We actually had a request to roll a big wake to help free a grounded sailbote that ran outside the marked channel on Kentucky Lake.
Dave was running the boat, and I told him it would be a bad idea. You roll a five foot wake and break something or someone falls down, and you get sued for doing what was asked of you. We idled by as another guy decided to give it a shot with a smaller yacht. It actually worked as they had another boat tied to the stern applying pressure as the wake rolled in.
Speaking of bad ideas, how do you run a jet boat with twin engines if one of them goes down, and you have no rudders?