Agree with your adversary quickly, while you are in the way with him; lest at any time the adversary deliver you to the judge, and the judge deliver you to the officer, and you be cast into prison.
All Commentaries on Matthew 5:25 Go To Matthew 5
Having mentioned first the judgment, then the council, then hell, and having spoken of his own sacrifice, Jesus then adds, “Come to terms quickly with your accuser while you are on the way to court.” That is, don’t be saying, “What if I am the injured party? What if I have been plundered and dragged before the tribunal?” Even this kind of circumstance fails to qualify as an excuse or occasion for refusing to be reconciled. Jesus commands us even in these circumstances not to be at enmity with others. Then, since this command was so significant, he illustrates his counsel with examples drawn from daily affairs. Less intelligent people, after all, are more apt to respond to present realities than future ones. “What is that you are saying?” he asks. “So your adversary is stronger and has wronged you? He will wrong you even more if you don’t make it right and he ends up taking you to court. In the former case, by giving up some money, you keep yourself free. Once a judge has passed sentence, however, you will be thrown in jail and pay a stiff fine. If you stay out of court, you will reap two benefits.First, you won’t have to suffer anything painful. Second, the good you end up doing will be your own doing and not something you have been forced to do. But if you refuse to be convinced by these words, you are wronging yourself more than your opponent.”