You might be able to get an insurance company to sign on to that sort of thing; have you shopped for quotes? They'd probably want to look at a representative s

You might be able to get an insurance company to sign on to that sort of thing; have you shopped for quotes? They'd probably want to look at a representative sample of "cloud overrun" events and see how much they cost, how likely they are, what reasonable measures could help prevent them, etc. But they aren't strangers to taking unusual bets. Apparently a lot of big moonshot / X-prize type competitions fund their prize money through insurance. You present your research stating why the problem is hard, the insurance company works out how likely it is for someone to manage the challenge, and they come up with a quote for footing the bill in the unlikely event that someone wins.