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I would like to install TMG 2010 for an SBS 2011 installation. I only have one physical server. I'd like to know if the SBS premium add-on windows 2008 R2 license can be installed on a virtual server inside the SBS 2011 installation, and be used as a TMG server.

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DO NOT INSTALL HYPER V ON TOP OF SBS! YOU WILL BREAK THINGS!

With that said, you may use Hyper V in conjunction with SBS, but you must install Windows Server Standard on the bare metal and only enable the Hyper V role on it. Once this is done, create a virtual machine for SBS and another virtual machine for Windows Server standard. That second virtual machine is where you should install TMG (and only on that second machine. Installing on SBS would be a no no as it only supports 1 NIC).

You would need the following licenses (plus CALs) in order to be legit with this:

  1. Microsoft Windows Small Business Server 2011 (either Standard or Essentials depending on your needs)
  2. Microsoft Windows Small Business Server 2011 Premium Add-On (which despite popular misconception is an add-on to either Standard or Essentials and not its own product)
  3. Microsoft Threat Management Gateway 2010
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  • Thanks for the reply. So that would mean, that I would need 2 licenses of Windows 2008 Standard and one license of Windows SBS 2011 Standard. Jul 11, 2011 at 16:02
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    No. Sorry...I need to edit my post slightly. You need 1 SBS standard license and 1 SBS Premium Add-On. The Premium add-on gives you a server standard license which allows you to deploy Hyper V only on the bare metal in addition to a standard VM
    – Jason Berg
    Jul 11, 2011 at 16:23

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