Jesus doesn't, as usual, directly answer the question, but instead he offers an analogy about entrance into the kingdom of heaven, declaring that it is only through a "narrow door" that requires "every effort" to walk through. There are several ways in which the "door" to heaven could be thought of as "narrow". That there is only one door, one way to heaven, is one way, and that the door is only accessible to those who have been washed clean of the impurity of sin is another. It might also be that the door is narrow because only few will enter into it. While it is true that Jesus speaks negatively of the chances of the rich entering through such a narrow door, the end of his answer makes it clear that heaven will be filled with those who have come to accept the Gospel from all over the world.
The universalist is too optimistic, for there is only one door and those who have not put their trust in Jesus won't find it, but the pessimists on the opposite end of the spectrum are equally wrong, for the grace of God will surely save all those whose trust is in Jesus. After all, our hope is in Him, and in what He has done, not in our own imperfect understanding of it. The wisdom of Jesus' answer to the question is that heaven will be missing people who expected to be there, for whatever reason, but failed to trust in him, but at the same time, heaven will be overflowing with those who were written off by men, only to be redeemed by God.
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