About that Caribbean MBA...

Well, of course you're asking other people to pay for your expenses: That's what a fundraiser does. Similarly, when you receive a solicitation letter from Doctors Without Borders or the ASPCA or a political candidate, you are being asked to help pay somebody's expenses. And like those groups, you are not forcing anyone to contribute: no threats of reprisals, no hints of violence. (And, alas, no car wash, no bake sale. Have you no respect for tradition? No love of brownies?) Those you importune can decide if they deem your team a worthy cause that they wish to underwrite. Some people may donate out of altruism; others because they believe youth sports benefit the entire community, not just the athletes themselves. But as long as your fundraiser is legal, transparent and free from conflicts of interest and untoward pressure on potential donors, there's no ethical bar to any family's participation.

An argument against this kind of ad hoc financing, however: It undermines the idea that sports should be part of the general school budget, paid for out of public funds. Your team's actions encourage local officials to rely on private money. Hence your fundraising may have short-term benefits but threaten school sports in the long run.