What is thinking money?

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."

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thinking money - video