shouldest thou... ? Figure of speech Erotesis.
it. him: i.e. Israel. Being masculine (in Hebrew), cannot refer to the land of Judges 11:21. and singular, so that it cannot refer to coasts of Judges 11:22.
Related Commentaries of Judges 11:23
Judges 11:23
23 So now the LORD God of Israel hath dispossessed the Amorites from before his people Israel, and shouldest thou possess it?