The worst problems with the flywheel assemblies (crankshaft) occurred in 2007 and 2008, right after they redesigned the primary for the new Cruise Drive. At that time they also redesigned the crank and the process used to assemble them. So many flywheel assemblies failed that Harley changed the maximum runout tolerance measured at the pinion shaft from .003" to .012", in my opinion to keep from having to reject a huge percentage of their parts and pay a huge amount to replace flywheel assemblies in already produced bikes. We hear much less about crank failures these days, but that doesn't mean the current stuff is as good as the earlier stuff. I, and many others, recommend that anyone considering investing in engine upgrades at least measure the current runout of the crank before spending a lot of money on other things, especially if they plan to significantly increase output. It makes a lot of sense to just automatically upgrade the flywheel assembly if you plan on a major power increase.
JMHO - Jerry