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Judges 1:20
ESV And Hebron was given to Caleb, as Moses had said. And he drove out from it the three sons of Anak.
NIV As Moses had promised, Hebron was given to Caleb, who drove from it the three sons of Anak.
NASB Then they gave Hebron to Caleb, as Moses had promised; and he drove out from there the three sons of Anak.
CSB Judah gave Hebron to Caleb, just as Moses had promised. Then Caleb drove out the three sons of Anak who lived there.
NLT The town of Hebron was given to Caleb as Moses had promised. And Caleb drove out the people living there, who were descendants of the three sons of Anak.
KJV And they gave Hebron unto Caleb, as Moses said: and he expelled thence the three sons of Anak.

What does Judges 1:20 mean?

The writer of Judges sums up the effectiveness of Judah's campaign to conquer their allotted territory in the Promised Land (Judges 1:4–11, 16–19). They succeeded in taking the hill country, but they failed to overcome the armies of the plains with their iron chariots. This was likely due to Judah's own disobedience or lack of faith.

Now the writer mentions, again, that Caleb, of the tribe of Judah, succeeded in securing Hebron and its surrounding area. This is the territory he had requested for himself, and it had been given to him by Joshua (Joshua 14:11–14). Caleb drove out the descendants of Anak in Hebron. The Anakites were the impressively large and imposing warriors Caleb insisted that Israel could defeat with God's help several decades earlier (Numbers 13:30). He had done exactly that, with the Lord's blessing, when he was given the opportunity.
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