You know, I'm starting to think that as cars get over 50 years old, it's time to pull all the electrical connectors apart and clean them up before we have problems.I feel like I had success today, I do think the source of my issues were in the connector. There was quite a bit of corrosion in there, but some electrical cleaner and a wire brush got it ‘clean enough’. But I think the real problem was the wire pins were loose inside the connector. It looked like a couple of the wires would push out the back a little when I would put the connector back together. I spent some time bending the little side tabs a bit and it seemed to tighten things up a bit. Pushed it back together and everything lights up great! Fingers crossed it is a lasting fix.
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Again, my choice is De-Oxit, but some sort of cleaning might be in order. I don't recommend slathering dielectric grease on them as that is actually an insulating grease (look up the word "dielectric"). You could, however, put a little on the the plastic. This is the intended use of the grease. The De-Oxit does the job of protecting the conductor.