Here's the flip side...Yes, Jesus's church will overcome the gates of Hell! Brilliant analogy.
What is the church doing instead?
We hold up in our buildings in a tight-knit social construct that prevents meaningful interaction with the outside world.
We are irrelevant to the world. They need a decoder ring to even understand what we are saying.
Last week at work I was walking back from break with my workmates.
One is a Christian, the other a religion iconoclast. (self-described)
The Christian gal was talking about being indwelt by Jesus and covered in His blood.
I said it was good that we couldn't see that. She said this was her protection, exclaiming,
"You can't touch me!" The iconoclast immediately started touching her around the head.
I just laughed with both of them.
Note: A "religion iconoclast" is one that is actively opposed to ALL forms of religion.
I built a bridge by informing him that there is good reason for his position.
We have had some very interesting discussions. (inside the gates of hell)