>Well it's been 100 years and no one's gotten hurt.

I'm curious if this is true. If there was a high speed crash anywhere along that path, the best move for the driver is to definitely not mention they were doing the Cannonball Run. Participating in the Cannonball Run is a guaranteed way to get 0 sympathy from a jury for a civil claim, and get the max sentence from a judge for whatever criminal charges you'll be facing.

I think it's entirely possible people have been hurt/killed without much fuss getting linked to the race.