Unfortunately, as you've alluded to in your post, capitalism is a winner take all game of poker that never ends. This means that those with capital have disproportionate leverage over other players, to such a degree that skill and chance become almost negligible.

To have any chance of becoming a force in the game, you have to accrue massive capital by going all in with every hand you are dealt and every chip you have; i.e. the startup philosophy. However, this does not stop the trend of capital consolidation in the hands of fewer and fewer players. Conversely, the rapid advancement of technology allows even more leverage for skilled and/or lucky and/or wealthy players to exert their influence over the market.

Capitalism will not be logical once a trillionaire emerges with enough purchasing power to decide the fate of the entire economic market. By definition, the current capitalistic model of economics is transient, and will not reach steady state. Once the system has crashed beyond repair, I pray that intelligent engineers can construct a new system which better allocates the world's resources to its many needs.