I don't want to rain on such a worthy parade, but be careful with that.
I looked into such a scheme once also for an SS truck to save it to become scrap iron. According Georgia law, only a charity is allowed to run a raffle, and its almost impossible to do it legally online. The proceeds have to go to a recognized charitable goal or institution.
In a practical sense, it means that Tigger's family formally has to donate the truck to the charitable organization as price for the raffle (if a 501 c 3 organization, it is even tax deductible). Once the money is in, it has to be transferred through that charitable organization and they have to proof that giving the funds to the family is legit and a charitable action within their mission.
From our side, we have to make sure that the people entering the raffle buy enough tickets to cover the price of the truck, which is easier said than done. The best is to make enough tickets covering the amount and then make sure all tickets are sold to SS members (the truck has to stay within the SS family).
Another hitch might be that, at least in the Netherlands, the executors of the estate are not allowed to sell assets before the last will has been trough the formal processes including paying tax etc. In simple words, all Tigger's things are in limbo until the State says its free (think transferring title and registering new owner). In the Netherlands, that can easily take up six months.
We can keep the whole thing sub-rosa as a thing between friends during the rally itself, but that would lower the amount of potential ticket buyers. So think it through very practically.
Having said that, count me in for several tickets.
