Classic/Antique Car Repair: 62 Tbird stalling, vent tube, gas gauge

Question
Hi Brad, I bought a 62 Tbird conv with the std 390 4 barrell setup. Car came from a dealer in St Louis with an Arizona title. I had my mechanic go over the car last week. He found no major issues other than the generator needed a rebuild. While driving it back home, it sputtered and stalled out. The gas gauge read one eighth left. I thought it was probably out of gas, and the gauge was not reading right. I had my wife bring out a gallon of gas I had sitting on the shelf for the lawn mower. It was probably 8 or 9 months old. It took her about 10 minutes to get it to me. I put it in the tank and started after a short time. I went to the station and put in 12 gallons. The gauge then showed three quarters full. I drove home and the car sputtered a little bit going up the drive, but made it into the garage. The next day I drove to my parents house 30 miles away without a problem. The car sat for about 2 hours before I drove back home. About halfway home, and with the gauge showing one half full, the same thing happened as the day before. It sputtered and eventually died. I sat by the side of the road for about 5 minutes and was able to start it again. I drove maybe 6 or 7 miles further and it happened again. This pattern repeated a total of 5 times in the last 15 miles back home, with a shorter distance travelled each time. I did not notice the temp gauge getting real hot, but then again I'm not sure how well it works since I've only had the car a short time. Another thing I noticed when I got the car back in the garage is that there is a high-pitched whinny electrical sounding noise that sounds like its coming from the charging system. Any ideas on what the issue is? My amateur brain can only come up with bad gas, vapor lock, maybe crud in the gas tank clogging up the pickup screen, clogged gas tank vent tube...  Could it be the generator rebuild?.  Or maybe the voltage regulator is not handling the corrected current coming from the rebuilt generator.  The thing that I find really confusing is that I drove the car almost 50 miles before the real trouble started.

Answer
There is a self cleaning fuel filter in the fuel tank. It is a sock type filter on the fuel pick up tube in the tank. It will plug as the car runs and then when the car sits for a small amount of time the dirt will float way from the filter and the car will start. I would want to get the tank off the car, drain and clean it, replace the external filter, check for stuff in the tank like to cardboard tops on Dry Gas and replace it all with clean fuel.
Brad