Well after alot of reading everything I can find, I am going with a Mac Pro. I probably will buy a used 2.66 quad early 2009 model. I have found a few locally for $1200, that will leave money for upgrades. 3 new hard drives and a GTX285. 1st Raptor HD for OSX/WIN7 2nd drive for Documents/Photos-WD green 3rd drive for itunes and movies-WD green Nvidia gtx 285 driving a Dell u2410 and a Dell 20" in portait. This will allow me to run osx and windows thru vmware or bootcamp. Plus I will look into a NAS back up drive preferably a RAID 5 setup. Is there any issues with this idea? or can someone offer a better idea to get better performance and futureproofing compared to a iMac? Whats the oldest mac pro to buy? If not I may just be stuck with a custom built win7 machine.