showing good sense and/or remarkable cleverness. Inversely, if one shows poor judgment and/or lack of cleverness, they are "not thinking money."
Dave: "Hey, man, instead going to the bar to meet chicks, let's throw a house party and tell our friends to invite everyone they know!"
Ken: "NOW you're thinking money!"
-OR-
Dave: "Why haven't car companies invented hovercars yet?"
Ken: "Who knows, dude? They're obviously not thinking money."