The motor turned vertical should not be a problem; I plan to add a little extra oil. In principle we are just trying to keep the bearings and rod lubed. This motor has no oil pump to starve.
It’s the cooling is what concerns me since I have removed the entire sheet metal shroud.
cooling shouldn't be an issue either considering its in a moving bike. the shroud only plays a part if its stationary, but moving along at 30+mph you'll have more then enough ambient air blowing over the fins. Looks good.