← Luke
Lesson 13 of 41 · about 35 min

Doubt and Forgiveness

How do we react when Jesus doesn't meet our expectations of who God should be?

📖 Luke 7:18-50
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Luke 7:18-50

Read the whole passage before anything else. Everything below exists to help you understand what you just read.

18The disciples of John told him about all these things.

19John, calling to himself two of his disciples, sent them to Jesus, saying, “Are you the one who is coming, or should we look for another?”

20When the men had come to him, they said, “John the Baptizer has sent us to you, saying, ‘Are you he who comes, or should we look for another?’”

21In that hour he cured many of diseases and plagues and evil spirits; and to many who were blind he gave sight.

22Jesus answered them, “Go and tell John the things which you have seen and heard: that the blind receive their sight, the lame walk, the lepers are cleansed, the deaf hear, the dead are raised up, and the poor have good news preached to them.

23Blessed is he who finds no occasion for stumbling in me.”

24When John’s messengers had departed, he began to tell the multitudes about John, “What did you go out into the wilderness to see? A reed shaken by the wind?

25But what did you go out to see? A man clothed in soft clothing? Behold, those who are gorgeously dressed and live delicately are in kings’ courts.

26But what did you go out to see? A prophet? Yes, I tell you, and much more than a prophet.

27This is he of whom it is written, ‘Behold, I send my messenger before your face, who will prepare your way before you.’

28“For I tell you, among those who are born of women there is not a greater prophet than John the Baptizer; yet he who is least in God’s Kingdom is greater than he.”

29When all the people and the tax collectors heard this, they declared God to be just, having been baptized with John’s baptism.

30But the Pharisees and the lawyers rejected the counsel of God, not being baptized by him themselves.

31“To what then should I compare the people of this generation? What are they like?

32They are like children who sit in the marketplace and call to one another, saying, ‘We piped to you, and you didn’t dance. We mourned, and you didn’t weep.’

33For John the Baptizer came neither eating bread nor drinking wine, and you say, ‘He has a demon.’

34The Son of Man has come eating and drinking, and you say, ‘Behold, a glutton and a drunkard, a friend of tax collectors and sinners!’

35Wisdom is justified by all her children.”

36One of the Pharisees invited him to eat with him. He entered into the Pharisee’s house and sat at the table.

37Behold, a woman in the city who was a sinner, when she knew that he was reclining in the Pharisee’s house, brought an alabaster jar of ointment.

38Standing behind at his feet weeping, she began to wet his feet with her tears, and she wiped them with the hair of her head, kissed his feet, and anointed them with the ointment.

39Now when the Pharisee who had invited him saw it, he said to himself, “This man, if he were a prophet, would have perceived who and what kind of woman this is who touches him, that she is a sinner.”

40Jesus answered him, “Simon, I have something to tell you.” He said, “Teacher, say on.”

41“A certain lender had two debtors. The one owed five hundred denarii, and the other fifty.

42When they couldn’t pay, he forgave them both. Which of them therefore will love him most?”

43Simon answered, “He, I suppose, to whom he forgave the most.” He said to him, “You have judged correctly.”

44Turning to the woman, he said to Simon, “Do you see this woman? I entered into your house, and you gave me no water for my feet, but she has wet my feet with her tears, and wiped them with the hair of her head.

45You gave me no kiss, but she, since the time I came in, has not ceased to kiss my feet.

46You didn’t anoint my head with oil, but she has anointed my feet with ointment.

47Therefore I tell you, her sins, which are many, are forgiven, for she loved much. But one to whom little is forgiven, loves little.”

48He said to her, “Your sins are forgiven.”

49Those who sat at the table with him began to say to themselves, “Who is this who even forgives sins?”

50He said to the woman, “Your faith has saved you. Go in peace.”

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2Understand

What just happened?

Picture this: it's somewhere around 28-30 AD. John the Baptizer, a rugged, wilderness preacher known for his camel hair clothes and stark message, is not in the wilderness anymore. He's locked up, likely in the dungeon of Machaerus, a formidable Hasmonean fortress on the eastern side of the Dead Sea, across the Jordan River. Herod Antipas, the local Roman-appointed ruler of Galilee and Perea, had him arrested for calling out Herod's unlawful marriage to his brother Philip’s wife. From his cell, John, who had boldly proclaimed Jesus as 'the Lamb of God,' now sends his disciples on a mission.

These messengers travel across the rugged terrain, probably making their way north towards Galilee, where Jesus is primarily teaching. They find Jesus, not in a temple or royal court, but likely out among ordinary people in towns and villages, perhaps near Capernaum or another Galilean settlement. As they approach, they see him doing what he often does: healing the sick, restoring sight to the blind, making the lame walk, and casting out what people called 'evil spirits.' The air is thick with expectation, hope, and the buzz of crowds drawn by these extraordinary acts.

Later, the scene shifts. Jesus is invited to a meal at the house of a local Pharisee named Simon. This isn't a casual drop-in; it's a formal dinner, and guests would recline on low couches around a central table. While these dinners were usually private, in this culture, it wasn't uncommon for onlookers, even uninvited ones, to gather at the open door or windows, hoping to catch a glimpse of the esteemed guests. It's into this semi-public, semi-private setting that a woman, known throughout the city as 'a sinner,' makes her dramatic entrance, carrying a jar of expensive perfume.

Luke 7:19-23

The Question of Identity

John the Baptizer sends his disciples with a blunt question for Jesus: 'Are you the one who is coming, or should we look for another?' This isn't a theoretical theological debate. John, the man who declared Jesus to be the Messiah, the one who would baptize with the Holy Spirit and fire, is now in prison, suffering, and likely confused. His expectation was perhaps of a conquering Messiah who would overthrow oppressors and establish God’s kingdom with immediate, forceful justice. Jesus, however, is healing the sick and teaching, not leading an army or breaking down prison walls.

Jesus doesn't just answer with a simple 'yes.' Instead, he says, 'Go and tell John the things which you have seen and heard: that the blind receive their sight, the lame walk, the lepers are cleansed, the deaf hear, the dead are raised up, and the poor have good news preached to them.' He's quoting from the prophet Isaiah (specifically Isaiah 35:5-6 and 61:1). These were signs that the Messiah's arrival would bring a new age of restoration and justice. Jesus is pointing to his actions as the undeniable proof of his identity, aligning himself directly with what the ancient prophets foretold.

Then Jesus adds a crucial line: 'Blessed is he who finds no occasion for stumbling in me.' This is a gentle but firm challenge. It acknowledges that his ministry might not fit everyone's preconceived notions of what the Messiah should be doing or how he should be doing it. He's telling John, and by extension, anyone who might be wrestling with doubts: Don't let my approach, which might seem unexpected or even weak compared to your expectations of a powerful deliverer, cause you to lose faith. Look at the evidence; trust the signs.

Luke 7:24-35

Misunderstood Prophets and Stubborn Hearts

After John's messengers leave, Jesus speaks to the crowd about John. He describes John as far from a 'reed shaken by the wind' – a picture of someone easily swayed or weak. Nor was John a 'man clothed in soft clothing,' living a luxurious life. John was a prophet, 'and much more than a prophet.' Jesus affirms John’s unique role as the one prophesied to prepare the way for the Messiah, quoting Malachi 3:1. He says John is the greatest born of women, yet 'he who is least in God’s Kingdom is greater than he.' This isn't a put-down of John, but a statement about the new era that Jesus inaugurates, where even the 'least' have a more direct relationship with God through Jesus.

Jesus then pivots to critique the generation he lives in. He paints a vivid picture of people acting like children in the marketplace, impossible to please. He says, 'We piped to you, and you didn’t dance. We mourned, and you didn’t weep.' He points out the hypocrisy: John came as an ascetic, abstaining from rich food and drink, and they accused him of having a 'demon.' Then Jesus himself comes, 'eating and drinking,' participating in social life, and they call him 'a glutton and a drunkard, a friend of tax collectors and sinners!'

This isn't just a lament; it's an indictment of a cynical, unteachable spirit. The Jewish leaders, specifically 'the Pharisees and the lawyers,' are singled out as those who 'rejected the counsel of God,' unlike the common people and tax collectors who embraced John's baptism. Jesus concludes with a proverb: 'Wisdom is justified by all her children.' This means that ultimately, the truth of God's wisdom, demonstrated in both John's asceticism and Jesus's relational approach, will be proven right by those who truly live by it, regardless of the criticism from those who refuse to see.

Luke 7:36-50

A Woman's Radical Act and True Forgiveness

The scene moves to a dinner at a Pharisee’s house. This Pharisee, Simon, has invited Jesus, perhaps out of curiosity or even to test him. During the meal, a woman identified as 'a sinner' — someone notorious, likely a prostitute — enters. In a culture where hospitality was paramount, Simon failed to offer Jesus even basic courtesies: no water for dusty feet, no welcoming kiss, no anointing oil for his head. These were expected expressions of honor for a guest, especially a respected teacher.

The woman, however, performs an extravagant act of devotion. She 'stood behind at his feet weeping.' Her tears literally wet his feet, which she then 'wiped them with the hair of her head.' She repeatedly 'kissed his feet, and anointed them with the ointment' from her alabaster jar, an expensive gesture of profound respect and affection. This public display would have been scandalous. Her hair, usually kept covered, was unbound; her touch, from a 'sinner,' defiled. Simon, the host, immediately judges Jesus: 'This man, if he were a prophet, would have perceived who and what kind of woman this is who touches him, that she is a sinner.'

Jesus, knowing Simon's thoughts, tells a parable about two debtors, one owing much and one owing little, both forgiven. He asks, 'Which of them therefore will love him most?' Simon correctly answers, 'He, I suppose, to whom he forgave the most.' Jesus then turns Simon's gaze to the woman, contrasting her lavish devotion with Simon's lack of basic hospitality. He declares, 'Therefore I tell you, her sins, which are many, are forgiven, for she loved much. But one to whom little is forgiven, loves little.' Her love isn't the cause of her forgiveness, but the evidence of it. Her profound gratitude stems from her deep awareness of her own need for forgiveness.

Finally, Jesus speaks directly to the woman: 'Your sins are forgiven.' This is a divine prerogative, and the other guests murmur, 'Who is this who even forgives sins?' Jesus then offers her ultimate assurance, 'Your faith has saved you. Go in peace.' Her faith, expressed through her repentant love and desperate hope in Jesus, was the conduit for God's forgiveness and her healing. Her peace comes not from her good deeds, but from God's grace.

3Discover

What are we supposed to see?

This passage shows Jesus actively and consistently challenging expectations of who the Messiah should be. He doesn't conform to John's image of a forceful, judging king, nor to the Pharisees' image of a rigid, rule-bound prophet. Instead, he embodies a Messiah who brings healing and good news to the marginalized, and who extends radical, scandalous forgiveness to those deemed utterly unworthy by society. His actions demonstrate that God's power is not just about raw might, but about restoration, compassion, and inclusion, especially for those on the fringes.

Jesus's interactions throughout these events reveal a God who sees beyond superficial appearances and societal labels. He doesn't dismiss John's honest doubt; he provides evidence. He doesn't condemn the 'sinner' but offers her salvation and peace. He exposes the self-righteousness of those who judge others while neglecting their own spiritual poverty. Through his words and actions, Jesus consistently portrays a God who prioritizes mercy over mere ritual, humble repentance over self-assured piety, and genuine love over outward conformity.

  • 1
    IDENTITY

    Jesus is the fulfillment of ancient prophecies, the one bringing God's kingdom with signs of healing and good news for the poor.

  • 2
    WHAT HE VALUES

    Jesus values humble faith, genuine love, and a deep awareness of one's need for forgiveness over outward religious observance or social status.

  • 3
    WHAT HE CONFRONTS

    Jesus confronts intellectual skepticism that refuses to accept the evidence, self-righteousness, hypocrisy, and the judgmental spirit that keeps people from God's grace.

Where this sits in the whole Bible

Luke 7:22 → Isaiah 35:5-6

Jesus directly quotes this prophecy from Isaiah to confirm his identity as the Messiah, fulfilling the ancient promises of healing and restoration.

Luke 7:27 → Malachi 3:1

Jesus refers to John the Baptizer as the messenger prophesied in Malachi, who would prepare the way for the Lord's arrival, underscoring John's unique and pivotal role.

Luke 7:47 → 1 Timothy 1:15-16

Just as the woman's great love flowed from her great forgiveness, Paul later highlights his own experience as the 'foremost of sinners' to whom God showed great mercy, serving as an example of God's limitless patience for all who believe.

The one thing to remember

Jesus's response to John's doubt isn't a rebuke but an invitation to see the overwhelming evidence of God's active, compassionate presence in the world through him, challenging us to re-evaluate our own preconceived notions of God.

4Deep reflection

Don't rush past this

The hardest thing in this passage might be Jesus's clear indictment of 'this generation' for their stubborn refusal to accept either John's ascetic message or Jesus's more relational one. He calls them like children in the marketplace, impossible to please, suggesting that some people are simply determined not to believe, no matter the evidence or the messenger. This is uncomfortable because it suggests that rejection of God is sometimes a choice rooted in a deep-seated cynicism, rather than a lack of information.

Another deeply uncomfortable aspect is the implied challenge to our own 'expectations' of God. John the Baptizer, a truly great figure, struggled with doubt because Jesus didn't fit his expected mold. Simon the Pharisee, a respected religious leader, could not see past social conventions to recognize the profound spiritual reality unfolding before him. This forces us to ask ourselves if our own preconceived ideas about what God 'should' be like, or how God 'should' act, are preventing us from truly seeing and accepting Him as He actually reveals Himself.

Turn it inward

Three questions from this passage. Answer them or just sit with them — nothing here is required to finish the lesson.

The mirror
The cost
The decision
Pray

Gracious God, it's easy to create an image of you that fits our own ideas. Help us to release our expectations and simply see you as you are revealed through Jesus. Give us the humility to admit our own doubts and the courage to find you in the unexpected places. Soften our hearts to extend the same scandalous forgiveness and grace you offer to us. Amen.

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5Live it
One step this week

This week, identify one area where your expectations of God might be limiting your view of His activity. Instead of demanding He act in a specific way, open yourself to seeing His work in the unexpected, the quiet, or the uncomfortable places, just as Jesus revealed himself to John and Simon.

Go deeper — optional

History, language, objections and sources. None of it is needed to understand the passage.

Hard questions
Why would John, who baptized Jesus and saw the Spirit descend, suddenly doubt if Jesus was the Messiah?
Most scholars agree

John's doubt is commonly understood not as a total loss of faith, but as a crisis of expectation. John anticipated a Messiah who would bring immediate, fiery judgment and liberation from Roman oppression. His messages often included pronouncements of a coming axe and winnowing fork. Yet, here he was, imprisoned, and Jesus was healing and teaching, not overthrowing Herod or Rome. Many scholars suggest John was genuinely perplexed by this discrepancy, perhaps wondering if Jesus was not the final Messiah, but another prophetic figure who would precede the 'real' one. He was seeking clarity because Jesus's ministry didn't align with his powerful prophetic vision of what the Messiah's immediate actions would be.

Was the woman forgiven because she loved much, or did she love much because she was forgiven?
Interpretation

This is a common interpretive question. Jesus states, 'her sins, which are many, are forgiven, for she loved much.' This could be read causally, as if her love earned her forgiveness. However, the parable of the two debtors clarifies the order of operations. The one who was forgiven more loves more. This suggests that her love is the *evidence* or *outflow* of her prior experience of forgiveness (or at least, her desperate hope and faith in it). Her actions demonstrate a profound understanding of her sin and a grateful response to the grace she receives from Jesus. Most interpretations see the forgiveness as preceding and enabling the love, making the love a profound expression of gratitude for God's grace.

How can Jesus say 'Blessed is he who finds no occasion for stumbling in me' but also that 'he who is least in God’s Kingdom is greater than John'?
Interpretation

These statements are not contradictory but highlight different aspects of God's kingdom. 'Blessed is he who finds no occasion for stumbling in me' is a warning against allowing Jesus's unconventional methods to undermine one's faith. It acknowledges the challenge of accepting a Messiah who doesn't fit conventional expectations. The statement about the 'least in God's Kingdom' being greater than John is often understood as a demarcation between two eras. John represents the culmination of the Old Testament prophetic era, the greatest of that period. However, those who enter into the new covenant relationship with God through Jesus, even the 'least' among them, experience a closer, more direct access to God's presence and grace—a privilege John himself, though great, did not fully possess. It emphasizes the superior blessing of the new covenant, not a judgment on John's character or faith.

The Alabaster Jar

The 'alabaster jar of ointment' mentioned in Luke 7:37 refers to a small, often elaborately carved vessel typically made from alabaster, a soft, fine-grained gypsum. These jars were specifically designed to hold precious perfumes and oils. Their narrow necks were often sealed, sometimes broken to release the contents, indicating a singular, costly use. The perfume itself, often nard (as mentioned in a similar account in Mark and John), was highly prized and expensive, often representing a significant portion of a person's savings or even a year's wages. For this woman to bring such an item and use it in this way underscores the depth of her devotion and the magnitude of her sacrifice, transforming a culturally scandalous act into one of profound worship.

Denarii as a Measure of Debt

In Jesus's parable to Simon, he mentions debts of 'five hundred denarii' and 'fifty denarii.' A denarius was a common silver coin, representing a day's wage for a common laborer or soldier in the Roman Empire. So, a debt of 500 denarii would be roughly equivalent to 500 days' wages, or over a year and a half of work, a truly massive sum for an ordinary person. Fifty denarii, while still significant (almost two months' wages), was considerably less. By using these specific figures, Jesus highlights the vastly different burdens of debt, making the point about proportional gratitude for forgiveness even more poignant and relatable to his audience.