Cast iron is a lot less maintenance than headers. You could check for any casting flash inside the ports before you install them. File or die grind if neccessary.
You could extend the bowl vent on top of the carb, just cut a piece of fuel line that fits snug on the tubing. Fuel can slosh out of there, too.
Also, there are fuel bowl vent baffles available for Holley carbs for that problem.
If you have a heat riser, is it working ok? How hot does the engine get while running? When cold, the engine will run richer with the choke on. Maybe it's getting too lean when warm.
A way that I have found exhaust leaks is to squirt some diesel into an engine at fast idle. It will make a ton of smoke, and should show where any leaks are.
I had a '66 Sport Fury that had a 383 two barrel. When I pulled the intake to put on a four barrel, there was a dirty, oily, messy tinfoil pack under there. I didn't know what it was, and just threw it away.
Does the port on the front of the carb have full engine vacuum? If so, there is no difference where the hose was connected, the manifold port and the carb port both see full vacuum.
Chrysler "Wedge" (B & RB Series) Torque Specs
The following specs apply to these Chrysler Big Block engines:
B Series,
350 c.i.d.
361 c.i.d.
383 c.i.d.
400 c.i.d.
RB Series,
383 c.i.d.
413 c.i.d.
426 Wedge
440 c.i.d.
Fastner Type
Torque Specs
Main Cap Bolts
85 ft.-lbs.
Connecting Rod...