But this is a fascinatingly grey area. If you were to fly from airfield A to B and back, taking a different passenger each time, how would you characterise the transaction?
I can see taking my kids up in an airplane of a friend of a friend, and handing over a hundred or whatever for fuel. But "some guy". Hard to imagine.
You would need at least a commercial pilot license for this type of transaction. (A CPL is a lesser license than an airline transport pilot license, which is what you need to work for an airline. The former only requires 100 hours of time.)
* If I fly my friends with me to the beach for the weekend, they can chip in and cover their share of expenses. Legal for me to do as a PPL under FAR 61.113(c).
* If I fly myself to a conference for work, my employer can reimburse me for my expenses. Legal for me to do as a PPL under FAR 61.113(b)(1).
BUT.
* If I take a coworker with me to the conference, I can't be reimbursed as a PPL. I must either fund it out of my own pocket or must have a CPL under FAR 61.113(b)(2) as held by the Mangiamele opinion (which I can't find the original PDF of right now, unfortunately).
> You would need at least a commercial pilot license for this type of transaction.
And a class 2 medical certificate, which may be difficult to get.
This is, IIRC, what the Mangiamele opinion held. If our common purpose is business, even if it's non-aviation business, the second person is considered a paid passenger when the pilot is reimbursed.
I get what the FAA is trying to do - they're trying to keep PPLs from running charters, air taxis, under-the-radar airlines, etc. But some of the 61.113 rules and opinions are just silly, and that section really needs a complete rewrite.
I don't need a CDL to drive my coworker with me to the conference, even if I am reimbursed by my employer. I shouldn't need a CPL to make that same trip in an airplane.