I've been ruminating on this one for awhile....
A raffle contest wouldn't really work here. As far as I know a private citizen can't easily run a raffle contest for personal profit. Even if they plan on donating some or all of the funds. There are probably a lot of legal hoops to set up before jumping through them.
Donating the plane to a non-profit to raffle off wouldn't help (unless you have some sizable taxable income to offset). So that money is 'lost'. Another idea is to have a non-profit buy the airplane and then raffle it off. But what non-profit has $100k laying around?
Then there's the problem of the winner being a guy with a short grass strip with a muddy tie-down next to his outhouse, thinking "Golly gee! What a pretty plane! Sure the grass strip is pretty rough but that plane can take it. I call it my 'diamond in the rough', get it? A pretty plane in a rough strip! Funny, right?"
And then there's the problem of the raffle winner having to cough up tens of thousands of dollars in taxes to pay for the 'income' of winning a plane. This reason is why most AOPA sweepstakes planes are sold immediately upon winning.
So we're back to a standard sale. But this is a non-standard plane. So it calls for non-standard marketing.
I think the best bet is not to try and sell it as a Cessna 152. Rather, position it as an alternative to any of the new 2-seat Light-Sport Aircraft out there.
Pretty much all non-fabric-covered 2-seater LSAs are north of $100k. While neat, flashy, and sexy looking, the biggest problem is in their name: "Light". Built to an artificially low limit, they're just not as stout as a 150 or 152. And most of them come from Europe. Which means parts are expensive and slow to come by when needed due to shipping across the pond. Worse, if/when damaged, repair costs quickly skyrocket due to lack of stateside parts, service, and expertise.
So along comes "Sierra". All the benefits of a modern LSA - better-than-new avionics, paint, interior and restoration. Real-world performance in a plane that can carry two people and still have room for baggage beyond a fanny pack. Yet, stateside service and support by a wide network of experienced A&Ps and thousands of similar aircraft.
Find a couple of popular LSAs, Show how Sierra compares against them, providing most (all?) the benefits (using BasicMed) without the drawbacks of light-weight construction and minimal factory support.
I think that is your target customer.
