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Deuteronomy 15:15

Albert Barnes
Notes on the Whole Bible
Verses 15-18

The commands here are repeated from Exodus 21:2-6, with amplifications relative to the maidservant Deuteronomy 15:12 and to the making (Deuteronomy 15:13 ff) liberal provision for launching the freedman on an independent course of life. The release of the servant is connected with the sabbatical principle though not with the sabbatical year. It is noteworthy also that the prospect of a gift of this sort, the amount of which was left to the master‘s discretion, would be likely to encourage diligence and faithfulness during the years of servitude.

Deuteronomy 15:18

He hath been worth a double hired servant to thee, in serving thee six years - “i. e.” such a servant has earned twice as much as a common hired laborer would have done in the same time.

Matthew Henry
Concise Bible Commentary
Here the law concerning Hebrew servants is repeated. There is an addition, requiring the masters to put some small stock into their servants' hands to set up with for themselves, when sent out of their servitude, wherein they had received no wages. We may expect family blessings, the springs of family prosperity, when we make conscience of our duty to our family relations. We are to remember that we are debtors to Divine justice, and have nothing to pay with. That we are slaves, poor, and perishing. But the Lord Jesus Christ, by becoming poor, and by shedding his blood, has made a full and free provision for the payment of our debts, the ransom of our souls, and the supply of all our wants. When the gospel is clearly preached, the acceptable year of the Lord is proclaimed; the year of release of our debts, of the deliverance of our souls, and of obtaining rest in him. And as faith in Christ and love to him prevail, they will triumph over the selfishness of the heart, and over the unkindness of the world, doing away the excuses that rise from unbelief, distrust, and covetousness.