A good leader doesn't look at the task that way Biggus, because optimising results based on finite resources and uncertain events is a process of timely speculation on risk and opportunity.
A crash through or crash manager who simply states "we have to win this season" might even make it happen from time to time. That guy's usually gone within a couple more seasons when all the cards don't fall his way.
Wenger's problem is the opposite, he's incapable of forcing the point even when we're very close to where we need to be.