440 wont start when hot.

sbh126 said
I have a fuel pressure gauge and noticed sometimes while the motor is running it is at 0 psi. ??? I thought I just had a bad gauge since the motor was still running. Would this be a sign of vaporlock?

Yes this could be vapor lock as 68dodge stated.

sbh126 said
I replaced the metal fuel line in the engine bay for a cleaner look. It's in the same spot as before the only differience is that I have schumacher headers that run very close to the line. I put a large fuel filter back by the tank and a smaller one just after the mechanical fuel pump.

Why two filters? If you are running the stock 5/16 fuel line to a mechanical pump you do not need a filter between the tank and pump. I would remove the filter back by the tank and buy some heat shield to cover your fuel line in all areas that are near the exhaust, headers and engine. Summit sells what you need: http://www.summitracing.com/parts/THE-14005/ They also sell this in 12ft piece: http://www.summitracing.com/parts/THE-14006/

Also, make sure your fuel line is not kinked or blocked.