What does Luke 12:58 mean?
In Luke 12:1—13:9, Jesus teaches the disciples about the priorities they should hold considering God's coming kingdom. In the middle of His address, a man from the crowd interrupts, insisting that Jesus settle a squabble about an inheritance. Jesus refuses and tells a parable about the futility of ignoring God and delighting in worldly riches (Luke 12:13–21). He returns His attention to the crowd a bit later, chastising them for being skilled at predicting worldly weather when they should look up and realize that God's kingdom has come (Luke 12:54–56).Now, Jesus goes back to the attitude that caused the inheritance issue. The man should have had the wisdom to speak with his brother and resolve the issue together. At least one of the brothers, if not both, is being incredibly foolish. If the man takes his brother to court, it will not go well. He risks imprisonment and bankruptcy (Luke 12:57–59).
In the Sermon on the Mount, Jesus explains that this is also a spiritual issue. Such animosity can lead to hateful feelings which, spiritually, are akin to actual murder. The person who has wronged another should reconcile not only because he risks being put into prison but because such unrepentant sin stands in the way of his relationship with God (Matthew 5:21–26).
Jesus adds another facet. Shortly before this time, Pilate had killed several Galileans and desecrated their sacrifices with their own blood. In addition, a tower in Siloam fell and killed eighteen people. Violence and accidents can happen without notice. If we do not live in reconciliation with others and with God, we will die in those broken relationships (Luke 13:1–5).
"Effort to settle" means striving to resolve a debt. An "officer" is a government official who deals with finances; in this case, he oversees the debtors' prison. "Drag" includes the idea of force and shame: the man in the parable is ruined.