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If you have ARod at SS and Ken Griffey Jr in CF, then your job is EASIER in developing other position players -- 90% of all pro players can play left field.
But that's not to say that if you get an opportunity to sign Mark Teixeira for 50 cents on the dollar, that you won't exploit that opportunity and then accept the responsibility to fill the more difficult Yahtzee slot at SS.
It's all old hat to rotodweebs. :- ) Of course you'd like your Yahtzee-slot-fill job to be as easy as possible. But more important than that, is taking advantage of opportunities as they arrive.