Theres the solution to your problem. If you are willing to invest that kind of money into video cards, why are you taking the lazy route on your OS? Windows will end up costing you money over time.
P.S. There are plenty of distros that are linux based that will automate mining. My personal recommendation is PiMP (www.getpimp.org) because i run it on hundreds of my machines with no issues.
Heres an example of a machine that has been running almost a year with zero issues mining ETH:
[Agent: GeorgeMiner11153 (Running) Total HR: [176.14Mh/s] Miners running [1] GPUs [AAAAAA]]
[03:50 PM][Uptime: 336d 21:36][root@GeorgeMiner11153(10.10.11.147)]