I've had a Big Block Chevy in my 37 since about 1969 or 70. It was an easy install that didn't require any cutting or bodywork (did require a bit of pounding on the oilpan). Used it to replace my earlier 318 conversion (done about 1967) because the 318 was a bit shy on torque. I've only had the BB installed for about 45 years now, so perhaps my time in grade with it is a bit limited, but I've not yet noticed any particular problems because of it. I could be missing something though, so there may be problems I've not picked up on yet. Time for a re-engine now, so was curious if anyone has done anything substantially larger and if they had fitment issues. That 500 Caddy interests me. I was thinking about a 502 Chevy because it would be a bolt-in, and I wouldn't have to make any changes in my present installation. Storm, I do appreciate your input and that of others. Where does this lead that I might have overlooked for the half century since I did it?
I wholeheartedly agree about the cornering. I've turned my 37 over several times over the years. They do lots of things quite well, but stopping and cornering aren't among them.