Psalms 37:21,22 - Joseph Benson’s Commentary on the Old and New Testaments

The wicked borroweth and payeth not again Either through covetousness, or injustice; or, rather, because of that great penury into which God brings him; while the righteous is not only provided for sufficiently for himself, but hath abundance and to spare for others. For the psalmist is here comparing the wicked and the righteous, not so much with respect to their virtues or moral qualities as their outward conditions. This also appears from the following verse, which gives the reason of this. For such as be blessed of him Of the Lord, as appears from Psalms 37:20, where he is named, and from the nature of the thing, this being God's prerogative to bless or to curse men. And this he mentions, both as the foundation and as the proof of the certainty of their future happiness.