A727 DipStick length?

That's backwards. You would pull the tube OUT when it's running in neutral; to see if fluid is at the top of the hole. Why would you put the tube in? You wouldn't be able to see the fluid level with the tube in.
I would measure from the top of the Boss (hole), where the tube seats, down to the fluid. I have a narrow ruler that will fit down the hole. I would compare this measurement to the outside measurement of the top of the hole to the top of the pan. All this would be done with the tube out.