C. F. Keil and Franz Delitzsch on Deuteronomy 8:2

Deu 8:2

To this end they were to remember the forty years’ guidance through the wilderness (Deu 1:31; Deu 2:7), by which God desired to humble them, and to prove the state of their heart and their obedience. Humiliation was the way to prove their attitude towards God. ענּה, to humble, i.e., to bring them by means of distress and privations to feel their need of help and their dependence upon God. נסּה, to prove, by placing them in such positions in life as would drive them to reveal what was in their heart, viz., whether they believed in the omnipotence, love, and righteousness of God, or not.