Q: Isn’t Jesus implying that not many “rich” people will “enter into the kingdom of God”?

A: Yes, in the context of to whom he was preaching. There were evidently many wealthy Jews who were so enslaved to their riches that their hearts were closed to the way of humility and sharing, that is, true righteousness.

But this does not mean that in God's time, at the consummation of the ages, they won’t be reconciled.