Painting the valley is pretty much unnecessary on anything except maybe an Oldsmobile 455. Our engines don't have oil return problems.

If you can't find a "decent" head, try looking at Edelbrocks new series. I think it's called an E-street. I talked with them at the Nats and supposedly they're going to have something smaller than an 80cc chamber, perfect for a 383 to help boost CR.

Like JohnRR mentioned, I'd go with the SpeedPro 2315's (no valve relief), of course you'll have to check your piston to valve clearance with that cam.

I'd ditch the Holley 750 DP and go with a vaccum secondary carb, maybe a little smaller too.