“Yes, let me tell you: unless your covenant behavior is far superior to that of the scribes and Pharisees, you will never get in to the kingdom of heaven.”
Matthew 5:20
I prefer the above translation of Matthew 5:20. Those familiar with this verse might think it sounds strange. So here’s the more familiar NIV translation:
“For I tell you that unless your righteousness surpasses that of the Pharisees and the teachers of the law, you will certainly not enter the kingdom of heaven.”
Matthew 5:20
The English word “righteousness” doesn’t fully communicate the Greek word, dikaiosune. I believe when we read “righteousness,” we envision virtue, uprightness, or moral integrity. And while the Greek word can be defined as righteousness, justice, and fairness, its use in the New Testament far exceeds its bare definition.
In the Jewish context, “righteousness” primarily means “faithfulness to the covenant.” God’s righteousness is his faithfulness to his covenant with Israel. His faithfulness implies that he is dealing with Israel justly and fairly. But the focus is his relationship with Israel, not his moral integrity, even though his moral integrity is a foundational part of that relationship.
The same is to be said about Israel’s righteousness. Their righteousness is their faithful response to God and his covenantal relationship with them. “Righteousness” is how one lives in proper relationship with God and as a member of God’s people. The focus is covenantal relationship and behavior more than personal moral integrity, even though personal moral integrity is part of that relationship.
Unfortunately, I think the word “righteousness” also implies legalism. This is probably due to our misunderstanding of the Pharisees. Many Christians have been taught that the Pharisees practiced moral integrity as a way of earning salvation and heaven.
But that is far from the truth.
The Pharisees’ “righteousness” was their response to God’s grace and love for choosing Israel as his special people. It was their faithful response to God’s covenant with them. They were not trying to earn anything. They were trying to be obedient as a faithful and loving response to God’s faithfulness.
The problem was their response was misdirected. According to Jesus, their covenantal behavior, their attempt to be faithful to the covenant, wasn’t enough. And their misdirection prevented them from entering God’s flourishing activity, his kingdom, in their world.
I think it’s important to pause and think about this. The Pharisees were trying to respond faithfully to God’s love and grace. They were trying to respond to God with love, not legalism. Sounds like most of us, doesn’t it?
So, where did they go wrong? They tried to directly obey God’s instructions.
The Pharisees believed that obedient behavior meant they were being faithful to God. They thought they were faithful because Scripture said “Don’t murder” and they didn’t commit murder. Scripture said “Don’t commit adultery” and they didn’t commit adultery. Scripture said, “Don’t steal” and they didn’t steal. Scripture said meditate on the Torah, pray, and tithe and they did these things.
For them, faithfulness was simply modifying behavior so they were compliant to God’s instructions.
Jesus peels back this external compliance to reveal the brokenness and darkness lurking within all of us. Sure, I may not have murdered someone. But the same anger that causes murder still seethes inside of me so that I speak and treat others with malice and contempt. Sure, I may not have committed adultery. But the same lust behind adultery burns within me so I look on others as mere objects to flood my brain with dopamine. I may not steal. But the same covetousness that motivates theft fills me with envy and discontent at not having what I desire.
And while I may read the Bible, I do so to either gain knowledge to make me stand apart from others or to judge others’ failure to obey. I may pray, but it’s either to impress others with my eloquence or to use God to get what I want. I may tithe, but I still view the my wealth and possessions as either security or as mine to enjoy as I see fit.
When Jesus says our covenant behavior must surpass the Pharisees, he’s talking about an internal transformation. We need to become a new kind of person, so that like him, obedience to God’s instructions naturally and easily flows from one’s internal life.
Imagine Jesus’ internal life. No anger, contempt, or malice toward anyone. No lust, covetousness, or envy. No worry, anxiety, or fear. No slander, vain ambition, or hatred. His internal life was love, joy, peace, patience, kindness, goodness, faithfulness, gentleness, self-control, compassion, and humility. His internal life was completely whole and right. This allowed him to have a pure relationship with his Father and to always seek the good of others, even those actively trying to harm him.
And he says to us, “Follow me. Be with me. Learn from me. Become like me.” And we do this not by “trying harder” or “working on it” or “doing better.” That’s where the Pharisees went wrong.
We start by surrendering to Jesus. If “trying harder” were the answer, we wouldn’t need a Savior. We apprentice ourselves to Jesus so he can save us. We trust his training will transform us. We trust he the expert on all aspects of human life and relationships. We trust his intelligence and wisdom. We trust his character, authority, and power. We trust his way of life and practices. We trust his love for his world and for us. We trust his good presence and joyful activity in every moment and every thing around us and in us. We trust that he knows each of us better than we know ourselves. We trust he can train us into becoming like him, a person who will naturally and easily obey God’s instructions and even to live wisely and rightly in areas not mentioned in the Bible. We trust that he can teach us to live constantly in God’s flourishing rule in the world. We trust he can show us how to cooperate with him so that the practices he shows us can join with the power of God’s Spirit and grace to transform us.
Our covenantal behavior must be trusting apprenticeship to Jesus for full life transformation from the inside-out.




