Commentary for Deuteronomy 15:18
לֹא־יִקְשֶׁ֣ה בְעֵינֶ֗ךָ בְּשַׁלֵּֽחֲךָ֙ אֹת֤וֹ חָפְשִׁי֙ מֵֽעִמָּ֔ךְ כִּ֗י מִשְׁנֶה֙ שְׂכַ֣ר שָׂכִ֔יר עֲבָֽדְךָ֖ שֵׁ֣שׁ שָׁנִ֑ים וּבֵֽרַכְךָ֙ יְהוָ֣ה אֱלֹהֶ֔יךָ בְּכֹ֖ל אֲשֶׁ֥ר תַּעֲשֶֽׂה׃ (פ)
It shall not seem hard unto thee, when thou lettest him go free from thee; for to the double of the hire of a hireling hath he served thee six years; and the LORD thy God will bless thee in all that thou doest.
Rashi on Deuteronomy
כי משנה שכר שכיר [IT SHALL NOT SEEM HARD UNTO THEE WHEN THOU LETTEST HIM GO FREE …] FOR [HE HATH BEEN WORTH] A DOUBLE HIRED SERVANT [UNTO THEE] — From here they (the Rabbis) derived the law that a Hebrew servant has to do service both by day and by night, and that is double as much as the labor of a man hired for day work only. And what is his service during the night? That his master gives him a Canaanite maid-servant with the object of raising children, and the children belong to the master (Sifrei Devarim 123:1; Kiddushin 15a).
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Sforno on Deuteronomy
לא יקשה בעיניך, to furnish him with some of your wealth upon his departure, seeing that he has served you faithfully and you will not become poor by doing so.
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Or HaChaim on Deuteronomy
כי משנה שכר שכיר, "for twice as much as a hired hand, etc." Our initial reaction to these words would be that if the servant was sick for only three out of the six years he would not have to make up any time. Kidushin 15 derives from this verse that whereas a hired hand works only by day, a servant, i.e. עבד, works both by day and by night. Our verse alludes to this ruling.
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