I mean, they'll care when they have an off-airport crash and get slapped with a lawsuit for the repair costs in excess of said deductible, which chute-pulling in a 750K cirrus is likely a bill higher than the national median price of a house. The only reason I bring that up is that people up-thread tried to promote renting as a cheap way of having access to million dollar flying on the cheap, but it doesn't tell the whole cost in the least. I shudder to think what avemco would quote for rental hull coverage on 500K.
Remember, even if the FBO/owner wants to be charitable by not suing the crash survivor, it's out of their hands anyways. It's the insurance that has the right of subrogation at that point, the FBO/owner was already made whole at that point and couldn't care less.