1966 corvette
Despite its popularity, the second-gen Corvette holds the record for the fewest number of production years of any generation Corvette. The most valuable examples of the C2 Corvette live sort of like "bookends" at the start and finish of second-gen production.
The early C4's had their problems, what with the 1984 Cross-Fire Injection and its unusual 4+3 manual transmission. By the late 1980's, the fourth-generation Corvette had evolved into a more desirable automobile, thanks in part to the arrival of the ZR-1.