I understand where you're coming from, Kirby, but... every once in a while there's a blue moon in the sky or a white buffalo is born. I don't see anywhere that it's been posted in the thread whether or not its possible the crank came from the factory with the problem. Is it possible the OP had to make a quick, unexpected stop and stomped the rear brake without pulling in the clutch first? Is it possible a tech that services the bike launched the owners bike at 5 grand and then stomped on the rear brake without pulling the clutch in? Again, I understand where you're coming from but respectfully, I think it would be a waste of money to do flywheel work of ann the OP is wanting it the power a Andrews 57H is capable of making unless he is riding it in an abusive way described above and if that is the case, I'd think he'd appreciate more compression, a bigger cam and perhaps an S&S flywheel set and Timken bearing upgrade.
To the OP, I don't usually disagree with a lot of the pro's here. Can you give us more details on how this happened and your riding style? Seems like the static compression you want is near the extreme side of mild while one of the cams you've mentioned using is better suited for 10.5-10.8:1 compression (S&S 585's). That is a far cry from 9.5 static compression. I've tuned motors that were running 9.5 dynamic compression which is entirely different than 9.5 static compression. Kirby did not start doing this last night so I would be willing to bet he and I would probably be in agreement on how this motor needs to be setup if we had a few more details about your riding style. Nothing wrong with launching hard and that would validate crank work but I would never consider locking up the rear tire at cruising speed without pulling in the clutch. Sometimes it happens if in an emergency stop situations... say when a white buffalo runs out in front of you on the freeway and I'm not a gambling man it I would take my chances on that happening and I would take my chances on stock flywheels with Andrews 57H cams paired with stock flywheels if it is ridden like most people running those cams ride. JMO.