Those caddies remind me of my old man. Just starting out after WWII war in construction he had nice Buicks and Caddies. When I was a kid it was a Buick and a Chevy Station wagon. “You know, when I first started, with the profit from one house you could buy a brand new Caddy. Now it is the down payment on a Chevy”. (Carter years).
He ended up doing well in the end. After I went off to college he retired. He would buy a big used Caddy with low miles down in Florida, drive it for the winter down there, bring it up north and sell it. He would have two or three at a time. Was cool to come home from college for a few weeks and cruise around in a 1977 coupe de’ville convertible or whatever they were.