We have multiple Windows users on a single Windows 2008 R2 server (Standard edition), say 10 users. We would like each user (or program running in that user session) to utilize a separate IP address for all internet traffic. Is there a way to configure this within Windows? Or would we need to use something like OpenVPN or Squid Proxy and configure that for each user?
Under the assumption you are talking about users using Remote Desktop Services.
Windows Server 2008 R2 has a feature called Remote Desktop IP Virtualization and comes with the Remote Desktop Server Session Host role.
This feature comes with 2 options:
- Per-Session mode: Remote Desktop IP Virtualization assigns an IP address per user session.
- Per-program mode: Almost the same for Per-Session mode but only for a few pre-defined applications.