Restarting a warm engine

[Coach]

Looking for some advice from my Chevy friends. Let me start off by saying this is my first truck, so everything is a learning experience. When she is cold, I can pump the gas 2-3 times and she will fire right up. If I drive around for a bit and then park the truck for 30 minutes or longer, it's tricky to get her started. Usually I will turn the key and it sounds like it wants to start but won't unless I give it a little gas, then she will start. Is the right procedure on a warm start to pump the gas 1-2 times then start it? I don't want to flood it, so I have avoided warm starting it that way. The engine is a 350/290hp that runs great and a Holly 670 Street Avenger Carb with a Chevy Performance HEI Distributor and Wires. It could be the cold weather as well (I've only had the truck since late September and then it was in the shop for a few weeks right after that getting the new engine put in). Timing is set to factory recommended specs (10 degree initial with 32 total advance) and the vacuum advance is hooked up as it runs better that way (Chevy recommends leaving it disconnected for some reason). Thanks for any help you can provide.