Firstly, yes, you are right Kevin...this is deep, and perhaps there is no answer nor response when one questions infinite possiblity!
I carry little resonance, however, with your initial premise:
"For every game must have a winner, yes? If any winners what exactly do they win? ..."
I do not see thru the lens of winner and loser. This (eternal) "game" of Life is an unfolding experience. An experience for the soul to discover multi-dimensional awareness. or not. Each player on this world stage does indeed play a part...i suppose the only question we can answer truthfully is how does one wish to play their part?
(ps can someone tell me how to quote from other people's messages?)