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I have an instance of Windows Server 2008 inside AWS.

To access it I and another developer use a Remote Desktop client file. The issue is we cannot have access to the same instance at the same time.

Is there a way we can both access this server instance simultaneously?

2 Answers2

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Short answer, yes you can using Terminal Server, but not for free.

Longer answer: Microsoft describes here how to set up a Terminal Server role. However, to use this, you would need Client Access Licenses. On eBay you can find 5 CAL's for around USD 150.

mtak
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Windows Server permits two simultaneous remote connections out of the box as described in this MSKB document:

At any point in time, there can be two active remote administration sessions [to the server]. To start a remote administration session, you must be a member of the Administrators group on the server to which you are connecting.

No special configuration is required other than to enable Remote Desktop in System Properties and logon with a user account that is a member of the Administrators group. Further, each of you should either:

  1. Logon with separate Windows user accounts, or
  2. To use the same Windows user account but in separate logon instances, edit the local group policy setting Computer Configuration/Policies/Administrative Templates/Windows Components/Remote Desktop Services/Remote Desktop Session Host/Connections/Restrict Remote Desktop Services users to a single Remote Desktop Services session and set it to Disabled.