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I change the drain plug to a Allan type,
and a tube threw bilge hole, no Oil in bilge.! Nice to have a Hoist! It is important to get every bit of oil out and bottom of pans are usually covered in sludge unless you have taken the pan off and cleaned it.
Several newer vehicles no longer even have drain plugs and the change is done using an extractor. of course those vehicles have more modern engines which run much cleaner than our Amphi tractor motors!
I do agree that removing the drain plug is more likely to clear out anything lurking at the bottom of the oil pan. For me, my engine was rebuilt and my oil always comes out very clean so I will probably only remove the plug every 3rd change or so. I have not tried it with the transmission yet but that is my next job.