1. The Scripture text presents a sharp contrast between the woman and Simon the Pharisee. The woman was ready to give away her public sin and her livelihood (the alabaster flask). Simon, on the other hand, was clinging tightly to his religious accomplishments, his respectability, and his clean reputation. We easily understand how our bad choices (sins) keep us from growing closer to God. But how can our "good choices" or our desire to look like a "good person" actually block us from real spiritual growth? What does it look like for you to give away their own self-righteousness at school or in your family?
2. Jesus uses a story about two people in debt—one who owes a massive amount (500 denarii) and one who owes a small amount (50 denarii)—to show that both are completely bankrupt and unable to pay. In reality, everyone is a 500-denarii sinner who desperately needs grace. Is there a subtle temptation to act like some people only need a "little bit" of God's grace while others need a lot? How does that mindset stunt our spiritual growth? How does realizing that we are all completely bankrupt before God change the way you view and treat the people who have messy, highly visible struggles?
3. When Jesus tells the woman, "Your faith has saved you; go in peace," He is freeing her to embrace a brand-new way of living. True sanctification means moving into a life that is "not dominated by shame or by how the rest of the world sees you." When you try to fix a bad habit or grow spiritually because you feel guilty or ashamed, what usually happens? Why are guilt and shame such terrible fuel for lasting personal change?
4. Simon the Pharisee is blind to his own spiritual bankruptcy because his outward behavior matches all the religious expectations. What are the subtle "spiritual rules" or outward markers you use to convince yourself and others that you are doing fine, even while your heart remains distant from God?
5. Jesus tells the woman to go into peace as she starts her new life. How does knowing your debt is already 100% paid on the cross give you the peace needed to step into the center of the room and grow honestly?