The shot timeout is the biggest issue for me. There's nothing worse than lining up the most crazy indirect shot and have it just disappear as it comes in.

The math on whether a shot is in escape velocity should be trivial for an AI to add. The only other degenerate cases would be some sort of orbit. My recommendation would be if the shot hasn't landed in 5 seconds, see if it's making progress, and if unclear, accelerate time until it is clearly making porgress (by 10x) and timeout at 60s world time.