8: 1957 Imperial
If you know about Chrysler, then you know that the Imperial is the top of the mountain. This was the top-of-the-line luxury car Chrysler sold in the 1950s. The Imperial was so important to Chrysler that it was marketed as a particular brand. Imperial would compete against the likes of Lincoln and Cadillac for large sedan dominance (via Hagerty).

The 1957 Imperial had a completely electronic transmission that you’d shift by pressing a different button. Another first was the Imperial used a switch for the turn signals instead of a stalk on the steering wheel. It was these unique features that made the Imperial one of the most luxurious and monumental cars on the road.