Originally Posted by
Fl1ingfrog
There is not an insurer anywhere in the world that will cover anyone breaking the law.
It depends on how the insurance policy is written at least in the US. Some policies have regulatory requirements but most policies don't. For example, there have been a number of flight incidents which resulted in damage where the pilot had an expired medical, aircraft out of annual inspection, etc. which made the flight illegal. The insurance company paid the claim because they had to. Now whether these owners will be able to obtain a renewal for the next policy cycle is doubtful. So if red bull had an experimental exhibition policy on both 182s for the proposed flight and an insurance company wrote the policy they would pay the claim.