318 sb with a four barrel carb

I've had a similar issue with my car not starting during a certain window of time after shutting it off, usually around 30-45 minutes I think. I just put a brand new pump on it when I got the car, I usually just have to hold the gas down a bit and help it clear out. It's gotten a little better since I've been driving it. It used to be a total bear in a parking lot when it was tough starting. It would idle like crap and I'd have to keep my foot on it to keep it going, but as soon as you drove 30 mph for a block it would run like nothing ever happened.

That sounds more like a carb tuning issue. If the carb is set too rich, the engine won't want to start as easily when its warmed up (although it will start great when cold). It could also be that the choke isn't working properly.

You can also get hot start issues from the starter, more specifically a starter that's going bad. But when that happens the engine won't crank at all until the starter cools down.

There are a lot of other things that can cause hot start issues, but Ted's issue with the air bubbles visible in the fuel filter points more specifically to the pump.