Suppose you are worth $1,000,000. Suppose you can bet up to $1,000 on just one spin, with the same odds given in the OP. How much would you bet? If your goal is to maximize geometric mean returns, it should be for the $1,000,000 net worth, not the $1,000 you are allowed to wager. When people are discussing Kelly here, it is for the $1,000 limit, which shows a misunderstanding of what the Kelly criterion says. The objective is to maximize the expected logarithm of net worth over the set of outcomes. Maximizing the expected logarithm of the initial bankroll does not make sense as a goal. If you understand this, you realize the $1,000 limit is a binding constraint--you'd like to wager much more than that. As your wealth grows, the problem gets much closer to maximizing the expected terminal wealth (risk-neutral), even for someone trying to maximize geometric mean returns (over net worth). The solution to the risk-neutral maximization problem is to bet as much as you are allowed on R-16 when you only have one spin left.