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OK, I will explain. It's a lottery pool, and not really about the dancing (if you can call it that - we are talking about Wally and should not assume what he's doing is "quality dancing"). His co-workers have tricked Dilbert into thinking they want him to buy into a shared bundle of lottery tickets. The theory is that when the lottery prize is large enough, it becomes statistically justified to buy tickets (because the odds of winning stay the same as the prize increases). Then, when (say) twenty people get together and buy 200 tickets it feels like (and is) a 20 times better chance of winning, even though the prize would only 1/20, as when each bought 10 tickets. It took Dilbert 30 seconds to realize what a bummer it would be to be the only one who did not buy in, if they win.
I, who never buy lottery tickets, make an exception in these cases, not because I think they will win, but to know for absolute certain, that I will not be the only one at work the next day. But given the $100 premium, I don't think I would have fallen for this one.