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Loving your enemy means sincerely wishing that goodness comes to them. That doesn't mean material gain. It means gaining greater understanding and harmony with others. Relatively few are any enemies you'd have personally for whom goodness is so withheld that death is the greatest good that can come to them, but there are indeed people like that.
The death of Christ is deeply meaningful in many ways. One of the ways is that it forgoes the acceptance of the possibility that this universe can indeed house the greatest conceivable tragedy. It is not only possible that the most psychologically and physically painful death imaginable can happen in this world, it did happen. You can be the son of God himself, perfect in your ways, and you can still be betrayed by your own, and brutally murdered by the very people you aimed to save. These are the terms of human existence. Do you accept? If you can honestly answer "yes," then you open the door to becoming something beyond yourself. From that point onward, every act of goodness is not naive, but tempered with terrible understanding, and courage. It is the understanding that you can either possibly make things better in this world, or definitely make them worse.