With a Subtitle: Confronting the verses that expose our pride, not just our actions.
A brief Excerpt: I.M. walks through the uncomfortable parts of the Sermon on the Mount – the calls to reconcile, purify, and surrender – and asks what it means to become kadosh: set apart for God.
Editor’s note – We tend to skim past the parts of the Sermon on the Mount that press on our pride instead of soothing our conscience. Issachar goes straight at those verses – the ones about settling with an adversary, guarding the heart, refusing bitterness – and asks what most of us would rather not: what is Jesus actually trying to change in me? We’re running this piece because that question deserves an honest hearing, not a quick dismissal. Read it slowly, and let the Spirit do what He does best.
"You will by no means get out of there until you have paid the last penny." Matthew 5:26
If I asked Christians to name their favorite passage from the Sermon on the Mount (Matthew 5 – 7), most would probably mention the Beatitudes. Who doesn’t want to hear a message where we are called “blessed,” right? Or a shining city? The “Lord’s Prayer” was a big hit with Christians. But few would choose the verses where Jesus confronts our pride, stubbornness, arrogance, anger, and refusal to reconcile. They are not the “feel good Scriptures.” Yet these are the very passages that shine light on our secret places because they expose us. I call them “denial busters” because they manifest our blind spots. The things we don’t see about ourselves that everybody else clearly does.
Jesus did not merely come to forgive sinful actions. He came to transform sinful people. The Sermon on the Mount is not simply a guide to better behavior. It is God’s blueprint for creating a new heart.
God Is After More Than Our Actions
When Jesus tells us to settle with our adversary quickly (Matthew 5:25-26), He isn’t merely giving practical legal advice. He is exposing something much deeper for us to see about ourselves. He asks us how tightly we are holding onto our rights? How long will we justify our resentment? How many relationships remain broken because we refuse to humble ourselves and take the first step? Most of us would rather defend ourselves than deny ourselves. Yet Jesus consistently calls us to surrender the very thing we naturally protect — our own will.
I Thought God Was Love.
These verses can sound harsh, but they are an expression of divine love. A loving Father refuses to leave His children are imprisoned by bitterness, pride, jealousy, or unforgiveness. God loves us too much to leave us unchanged. That would make Him an uninvolved/absentee parent. Instead, He continues His work until Christ is fully formed in us. The goal is not punishment. The goal is purity.
Editor’s note – It’s worth sitting with that line about an absentee parent. A father who never confronts what’s destructive in his child isn’t loving – he’s indifferent. The discomfort these verses produce is not a bug in the Gospel; it’s evidence someone is actually paying attention to us.
Our Greatest Enemy Is Often Ourselves
The greatest obstacle to spiritual maturity is rarely persecution. It is self, us, the person in the mirror. Jesus repeatedly attacks the hidden idols of the heart: anger, lust, hypocrisy, pride, and self-righteousness. Every command drives us back to the same truth: God wants our hearts so He can do something miraculous with them.
Editor’s note – Persecution from outside rarely undoes a believer the way an unguarded heart does. That’s an uncomfortable diagnosis, but it lines up with how Jesus spends most of this sermon – not on our enemies’ sins, but on ours.
The Holy Spirit Never Stops Digging For Nuggets of Unfinished Business
"Or say you're out on the street and an old enemy accosts you. Don't lose a minute. Make the first move; make things right with him. After all, if you leave the first move to him, knowing his track record, you're likely to end up in court, maybe even jail. If that happens, you won't get out without a stiff fine." Matthew 5:25-26
Why would Jesus tell us to quickly agree with our enemy? Perhaps God keeps bringing the same person’s name to your mind or reminding you of an apology you’ve never made. That isn’t condemnation. It is love. The Spirit uncovers what He intends to heal.
The Hebrew Word Every Christian Should Know: Kadosh
The Hebrew word kadosh is usually translated ‘holy,’ but it means far more than moral perfection. It means set apart, separate, different, and belonging exclusively to God. The Sabbath was kadosh. The Temple was kadosh. Israel was called to be kadosh. Standing on a Galilean hillside, Jesus describes what a kadosh life actually looks like. It is not merely avoiding murder but removing hatred, not merely avoiding adultery but purifying desire, not merely loving friends but loving enemies. The Sermon on the Mount is not a new law; it is the portrait of a kadosh people.
Editor’s note – Kadosh is a good word to carry into the rest of the Sermon on the Mount. Holiness in Scripture was never mainly about a list of prohibitions; it was about belonging entirely to God, set apart for His purposes rather than our own.
Don’t Argue With the Sermon
The Sermon on the Mount is meant for our will and conscience, not merely our intellect. If read with earthly eyes, it’s fun. But read it with spiritual eyes, and you can feel the weight. We often read it as theologians when Jesus intended us to read it as disciples. Knowledge alone never transforms; obedience does.
The Top of our Spiritual “To Do List”: Become Spotless
The New Testament describes believers as the Bride of Christ, destined to be without spot or wrinkle. Every conviction exposes something that does not belong in a life set apart for God. Every act of repentance removes another stain. It’s like spiritual bleach: getting the tough stains out. Every step of obedience shapes us into the image of Jesus. God’s goal has never been simply to get us into heaven. His goal is to make us a people who already look like Heaven — a people who are kadosh: set apart, spotless, and ready for the coming of the King.
Grace is not God’s permission to remain unholy – Grace is God’s power to become kadosh
So perhaps the question is not whether someone else needs to change. Like our enemy with that pesky eye speck. Perhaps the better question is: What part of my character is Jesus trying to purify today? Because the God who justifies us is also determined to make us kadosh.
Then we become that bright shining city on a hill. And God just smiles with pride in the amazing work He is doing with us.
Thank you for reading this. I hope you take a minute to reflect and look in the mirror. I know I did when I wrote this.
May the Lord bless you and keep you! – Issachar
A Word from the Editor
Jesus said, “Blessed are the pure in heart, for they shall see God” (Matthew 5:8). The passages we’d rather skip are usually the ones doing the deepest work. If the Spirit keeps bringing up an old grudge or an unmade apology, that’s not accusation – it’s an invitation to let Him finish what He started in you.
Salvation – Eternal Life in Less Than 150 Words
Distributed by – BCWorldview.org
This article appeared on Medium and is reprinted with modifications and by permission.