Here is something from volume I of my book (The Antichrist and the Second Coming) on the Man of Lawlessness. Paul is elaborating on Daniel 11:36-12:13.
THE CONNECTIONS BETWEEN THE MAN OF LAWLESSNESS
AND THE KING OF THE NORTH
In his discussion of the man of lawlessness, the one
“who opposes and exalts himself above all that is called God” (2 Thess. 2:4), Paul expounds on the king of the North of Daniel 11:36-45, the one who would
“exalt and magnify himself above every god [and] speak blasphemies against the God of gods” (Dan. 11:36). Thus, both the king of the North and the man of lawlessness oppose God and try to exalt themselves above God. Both are vanquished at the time of the Second Advent (2 Thess. 2:8; Dan. 11:45). Although Daniel 11:36-12:13 does not actually depict the parousia, it shows the events that the NT associates with it, that is, the great tribulation (Dan. 12:1; cf. Matt. 24:21), the abomination of desolation (Dan. 12:11; cf. Matt. 24:15), and the resurrection and judgment (Dan. 12:2-3; cf. Matt. 25:31-32). All of these events are shown as happening at this time, at the end of the age attack by the king of the North on Jerusalem.
Both the man of lawlessness and the king of the North are defeated after laying siege to the Temple in Jerusalem (2 Thess. 2:4; Dan. 11:45). As I mentioned previously, the Antichrist’s defeat at this time is not talking about the death of a man but the destruction of a demonic ruler that worked through a man (cf. Rev. 11:7; 17:8). This was the end of the spiritual ruler that worked through Titus in his destruction of the Jewish nation. This resulted in the casting of this demonic ruler of the Roman people (Dan. 9:26; cf. Dan. 10:13) into the lake of fire (cf. Dan. 7:11; Rev. 19:20).
The king of the North/man of lawlessness would be a man who would do as he pleased; he would “do according to his own will” (Dan. 11:36). In the words of Paul, he would be a “man of lawlessness” (2 Thess. 2:3 NASB). The king of the North/man of lawlessness would “destroy and annihilate many” (Dan. 11:44); in Paul’s words, he would be “the son of destruction” (2 Thess. 2:3 NASB).12 Both Daniel and Paul are talking about the ultimate day of the Lord in their discussion of the king of the North/man of lawlessness. This is made clear by the fact that the great tribulation and resurrection are shown as occurring at the time of the king of the North’s attack on the Temple (Dan. 11:45-12:2).13 In his discussion of the man of lawlessness, Paul also talks about the time of the resurrection on the day of the Lord. Compare Daniel 12:2 (“And many of those who sleep in the dust of the earth shall awake”) with 1 Thessalonians 4:14 (“For if we believe that Jesus died and rose again, even so God will bring with Him those who sleep in Jesus”).14 Both contexts are speaking about the resurrection that was to happen at the end of the age.
Added to all this, both Daniel and Paul speak of Michael the archangel (cf. Jude 9) being active at this time (Dan. 12:1; 1 Thess. 4:16), and both writers speak of it as a time of severe tribulation (Dan. 12:1; 1 Thess. 3:3-4). This great tribulation would be completed by the time of the destruction of the Jewish nation in AD 70 (Dan. 12:7; cf. 1 Thess. 5:3). According to Daniel (12:10-11 LXX) this would be a time when lawless ones would commit lawlessness (cf. Matt. 24:11-12). Drawing from this, Paul writes about the ultimate “lawless one” (2 Thess. 2:8). Beale elaborates:
The expression man of lawlessness (anthrōpos tēs anomies) echoes Daniel 12:10-11 which . . . refers to the end-time trial as a period when “the lawless ones [anomoi] will do lawlessness [anomeō], and the lawless ones [anomoi] will not understand” (i.e., they will mislead, be misled or both).15 (brackets and emphasis in original)
THE MAN OF LAWLESSNESS AND THE COMING WRATH ON ISRAEL
Daniel 11:36 talks of the Antichrist bringing God’s wrath on Israel. The king of the North would “prosper till the wrath has been accomplished . . .” (cf. Dan. 9:26-27). Paul, referring to this wrath, tells the Thessalonians that it would be directed at unbelievers (the Jews in particular, cf. Luke 21:20-23) not God’s people: “When they say ‘Peace and safety!’ then sudden destruction comes upon them . . . [but] God did not appoint us to wrath but salvation . . .” (1 Thess. 5:3, 9; cf. Jer. 6:10-30). In 1 Thessalonians 1:10 Paul tells his first-century audience “to wait for His [God’s] Son from heaven, whom He raised from the dead, even Jesus who delivers us from the wrath to come.” Approximately two decades earlier, John the Baptist warned the Jewish leaders of this coming wrath:
But when he [John the Baptist] saw many of the Pharisees and Sadducees coming to his baptism, he said to them, “Brood of vipers! Who warned you to flee from the wrath to come? Therefore bear fruits worthy of repentance, and do not think to say to yourselves, ‘We have Abraham as our father.’ For I say to you that God is able to raise up children to Abraham from these stones. And even now the ax is laid to the root of the trees. Therefore every tree which does not bear good fruit is cut down and thrown into the fire. I indeed baptize you with water unto repentance, but He who is coming after me is mightier than I, whose sandals I am not worthy to carry. He will baptize you with the Holy Spirit and fire. His winnowing fan is in His hand, and He will thoroughly cleanout His threshing floor, and gather His wheat into the barn; but He will burn up the chaff with unquenchable fire.”
Matthew 3:5-10; cf. 22:1-14; 2 Thessalonians 2:1
(underlined emphasis mine)
Indeed, the Jews who were troubling the Thessalonian believers (either directly or by proxy; cf. 1 Thess. 2:14-16; Acts 17:1-15) would be repaid “with tribulation” on the day of the Lord (2 Thess. 1:6). This tribulation—the great tribulation mentioned in Daniel 12:1—was the coming judgment of God on the Jews (cf. Matt. 21:33-45; Rev. 15:1; 16:19):
Woe to you scribes and Pharisees, hypocrites! Because you build the tombs of the prophets and adorn the monuments of the righteous, and say “If we had lived in the days of our fathers, we would not have been partakers with them in the blood of the prophets.” Therefore you are witnesses against yourselves that you are sons of those who murdered the prophets. Fill up, then, the measure of your father’s guilt. Serpents, brood of vipers! How can you escape the condemnation of hell? Therefore, indeed, I send you prophets, wise men, and scribes: some of them you will kill and crucify and some of them you will scourge in your synagogues and persecute from city to city, that on you may come all the righteous blood shed on the earth, from the blood of righteous Abel to the blood of Zechariah, son of Berechiah, whom you murdered between the temple and the altar. Assuredly, I say to you, all these things will come upon this generation.
Matthew 23:29-36 (underlined emphasis mine)
This coming wrath is clearly described by Luke in the context of the AD 70 judgment and dispersal of the Jewish nation.
But when you see Jerusalem surrounded by armies, then know that its desolation is near. Then let those who are in Judea flee to the mountains, let those who are in the midst of her depart, and let not those who are in the country enter her. For these are the days of vengeance that all things which are written may be fulfilled. But woe to those who are pregnant and to those who are nursing babies in those days! For there will be great distress in the land and wrath upon this people. And they will fall by the edge of the sword, and be led away captive into all nations. And Jerusalem will be trampled by Gentiles until the times of the Gentiles are fulfilled.
Luke 21:20-24 (underlined emphasis mine)
When Saul was persecuting believers he did so under the authority of the high priest (Acts 9:1-2, cf. 22:4-5). With the fall of Jerusalem, the institutions of the priesthood and the Temple were destroyed. In fact, when Titus captured the Temple he had all the surviving priests put to death. After AD 70, the Jews throughout the empire would not trouble believers as they had before; they (the Jews) would have to worry about their own safety. The end result was that Jesus’ parousia gave his followers rest from Jewish persecution: “it is a righteous thing with God to repay with tribulation those who trouble you, and to give you who are troubled rest with us when the Lord Jesus is revealed from heaven with his mighty angels” (2 Thess. 1:6-7). It may be hard to fathom that this coming of Jesus with his angels happened at AD 70, but it is what Jesus taught:
For the Son of Man will come in the glory of His Father with His angels, and then He will reward each according to his works. Assuredly, I say to you, there are some standing here who shall not taste death till they see the Son of Man coming in His kingdom. 16
Matthew 16:27-28
If, as futurists claim, the Second Advent is still future, then Paul’s first-century audience at Thessalonica never lived to see the rest that Paul had promised them at the soon-coming parousia.
THE TWO INDICATORS GIVEN FOR THE DAY OF THE LORD
IN DANIEL 12 AND 2 THESSALONIANS 2
Finally, seeing as how Paul is elaborating on the end of the age spoken of in Daniel 11:36-12:13, it seems quite likely that the two indicators he gives to identify the timing of the day of the Lord are related to the two indicators given in Daniel 12 for the countdown to the end of the age. The two markers given in Daniel 12:11 are (1) the taking away of the daily sacrifice and (2) the abomination of desolation (i.e., the coming of the one who would make Israel desolate, cf. Dan. 9:27). The two markers that Paul gives in 2 Thessalonians are (1) “the rebellion” (Gr. apostasia) and (2) the revelation of “the lawless one” (2 Thess. 2:3 NRSV).
The Jewish rebellion (which was referred to as an apostasia)17 began in AD 66 with the taking away of the daily sacrifice for the emperor (or any foreigner). The Roman response to this resulted in the coming of the one who would make the Jewish nation desolate. This was the abomination of desolation, the coming of the Antichrist (Dan. 9:27, 12:11); it equates with the second of Paul’s markers, the revelation of the man of lawlessness.
Notice that Paul, in his teachings in 1-2 Thessalonians, is not only drawing from Daniel 11:36-37 in his discussion of the man of lawlessness and the day of the Lord, he is drawing from the whole final section of Daniel (Dan. 11:36-12:13). This should not be a surprise, as both Daniel and Paul are speaking of the same subject, the attack of the king of the North/man of lawlessness against God’s holy mountain and his capture of the Temple (Dan. 11:36-37, 45; 2 Thess. 2:4). This would happen on the ultimate day of the Lord; it would be the time of the great tribulation and the beginning of the resurrection (Dan. 12:1-3; 1 Thess. 4:16; 2 Thess. 1:6-7).