I can't speak much about the late 50's or the early sixties cars; but I know there are some here that can.
I personally have three favorites at the end run of the game in 69/70.
Two are Knafel Judges that squeaked through Engineering IMO with special blocks; both Sprayed Caps, one a 428 maybe both. The well documented white Judge that was campaigned by Knafel; heavy hands on by Mr. Arlen Vanke:
Less known and or accounted for but IMO just as important; this car sparked and unforgettable series of threads on this Yenko forum over ten years ago that certainly was a forum spotlight for some time. The silver one.
And my personal favorite; and debatable between it and the White Judge as the most important, the one and only 350 HO Firebird!