risky maneuver Share definition Flag 1. An action entailing a high level of risk. However, this action may or may not pay off big. Asking that hot chick out is a risky maneuver. You might get dic't. risky maneuver by TJNerd February 7, 2007 0 0 Get merch Get the risky maneuver mug. Buy Now — $32.95 See more merch