1. DEGREE IN the CAMSHAFT! I can't tell you how many times I've seen a poor running car where they "lined up the dots". Beg, borrow, or steal a degree kit and degree in the cam.

2. Make sure the distributor weights/springs are functioning properly. Disassemble the distributor and clean/grease the weights and at a minimum install Mr. Gasket part # 925B lightweight Mopar distributor springs. That'll get you in the ballpark.

3. Set the timing with a timing light and with the vacuum advance unplugged. Honestly, I never run vacuum advance anyway. With a 440 the gains in mileage are negligible with it hooked up. Set it at 34-36 total. I've found my 9.5:1 440 liked 36 total.

My similar un-trick combo would run 13.5's @ 104 so there should be no reason for you not to.

I think fuel delivery is the least of your problems but a Carter Street/strip pump at 7psi should do fine. Cheap, rebuildable, and works great up to 11 seconds.