The issue is that Windows Server 2008 does not have certain multimedia
components installed - Windows Media player, thus software that utilizes
DirectShow and DirectX will not work.

Here is how to get Windows Server 2008 up to speed.

Installing or uninstalling the Desktop Experience feature

You can install or uninstall Desktop Experience using the Initial
Configuration Tasks Wizard or Server Manager.
To install Desktop Experience using the Initial Configuration Tasks Wizard


In the Customize This Server section, click Add features.

Select the Desktop Experience check box, and install media player, and
then click Next.

Complete the wizard by clicking Install.

To install Desktop Experience using Server Manager

Open Server Manager: click Start, point to Administrative Tools, and
click Server Manager.
Note :
You can also open Server Manager by typing the following at a command
prompt:

servermanager.msc

Select Add Features

Select the Desktop Experience check box, and install media player, and
then click Next.

Complete the wizard by clicking Install.