To judge, is to evaluate, or to decide upon the meaning. We assess, we deduce, and we theorize as to what something is. It's kind of like an attempt to study something, to learn something about it, to understand it, and then to label it with a conclusion.
But Jesus is saying this entire process isn't something we are really in a position to do. To really truly be accurate in assessing anything, we need to know all the facts. We need access to absolutely everything in order to do that. We need to know all of the past and present and future, all causes and effects, all potentials, all influences, all variables and pretty much a crystal ball.
We're told that we don't have that because we've narrowed our minds so much that we are out of touch with "everything" and therefore cannot KNOW what everything is. Which leaves us really in a position of not knowing what ANYTHING is.
But we're also told that the Holy Spirit remains in a position of having access to everything, he knows everything past present and future, all causes effects variables and potentials. And so He IS in a position to "judge accurately." This is why we're asked to hand over the role of "judging" to him, so that we don't keep making mistakes.
When we judge wrongly by mistake we end up suffering the consequences of the beliefs that we form. To judge really is similar to accusation. We accuse things of being something, or of something being true of them. We hold it against stuff. That's like a condemnation of sin. We kind of attack the world with these judgements. To label or name anything anything is an attempt to confine and limit and understand it.
And we're even told that the Holy Spirit does NOT understand the world at all, because it cannot BE understood. Essentially that real understanding is knowledge and "dissection" or analysis just blinds you.
As you narrow things down and put them in boxes you isolate and exclude and shut out, you increase the separation and enhance differences, and now as you are becoming more "accurate" in your understanding or "describing" of the world you actually become more out of touch with the more abstract big picture. You might think that understanding something "perfectly" is knowledge, and now passes for knowing. But it is totally opposite. The more you think you know, the less you actually know.
So there are two factors in why you cannot, or are incapable of judging accurately. 1) You do not currently have access to every fact in the universe, and 2) Attempting to judge based on limited facts limits your awareness and shuts the truth out. So you just end up believing you are "finding answers" in the dirt, very specific answers, when in fact all you're doing is becoming blinded by separations and forms. And really, all judgements made based on limited awareness are in fact the judgements OF THE EGO.
To judge is to "put meaning onto" something. In a way it is tied also into projection. You are always projecting. When you project some kind of "definition" onto reality you're trying to turn it into that definition. You hold the projection against the thing, see the image you have made, and think it is the thing you made it about.
The problem also is that by being in a role of being the one who has to figure everything out on your own, which you are not at all equipped to achieve, you also make for yourself an entire collection of meanings and purposes for the world. And all of these meanings, having been made by mistake, due to not being able to judge effectively, lead to false conclusions, which in turn produce various forms of suffering and destructiveness.
This is how you make your own hell. All your faulty judgements keep limiting and isolating and boxing you in and labelling you. Everything you think is true of what you see becomes true of yourself. You think you are right and accurate but you are highly mistaken because you don't have all the facts. And so whatever you think is happening is wrong, and results in faulty perceptions, which result in unfortunate effects of pain and misery.
So Jesus is then saying you can be alleviated from all the self-inflicted suffering you keep making by recognizing that you CANNOT judge. You are not, at present, in a position to judge accurately. You are too limited and small to know what anything is. Not that you're inept or anything but, until you are totally awake you really are out of touch with reality and are very uncertain about what is true. So you are better off asking the Holy Spirit to judge it all for you.
That means giving up the role of being the one who evaluates, judges, decides, figures out, determines, assesses, analyzes, understands, or has to in any way "know" what anything is, what it is for, how to use it, what it means, etc.
That's a pretty huge burden lifted off your shoulders if you can be willing to step out of the role of "gatekeeper of reality". Just being honest enough to admit that you really are too limited to be able to tell what anything REALLY is and that you need the Holy Spirit's vision to see FOR you. "Take this from me and look upon it, judging it for me.
Let me not see it as a sign of sin and death, nor use it for destruction. Teach me how NOT to make of it an OBSTACLE to peace, but let You use it FOR me, to FACILITATE its coming."
"We do not know him, and we cannot judge. And so we let Your Love decide what he whom You created as Your Son must be."
"We cannot judge ourselves, nor need we do so."
"You cannot judge. You merely can believe the ego's judgments, all of which are false."
"It cannot judge because it does not know. And RECOGNIZING this, it merely asks, "What is the meaning of what I behold?" Then is the Answer given, and the door held open for the Face of Christ to shine upon the one who asks in innocence to see BEYOND the veil of old ideas and ancient concepts held so long and dear AGAINST the vision of the Christ in you."
"Let me (Jesus) see for you, and judge for you what you would look upon. When you have seen with me but once, you would no longer value any fearful thing at cost of glory and the peace of God."
"You share His function only by judging AS HE DOES, reserving no judgment at all unto yourselves. For you will judge AGAINST yourselves, but He will judge FOR you."
"Remember how many times you thought you knew all the "facts" you needed for judgment, and how wrong you were! Is there anyone who has not had this experience? Would you know how many times you merely thought you were right, without ever realizing you were wrong? Why would you choose such an arbitrary basis for decision-making? Wisdom is not judgment; it is the relinquishment of judgment. Make then but one more judgment. It is this; there is Someone with you Whose judgment is perfect. He does know all the facts, past, present and to come. He does know all the effects of His judgment on everyone and everything involved in any way. And He is wholly fair to everyone, for there is no distortion in His perception."