Dodgy.
I wonder if the aircraft insurer thinks that this is the use of the aircraft they are insuring. If there's a claim, the owner will find out...
The traveller, who is a member of "the public", presents the story of his travel as though he "bought a ticket" on a private flight. I doubt that the private flight met the characterization of carrying the passenger incidental to the flight.
Pilots considering offering themselves to provide this type of service really should understand exactly what they are getting themselves into. Personally, for me... not even close to the bother and risk....