If the game fails are those 99 employees ready to give their salary back? I imagine many places would allow their employees to buy options or stock.
IMO, a better question is to ask what allowed the single investor to become an investor to begin with. The nature of investing means the investor must be able to also lose all their capital. What can we do as a society to make easier for the 99 other employees to 'invest'. For me this means having social safety nets like healthcare and UBI so that people can take less salary or risk what little they have in a venture like you originally described.
Had Bolt made it, those employees would have become investors...
It's all about luck IMO