I know we've had a lot of threads on the legality of ride sharing apps... Roadie is an app that matches someone sending a package with someone driving to that same city. The rate is based on distance and urgency (I've never used it so I don't know what rates are). Would the FAA still frown on a private pilot who is flying from A to B, getting some money to take a package with them? Even if they were going to B anyway? Not that I'm planning on doing this, I just read about this app and assumed someone will try it with an airplane. Edit: review of the FARs and a Google search of enforcement actions show this would not be allowed.