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Thanks again, Ofer! I changed it to $S_n/n$, and I also added the requirement that $K$ is strictly convex. Note that $K$ is always convex as a pointwise limit of convex functions, and thus $K^\star$ is also always convex. When $K$ is strictly convex then so is $K^\star$. I think.
Thanks, Ofer! Note that I did mean my definition of $K_n$. I am thinking of $S_n$ as something that scales with $n$ like a sum of iid. The prime example is indeed $S_n=X_1+\cdots+X_n$ for iid $X_n$. In this case the statement is true as I've written it. I think :). Your comment on convexity is a good point. For this to be true $K$ would have to be strictly convex, at least at an interval.