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To me the sweet spot is to buy a 3 year old car off lease and then keep it until it is 10 years old
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That's what my son did.
My strategy was to drive something that had made at least one pass through a junkyard:
I had a visit from an architect I knew, and when we stepped out on that porch, he was daily driving a black 1950s Bentley about a half-block long.
Lately, I lean toward buying new to get one less wheel and tandem seating. And the warranty.