manager console, right click the server name in the left pane of the console.

Click on Activate Server.

Figure 13

3. Click Next on the Welcome to the Activate Server Wizard page.

4. On the Connection Method page, select the Automatic Connection (recommended) option.

Click Next.

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Figure 14

5. On the Company Information page, enter your company information and click Next.

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Figure 15

6. Enter optional information if you like on the Company Information page. Click Next.

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Figure 16

7. On the Completing the Activate Server Wizard page, make sure that the Start Install Licenses

Wizard now option is checked. Click Next.

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Figure 17

8. Click Next on the Welcome to the Install Licenses Wizard page.

9. On the License Program page, click the down arrow on the License program list and pick the

license program that you participate in. In this example I will select Other agreement since this

lab is not participating in any license program. Click Next.

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Figure 18

10. On the License Program page, enter your Agreement number. In this example well just enter

1234567. Click Next.

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Figure 19

11. On the Product Version and License Type page, select the Product version, License type and

Quantity that fits the needs of your environment. In this lab setup, we are using Windows

Server 2008 Terminal Servers, so we will select Windows Server 2008. We will use per user CALs

in this example network, so we will select Windows Server 2008 TS Per User CAL. And we will

enter 50 in the Quantity text box. Click Next.

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Figure 20

12. Click Finish on the Completing the Install Licenses Wizard page.

Install Desktop Experience on the Terminal Server (optional)

When Windows Vista clients connect to a Windows Server 2008 Terminal Server, they can havea Vista-like desktop experience in the Terminal Services session if you install the Desktop

Experience option on the Terminal Server.

Perform the following steps to install the Desktop Experience Feature to the Terminal Server:

1. On the Select Features page, put a checkmark in the Desktop Experience checkbox. Click Next.

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Figure 21

2. Click Install on the Confirm Installation Selections page.

3. On the Installation Results page, read the warning information that you must restart the

computer to finish the installation process. Click Close.

4. Click Yes in the dialog box asking if you want to restart now.5. Log on as administrator. Installation will resume and take a few minutes, so be patient.

6. Click Close on the Installation Results page, which shows that the installation was successful.

Configure the Terminal Services Licensing Mode

We will now finish up with configuring the Terminal Server by setting the Terminal Services

Licensing Mode. Perform the following steps to configure the Terminal Services Licensing

Mode:

1. From the Administrative Tools menu, click the Terminal Services entry and then click Terminal

Services Configuration.2. In the middle pane of the Terminal Services Configuration console, double click Terminal

Services Licensing mode.

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Figure 22

3. In the Properties dialog box, select the Per User option for the Specify the Terminal Services

licensing mode option. Select Automatically discover license server for the Specify the license

server discovery mode option. Click OK.

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Figure 23

4. Click the Licensing Diagnosis node in the left pane of the console. In the middle pane you will

see details for the licensing configuration for this Terminal Server.

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Figure 24

5. Close the Terminal Service Configuration console.

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