Sounds like an idea but I don't think it will happen. Normally one can get a discount on kegs so no need for that. Kegs are only bought during public events (rush week, house parties ..etc) when they are an abundance of people at the bar. The same happens at Freshman Events.

Also the older groups have good backings (alumni, club owners/promoters, student fundraisers)... definitely no need to cut corners like that for delayed cheques.

Student Clubs' Stores (http://www.havenbooks.ca/) are more likely to buy used text books.