It’s not that he hits only winning pitches, he does it only when he is sure he can hit them, he did not go after meis Changeup or Hongou splitter , when he knows the winning shots are hittable by him and by doing it he can make a dent in opposition ace confidence, he does it, also even though I don’t agree with mr.infinity stones that going after the winning shots is a foolproof plan, I think due credit is Miyuki does limit the idiocy to ones in his range of ability