Jarett, were you able to determine if the accelerator pump is delivering a squirt of fuel into the venturies AFTER the car was just running? You say it starts good the next day so I am suspecting it is working. If the accel pump is working, then it does sound like the bowl is empty after a few days. You just need to figure out why.
The book I have from Jim Hand says most of these base plugs leak on these older Rochesters and the bowl is empty after a few days. You need to disassemble the carb to repair leaking base plugs anyway, so you may as well put in a carb kit while you are in there.
I still maintain (and not all agree) that the design of the rochester fuel inlet will allow the fuel to flow back to the gas tank if the 2 check valves in the fuel pump don't seal, and the carb needle doesn't seal or is off the seat. The pump will still pump fuel up to the carb even if the check valves don't seal. To check you will have to crimp off a rubber hose in the line somewhere, but if you are all stock it will be all metal. Then you would have to remove the fuel pump suction line from the tank and see if any fuel is coming back from the carb, through the fuel pump (may take a few hours to see).
Others say the new $hitty gas evaporates out of the carb when the car is shut off and the engine is hot. If you start up the car then shut it off right away before things get hot, maybe you can rule out this one.
My money is on the leaking base plugs, but if you can rule out a few of these others, it may save you from tearing apart the carb and finding out it didn't fix the problem.