Those drains tend to plug up quite easily and can be a bit of a challenge to get open again. The hole isn’t very big to start with so it plugs up easily with carbon and sand etc. I find the easiest way is to weld an extension onto a good quality bit so you can drill all the way down. Just be careful to keep the drill from going thru into the gearcase! I did that once and had to drill from the bottom so I could insert a brass tube for a repair. That’s another story.
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