JPS Tanakh 1917
I will instruct thee and teach thee in the way which thou shalt go; I will give counsel,
I will give counsel,
Mine eye being upon thee.’
In the Hebrew, the verb for “instruct” is שבל and is not the normal verb for instruction like a teacher in school. This is talking about a more adult relationship where God teaches us skills in wisdom–how to consider matters. The verb for teach is the same root word for Torah. It can also be used for rain, shooting an arrow. So it’s about pointing the way.
With this close relationship in mind, I’m wondering if the LORD doesn’t so much keep an eye on us, as he guides us with His eyes. When you have a close relationship with someone, they can communicate with you if you simply watch their eyes. Others in a crowded party may not notice, but you will know what your friend is thinking.
Imagine if both of you just met a talkative man who is boasting, Your friend may give you a raised eyebrow as if to say, “Don’t believe a word that he’s saying.” Your friend may then point their eyes to the door as if to say, “It’s time to get out of here,” and without speaking a word, you both leave together. Perhaps God guides with His eyes in a similar way. If we are watching Him, we’ll catch His subtle glances that He reserves for His friends who want to learn.