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The common interpretation for all Trinitarian Christian denominations are as follows:
John 16:8-11 : Jesus is referring to His still being in a human (bodily) form, but He will later send His Spirit (who is essentially the same as God the Father's Spirit) to "stand in" as Comforter for His disciples just in the way He was while in bodily form on earth before His Resurrection and Ascension. But the dialog was set before crucifixion, so the 3 facts (sin, righteousness, judgment) were not yet clear. At Resurrection Jesus 1) received glory because the Father raised him from the dead and 2) defeated death and Satan. At Ascension Jesus 3) sat at the right hand of the Father. And at Pentecost His Spirit came.
The Holy Spirit is the one who shows the world those 3 facts, testifying to what Jesus did to 1) convict the world of sin, 2) making righteousness available (because now Jesus is our High Priest in the heavenly temple interceding for us), and 3) pronouncing judgment to those allying themselves with Satan (Satan was defeated at Resurrection). We are now in the era between Pentecost and Second coming where Satan is still allowed to rule the world, although his power is diminished, and the "underground resistance force" through the church is growing.
About judgment: In the "first coming" Jesus didn't come as a judge, but there is language in John about "pre-judgment" for those who didn't accept Jesus as the Son of God. The "definitive" and "public" judgment will happen at the Second Coming when Jesus will come again, this time in glory, and all the world (saved and not saved alike) will see who are really the children of God and who are not. See a more comprehensive explanation with Bible references here.
John 16:13: This Spirit is a person and therefore the language in John Gospel reflects this, as what the doctrine of the Trinity says.
John 14:16-17: You are correct in that the Spirit in this passage refers to the Holy Spirit who is eternal. John's focus is to show how the world rejected the incarnate Word of God (Jesus) who came to the world created through Him but who didn't recognize Him (John 1:10-12). The world didn't believe that Jesus was sent by the Father, and consequently the world didn't accept the Father either (despite the Pharisee's claims to know the Father better than Jesus, and who in fact executed Jesus thinking that they were doing the will of the Father). That's what John meant by "neither sees him nor knows him", because the world did see Jesus physically, but not spiritually. Only those who accepted Jesus as the Son of God will have the Holy Spirit living in their heart.
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Is the Comforter a person?
The answer is Yes. The Comforter is the Holy Spirit the Third Person in the Most Holy Trinity. But a good follow-up question is, is He or She a person like Jesus who was incarnated to lived in a full human nature?
The Holy Spirit will take on the role Jesus would leave behind and that is of being an Advocate or a Consoler, Comforter and a Paraclete. The simple question is, would the coming of the Holy Spirit needed a "flesh" too like the coming of the Logos also a Spirit the Second Person in the Most Holy Trinity was incarnated?
The answer is No, the Holy Spirit will not be incarnated like the Logos but instead of incarnated the Holy Spirit would simply dwell or indwelt all the redeemed. As scriptures said the body is the temple of the Holy Spirit.
Do you not know that your body is a temple of the Holy Spirit who is in you, whom you have received from God? You are not your own; (1Corinthian6:19)
Let's take one by one your raised confusions;
(A)
When he comes, he will prove the world to be in the wrong about sin and righteousness and judgment: about sin, because people do not believe in me; about righteousness, because I am going to the Father, where you can see me no longer; and about judgment, because the prince of this world now stands condemned. John 16:8-11
You raised two good question and a good reference pointing it to a person like human;
1.It seems to me that it has not happened already that those 3 fact were fulfilled, in particula the last one, I can't say Satan has been defeated again since Jesus death.
2.How can we say that a spirit hears? Additionally the greek word is ἀκούω, https://studybible.info/strongs/G191 shows the common usage on persons.
Answer:
The one who does what is sinful is of the devil, because the devil has been sinning from the beginning. The reason the Son of God appeared was to destroy the devil’s work.
(B)
And I will ask the Father, and he will give you another advocate to help you and be with you forever, the Spirit of truth. The world cannot accept him, because it neither sees him nor knows him. But you know him, for he lives with you and will be in you. John 14:16-17
This can only be the spirit because of the last sentence, and because otherwise how can he be forever?
Answer
The passage said the "another Advocate" or the "spirit" already lives in all the Apostles although it has not yet come fully in them as the Holy Spirit will come during the Pentecost at the Upper Room to fully anoint them in their mission to evangelize and baptize the whole world.
The important question is, we go back to the analogy with Jesus Christ. We can see that the Logos like the Holy Spirit is a "spirit" and had no human flesh. Jesus became the Advocate when the Holy Spirit dwells in Him in the Baptism in the Jordan River.
16 As soon as Jesus was baptized, he went up out of the water. At that moment heaven was opened, and he saw the Spirit of God descending like a dove and alighting on him. 17 And a voice from heaven said, “This is my Son, whom I love; with him I am well pleased.” (Matthew3:16-17)
This passage shows that Jesus in the human flesh became the Advocate when the Holy Spirit came down to fully and perfectly dwells in Him because Jesus although fully man is co-substantial with the Abba Father the First Person in the Most Holy Trinity.
Now, if we ponder the scene in the Upper Room, among all the people present in the Upper Room, to whom do you think the Holy Spirit will dwell fully & perfectly to become the "another Advocate". Remember Jesus became the Advocate because the Holy Spirit was able to dwell in Him fully and perfectly.
Now, if we choose among the people present in the Upper Room. most likely who would the Holy Spirit choose for Her (Ruach the Holy Spirit in Hebrew is feminine) to fully and perfectly dwell so that She can fulfill Her role as the "another Advocate"?
It's up for us to choose among the Twelve Apostles, would it be Peter or John the beloved or would it be James the Greater as this three were all seen Jesus in His Transfiguration in Mount Tabor.
Would it be Peter that the Holy Spirit had chosen because Jesus gave him the Keys to His Kingdom in Matthew16:19 and promised His powerful protection that his faith will not fail, and also Jesus had given Peter the task of "Advocating" for his confused and fallen brethren in Luke22:32
But I have prayed for thee, that thy faith fail not: and thou, being once converted, confirm thy brethren.(Douay-Rheims)
..but I have prayed for you, that your faith may not fail; and you, when once you have turned again, strengthen your brothers."(New American Standard Bible)
Plus, the strongest passages where it seen that the Holy Spirit perfectly dwell in Peter is in Acts5:3-ff wherein it showed a lie spoken to Peter is a direct blasphemy against the Holy Spirit who dwells in him.
Then Peter said, “Ananias, how is it that Satan has so filled your heart that you have lied to the Holy Spirit and have kept for yourself some of the money you received for the land? (Acts5:3)
In this passage, we can see that Ananias does not know that when he lied to Peter, he is actually lying to the Holy Spirit who perfectly dwells in Peter as Jesus anointed Him and appoint him to Shepherd His flock.
The interesting part here is before Peter can "advocate" to the rest of the Apostles, Peter had fallen first, he betrayed Jesus Christ thrice..So, how did Peter rise up?
Peter was consoled and comforted by another person and She is the Theotokos. Peter now learned how to be consoled from the Maternal Hands of Mary. Since Peter learnt the art of consoling from the Theotokos. Were now left with two choices;
Who would the Holy Spirit choose to dwell to perform Her role as the "another Advocate"?
Would it be Peter whom Jesus gave the Keys and the responsibilities to console his brethren or the Holy Spirit will choose the Theotokos anyway She already "overshadowed" Her..
The answer needs more pondering....but St.Alphonsus Liguori a Doctor of the Church and one of the Great Marian Saints had already meditated the answer...
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A person is anyone who can think, feel, and act; anyone capable of self-consciousness and self-determination; any individual having legal rights and duties; a rational being with bodily presence, soul passions and spirit faculties. All this is true of the Holy Spirit
The Comforter is the Holy Spirit. He is fully a person and fully divine. Here are a few aspects of the Holy Spirit that prove He is a real person:
Divine titles and personal names are given to Him, such as
The Spirit of God (1 Cor 3:16, Gen 1:2)
The Spirit of Counsel and Might (Isa 11:1-2)
The Spirit of Life (Rom 8:2, Rev 11:11)
...
Personal pronouns are used of Him (for example in Jn 14:16-26)
Personal attributes are ascribed to Him, such as:
Self existence (Heb 9:14)
Omniscience (1 Cor 2:10-11, John 14:26)
Mind (Rom 8:27, 1 Cor 2:10-11) Hearing and Speech (Jn 15:26; 16:13-15; Acts 2:4)
Unselfishness (Jn 16:13-15)
...
Personal works are ascribed to Him, such as:
creation (Ps 104:30)
healing (Rom 9:11)
life giving (Rom 8:2)
speaking of Christ and glorifying Him (Jn 16:13-15)
Personal references are made of Him and he is associated with the Father and the Son as an equal member of deity (Mt 28:19; 2 Cor 13:14; Eph 4:1-6)
Personal treatments is ascribed to Him
He can be resisted (Acts 7:51)
He can be "fellowshipped" (Phil 2:1)
He can be quenched (1 Thess. 5:19)
...
(Ref: Dake's God's plan for man, Lesson twenty-five, the truth about the Holy Spirit)