Hot - Hot Oil
The engine oil needs to be HOT. Running the engine in neutral at the slip in the cold Fall water, would not bring my oil tempture high enough. However, if you run your engine for 20 min. moving your boat, the engine works under a stain and the tempture will get hotter, closer to the normal tempture range.I too had gone through the drill pump, the manual pump and a can system the you manually pump to create a vacuum. I finialy brought a 110 volt pump that is attached to a can that has real sucking power. Once the oil is in the can the motor works in reverse to pump the oil out into whatever. I bought this system at West Marine. Around a $100 but saved a lot of aggravation and will be using it for a lot of years.One other thought, as I read on one of the other responses - leave the oil fill cap off while pumping.P.S. I never remove the oil filter until all the oil is removed. Also, after the oil has been pumped out, I cut up a plastic milk container and put it under the oil pan. There is a nut simular to the one in your car in the oil pan that I remove to get the last amount (about a 1/2 quart) out.Good Luck.