14 TVs - 1 Computer: How is this going to work?

Not sure if this is the right place, but I'll give it a shot. So I have for some reason been given a task. Find a way to output video to 14 HD TVs using 1 Computer (Server). So far the powers that be have used TRULink HDMI over Cat5e Extenders to consolidate the sources to a single location. That's where their plan ended.

Now they have given me the following goals.
1) Least # of Computers Possible.
2) Control 14 Separate Displays.
3) Update the Displays remotely (from a desk in the office area).
4) Be able to easily associate a Display with its source.

What will they be displaying?
3 Separate instances of a call center live reporting tool.
Up to 5 Power Point Presentation at the same time.
Up to 3 DVD videos (preferably with sound).

Considering what is going to be displayed, I'm pretty sure we will have to run a VM for each Display, the question is how.

A Matrox Video card has been presented, but I'm not sure if it is what we are looking for or what machine to stick them in (we would need 2).
http://www.matrox.com/graphics/en/products/graphics_cards/m_series/m9188pciex16/

This is the TRULink HDMI over Cat5e Extender that was used.
http://www.cablestogo.com/product/40477

The real question...What Computer, Video Card and Software combination will make their dreams come true?