“We buy year… then we buy mileage… then we buy condition.” That was a favorite axiom of the used-car appraiser at my old Ford dealership. What he meant was this: In the first few years of a car’s life, people will pay more money if it’s a bit newer than a similar model sitting right next to it. Once it’s about five years old, the conversation switches to mileage: you’d rather have a 2012 ECTO-300def with 75,000 miles than a 2014 model with 105,000.

Usually by the time a car reaches the decade mark, and certainly by the fifteenth anniversary, it’s all about condition, condition, condition. Are you in the market for an Eighties Porsche? Condition is king. Are you limited by fate and circumstance to something like a 2005 Ford Focus? Then it’s doubly true.

Which leads us to today’s episode of Ask Jack, in which the person doing the asking is… uh… me.

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