Sounds like you are on the right track, compression ring seal problems.
Your manual should show the piston clearance. The measurement needs to be taken about mid way down the skirt, 90* to the wrist pin. Typically an air cooled will run around .008 to .015 clearance. Sounds like your engine has been bored .030 over, but the clearance specs will be the same. Go by the book, not what I say!
Other things to check is the ring to ring land clearance and the condition of the ring lands. Should be about .0015 clearance new, and the lands need to be relatively flat, parallel, not tapered.
And there is ring end gap. Should be around .012-.015 gap measured close to the top of the bore. Use an inverted piston to push the ring straight in the bore.
But all this is contingent on the condition of the bore. If tapered, out of round, or scored, the rings will never seal properly. The manual will give the tolerances allowed. Scoring is not good, but sometimes it has to be allowed unless it will be rebored.
There is a lot of info on this subject on the net, Youtube. A lot of it is race engine related though, just have to wade through and see what applies.
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Today's Featured Article - Hydraulics - Cylinder Anatomy - by Curtis von Fange. Let’s make one more addition to our series on hydraulics. I’ve noticed a few questions in the comment section that could pertain to hydraulic cylinders so I thought we could take a short look at this real workhorse of the circuit. Cylinders are the reason for the hydraulic circuit. They take the fluid power delivered from the pump and magically change it into mechanical power. There are many types of cylinders that one might run across on a farm scenario. Each one could take a chapter in
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