Kendrick Lamar
So, for the first nearly 80 years of its existence, the Pulitzer Prize for music only went to what was either classical or abstract music. In 2018, it goes to Kendrick Lamar. That's not something anyone was expecting. Were they?
I'd bet someone somewhere was taking bets on this year's winner. And I would guarantee that not one person put money on Kendrick Lamar. But why shouldn't he win? Musical innovation? Why not? I don't think he set out to win a Pulitzer, but he deserves it as much as anyone else.