G-SPOT,
I would suggest you go into business with your boss....then buy all the "valued partner" insurance you can afford.....encourage him to buy, build, and fly the kit helicopter. Take no active part in the construction, maintenance, or instruction.....retain a very good financial planner and wait to receive the settlement from the insurance company after he becomes one with the kit and pasture. It would sure beat the stock market and casino for a good bet!
Steer him to a good helicopter school....and advise him to rent/lease/charter a more professionally designed, built , and maintained aircraft.....and forego the early fortune if he is somewhat a friend.