Stop in for a cup of coffee
My experience with compression testing has been two bumps get the gage to over 50%,
3 to 4 bumps gets it close to that maximum. Over 5 compression strokes is not going to increase the reading much if at all.
With the engine out, I'd get or make a leak down setup.
its on my todo list...
edit: Mitch's point is good. Do the same on all cylinders. If its all 1 or all two or all 3 doesn't matter too much.