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canny (adj) intelligent and cautious; having good judgment.
A person is canny if they are very intelligent and careful in judging situations and persons. A very shrewd businessperson who has a sense of proper timing and avoids risks is a canny businessman. Canny persons are also clever at politics in that they know when to do what to do, and whether a risk is worth taking or not.
- A canny businessman, James knows when it is profitable to invest and when to avoid investment. He is clever and does not take needless risks.
- Parker is very canny in his political career. He has always taken the right decisions at the right moments, very clever in dealing with people, and cautious in his comments.