Cannily/ˈkænɪli/ Definition 1 of 1Pro Tip 1/3Tactical Use Used when someone takes action to gain advantage, often quietly or secretly. She cannily played the two competitors against each other. Pro Tip 2/3Positive Connotation 'Cannily' often implies admirably clever and perceptive behavior, not just tricky. He cannily invested in stocks that were bound to rise. Pro Tip 3/3Not Deceptive While 'cannily' suggests smart planning, it doesn't necessarily mean dishonesty. The lawyer cannily prepared her questions for the witness.