289 Start But Will Not Run

sounds to me like your timing is off by about one tooth.

How old is the timing gear set?

Vacuum line disconnected, maybe?

So you say that if you run it until it gets hot and then try to restart it within a few hours it doesn't run well.

What if you keep running it? If you start it cold can you cruise around indefinitely with no symptoms and no problems? Any problems with it sitting at a light and then cruising away? Any problems under hard acceleration?

If everything works great when the car is started cold and no problems come up as the car gets warm - your only problems are after a warm restart, that sounds like a fuel line or the carb is getting hot and you are vapor locking. If the ignition components were causing a problem the problem would occur every time the car got warm, not only on a warm restart. It is also possible a clogged filter or crushed fuel line could cause a gas starvation problem, but that will occur on heavy acceleration, not just on a warm restart. Unless your original problem statement is incomplete or incorrect you need to route the fuel lines away from heat sources and possibly insulate them. Maybe a phenolic spacer under the carb will help keep the heat from the engine from boiling the fuel out of the carb bowls.

By the way on timing - buy a timing light! Come on, they are cheap and you need to know what your timing is. If you are swinging the dizzy back and forth randomly - who knows what your timing is. Incorrect timing will accentuate other problems. What you need to be able to do is step through logically checking components and eliminating them as the cause. You also need a timing light to set your carb properly.