I recently purchased the high-end 2011 iMac for $2000 with no changes in configuration. I plan on upgrading every two years. Since I bought AppleCare, I figure it would be easy to sell in it's third year since it will still be covered by a 1 year warranty. After my corporate discount of 6%, tax, and AppleCare, I paid roughly $2200. Is it feasible to think that I can sell my iMac for at least $1400 two years from now? If I take a $800 loss, that amounts to $400 each year, or essentially having an iMac for a little over $1 per day which to me is outstanding. I guess a good way to judge is to see how a 2.66GHz Core i5 mode from late 2009 would sell today. Would I get at least $1400 for a $2000 iMac two years from now?