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Mishlei 16-19 (Humility and Pride)
NOTE: For a PDF copy of this segment, please click here. This will enable you to print out the entire text of the article. [Rev 1]
Key Concepts of Mishlei 16-19 (Humility and Pride)
Humility and pride are contrasting qualities. They affect not only the individual’s social behavior but his entire approach to life, especially the way he relates to wealth. Humble people try to maintain a low profile in terms of financial wealth because they do not wish to appear better than those with whom they associate. They do not wish to be an object of envy and, if forced to make a choice, would rather be seen as poor than rich.
In contrast, proud people are concerned about their financial status within the community. They measure status by the wealth that they are able to display. They want to feel that they are better than other people and so they put effort in accumulating and displaying sufficient wealth to justify this attitude. Unfortunately, the drive for wealth as an end in itself sometimes draws them into unlawful means for acquiring wealth.
Although Mishlei encourages the attitude of humility, he does not encourage poverty as an end in itself. On the contrary, the middle way is the optimum, and a person should seek to have sufficient assets to be able to support his family and serve Hashem with integrity. However, a prideful focus on acquiring wealth is to be avoided because of the harm that it does to the person’s character and because of the temptation to act sinfully in acquiring it.
Exploring Mishlei
(יט) טוֹב שְׁפַל רוּחַ אֶת <עניים> עֲנָוִים מֵחַלֵּק שָׁלָל אֶת גֵּאִים:
It is better to be a humble spirit living among the poor than to live amoung the proud sharing their ill-gotten spoils.
This proverb contrasts humility with pride by comparing their effect on a person’s financial status. It is clearly desirable to be humble, but the proverb begins by stating that to achieve humility a person should even be willing to accept a life of poverty among others who are poor.
Although a person would not choose poverty as an end in itself, the value of humility is so great that a condition of poverty for a humble person is better than the alternative extreme of being part of a wealthy community of people who take pride in their wealth. The reason is that in their efforts to outdo each other they expose themselves to the risks of acquiring wealth through unlawful means. They also expose themselves to harm from vengeful competitors in that wealthy community.
Learning Mishlei
(יט) טוֹב שְׁפַל רוּחַ אֶת <עניים> עֲנָוִים 
מֵחַלֵּק שָׁלָל אֶת גֵּאִים:
It is better to be a humble spirit  טוֹב שְׁפַל רוּחַ living among the poor  אֶת עֲנִיִּים than to share the spoils of robbery  מֵחַלֵּק שָׁלָל living among the proud  אֶת גֵּאִים .
Additional Insights
Two insights illuminating this proverb are presented below. The numbers identifying the insights refer to the listing of sources at the end of the segment. Other sources, which follow the basic approach outlined in the text above are listed afterwards.
(1) The text uses alternate terms to refer to the people with whom the humble person should be prepared to associate. The written text (כְּתִיב) uses the word עניים meaning poor. The vocalized text (קְרִי) uses the word עֲנָוִים meaning humble. Generally, the vocalized text is used to carry the plain meaning, but in this case the written text carries the plain meaning.
(2) Ordinarily a person should try to choose the middle way of humility ( עֲנָוִים ) rather than the extremes of abject humility (שְׁפַל רוּחַ) or pride (גֵּאִים) . But if necessary, the abject humility of poverty is preferable to pride.
Sources
The primary sources used for the additional insights illuminating this segment are listed below.
(1) – הגר”א
(2) – שבט מיהודה