win-win /ˌwɪnˈwɪn/adjective 1noun 1 adjective1 •That benefits both or all parties, or that has two distinct benefits.In zero-sum games, every win for one side is a loss for the other ; there can be no such thing as a "win-win" outcome — 1962 noun1 •Ellipsis of win-win situation: A situation that benefits both or all parties, or that has two distinct benefits.They got their school project funded, and you got to look like a generous benefactor, plus some free advertising. It's a win-win.