The thing you are fighting on startup of a rebuilt motor is the fact that you won't see any pressure on the gauge until the pump has entirely filled the oil filter housing, the main oil gallery, and the vertical feeds up to the orifices in the heads.
This is more volume than most people realize, and spinning the motor over with the starter is only, what, a couple hundred RPM at best on the crankshaft? So you're not really developing much flow that way, this is why it can take a while to see pressure this way. Many people say to just start it up and you will see pressure in a few seconds. TBH I don't even really worry about priming the oil pump.
Putting oil in through the top (valve inspection caps) is a good idea but doesn't really help with time-till-pressure because that oil is draining down into the sump where the scavange pump picks it up and send it back out to the oil tank.
mystic_1