There is a big difference. Anyone who sets up a private operation decides, sets and pays for his own standards of safety. If they are unsuspecting then that is because they have not taken good advice, which is their decision. That is the nature of freedom, everyone is free to make unwise decisions as well as wise decisions.
Chartering from an AOC operation is a completely different proposition. They have no control over standards of safety and training, or the qualities of the crew. They might well not even know who the operator is until they arrive at the airport. If they do know, then the operator might change at the last minute if an aircraft goes tech, and another one subbed in.
That is the problem with rich's flights. They look more like charter operations than private flights. This is why I suggested that he was unwise.
I'm really not sure what you are saying about private charter of cars. If you mean private hire then it is regulated, they cannot ply for hire, and are still licensed.