Ron, there is no money changing hands. Each toy is given a ticket that is entered into the raffle. Last year I donated around 20 toys and got 20 raffle tickets in exchange, one of those tickets won me a $30 Amazon gift card. Does that make more sense?
Let me see if I've got this right. Originally I was thinking people you were donating the flight to be raffled off to raise money to buy toys to be given away. That's a 91.146 deal since someone's paying money and getting an airplane ride in return.
However, you're now saying that you're donating a ride to be
given away free,
gratis, no money or other thing of value changing hands. The recipient isn't paying for
anything while you pay the cost of the flight. Do I have that right? If so, it's just a free ride, not a light covered by 91.146, and you don't have to get the FAA involved at all.
Or is this essentially a "gift exchange", where you put something in the pot and everyone draws something out? Where the person who wins your airplane ride had to put something of value in the pot in order to get anything out? In that case, I don't see this being a "community event" at all, and outside the lines of 91.146 -- just air transportation for compensation, and that's at least a 91.147 commercial sightseeing ride.
I do find it disappointing that someone like me with appropriate commercial ratings, appropriate recent experience, and insurance coverage has to jump through hoops to donate a half hour of my time and fuel. It's hardly worth it.
You don't. I misunderstood the situation based on your original post about a "toy drive
raffle" where the person receiving the ride had to pay into the deal which resulted in them getting the ride. That would be a
quid quo quo, (airplane ride in exchange for donation) and that means 91.146 comes into play. But if
you are getting
anything other than the joy of giving out of this (like a gift out of the gift exchange or a raffle ticket or anything else), or it's not for the benefit of a recognized community organization/event, all bets are off and 91.147 applies, not 91.146.
All in all, I'm really not sure I'm understanding all the details, and in this situation, the devil is in the details.