I'm not sure how you can implement an admonition to Win and not just to (truly, sincerely) try. What is the empirical difference?

I suppose you could use an expected regret measure (that is, the difference between the ideal result and the result of the decision summed across the distribution of probable futures) instead of an expected utility measure.

Expected regret tends to produce more robust strategies than expected utility. For instance, in Newcomb's problem, we could say that two-boxing comes from expected utility but one-boxing comes from regret-minimizing (since a "failed" two-box gives $1,000,000-$1,000=$999,000 of regret, if you believe Omega would have acted differently if you had been the type of person to one-box, where a "failed" one-box gives $1000-$0=$1,000 of regret).

Using more robust strategies may be a way to more consistently Win, though perhaps the true goal should be to know when to use expected utility and when to use expected regret (and therefore to take advantage both of potential bonanzas and of risk-limiting mechanisms).