Looks like you never got an answer to this.
I've tried a Pela 6000 (http://www.jerrybleach.com/pelapumps.html) on my 97 Outback Sport (2.2L). I did a full extraction and then removed the drain plug to guage the effectivness of top-side extraction on the 2.2. I had about 6 oz of oil (that's a guess, not an actual measurment) come out of the oil pan when I removed the plug. This was a little disappointing. The car was level and not jacked up. Since you have to get under there to chain the filter and everything is accessible without raising the car I'll probably stay with the traditional method, except for maybe in mud season when I don't want to be on the ground if I can help it.
On our Golf TDI I found that it extracted all but an once or two, in addition is was able to extract the oil from the filter housing (it's a cartridge type) which you wouldn't be able to do on a normal drain. To get to the drain plug on the TDI you have to take the bottom engine cover off, which is a pain. The filter housing is on the top, so for the TDI the extractor is the way to go.
If you do decided to get a Pela, I highly recomend Jerry B. Leach. They were good people to deal with and I received my extractor very quickly.