Contradiction with Judges 1:21
While Judges 1:26 mentions the man went to the land of the Hittites, Judges 1:21 notes the Jebusites were not driven out of Jerusalem, which portrays a contrasting outcome in the conquest narratives.
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.