Don't think it'd work, because you could just make multiple accounts and send the money to your main account. Its a good idea in theory, but it'd be manipulated too easily
Honestly though, if the league plays well and does well, they shouldn't need any money help. In fact, a lot of the larger leagues literally have more money than they will ever need.
Founder of the IIEA
Eagle Regiment | Night Area HS Performing Ensembles