Re: Clutch slipping.
I find it easier to to pull the rear end, easier on the paint. But, thats just a personal choice.
There is always oil in the bell housing on an 'A', but it doesn't/shouldn't get anywhere it shouldn't be.
It seems like yours is engaging when/where it should and adjustment is fine.
Sounds like its time for a clutch.
If you are changing the pressure plate, I'd recommend assembling the clutch on the bench and checking/adjusting the finger height before sticking everything back in the car.
If there was no chatter and the flywheel looks good then I wouldn't worry about having it cut. Remember to mark the flywheel before its removed.
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