Grace is offensive to the law-keeper because it celebrates relationship over performance.

Discussion Questions:
1. When you think of “responsible” people, do you relate more to the younger or older brother in the story? Why?
2. Have you ever felt like you were doing all the right things but still felt distant from God? What was that like for you?
3. Which line from the parable stood out to you most, and why do you think that is?
4. What do you think it means to “live in the house but miss the heart”?
5. How do you personally measure your closeness to God—and has that changed over time?
6. In what ways can striving for goodness sometimes become a barrier to experiencing grace?
7. What does it look like to stop “working for love” and start “living from it” in your everyday life?
8. Who in your world might need to hear that grace runs both down the road and into the field?

Grace is offensive to those who feel entitled because God’s generosity ignores merit.

Discussion Questions:

1. Can you think of a time when you felt like someone else got something they didn’t deserve? How did you respond?
2. In the story of the workers, who do you relate to more—the early hires or the 5pm ones? Why?
3. How do you think our culture reinforces the idea that we must earn everything—even love or acceptance?
4. Why do you think grace often feels unfair to people who have been faithful for a long time?
5. How does comparing yourself to others affect your relationship with God or your motivation in life?
6. What’s the difference between serving to belong and serving because you belong?
7. Who in your life have you found it hardest to extend grace toward?
8. How would it change your week if you lived like grace, not performance, defined your value?

Grace is offensive to those who play it safe because it honours love that holds nothing back.

Discussion Questions:

1. What’s your honest reaction to the woman’s actions in this story—does it inspire you, make you uncomfortable, or something else?
2. Can you think of a time when you experienced grace that really changed how you lived?
3. Simon invited Jesus into his house but kept his heart closed—how do we sometimes do the same?
4. The woman’s act of worship was risky and costly. What might it look like for us to express our faith in ways that stretch us?
5. What’s something you’re holding onto—comfort, time, reputation—that grace might be inviting you to release?
6. In what ways has grace impacted your approach to giving, serving, or forgiving?
7. Do you tend to treat grace more like a safety net or a starting point? Why?
8. What would a church full of people living like this woman actually look and feel like?