I like turbos but wonder how stout your motor would have to be to handle it. I feel more at ease with supercharging like a procharger kit.

Why? The internal loads are the same on the motor at a given boost pressure, and you don't have all the belt load on the crank snout. I've never torn the snout off a crank with turbos... can't say the same about superchargers.

Due to the efficiency of the compressor I would say 1500hp with a turbo is far easier on the motor than 1500hp with a supercharger. Reason being at that HP the supercharger it's self is likely sucking up 100hp+, so you need to lean on it that much more.

I know this is probably a dumb question, but, If you turn the turbos upside down does it affect the oil draining out? Or do you spin the center section with the oil feed/drain so the drain is pointing down?