I heard a priest give a homily on the above passage. He commented that gates are for defensive purposes only. Gates do not attack; they defend. When was the last time you heard about a gate attacking someone? This means that evil should be defending itself against us, not vice versa. We, the members of the Church of God, are to be on the offense, as Saints Peter and Paul repeatedly have shown us.
On the cross, Jesus definitively defeated Satan and his kingdom of darkness. On his way back to defeat, Satan, in his fury, is trying to cause as many casualties as he can and damage God's kingdom as much as possible. We are in the mop-up phase of the cosmic, spiritual war. Although we must be careful not to cause others to become casualties or become casualties ourselves, we cannot allow ourselves to be intimidated (Mt 10:26) or manipulated into abandoning the offensive. We, the members of the Church on earth, are called the "Church militant" for a reason: we are to press the attack knowing that the stationary gates of hell "shall not prevail against" us (Mt 16:18). We wield "the weapons of righteousness" (2 Cor 6:7), and the weapons of prayer and fasting (Gospel of Life, Pope John Paul II, 100) are the most effective. Attack the gates of hell with the weapons of prayer, fasting, redemptive suffering, evangelization, eucharistic adoration, praise, teaching, and love. "Fight hard for the faith" (Jude 3).
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†Reverend Joseph R. Binzer, Vicar General of the Archdiocese of Cincinnati, December 29, 2009.