Answer: He’s playing Monopoly.
His “car” is the game piece. The “hotel” is on someone’s property. Landing on it means he owes more than he has.
The genius of this riddle: every word — car, road, hotel, bankrupt — has a real-world meaning AND a Monopoly meaning. Your brain picked real-world. The riddle meant Monopoly. And by the time you realize it, you’ve already spent 2 minutes imagining a man screaming on a highway.
Your score: __/15
Next: ➡️ Brain Teaser #5
