Judges 1:21
And the children of Benjamin did not drive out the Jebusites that inhabited Jerusalem; but the Jebusites dwell with the children of Benjamin in Jerusalem unto this day. And the children of Benjamin did not drive out the Jebusites that inhabited Jerusalem; but the Jebusites dwell with the children of Benjamin in Jerusalem unto this day.
Judges 1:21 belongs to the introduction of the book, which shows that not all the land had been possessed. It belongs to the account of a new period in Israel's history after deliverance from oppression, when the nation was free to choose obedience or self-will and shape its future. It stands in Judges 1, to be read with Judges 2 on April 2 as part of Judges 1-6, which records the experiences of God's people between Joshua's death and the raising up of Samuel over about 350 to 450 years. That history was one of ups and downs, constant backsliding from God, and repeated captivities to surrounding enemies, showing that God uses very unpromising material, yet always the best at hand.
The verse shows Israel's failure after Joshua's death to carry out God's instructions to drive out the Canaanites, so Benjamin did not drive the Jebusites out of Jerusalem but they dwelt with Benjamin there. Judah and Benjamin failed to dispossess the Jebusites from Jerusalem until David's time. That disobedience led to captivity, and to the help that came through the judges, or saviours, whom the Lord raised up for Israel.
Judah and Benjamin were the two tribes living in Jerusalem, and in the proposed symbolism of the parable of the rich man and Lazarus they together represent the one rich man, meaning the Jewish people who saw and rejected Christ and helped put him to death.