September 7th, 2026
Why Jesus Says the Last Will Be First (And What That Means for You)
Most of us spend a lot of energy trying to get ahead. We work hard, save money, and make careful decisions because we want our lives to move forward. But what happens when Jesus says something that challenges the way we think about fairness, success, and who deserves what? That is exactly what He does in Matthew 20.
What Is the Parable of the Workers in the Vineyard About?
In Matthew 20:1-7, Jesus tells the story of a landowner who goes out early in the morning to hire workers for His vineyard. He agrees to pay them a standard day's wage and sends them to work. Then he goes back at 9 o'clock, noon, 3 o'clock, and finally at 5 o'clock in the afternoon. Each time, he finds more people standing around and sends them into the vineyard too.
When the workday ends, something unexpected happens. The landowner pays everyone the same wage, starting with the workers who arrived last.
"That evening he told the foreman to call the workers in and pay them, beginning with the last workers first. When those hired at five o'clock were paid, each received a full day's wage. When those hired first came to get their pay, they assumed they would receive more. But they, too, were paid a day's wage." - Matthew 20:8-10 New Living Translation (NLT)
The workers who had been there all day were furious. And honestly, that reaction makes sense. But Jesus is making a point that cuts much deeper than a paycheck.
Why Do We Keep Score, and What Does It Cost Us?
We All Want Things to Be Fair
Nobody wakes up hoping to fall behind. We want to succeed, we want our effort to matter, and we want to be rewarded for the work we put in. Over time, we develop strong ideas about who is winning, who deserves what, and what fairness looks like. We do not always realize how much those ideas shape us until Jesus says something that challenges them.
The Workers Got Exactly What They Were Promised
Here is the uncomfortable truth in this parable. The workers who started early were not cheated. They agreed to the deal before the workday began. Nobody changed the terms. They were perfectly fine with their wage until they saw what someone else received.
That is what keeping score does. It takes something you were grateful for and turns it into a source of resentment the moment someone else gets something good.
Keeping score makes someone else's blessing feel like God has forgotten you. And that is a heavy way to live.
Is Grace Really Fair? (And Why That Is Actually Good News)
Underneath the workers' frustration was something deeper. They were not upset because the landowner broke a promise. They were upset because he was generous to people who had not earned it.
"He answered one of them, 'Friend, I haven't been unfair! Didn't you agree to work all day for the usual wage? Take your money and go. I wanted to pay this last worker the same as you. Is it against the law for me to do what I want with my money? Should you be jealous because I am kind to others?'" - Matthew 20:13-15 New Living Translation (NLT)
We Decide Who Deserves Grace
That question stings because we do this too. Someone messes up their life and gets another chance. Someone walks away from God for years, comes back, and everyone celebrates. Someone who has not worked as long or sacrificed as much suddenly gets an opportunity. And something inside of us says, really? Them?
In that moment, we are not really concerned about fairness. We are deciding who we think deserves grace.
But here is the point. If you have to earn grace, it is not grace. Grace is not fair. Grace is better than fair.
A Real-Life Picture of Grace
In 2019, Amber Guyger was convicted of murdering Botham Jean after entering his apartment by mistake and shooting him. After she was sentenced to 10 years in prison, Botham's 18-year-old brother Brandt stood up to give his victim impact statement. He told her he forgave her. He said he wanted the best for her and wanted her to know Christ. Then he asked the judge if he could hug her. The judge said yes, and Brandt walked across the courtroom and embraced the woman who killed his brother.
Grace can make you uncomfortable. Brandt chose not to withhold forgiveness just because she had not earned it. That is the whole point of this parable.
Does Being Last Mean You Are Losing?
"So those who are last now will be first then, and those who are first will be last." - Matthew 20:16 New Living Translation (NLT)
The workers who started first thought being first should count for more. Jesus says that is not how the kingdom of God works.
There is nothing wrong with working hard or wanting to do well. The problem comes when you need to be ahead of someone else to feel good about where you are. When that happens, you stop enjoying what God has given you and start watching what He is doing for everyone else.
Being Behind Someone Else Does Not Mean You Are Behind With God
There will be seasons when it feels like you are falling behind. Someone else's plans will work out while yours do not. Someone will receive what you have been praying for for years. And if you are not careful, you can start believing that something is wrong with you, that God has forgotten you, or that you are doing something wrong.
But being behind someone else does not mean you are behind with God. He is not asking you to live their life. He is asking you to be faithful with what you have. He is asking you to pay attention to what He has placed in front of you instead of constantly looking over your shoulder at what He is doing for someone else.
There is real freedom in not having to be first. You do not have to prove anything. You do not have to stay ahead of anyone. You just have to be faithful with what is in front of you, and that is enough.
Who Are We Really in This Story?
Here is the part that changes everything. Most of us are not the workers who showed up at sunrise. We are the five o'clock workers.
Think about what the landowner did. He went out early in the morning. Then he went back at nine. Then at noon. Then at three. And when the day was almost over, he went back again at five. Those last workers could not accomplish much before the workday ended. But the landowner went back anyway. He wanted them. No one else had hired them. No one else wanted them. And he still went back.
When you see yourself as the five o'clock worker, the whole story changes. You are no longer standing at the front of the line asking why someone else got what you got. You are standing there wondering why the landowner came back for you at all.
None of us gets to stand before God and say He owes us something. We have sinned. We have gotten things wrong. If our relationship with God were based on what we deserve, we would all be in trouble. That is exactly why Jesus came. He went to the cross for our sin, was buried, and rose from the dead three days later. Because of Jesus, God offers us forgiveness and life with Him. That is the gospel. We are five o'clock workers, and that is why Jesus changes everything.
Life Application
This week, pay attention to the moments when you start keeping score. It might be when a coworker gets recognized for something you worked just as hard for. It might be when someone in your life seems to catch a break you have been waiting on. It might even happen in church when someone newer in their faith seems to be thriving in ways you are not.
When those moments come, stop and remind yourself: you are a five o'clock worker. You did not earn what God has given you. Neither did they. That is grace, and it is the same grace that covers you.
Choose one specific situation this week where you have been keeping score and make a deliberate decision to celebrate what God is doing in that other person's life instead of resenting it.
Ask yourself these questions as you go through the week:
What Is the Parable of the Workers in the Vineyard About?
In Matthew 20:1-7, Jesus tells the story of a landowner who goes out early in the morning to hire workers for His vineyard. He agrees to pay them a standard day's wage and sends them to work. Then he goes back at 9 o'clock, noon, 3 o'clock, and finally at 5 o'clock in the afternoon. Each time, he finds more people standing around and sends them into the vineyard too.
When the workday ends, something unexpected happens. The landowner pays everyone the same wage, starting with the workers who arrived last.
"That evening he told the foreman to call the workers in and pay them, beginning with the last workers first. When those hired at five o'clock were paid, each received a full day's wage. When those hired first came to get their pay, they assumed they would receive more. But they, too, were paid a day's wage." - Matthew 20:8-10 New Living Translation (NLT)
The workers who had been there all day were furious. And honestly, that reaction makes sense. But Jesus is making a point that cuts much deeper than a paycheck.
Why Do We Keep Score, and What Does It Cost Us?
We All Want Things to Be Fair
Nobody wakes up hoping to fall behind. We want to succeed, we want our effort to matter, and we want to be rewarded for the work we put in. Over time, we develop strong ideas about who is winning, who deserves what, and what fairness looks like. We do not always realize how much those ideas shape us until Jesus says something that challenges them.
The Workers Got Exactly What They Were Promised
Here is the uncomfortable truth in this parable. The workers who started early were not cheated. They agreed to the deal before the workday began. Nobody changed the terms. They were perfectly fine with their wage until they saw what someone else received.
That is what keeping score does. It takes something you were grateful for and turns it into a source of resentment the moment someone else gets something good.
Keeping score makes someone else's blessing feel like God has forgotten you. And that is a heavy way to live.
Is Grace Really Fair? (And Why That Is Actually Good News)
Underneath the workers' frustration was something deeper. They were not upset because the landowner broke a promise. They were upset because he was generous to people who had not earned it.
"He answered one of them, 'Friend, I haven't been unfair! Didn't you agree to work all day for the usual wage? Take your money and go. I wanted to pay this last worker the same as you. Is it against the law for me to do what I want with my money? Should you be jealous because I am kind to others?'" - Matthew 20:13-15 New Living Translation (NLT)
We Decide Who Deserves Grace
That question stings because we do this too. Someone messes up their life and gets another chance. Someone walks away from God for years, comes back, and everyone celebrates. Someone who has not worked as long or sacrificed as much suddenly gets an opportunity. And something inside of us says, really? Them?
In that moment, we are not really concerned about fairness. We are deciding who we think deserves grace.
But here is the point. If you have to earn grace, it is not grace. Grace is not fair. Grace is better than fair.
A Real-Life Picture of Grace
In 2019, Amber Guyger was convicted of murdering Botham Jean after entering his apartment by mistake and shooting him. After she was sentenced to 10 years in prison, Botham's 18-year-old brother Brandt stood up to give his victim impact statement. He told her he forgave her. He said he wanted the best for her and wanted her to know Christ. Then he asked the judge if he could hug her. The judge said yes, and Brandt walked across the courtroom and embraced the woman who killed his brother.
Grace can make you uncomfortable. Brandt chose not to withhold forgiveness just because she had not earned it. That is the whole point of this parable.
Does Being Last Mean You Are Losing?
"So those who are last now will be first then, and those who are first will be last." - Matthew 20:16 New Living Translation (NLT)
The workers who started first thought being first should count for more. Jesus says that is not how the kingdom of God works.
There is nothing wrong with working hard or wanting to do well. The problem comes when you need to be ahead of someone else to feel good about where you are. When that happens, you stop enjoying what God has given you and start watching what He is doing for everyone else.
Being Behind Someone Else Does Not Mean You Are Behind With God
There will be seasons when it feels like you are falling behind. Someone else's plans will work out while yours do not. Someone will receive what you have been praying for for years. And if you are not careful, you can start believing that something is wrong with you, that God has forgotten you, or that you are doing something wrong.
But being behind someone else does not mean you are behind with God. He is not asking you to live their life. He is asking you to be faithful with what you have. He is asking you to pay attention to what He has placed in front of you instead of constantly looking over your shoulder at what He is doing for someone else.
There is real freedom in not having to be first. You do not have to prove anything. You do not have to stay ahead of anyone. You just have to be faithful with what is in front of you, and that is enough.
Who Are We Really in This Story?
Here is the part that changes everything. Most of us are not the workers who showed up at sunrise. We are the five o'clock workers.
Think about what the landowner did. He went out early in the morning. Then he went back at nine. Then at noon. Then at three. And when the day was almost over, he went back again at five. Those last workers could not accomplish much before the workday ended. But the landowner went back anyway. He wanted them. No one else had hired them. No one else wanted them. And he still went back.
When you see yourself as the five o'clock worker, the whole story changes. You are no longer standing at the front of the line asking why someone else got what you got. You are standing there wondering why the landowner came back for you at all.
None of us gets to stand before God and say He owes us something. We have sinned. We have gotten things wrong. If our relationship with God were based on what we deserve, we would all be in trouble. That is exactly why Jesus came. He went to the cross for our sin, was buried, and rose from the dead three days later. Because of Jesus, God offers us forgiveness and life with Him. That is the gospel. We are five o'clock workers, and that is why Jesus changes everything.
Life Application
This week, pay attention to the moments when you start keeping score. It might be when a coworker gets recognized for something you worked just as hard for. It might be when someone in your life seems to catch a break you have been waiting on. It might even happen in church when someone newer in their faith seems to be thriving in ways you are not.
When those moments come, stop and remind yourself: you are a five o'clock worker. You did not earn what God has given you. Neither did they. That is grace, and it is the same grace that covers you.
Choose one specific situation this week where you have been keeping score and make a deliberate decision to celebrate what God is doing in that other person's life instead of resenting it.
Ask yourself these questions as you go through the week:
- Where in my life am I keeping score, and how is it affecting the way I see God's goodness toward me?
- Is there someone in my life who has received grace or an opportunity that I have struggled to celebrate? What is holding me back?
- Am I living like someone who knows they are a five o'clock worker, or am I living like I have earned my place with God?
- What would it look like this week to be faithful with what God has placed in front of me instead of watching what He is doing for someone else?
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