'64 Firewall connector
 

Has anyone had an issue with the connector through the firewall to the fuse block? Mine looks clean and not corroded but at times the car will lose electrical power while just driving down the road, usually after going over a bump and culprit seems to be that connector.

Should be a couple of lock tabs on that connector, so it doesn't come off. Possibly 1 is broken and allowing the connector to come partially off??

Wire up a test light to what you are losing power to, and grab that bulkhead connector and move it to the simulate the same vibrations as driving. I think all power starts at he big wire coming from the starter solenoid to the bulkhead connector? Those connections do go bad.