Discover the story of the song > Winner At A Losing Game – Rascal Flatts

The protagonist is expressing his frustration and sadness because his romantic partner does not feel the same way about him. He feels like he is constantly trying to make her care for him, but it is like trying to catch something that is impossible to hold onto. He realizes that he will never be the person she wants or loves, and it is breaking his heart. But even though he is experiencing heartbreak, he still considers himself a winner because he has tried his best, even though he knows it is a losing game.