Commentary for Kiddushin 39:18
לא הרגיש לסוף מוכר את שדותיו שנאמר (ויקרא כה, כה) כי ימוך אחיך ומכר מאחוזתו לא באת לידו עד שמוכר את ביתו שנאמר (ויקרא כה, כט) כי ימכור בית מושב עיר חומה
For it was taught: Because he is well with thee:<span class="x" onmousemove="('comment',' Deut. XV, 16.');"><sup>23</sup></span> he must be with [i.e., equal to] thee in food and drink, that thou shouldst not eat white bread and he black bread, thou drink old wine and he new wine, thou sleep on a feather bed and he on straw.
Daf Shevui to Kiddushin
The other rabbis push back, and note that we could use another baraita to prove that we should rule stringently against one who sells himself into slavery. This baraita describes a long chain of events set into motion by a person who “sells sabbatical produce.” This is relatively small transgression, but nevertheless, it can lead to financial ruin. The baraita is based on the juxtaposition of verses. First the laws of the sabbatical year, and then laws describing a person selling his property. Later we will get to the context of selling oneself into slavery.
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