Bush donation idea is the best-intentioned, but I can't imagine that compliance would want to start probation off with a group of boosters giving a direct cash payment to a current player's family.
The betting idea is attractive, but I think the money would be best spent on a recruiting billboard in Dade, even if it is just for one month. Shows fan commitment and attention to our local stars.
Just my two cents (two cents more than I gave for the fund itself).