1)

Why does it say "Chachmas Arum Havin Darko"?

1.

Rashi: One who is a Chacham, he understood his path to gauge his ways.

2.

R. Yonah: From all the Chachmos that man attains, a wise man chooses the Chachmah of proper deeds and fixing Midos. A Kesil chooses schemes and pretexts. They come only via thought - "Hemiku Sarah" (Yeshayah 31:6), "Hemiku Shichesu" (Hoshe'a 9:9), "Havah Nischakemah Lo" (Shemos 1:10), "Chachamim Hem Lehara" (Yirmeyah 4:22).

3.

Malbim: Arum is not a Chacham. He did not receive the laws of Chachmah from Chachamim to know all their paths. However, he is not a Pesi to be enticed to everything, for his Armimus (shrewdness) and Sechel distinguish between good and evil, and Emes and Sheker - "Lases li'Fsayim Armah" (1:4). His Armimus teaches him to understand his way, not to go on a path about which he is unsure if it is good or evil. This is his Chachmah.

2)

What is "Iveles Kesilim Mirmah"?

1.

Rashi: The deception in their hearts, in the end it will bring them to folly.

2.

R. Yonah: Refer to 14:8:1:2.

3.

Malbim: Kesilim is not an Evvil. He does not truly doubt the ways of Chachmah, just because he is incarcerated in desire, which leads him in anarchy without a path, and the laws of Chachmah and Da'as oppose him, he schemes to call to Iveles, and says that he is unsure about Chachmah. He does not believe it due to his doubts. This is Mirmah, for really, he is not in doubt. It is a pretext for going in the freedom of his heart.

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