The machined dipstick holder looks something of an afterthought, doesn't it? maybe from a very early model.
If you go to thisoldtractor, you'll find the early and later parts books, which may throw some light on it. Lubrication has always been an issue, and it's possible that the weir to distribute the oil was not fitted on the earliest models, hence the fouling?
This is just a guess, but if the early parts book doesn't show the weir, that would confirm it.
(by the way, the plug you mentioned in your other post is shown in the gearbox section of the Parts Book)