What kind of car would you drive if you had life by the balls? How about a sexy red Italian convertible with a fancy sounding manu-matic transmission? You can be on top of the world one day and just as easily crash back to earth the next. We have just that type of story here with this 2003 Maserati Spyder in Newtown, CT for $11,000 via craigslist. 
A while back we discussed the current market for high end cars and the amount of depreciation currently dogging some of these models. The Porsche 996 is a good example, albeit it has somewhat of a bad reputation with the IMS bearing failure and all. Enter the Italian version of an exotic car in spiraling free fall status. Find this 2002 Maserati Coupe Cambiocorsa for sale in San Francisco, CA for $19,000 OBO via craigslist.