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Job 16:16

King James Version (KJV)
Adam Clarke
Bible Commentary

On my eyelids is the shadow of death - Death is now fast approaching me; already his shadow is projected over me.

Albert Barnes
Notes on the Whole Bible

My face is foul with weeping - Wemyss, “swelled.” Noyes, “red.” Good, “tarnished.” Luther, “ist geschwollen” - is swelled. So Jerome. The Septuagint, strangely enough, ἡ γαστήρ μον συνκέκαυται, κ. τ. λ. hē gastēr mou sunkekautai etc. “my belly is burned with weeping.” The Hebrew word (חמר châmar ) means to boil up, to ferment, to foam. Hence, it means to be red, and the word is often used in this sense in Arabic - from the idea of becoming heated or inflamed. Here it probably means either to be “swelled,” as any thing does that “ferments,” or to be “red” as if “heated” - the usual effect of weeping. The idea of being “defiled” is not in the word.

And on my eyelid; is the shadow of death - On the meaning of the word rendered “shadow of death,” see the notes at Job 3:5. The meaning is, that darkness covered his eyes, and he felt that he was about to die. One of the usual indications of the approach of death is, that the sight fails, and everything seems to be dark. Hence, Homer so often describes death by the phrase, “and darkness covered his eyes;” or the form “a cloud of death covered his eyes” - θανάτου νέφος ὄσσε ἐκάλυψη thanatou nephos osse ekalupsē The idea here is, that he experienced the indications of approaching death.

Matthew Henry
Concise Bible Commentary
Here is a doleful representation of Job's grievances. What reason we have to bless God, that we are not making such complaints! Even good men, when in great troubles, have much ado not to entertain hard thoughts of God. Eliphaz had represented Job as unhumbled under his affliction: No, says Job, I know better things; the dust is now the fittest place for me. In this he reminds us of Christ, who was a man of sorrows, and pronounced those blessed that mourn, for they shall be comforted.