What does Matthew 27:21 mean?
Pilate has allowed some unspecified time to pass for the message to get out: he will be releasing one prisoner today, either Jesus the teacher or Barabbas the insurrectionist (Matthew 27:15–18). Hs clear intent is to see Jesus released. Now Pilate asks for a decision. They cry out "Barabbas!" Pilate will seem surprised by this answer. Perhaps he shouldn't have been. Though Jesus was popular with many (Matthew 21:10–11), it's likely that many of those at the governor's headquarters early in the morning were invited there, by Jesus' enemies, for this very purpose.Even those with little knowledge of Jesus might have been swayed by the accusations of the Sanhedrin (Matthew 27:20). The influential members of Jewish religious leadership wanted them to vote for Barabbas. It's not surprising that many people would side with longstanding priests and leaders, against both Roman occupiers and an accused blasphemer. All the same, it's hypocritical for the people to claim loyalty to Rome (John 19:15) while demanding the release of a confirmed rebel.
Matthew 27:11–26 describes Jesus' trial before the Roman governor, Pontius Pilate. The Jewish religious leaders are asking Pilate to condemn Jesus to death, hurling accusations. Pilate is amazed that Jesus remains silent, barely saying anything in His own defense. Pilate offers the Passover crowds the choice between releasing Jesus or releasing Barabbas. They choose Barabbas and call for Jesus to be crucified. Pilate recognizes the obvious feud driving this persecution; he is more concerned with civil order than with justice. He agrees to execute Jesus while claiming no responsibility for the decision. Further details are found in Mark 15:1–15, Luke 23:1–25, and John 18:28—19:16.
When Judas learns Jesus has been condemned, he regrets betraying the Lord. He throws down his ill-gotten money and hangs himself. Jesus is taken to Pilate, who finds nothing to charge Him with. Given the choice, the people shout for the release of a convicted murderer and insist on Jesus' death. Jesus is mocked by a battalion of soldiers and then taken to be crucified. On the cross, He is mocked for not being able to save Himself. After three hours of darkness, Jesus dies. He is buried by a rich follower in a new tomb. This location is tightly guarded to prevent anyone from stealing the body.