The problem with doing a dipstick extraction of the old oil is the likelyhood that any heavy sediment (sand, carbon, metal deposits, etc) will tend to settle on the bottom of the sump.
I have a tool which would facilitate this quite easily - a MityVac MV7201 Fluid Evacuator Plus. This is specifically designed for through-the-dipstick oil changes, but I do not use it for this because of the reasons stated above. I bought it for ATM fluid changes on my tiptronic.
More than adding fresh oil, the primary purpose of an oil change is more about removing all the dirt and grit which accumulates in the existing oil... and top-end extraction just does not do as good a job.
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