Matthew 20 – The Last Shall Be First
Matthew 20 teaches God’s justice, mercy, and the heart of true servanthood. Jesus shares the parable of the laborers in the vineyard, foretells His death, corrects misconceptions about greatness, and heals two blind men, demonstrating His compassion and power.
Kingdom Values: Grace, Sacrifice, and Service
Matthew 20 challenges human ideas of fairness and status, showing that God’s grace and rewards are given by His sovereignty, not human merit.
✔ The Parable of the Vineyard reveals God’s generosity.
✔ Jesus predicts His suffering and death.
✔ True greatness is found in serving others.
✔ Two blind men persist in faith and receive healing.
📖 Key Verse: “But whosoever will be great among you, let him be your minister.” – Matthew 20:26
🔎 God’s Kingdom operates by grace, not worldly standards of fairness.
Matthew Chapter 20 - Overview
Matthew 20:1-16 – The Parable of the Laborers in the Vineyard
📖 Matthew 20:1-2 – “The kingdom of heaven is like unto a man that is an householder, which went out early in the morning to hire laborers… And when he had agreed with the laborers for a penny a day, he sent them into his vineyard.”
🔎 God, the householder, calls workers into His Kingdom at different times, yet rewards them equally.
📖 Matthew 20:9-10 – “And when they came that were hired about the eleventh hour, they received every man a penny… but when the first came, they supposed that they should have received more.”
🔎 Human expectations conflict with God’s generosity. The early laborers resented the master’s grace toward the latecomers.
📖 Matthew 20:15-16 – “Is it not lawful for me to do what I will with mine own? Is thine eye evil, because I am good? So the last shall be first, and the first last.”
🔎 God’s rewards are based on His grace, not human effort.
Matthew 20:17-19 – Jesus Foretells His Death Again
📖 Matthew 20:18-19 – “Behold, we go up to Jerusalem; and the Son of man shall be betrayed… and they shall deliver him to the Gentiles to mock, and to scourge, and to crucify him: and the third day he shall rise again.”
🔎 Jesus prepares His disciples for His suffering, but they still struggle to comprehend it.
Matthew 20:20-28 – A Lesson on True Greatness
📖 Matthew 20:21 – “Grant that these my two sons may sit, the one on thy right hand, and the other on the left, in thy kingdom.”
🔎 James and John’s mother seeks earthly status for her sons, misunderstanding Kingdom greatness.
📖 Matthew 20:26-28 – “Whosoever will be great among you, let him be your minister… Even as the Son of man came not to be ministered unto, but to minister, and to give his life a ransom for many.”
🔎 True greatness is found in service, not power. Jesus is the ultimate example.
Matthew 20:29-34 – Healing of the Two Blind Men
📖 Matthew 20:30 – “And, behold, two blind men sitting by the way side… cried out, saying, Have mercy on us, O Lord, thou Son of David.”
🔎 Despite opposition, their faith remains strong.
📖 Matthew 20:34 – “So Jesus had compassion on them, and touched their eyes: and immediately their eyes received sight, and they followed him.”
🔎 Jesus heals in response to persistent faith.
Matthew Chapter 20 - Deeper Study
Overview: Grace, Humility, and Faith
🔹 Timeframe: Jesus continues toward Jerusalem, preparing His disciples.
🔹 Setting: Various encounters on the journey.
🔹 Theme: God’s grace, servant leadership, and faith’s reward.
Key Takeaways
🔑 God’s rewards are based on grace, not human effort.
🔑 True greatness comes through servanthood.
🔑 Jesus willingly embraced suffering to save many.
🔑 Faith moves Jesus to act with compassion.
Prophetic Patterns & Dual Fulfillment
🔮 The Vineyard & Israel – Mirrors Isaiah 5:1-7, where Israel is God’s vineyard.
🔮 Jesus as the Suffering Servant – Fulfilled Isaiah 53, describing His suffering and sacrifice.
🔮 The Last Shall Be First – Seen in God’s reversal of human expectations throughout Scripture (1 Samuel 16:7).
Historical & Cultural Context
📜 Day Laborers in Israel – Workers were hired at different times, depending on need.
📜 Jewish Expectations of the Messiah – Many expected a conquering king, not a suffering servant.
📜 Servants & Status – In Jewish culture, servants were considered lowly, making Jesus’ teaching radical.
💡 Final Reflection: Do We Seek Status or Service?
Matthew 20 challenges us to align our hearts with God’s values. Are we pursuing worldly success or Kingdom greatness?
📌 Are we envious of God’s grace toward others?
📌 Do we strive for status, or are we willing to serve?
📌 Are we willing to sacrifice for the sake of the Gospel?
🚀 The last shall be first—will we embrace the call to servanthood?
Laborers in the Vineyard
Mat 20:1 For the kingdom of heaven is like unto a man that is an householder, which went out early in the morning to hire labourers into his vineyard.
Mat 20:2 And when he had agreed with the labourers for a penny a day, he sent them into his vineyard.
Mat 20:3 And he went out about the third hour, and saw others standing idle in the marketplace,
Mat 20:4 And said unto them; Go ye also into the vineyard, and whatsoever is right I will give you. And they went their way.
Mat 20:5 Again he went out about the sixth and ninth hour, and did likewise.
Mat 20:6 And about the eleventh hour he went out, and found others standing idle, and saith unto them, Why stand ye here all the day idle?
Mat 20:7 They say unto him, Because no man hath hired us. He saith unto them, Go ye also into the vineyard; and whatsoever is right, that shall ye receive.
Mat 20:8 So when even was come, the lord of the vineyard saith unto his steward, Call the labourers, and give them their hire, beginning from the last unto the first.
Mat 20:9 And when they came that were hired about the eleventh hour, they received every man a penny.
Mat 20:10 But when the first came, they supposed that they should have received more; and they likewise received every man a penny.
Mat 20:11 And when they had received it, they murmured against the goodman of the house,
Mat 20:12 Saying, These last have wrought but one hour, and thou hast made them equal unto us, which have borne the burden and heat of the day.
Mat 20:13 But he answered one of them, and said, Friend, I do thee no wrong: didst not thou agree with me for a penny?
Mat 20:14 Take that thine is, and go thy way: I will give unto this last, even as unto thee.
Mat 20:15 Is it not lawful for me to do what I will with mine own? Is thine eye evil, because I am good?
Mat 20:16 So the last shall be first, and the first last: for many be called, but few chosen.
Jesus Foretells His Death a Third Time
Mat 20:17 And Jesus going up to Jerusalem took the twelve disciples apart in the way, and said unto them,
Mat 20:18 Behold, we go up to Jerusalem; and the Son of man shall be betrayed unto the chief priests and unto the scribes, and they shall condemn him to death,
Mat 20:19 And shall deliver him to the Gentiles to mock, and to scourge, and to crucify him: and the third day he shall rise again.
A Mother’s Request
Mat 20:20 Then came to him the mother of Zebedee’s children with her sons, worshipping him, and desiring a certain thing of him.
Mat 20:21 And he said unto her, What wilt thou? She saith unto him, Grant that these my two sons may sit, the one on thy right hand, and the other on the left, in thy kingdom.
Mat 20:22 But Jesus answered and said, Ye know not what ye ask. Are ye able to drink of the cup that I shall drink of, and to be baptized with the baptism that I am baptized with? They say unto him, We are able.
Mat 20:23 And he saith unto them, Ye shall drink indeed of my cup, and be baptized with the baptism that I am baptized with: but to sit on my right hand, and on my left, is not mine to give, but it shall be given to them for whom it is prepared of my Father.
Mat 20:24 And when the ten heard it, they were moved with indignation against the two brethren.
Mat 20:25 But Jesus called them unto him, and said, Ye know that the princes of the Gentiles exercise dominion over them, and they that are great exercise authority upon them.
Mat 20:26 But it shall not be so among you: but whosoever will be great among you, let him be your minister;
Mat 20:27 And whosoever will be chief among you, let him be your servant:
Mat 20:28 Even as the Son of man came not to be ministered unto, but to minister, and to give his life a ransom for many.
Jesus Heals Two Blind Men
Mat 20:29 And as they departed from Jericho, a great multitude followed him.
Mat 20:30 And, behold, two blind men sitting by the way side, when they heard that Jesus passed by, cried out, saying, Have mercy on us, O Lord, thou Son of David.
Mat 20:31 And the multitude rebuked them, because they should hold their peace: but they cried the more, saying, Have mercy on us, O Lord, thou Son of David.
Mat 20:32 And Jesus stood still, and called them, and said, What will ye that I shall do unto you?
Mat 20:33 They say unto him, Lord, that our eyes may be opened.
Mat 20:34 So Jesus had compassion on them, and touched their eyes: and immediately their eyes received sight, and they followed him.

Date Written
Approximately 50-60 AD
Written By
The Apostle Matthew (Levi)
Language
Originally written in Greek (with strong Hebraic influence)
Verses
34