Promise: Isaiah 53:12Fulfillment: Matthew 27:38
Therefore I will divide him a portion with the many, and he shall divide the spoil with the strong, because he poured out his soul to death and was numbered with the transgressors; yet he bore the sin of many, and makes intercession for the transgressors. (Isaiah 53:12 ESV)
Then two robbers were crucified with him, one on the right and one on the left. (Matthew 27:38 ESV)
Around 700 B.C. Isaiah prophesied that Jesus would be killed with sinners. Indeed he was crucified between two criminals, one of which came to the faith while hanging on the cross nearby The Lord.
Jesus' mission was to find and save lost people. He came after the transgressors. All of us fall into that category. It is only because of his redemptive work that we find ourselves looking back on that term in the past tense of the word.
Jesus was consistently seen with transgressors, sinners. He kept company with them regularly. He dined with them. Talked with them. And died with them. He knew his mission. And he accomplished it.