440 wont start when hot.

Sounds like vapor lock to me, insulate the fuel line and if it still has some problems try using some type of insulating spacer between the carb and intake. My old 383 had the same problem, but the fuel line was out of the way, so I put what looked like about a 1/4 thick gasket(insulator) I had laying around (I don't even know where it came from) between the carb and the intake and the problem was gone. The wrong type gas cap will do that also.
I've also had an intake mounted coil that was going bad do the same thing, starts ands runs fine when cold, but once it warms up it starts running very rough and then dies and won't start until it has cooled off. Then it runs fine again.