The checklist and proverbs 1:6 posts will be uploaded within the next few hours. You can find an updated commentary on proverbs 1 thus far here.
Chakam (wise) = the state/quality of being wise, skilful. Chakam is the root form of chokmah, and differs in its usage in being closely related to the heart. The idea is of one who seeks/desires/has the heart or mindset to rightly divide right from wrong (similar idea presented in 2 Tim 2:15). The person who demonstrates this chakam will gain the gift of chokmah from God. See more here.
Shama’ (hear) = give earnest heed, listen, understand, and obey; be obedient.
Leqach (learning) = Insight into instruction/teaching. To learn/mentally take away the teachings/instruction/expounding of doctrine.
Tachbulah (wise counsel) = direction, guidance, specifically related to that of good and bad; against wicknedness. Built on the word chebel, a rope, the root idea is to steer a ship and guide it to the shore/safety without crashing, clear of dangers/evil.
Solomon here is saying that it is important that you approach proverbs with the desire to be wise, to be able to understand right from wrong, and to gain the gift of wisdom from God, because if you do so, you will heed the words found within Proverbs, and by extension you will be able to gain insight from these words. In turn the understanding of these proverbs will guide you and keep you safe.