440 what am I missing here?

I see two things that are glaring issues. Initial timing at 12 degrees is useless as tits on a boarhog. With cylinder pressure in your range, I'd pull in around 20 degrees initial and limit total to 35 degrees all in by 2500 RPM. Then go drive it. If it still acts lazy, the #2 problem I see is converter. Even a blind man would tell you that. A 2000 RPM converter is a STOCK CONVERTER for Chrysler products. You need at least a 3500 and I wouldn't be afraid to see one that will flash 4200. Converter technology isn't off Noah's Ark anymore, it's in the 21st century. You can get a custom converter that will be nice and tight around town but will flash to 5K if that's what you want when you hem it up and launch. Of course, you don't need 5K, but I sure as HELL wouldn't be afraid of 3500-4200. Not one bit.