1: The rich will always rule the poor. It works like that in Sparta, in the ancient and in the modern world.
2: In the ancient world, the poor get killed for complaining or trying to rise up against the rich. At least in Sparta, the poor can complain AND hide. So the rich might as well complain that the acropolis is unbalanced.
3: Fortunately in Sparta, only the rich can kill the rich, if the poor is smart.
When you look at the subject of this post ("He who has the most money wins"), you can't really argue that it is a statement that is generally universally, true. So how to approach the game then, well maybe it helps to view it more as a "real life" type of game (in a sense) and make peace with the fact that wealth is power and play your role within that type of world, or, go play a different game.
A quote I like from Darwin: "He who survives is not necessarily the strongest, or the most intelligent, but he who is most adaptable to circumstances and change."