The 16th Hebrew letter is Ayin which means eye; spiritual insight.
John 16:1-2 These THINGS have I spoken to you, that you should not be offended. They shall put you out of the synagogues: yes, the time comes; that whosoever kills you will think that he does G-d service.
Yeshua continued His discussion of persecution. He wanted His followers to be prepared for the future. Before Paul (Shaul) became a believer in Yeshua, he persecuted the believers in Yeshua. He thought he was doing the work of G-d.
Acts 22:4-5 And I (Paul) persecuted this way (Believers in Yeshua) to the death, binding and delivering into prisons both men and women. As also the high priest doth bear me witness, and all the estate of the elders: from whom also I received letters to the brothers, and went to Damascus, to bring them which were there bound to Jerusalem, for to be punished.
Later, after Paul repentance, he, the persecutor, became the persecuted.
2 Corinthians 11:22-27 Are they Hebrews? so am I. Are they Israelites? so am I. Are they the seed of Abraham? so am I. Are they ministers of (Messiah) Christ? (I speak as a fool) I am more; in labors more abundant, in stripes above measure, in prisons more frequent, in deaths often. Of the Jews five times received I forty stripes save one. Thrice was I beaten with rods, once was I stoned, thrice I suffered shipwreck, a night and a day I have been in the deep; In journeying often, in perils of waters, in perils of robbers, in perils by mine own countrymen, in perils by the heathen, in perils in the city, in perils in the wilderness, in perils in the sea, in perils among false brothers; In weariness and painfulness, in watching often, in hunger and thirst, in fasting often, in cold and nakedness.
John 16:3 And these things will they do to you, because they have not known the Father, nor me.
Why do they do these things? They neither know G-d the Father, or Yeshua.
John 16:4 But these things I have told you, that when the time comes, you may remember that I told you of them. And these things I did not say to you at the beginning, because I was with you.
Yeshua is telling them this now because it is time for Him to leave them; to die on the execution stake as atonement for our sins.
John 16:5 But now I go my way to Him that sent me; and none of you asks Me, Where are you going?
You would think they would have been full of questions when He told them that He was leaving them. He is going to the Father “Him that sent me”.
John 16:6 -7 But because I have said these things to you, sorrow has filled your heart. Nevertheless I tell you the truth; It is expedient for you that I go away: for if I go not away, the Comforter (Ruach HaKodesh) will not come to you; but if I depart, I will send Him to you.
His talmidim were sad, they were only thinking about themselves and what would become of them. Yeshua told them it was necessary to go away. He was our Pesach (Passover) lamb. It was necessary for Him to finish the work He came to earth to do (dying for our atonement).
Then Yeshua was to return to heaven. He would, however send us a helper, Ruach HaKodesh. In the Tanakh period Ruach HaKodesh would come upon people during particular periods of their life and then leave them. Samson is an example of this.
Judges 14:19 And the Spirit of the L-RD came upon him, and he went down to Ashkelon, and slew thirty men of them, and took their spoil, and gave change of garments to them which expounded the riddle. And his anger was kindled, and he went up to his father's house.
David asked the Father:
Psalm 51:11 Cast me not away from your presence; and take not Ruach HaKodesh (The Holy Spirit) from me.
There is a modern praise chorus based on this verse of scripture. It is, however, not necessary to pray this prayer today. Why, you ask? Because the work of Ruach HaKodesh is different during the Church age (The period of time between Pentecost and the Rapture) than it was during the Tanakh period. During the Tanakh period Ruach HaKodesh never indwelt a person. Why? Because their sins had not been taken away, the blood of the animal sacrifices only covered them. After Yeshua died and His blood washed away our sins, Ruach HaKodesh now indwells the believer. From the moment that one trusts in Yeshua as His Messiah Ruach HaKodesh indwells them permanently.
Ephesians 1:13-14 In whom you also trusted, after that you heard the word of truth, the gospel of your salvation(completion): in whom also after that you believed, you were sealed with Ruach HaKodesh (Holy Spirit) of promise, Which is the earnest of our inheritance until the redemption of the purchased possession, unto the praise of His glory.
Ephesians 4:30 And grieve not Ruach HaKodesh (holy Spirit of G-d), whereby you are sealed unto the day of redemption.
John 16:8 And when He is come, He will reprove the world of sin, and of righteousness, and of judgment:
One of the jobs of Ruach HaKodesh is to convict us of sin and point us to Yeshua so we repent.
John 16:9 Of sin, because they believe not on me;
The sin that will keep you out of Heaven is the sin of not accepting Yeshua as your Mashiach.
John 16:10 Of righteousness, because I go to my Father, and you see me no more;
He also points out that our righteousness is not sufficient to gain entrance into heaven.
Matt 5:20 For I say to you, That except your righteousness shall exceed the righteousness of the scribes and Pharisees, you shall in no case enter into the kingdom of heaven.
Perfection is the standard. None obtained it, except one, Yeshua. WE get our sin nature from Adam on down through our Father’s. David said we are born in sin.
Psalms 51:5 Behold, I was shaped in iniquity; and in sin did my mother conceive me.
Yeshua’s Father had no sin because He was, is, and always will be the Son of G-d.
John 16:11 Of judgment, because the prince of this world is judged.
The “prince of this world” is Satan. He will be judged someday.
John 16:12 I have yet many things to say to you, but you cannot bear them now.
Yeshua knew their limitations and would not reveal more information to them than they would be able to handle.
John 16:13 Howbeit when He, the Spirit of truth, is come, He will guide you into all truth (Ayin -spiritual insight): for He shall not speak of Himself; but whatsoever He shall hear, that shall He speak: and He will show you THINGS to come.
Ruach HaKodesh aka. “The Spirit of truth” will reveal additional information to them.