Jason, with that oil pan and the long pickup tube, you will need to crank a lot longer than 4 seconds to get any oil up to the pump. I would try cranking for 15-20 seconds, then stop, wait a few seconds, then repeat. The primary concern is overheating the starter. Better yet, if you really want to see oil pressure on the gauge before startup (which is a good idea), pull all the plugs so there is no compression, and then crank. The engine will spin much faster, and you will be sure to see pressure on the gauge then. In any case, though, you will probably need to crank for 15-20 seconds, and do it a few times, before that oil pump gets oil from the pan - Jay