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IF YOU ROLL YOUR SLED AND IT IS UPSIDE DOWN FOR A FEW,WOULDNT YOU GET AN AIR BUBBLE IN THE LINE WHEN THE AIR GOES TO THE BOTTON OF THE TANK? THIS MIGHT BE THE SOURCE OF THE AIR IN A FEW CASES. JUST A THOUGHT
I would agree that it looks like loss of oil.
If you have oil in the lines after you're pump, you should both, premix, and also wire the pump open for awhile.