There is something to be said for simplicity but it gets worse with time and exposure. Many of these older cars have first run issues like exotic oil types or vanos type engines + known mileage warts and expensive replacement parts.

I used to drive old used junk all the time and the truth of the matter is that the newer the better and you will miss what you don't have. Yes, the car industry is a racket but keep in mind that a car is not an investment except in some wealthy circles.