If you get too much piston wear it can start getting some slap and eventually break the skirts off of the pistons. Usually two stroke cylinders will wear out the thin areas between the ports first. The holes in the piston skirts are to allow fuel/oil to come through from the bottom side of the piston and help provide extra lubrication to those thinner spots. I've heard on high mileage ones they can get a ring wear ring at the top. I think the rings get more wear on the edges. As they pass the ports they are constantly trying to expand outward into them and then hit the edge and are forced back in. Get more of a rounded shape, or the plating starts wearing/chipping off like mine were starting to do.
According to the service manual the stock piston to cylinder clearance is 0.0031"-0.0041" for this engine. I'm not sure what Bikeman sets up their cylinders and pistons to run. Might make a difference on piston material and expansion factors. Wiseco forged pistons will expand more than stock cast pistons. The Bikeman pistons are made by Wossner.
I left the bottom end in the sled, but had to take the chassis spar loose on one end that's above the clutches to get the PTO side cylinder on and off. The locating dowels in the rear of my cylinders were all rusty and stuck so I had a fight getting them off. Probably would have been equal time to remove the whole thing in this case. Most two strokes you can leave the bottom end in the chassis if only pulling the top end off. The G4 skidoos are designed to completely remove the engine more quickly for any service work.
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