Suppose you draw an integer $N$ uniformly in $[1, 1000]$. Then draw 10 integers $(X_1, ..., X_{10})$ uniformly from $[1,N]$. Suppose you are shown the 10 numbers, and the game is you win \$1 if you guess $N$ right and loose \$1 each time you fail.
- What could be your strategy ?
- Now what if you win \$N if you guess correctly ?
- Now what if you win \$N/2 ?
[Partial answer]
The MLE and MAP estimators of $N$ in this case are both $\max_i X_i$.
Let $p_n := P(N = \max_i X_i \mid N=n)$ be the conditional probability of success given $N=n$. You can show that this equals $p_n = 1 - \left(\frac{n-1}{n}\right)^{10}$.
Let $w_n$ be the amount you win when $N=n$. In the three parts, we have $w_n$ being $1$, $n$, and $n/2$ respectively.
The expected payoff is $\sum_{n=1}^{1000} (w_np_n - (1 - p_n)) = -1000 + \sum_{n=1}^{1000} (w_n+1) p_n$.
Not sure how to handle the $p_n$. Some crude approximations for $p_n$ (for large $n$) are $10/n$ and $1-e^{-10/n}$, but neither seem helpful.
Numerical results: the expected payoffs of this estimator are approximately $-899$, $8799$, and $3924$ respectively.