One run of cars that I think should be on the list would be Chryslers Letter series 300s from 1955 thru 1962 (the 63-4 cars don't do much for me).

With the low production numbers and very select niche market a lot of people were not aware of these cars even when they were being produced. A High Performance luxury cars was just not enough to peak the interest of a lot of people. When you opened the hood to one of these cars what you saw was Chryslers premiere high performance engine for that particular model year in addition to having all the heavy duty suspension and brake pieces. From 55 thru 58 they were powered by dual quad Hemi's and 60-62s were 413's with the long ram dual quads.

While never considered quick, these cars were just plain FAST. I've been very fortunate to have driven a few of these cars and there is just nothing that can quite describe them.

With the re-release of the letter series a few years back Chryslers advertising often referred to the history of the model I suspect many of the buyers have no clue about how rich it really is.