There was a story about an operation in Fort Lauderdale with an Air Cam float plane. Because the Air Cam fell into the experimental category, there was no way to get commercial insurance on it, or register it with an AOC. The operator wanted to use the plane for private charter for a hotel.
He found a loophole in the FAA regs. He found out that he could sell a client a T-shirt. And if you were wearing this particular T-shirt with the hotel logo, you got a free ride in the plane. There are no rules saying that you can't carry people for free! He also argued that because the T-shirt had this particular logo, it became a "labelled fashion item", meaning he could charge whatever anyone was prepared to pay for it.