Having a bit of an automotive conundrum right now. I currently own a 2009 Fit, which was financed for 3 years. I pay about $360/mo and about a year and a half into the term. Due to the mileage (42k) I owe right around what wholesale/fair market value is. I could easily continue to drive the car until it is paid off and sell it and pocket the money. Here is the dillemma. I work for Audi USA and about 8 months ago they unveiled a new employee lease plan for all employees. Basically we pay 1% of MSRP/month for 6 months or a year term with no money down and no mileage restrictions. After the term, we can get another similarly equipped car or something different. Payment is automatically withdrawn via company payroll and its split between pay periods, meaning the monthly payment isn't exactly due at one time. I.E, I can lease a $40k car for 6 months or a year for 400/mo. It is limited to A3/A4/Q5/Q7/S4. Right now my finance guy has been hooking people up with buying off their cars and giving them really good deals. This being the case since the used car market is hot. It has been explained to me that I can "sell" my car to the dealer, and get out of it without any major out of pocket expense save for plates and registration (no sales tax), and into a brand new car for almost what I'm paying now. The question is, do I wait it out - pay off my car and pocket the money THEN lease something, or jump on this right now?