thurmma
150cc
I did notice that the bolts while snug, were nowhere near as tight as the other side so I believe you hit the nail on the head. I have a GP-176EVO coming and will rebuild this one and put it back in my 42% Pilot Edge for a backup/free style planeJudging the discoloration of the mating surface between the crankcase and that cylinder, the gasket was moving around and the cylinder bolts were not tight or they loosened up just enough for the gasket to lose its seal,,, the rest is history.
New top end and several cans of carb cleaner to get all that very fine metal bits out of the bearings and you should be fine.
Thank you for the input.