“The targets of this story are not “wayward sinners” but religious people who do everything the Bible requires. Jesus is pleading not so much with immoral outsiders as with moral insiders. H wants to show them their blindness, narrowness, and self righteousness, and how these things are destroying both their own souls and the lives of the people around them.”

“Jesus does not divide the world into the moral “good guys” and the immoral “bad guys.” He shows us that everyone is dedicated to a project of self-salvation, to using God and others in order to get power and control for themselves. We are just going about it in different ways. Even though both sons are wrong, however, the father cares for them and invites them both back into his love and feast. This means that Jesus’s message, which is “the gospel,” is a completely different spirituality. The gospel of Jesus is not religion or irreligion, morality or immorality, moralism or relativism, conservatism or liberalism. Nor is it something halfway along a spectrum between two poles—it is something else altogether.”

“The elder brother is not losing the father’s love in spite of his goodness, but because of it. It is not his sins that create the barrier between him and his father, it’s the pride he has in his moral record; it’s not his wrongdoing but his righteousness that is keeping him from sharing in the feast of the father.”

“If you have not grasped the gospel fully and deeply, you will return to being condescending, condemning, anxious, insecure, joyless, and angry all the time.”

“Properly understood, Christianity is by no means the opiate of the people. It’s more like the smelling salts.”

“The gospel is distinct from the other two approaches: In its view, everyone is wrong, everyone is loved, and everyone is called to recognize this and change.”

“Jesus’s teaching consistently attracted the irreligious while offending the Bible-believing, religious people of his day. However, in the main, our churches today do not have this effect. The kind of outsiders Jesus attracted are not attracted to contemporary churches, even our most avant-garde ones. We tend to draw conservative, buttoned-down, moralistic people. The licentious and liberated or the broken and marginal avoid church. That can only mean one thing. If the preaching of our ministers and the practice of our parishioners do not have the same effect on people that Jesus had, then we must not be declaring the same message that Jesus did.”

“Neither son loved the father for himself. They both were using the father for their own self-centered ends rather than loving, enjoying, and serving him for his own sake. This means that you can rebel against God and be alienated from him either by breaking his rules or by keeping all of them diligently. It’s a shocking message: Careful obedience to God’s law may serve as a strategy for rebelling against God.”

– Tim Keller