Contradiction with Joshua 15:63
Explains that the children of Judah could not drive out the inhabitants of Jerusalem, whereas Judges 1:21 focuses on the children of Benjamin failing to drive them out.
Joshua 15:63: As for the Jebusites the inhabitants of Jerusalem, the children of Judah could not drive them out: but the Jebusites dwell with the children of Judah at Jerusalem unto this day.
Contradiction with 2 Samuel 5:6-7
States that David took the stronghold of Zion and conquered Jerusalem, implying the Jebusites were in control before David, contrary to the partial possession suggested in Judges 1:21.
2 Samuel 5:6-7: And the king and his men went to Jerusalem unto the Jebusites, the inhabitants of the land: which spake unto David, saying, Except thou take away the blind and the lame, thou shalt not come in hither: thinking, David cannot come in hither. [thinking...: or, saying David shall not, etc]
Paradox #1
The potential conflict with Judges 1:21 could relate to inconsistencies in the biblical narrative about which tribes were successful in driving out the Canaanites from their territories. Different passages in the Bible may report varying levels of success among the tribes, leading to potential contradictions about the fate of certain populations in those areas.
Paradox #2
Judges 1:21 might seem to contradict earlier commands for the Israelites to drive out all the inhabitants of the land. Instead, it mentions that the tribe of Benjamin did not drive out certain people living in Jerusalem. This might appear inconsistent with the expectation that the Israelites would fully conquer the land as instructed in other parts of the Bible.
Paradox #3
The potential contradiction with Judges 1:21 is that it suggests the tribe of Benjamin did not drive out the Jebusites from Jerusalem. However, another part of the Bible, specifically Joshua 15:63, indicates that the tribe of Judah also could not drive out the Jebusites. Additionally, 2 Samuel 5:6-7 describes how King David later conquered Jerusalem. This creates a seeming inconsistency regarding which tribe was responsible for Jerusalem and when it was ultimately captured.
Paradox #4
Judges 1:21 mentions the tribe of Benjamin not driving out the Jebusites living in Jerusalem. This creates a numerical inconsistency when compared to Joshua 15:63, which says the tribe of Judah couldn't drive out the Jebusites from Jerusalem. Both verses describe a failure to drive out the same group from the same place but attribute it to different tribes.