I think you just described the entire regional industry.
Again if a company needs two pilots to operate they should be paid for doing that job. In this case his boss doesn't need to operate a twin. No one is forced to fly it and if no one flys, the boss is still paying for maintaining and insuring it while it just sits there. Would it be better if the boss said I'll rent you an Apache on your off time for $40 dollars an hour? Either way it's the same amount of money from the employee. This is no where near a pay to fly operation. This is a way for guys to get a couple hours of ME time here and there, if they want it.