A couple thoughts on all the good ideas already given...
+1 the phenolic spacer
+1 the heat shield hovering over exhaust idea (will be doing one myself)
-As for coolant hoses going through carb spacer re:fuel boil not overheating, there is some debate that they can actually help to 'cool' the carb (IMO I think they were mainly intended for warming and better fuel atomization). Easy enough to check effects by piking up a 5/8 x 5/8 fitting (plastic from the Dorman/Help section or brass from the Home Despot) and byspass spacer temporarily.
-Maintaining an Overflow reservoir will ensure full purging & full system as well as providing some slight excess cooling capacity (keeps system full)
I think your main issue is fuel boiling/heat soak at the carb ($.02 from a fellow Texan)....ignition is fairly binary (run/don't run...although stranger things have happened).
BUT, I'm not sure about your advance being hooked to the 'carb spacer'...if you mean pvc connection I think your vacuum might be too high there (little closer to the carb venturi/main restriction) than if it were connected to the plug on the side of the log. Maybe not a huge difference in total vacuum to the DSII, but over advance can cause overheating and hard starting as well. I'd plum it to the plug coming off the side of the intake log IIWIYS, and also consider lowering initial timing a little below 12* (which is really absolute max for a stocker) just to see how it does.
I'm .030 over but no a/c (however there is an abandandoned condensor coil still mounted). I'd also make sure your condensor coil is clean/clear of debris...low volume fan pattern on garden hose sprayer will do it.
As mentioned, it's tough to find an electric fan that can pull/push the cfm a mechnical one can (important for your idle issue, as it sounds like you run cool enough when underway=air flow issue).
Good luck!
EDIT: one last one while I'm spitballin...make sure a/c is not overcharged...too much freon too much heat at condensor vs too little=frozen at evaporator(under dash unit)