You have to understand how the transmission is "programmed" to shift using the manifold vacuum of a gasoline engine. And vacuum is inversely proportional to power in normally aspirated gasoline engines.
Most gasoline engines pull 17-19" Hg at idle or when coasting, sometimes more. When the throttle is suddenly depressed, vacuum drops to 0-2" Hg. As engine speed builds, the vacuum increases.
So if you are shifting late, the first thing to check is all the lines for leaks. This includes the big short line off the vacuum pump (rear of engine), the reducing tee and cap (or reducing elbow), then the lines going to the vacuum modulator (by the injection pump) and then the line from the modulator to the steel line on the right cylinder head. Finally, check the rubber line to the transmission.
If you still have late, hard shifting, test the vacuum pump alone, it should pull 22" Hg. The next two are the vacuum modulator by the IP and finally, the transmission modulator.