To get the better of by cleverness or cunning
Xander can outsmart and overpower him, if he feels like it.
Since he was the one she wanted to learn to outsmart, in case things broke bad, she doubted he'd teach her anything.
However, chess is a strategic game and there are a number of different strategies players use to try to outsmart their opponent.
When you want to play a game that makes you think or allows you to outsmart an opponent, look towards a strategic board game.