There are circumstances when a tzadik needs to understand the attitude of a rasha even though it is the opposite of how a tzadik thinks and behaves. Once the tzadik realizes he is observing a rasha, he will be able to figure out what that man’s intentions are, and he will know what to expect from him. He will then interpret the intentions of the rasha as evil. In such a case he will not give the rasha the benefit of the doubt, as he normally would in dealing with a righteous person.
יב = מַשְׂכִּיל צַדִּיק לְבֵית רָשָׁע מְסַלֵּף רְשָׁעִים לָרָע
(12) When the tzadik turns his attention to the household of the rasha,
he interprets the actions of resha’im toward evil.
There are times when the actions of a person are ambiguous, and it is unclear whether his intention is good or bad. In such case, we have to go by whether the majority of that person’s actions are oriented for a good purpose or a bad purpose. If that person has a pattern of sinful actions in the past, we must assume that his present actions follow the same pattern.
(12) When a tzadik turns his attention — מַשְׂכִּיל צַדִּיק
to the household of a rasha — לְבֵית רָשָׁע
he interprets the actions of resha’im — מְסַלֵּף רְשָׁעִים
toward evil — לָרָע.
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Mishlei 21-12 (Attitude) PDF version