Microsoft BizSpark (for your tech business, whatever) could get you free Microsoft products via MSDN, if you really wanted them.
My solution to big monitors and small desks is a VESA arm mount and either a wall/floor stand or a desk stand; give in to the monitor being bigger than the desk!
The 27" ... well, I upgraded my wife's side of the office to one earlier this year (pre-Thunderbolt) and there's a limit to the depth of my pockets. Besides which, my desk is already dwarfed by the 23" panel (and said desk is an obscure 1970's Swedish designer item, not something I'm likely to replace in a hurry).
Backups: Time Capsule for on-site, 1Tb pocket hard disk for on the road, and Dropbox as a sync solution and if-all-else-burns-to-the-ground fallback.