I am currently borrowing my sisters basemodel 2009 MBP (2GB RAM, 2.26Ghz chip, 160GB HD) and have to sell it for her on Craigslist soon, or buy it myself and wait for the new Broadwell's to come out (2015). Here's what I'm thinking: if I'm lucky, I can get a 2012/2013 MBA/MBP used on Craigslist or eBay for $750 - $1000 and resell in a year for maybe $500 - $700 (cost of $250 - $300), vs. buy my sisters for roughly $400, upgrade the RAM to 8GB and swap out the HD for a 120GB SSD for $155, then resell for $350 hopefully (cost of $200). The 2009 MBP is in mint condition, but too slow for my current needs. I mean, Evernote + Web Browsing alone (many tabs) are maxing out my RAM and the thing slows to a literally unusable crawl. My only risk is upgrading the RAM and HD only to find it still too slow. I took this exact risk on my 2007 iMac, however, and was very happy with the results. I should be able to get another year or two out of it! One last thing: as I alluded to earlier, I won't be using the laptop for much more than heavy Web Browsing, Evernote, and light to medium Xcode use; as I'm planning to get into programming (OSX, iOS, and Web Apps). Put yourself in my shoes. Is there a clear winner here?