It's not silly, it's what you're feeling and it's good to express it.
You just need to change your definition of win.
I've been reading about nonviolent communication and the author holds that most communication is built around winning and losing so it's full of blame, shame, coercion, fear, punishment. NVC is based on creating connection with compassion and meeting the needs of both parties.
(how's that for a tangent based on one little 3 letter word?)
Me 57/H 58 M36 S 2.5yrs R 12/13
Let me give up the need to know why things happen as they do. I will never know and constant wondering is constant suffering. Caroline Myss