Interesting, Dave, that you have extended the "keeping" philosophy beyond the cars. Perhaps it is a characteristic of the owner more than anything. I'm a bit of a keeper. Been happily married to the same wife over 30 years (when we met Lin was driving an MGA 1500 and I had a 1968 4.2 E-Type Jaguar roadster which I drove daily.
Later I drove a 1969 911T daily for 14 years, including camping trips, carting around our first kid, etc.
I also have a superb reel to reel tape deck, dozens of tapes of all the classic groups that I've recorded over the years, a belt drive turntable, some huge speaker boxes I constructed over 40 years ago, etc. I'm not very good at saying good-bye to stuff that has served me well. I also like to fix things, rather than throw them away. Fabricating a new bracket here, re-wiring a part there, I cannot help myself. I'm not a scrooge (I do buy new stuff), I just hate wasting things, and also get a bit sentimentally attached to good cars.