Verse 14: And Caleb drove thence (Judg. 1:10, 20) the three sons of Anak, (Num. 13:22) Sheshai, and Ahiman, and Talmai, the children of Anak.
[The three sons of Anak, etc.; the Hanakim (Junius and Tremellius), the sons of Hanak, that is, of the posterity of Hanak (Piscator): בְּנֵ֣י הָעֲנָ֑ק] The sons of the giants, that is, the three giants, or tyrants. Others: the sons of Arba, the most famous giant. And thus at the end of the verse (Vatablus).
Thence, that is, from the said territory, from their caves and forts in it: compare Joshua 14:12. This and the following work was done either in Joshua’s lifetime, as may seem from Joshua 11:21, or after his death, as is related Judges 1:10; these giants having either recovered their cities or defended themselves in the mountains.
[Sheshai, Ahiman, and Talmai] These were the sons of Anak, or rather of Arba (and Anak was put in the place of the Anakim, as we said). Objection: But it is not plausible that those three giants that the spies sent by Moses saw, Numbers 13:22, lived until after the death of Joshua, whom Caleb then drove out (Malvenda, Masius). Responses: 1. Why might not the giants live for so long a time, since Caleb also was one of those spies (Malvenda)? 2. Those names appear to have been, not so much proper names, as tribal, and are taken for their posterity; just as we take Israel in the place of the Israelites (Masius, Malvenda). We shall explain this history in Judges 1, where it is set in its own order; but here by way of anticipation (Bonfrerius).
Sheshai, and Ahiman, and Talmai; either the same who are mentioned Numbers 13:33, and so they were long-lived men, such as many were in those times and places; or their sons, called by their fathers’ names, which is very usual.
 Hebrew: וַיֹּ֤רֶשׁ מִשָּׁם֙ כָּלֵ֔ב אֶת־שְׁלוֹשָׁ֖ה בְּנֵ֣י הָעֲנָ֑ק אֶת־שֵׁשַׁ֤י וְאֶת־אֲחִימַן֙ וְאֶת־תַּלְמַ֔י יְלִידֵ֖י הָעֲנָֽק׃