We had an office girl run an annual pool years ago at a previous employer's. 'Betty Mac' charged $10 a square, and by the time she finished off paying for all the possible combinations (corner touch, side touch, etc.) you had to be pretty unlucky to not get something.
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Another coworker at a different company finally got pissed off at chasing people for their entry fee, that he took $100 off the top for handling and carrying charges. A few groused, but Tony was a good guy, and the rest of us just told the whiners to find a pool better suited to their needs.