For winning/drawn positions: "What is the smallest program that can guarantee your side to win/draw" probably adding some time constraint.
Theoretically valid, but that's not going to be a very useful/diable.
But I want to point out that in theory there is also something more than pure win/ lose/ draw with prefect play.
What I really want to know as a player is how easy it will be for me to win from this position against someone of my opponent's strength, which is admittedly a very hard thing to define, let alone compute.
>""under perfect play all chess games be a the same single one outcome of the following (we just currently don’t know which one, “A” playing the white pieces): Mr. A says, “I resign” or Mr. B says, “I resign” or Mr. A says, “I offer a draw,” and Mr. B replies, “I accept"