Jettas have a fairing under the engine that makes it hard (impossible) to get to the drain plug without quite a bit of work under the car, so years ago I got an oil extractor so that I could pull the oil out through the dipstick opening.
Oil was a bit low when I started and I only got out about 3 liters of old oil, since I was low and because of the oil in the filter I know I should be expecting to see an amount come out that matches the engine's oil capacity, but it got me to wondering – how important it it to get out "all" the old oil? Is it important enough to optimize your oil change technique around this, or is it OK to balance other factors like convenience?
My thinking is that some old oil must be OK since there will always be a residual surface coat and probably some in oil cooler passages, the oil pump, and who knows where else.