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I own a 1950 Plymouth. Mine is a 4-door. I just got it out of storage last week without too much trouble. Mechanical parts for it are actually pretty easy to come by. I can go to my local NAPA parts store and get a water pump, fuel pump, head gasket, and most other engine parts usually within a day. (That 6 cylinder engine, used from 1933-59 in cars, was used for other applications into the early 1970s so there are still quite a few of them out there which makes the demand for parts high enough so parts are still available.) It is the trim parts that are hard to find, but that may not matter to you.
I know people that use cars like that as a daily driver when it is practical here in Wisconsin. Old Plymouths are pretty dependable based on my experience and that of others I know. I've got no problems with the 6V electrical system in mine. It can always be push started rather than jumped if you have a problem, although I have jumped mine from a 12V battery. Lack of power is noticable but once up to speed mine will cruise 65 mph on the highway easily. While the brakes aren't great, if the system is taken care of they are adequate if you are paying attention. That may be the biggest issue as a car like that is definitely not as safe as a modern car so you need to pay more attention when you are driving it.
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