As Scott says, “The translation and meaning of this verse are doubtful.” Some take the verse as a single sentence; others regard it as having two parallel lines that express a contrast. The general sense seems to be that greed defeats itself.
“He who oppresses the poor to increase his own wealth”: For “oppresses” see 14.31. To “increase . . . wealth” means in this context to get more wealth or to cause the wealth to grow. See 13.11. This line is literally “one who oppresses a poor man to make increase for him.” Revised Standard Version/New Revised Standard Version take the final “him” as referring to the person who oppresses, as do Good News Translation and some others. In this case the line is the beginning of a statement that is completed in the next line. However, the final “him” may also be taken as referring to the poor man who is oppressed. In this case the line makes a complete statement in itself: “Harsh treatment enriches the poor” (New Jerusalem Bible).
“Or gives to the rich, will only come to want”: A literal rendering of this line is “one who gives to a rich man, only for lack.” “Giving to the rich” (New Revised Standard Version) is taken by most as a second activity along with “oppressing the poor to enrich oneself,” and the result of both activities is what the final words of this line express. Those who follow this approach render the final words as something like “will lead only to loss” (New Revised Standard Version), “you will become poor yourself” (Good News Translation), or “both come to poverty” (New International Version). Although there are alternative renderings in some versions, the Handbook recommends this approach as the best way of handling the difficult text. Contemporary English Version gives a good expression of it in colloquial English: “Cheat the poor to make profit or give gifts to the rich—either way you lose.”
Quoted with permission from Reyburn, William D. and Fry, Euan McG. A Handbook on Proverbs. (UBS Helps for Translators). New York: UBS, 2000. For this and other handbooks for translators see here .

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