We seem to be having a vernacular problem with the filter orientation frame of reference.
Consider the location of the rubber gasket on a spin on filter. If in the installed position it is "down" relative to the closed end of the filter, the filter will quickly drain when you unscrew it enough to break the seal with the filter pad.
The first thing I do on an oil change is punture the top (closed end) of the filter with a big nail and a couple of taps with a small hammer. Then while I'm removing the pan plug and draining the oil the oil in the filter will drain down to the pan and out. I usually leave the plug off at least 10-15 minutes, then jack the corner of the car diagonal from the pan drain plug up to get the last few ounces out. Once the plug is back in, I pack a couple of rags around the filter pad, loosen it with a cap wrench, then spin if off by hand. At most it will spill a drop of two on the rags.
Duke