Discussion question your group will work through:
1.Ortlund opens by noting that while Christians know the facts of what Jesus has done, they often feel that Jesus is perpetually disappointed or frustrated with them. Does that description resonate with you? How would you honestly describe your felt sense of how Jesus views you on an ordinary day?
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About This Study Guide
Gentle and Lowly: The Heart of Christ for Sinners and Sufferers by Dane C. Ortlund is a book with one simple, stunning thesis: the deepest impulse of Jesus Christ's heart is not frustration, disappointment, or reluctant tolerance — it is tender, zealous, and inexhaustible love for sinners. Drawing on Matthew 11:29, where Jesus describes himself as "gentle and lowly in heart," Ortlund mines the Old and New Testaments and draws heavily on the Puritan writers — Thomas Goodwin, Richard Sibbes, John Bunyan, John Owen, and others — to show that the gospel does not merely change what God does for us; it reveals who God is toward us. The book is not primarily about what we must do but about what kind of Savior we actually have.
To use this guide well, read the assigned chapter before your group meets (or before your personal study time). Sit with the questions for a few minutes before writing or discussing — many of them ask you to go somewhere honest and personal, and that takes a little courage. Journaling your answers before the group conversation will help you go deeper. If you are studying alone, treat the closing prayer not as a formality but as the destination: the goal of every chapter is not just new information but a warmer, more trusting relationship with the Jesus the chapter describes.
Over the course of this guide you will likely find that your working mental image of Christ is corrected, enlarged, and ultimately transformed. Readers consistently report that Gentle and Lowly does not feel like a theology book — it feels like good news heard for the first time. The aim of this study is that you would finish it not merely knowing more about Christ's heart but actually resting in it, bringing your failures and your suffering to a Savior you are no longer afraid of.
25-Week Schedule
- Week 1Introduction — His Very Heart7 questions
- Week 2Chapter 1 — His Very Heart7 questions
- Week 3Chapter 2 — The Happiness of Christ7 questions
- Week 4Chapter 3 — Yearning7 questions
- Week 5Chapter 4 — A Tender Father7 questions
- Week 6Chapter 5 — The Emotional Life of Christ7 questions
- Week 7Chapter 6 — Struck Down, Not Destroyed7 questions
- Week 8Chapter 7 — He Can Deal Gently7 questions
- Week 9Chapter 8 — The Persistent Priest7 questions
- Week 10Chapter 9 — Able to Save to the Uttermost7 questions
- Week 11Chapter 10 — Our Advocate7 questions
- Week 12Chapter 11 — Compassions New Every Morning7 questions
- Week 13Chapter 12 — His Ways Are Not Our Ways7 questions
- Week 14Chapter 13 — Rich in Mercy7 questions
- Week 15Chapter 14 — Drawn In7 questions
- Week 16Chapter 15 — The Emotional Life of the Father7 questions
- Week 17Chapter 16 — Nothing Can Separate Us7 questions
- Week 18Chapter 17 — Christ With Us in the Darkness7 questions
- Week 19Chapter 18 — All Authority7 questions
- Week 20Chapter 19 — He Who Began a Good Work7 questions
- Week 21Chapter 20 — The Exploding Heart7 questions
- Week 22Review & Reflection8 questions
Week 1: Introduction — His Very Heart
Free sampleRead the Introduction of Gentle and Lowly. Primary Scripture: Matthew 11:28–30.
1.Ortlund opens by noting that while Christians know the facts of what Jesus has done, they often feel that Jesus is perpetually disappointed or frustrated with them. Does that description resonate with you? How would you honestly describe your felt sense of how Jesus views you on an ordinary day?
2.The book's entire argument pivots on Matthew 11:29, where Jesus says, "I am gentle and lowly in heart." Why does Ortlund consider this verse so remarkable? What is surprising about Jesus making this the one self-description of his inner life found in all four Gospels?
3.Ortlund draws a distinction between what Jesus has done (his works) and who Jesus is (his heart). Why does this distinction matter? Can you think of a relationship in your own life where knowing someone's heart changed how you received their actions?
4.The introduction frames the Puritans — writers like Thomas Goodwin, Richard Sibbes, and John Owen — as guides for this journey. What hesitations, if any, do you have about learning from writers who lived 400 years ago? What might they offer that contemporary writers sometimes miss?
a.Had you encountered any of these Puritan writers before? If so, what was your impression?
b.What does it say about a theology that has proved durable and comforting across centuries?
5.Ortlund says the goal of the book is not to give readers a theological upgrade but to give them a new felt sense of Christ's heart. What is the difference between knowing a truth intellectually and feeling its weight? Where in your spiritual life do you sense that gap most acutely?
6.Jesus says, "Come to me, all who labor and are heavy laden, and I will give you rest" (Matthew 11:28). What kinds of burdens do you carry that you have been slow to bring to Christ? What does Jesus' self-description as "gentle and lowly" suggest about why people hesitate to come?
7.How does the gospel — understood not just as what Jesus did but as who Jesus is — begin to look different in light of the introduction's argument? How might this perspective change the way you read the rest of the New Testament?
Week 2: Chapter 1 — His Very Heart
Read Chapter 1 of Gentle and Lowly. Primary Scripture: Matthew 11:28–30; Mark 1:40–41.
1.Ortlund argues that when Jesus says "I am gentle and lowly in heart," the word "heart" points to Jesus' most central, defining reality — not merely an emotion he sometimes feels. How does this change the way you think about Jesus' gentleness? Is it easier to believe Jesus is sometimes gentle, or that gentleness is his deepest nature?
Week 3: Chapter 2 — The Happiness of Christ
Read Chapter 2 of Gentle and Lowly. Primary Scripture: Hebrews 12:2; Luke 15:1–32.
1.Ortlund opens the chapter by noting that we rarely think about whether Jesus is joyful, and that our imagination of him tends toward the grave and sorrowful. Where do you think that image comes from — is it the Scriptures, church culture, or something else?
Week 4: Chapter 3 — Yearning
Read Chapter 3 of Gentle and Lowly. Primary Scripture: Luke 19:41–44; Matthew 23:37.
1.Ortlund highlights two moments where Jesus weeps or laments — over Jerusalem in Luke 19 and his cry in Matthew 23 ("O Jerusalem, Jerusalem... how often would I have gathered your children together"). What do these moments reveal about Christ's emotional life?
Week 5: Chapter 4 — A Tender Father
Read Chapter 4 of Gentle and Lowly. Primary Scripture: Psalm 103:8–14; Luke 15:11–32.
1.Ortlund focuses on Psalm 103:13–14: "As a father shows compassion to his children, so the Lord shows compassion to those who fear him. For he knows our frame; he remembers that we are dust." What does it mean that God's compassion is rooted in his knowledge of our weakness — not despite it, but because of it?
Week 6: Chapter 5 — The Emotional Life of Christ
Read Chapter 5 of Gentle and Lowly. Primary Scripture: John 11:1–44; Isaiah 53:3–4.
1.Ortlund argues that the New Testament presents Jesus with a vivid and varied emotional life — he marvels, grieves, rejoices, is angered, is troubled, and weeps. Why do you think Christians often flatten this out, preferring a Jesus who is placidly calm and emotionally neutral?
Week 7: Chapter 6 — Struck Down, Not Destroyed
Read Chapter 6 of Gentle and Lowly. Primary Scripture: 2 Corinthians 4:7–12; Isaiah 42:1–4.
1.Isaiah 42:3 says the Servant of the Lord "will not break a bruised reed or quench a smoldering wick." Ortlund unpacks this as a picture of Christ's deliberate, careful tenderness toward the barely surviving. What bruised reed or smoldering wick in your life comes to mind as you read this verse?
Week 8: Chapter 7 — He Can Deal Gently
Read Chapter 7 of Gentle and Lowly. Primary Scripture: Hebrews 5:1–3; Hebrews 4:14–16.
1.Hebrews 5:2 says a high priest "can deal gently with the ignorant and wayward" because he himself is "beset with weakness." Ortlund emphasizes the phrase "can deal gently" — it is a capacity, an ability shaped by experience. How does this shed light on why the incarnation was necessary, not just strategic?
Week 9: Chapter 8 — The Persistent Priest
Read Chapter 8 of Gentle and Lowly. Primary Scripture: Hebrews 7:23–25; Romans 8:34.
1.Hebrews 7:24–25 teaches that because Jesus "continues forever," his priesthood is permanent and he is able to save "to the uttermost" those who come to God through him. Ortlund lingers on the phrase "to the uttermost" — it means all the way, completely, without limit. What does it mean for your salvation that it rests on a permanent rather than temporary priesthood?
Week 10: Chapter 9 — Able to Save to the Uttermost
Read Chapter 9 of Gentle and Lowly. Primary Scripture: Hebrews 7:25; 1 Timothy 1:15–16.
1.Paul calls himself "the foremost" (or chief) of sinners in 1 Timothy 1:15. Ortlund points out that Paul wrote this late in life, long after his conversion — it is not a past self-description but a present one. Why does Paul not move on from this self-identification? What does it suggest about how deep Paul's grasp of grace had gone?
Week 11: Chapter 10 — Our Advocate
Read Chapter 10 of Gentle and Lowly. Primary Scripture: 1 John 2:1–2; Romans 8:33–34.
1.1 John 2:1 says, "If anyone does sin, we have an advocate with the Father, Jesus Christ the righteous." Ortlund notes that the word translated "advocate" (parakletos) is the same word used for the Holy Spirit in John's Gospel. What does this legal-yet-personal image communicate about how Christ relates to our ongoing sin?
Week 12: Chapter 11 — Compassions New Every Morning
Read Chapter 11 of Gentle and Lowly. Primary Scripture: Lamentations 3:22–23; Exodus 34:6–7.
1.Lamentations 3:22–23 declares that God's mercies are "new every morning" — written in the context of Jerusalem's destruction, which the author acknowledges was God's judgment. How does it reshape the meaning of "new every morning" to know it was written amid ruins? What does that context add to the comfort?
Week 13: Chapter 12 — His Ways Are Not Our Ways
Read Chapter 12 of Gentle and Lowly. Primary Scripture: Isaiah 55:6–9; Hosea 11:8–9.
1.Isaiah 55:8–9 famously declares that God's ways and thoughts are as high above ours as the heavens are above the earth. Ortlund applies this specifically to God's mercy — God does not extend mercy the way we do (grudgingly, with conditions, up to a point). Why is it significant that the transcendence of God is applied here to his mercy rather than his power or holiness?
Week 14: Chapter 13 — Rich in Mercy
Read Chapter 13 of Gentle and Lowly. Primary Scripture: Ephesians 2:1–7; Romans 5:20.
1.Ephesians 2:1–3 describes our pre-conversion state in the darkest terms: dead in sins, following the devil, living in the flesh, children of wrath. Ortlund does not soften this portrait. Why is it important to feel the full weight of this description before moving to verse 4? What is lost if we rush past "dead" to get to "But God"?
Week 15: Chapter 14 — Drawn In
Read Chapter 14 of Gentle and Lowly. Primary Scripture: Song of Solomon 1:2–4; Jeremiah 31:3.
1.Ortlund uses the Song of Solomon — traditionally read by many in the church as an allegory of Christ's love for his people — to speak of Christ's passionate pursuit of the believer. Does reading the Song of Solomon this way feel natural or forced to you? What are the limits and the benefits of this interpretive approach?
Week 16: Chapter 15 — The Emotional Life of the Father
Read Chapter 15 of Gentle and Lowly. Primary Scripture: Zephaniah 3:17; Isaiah 62:4–5.
1.Zephaniah 3:17 says God "will rejoice over you with gladness; he will quiet you by his love; he will exult over you with loud singing." This is one of the most startling verses in the Old Testament. What is your initial, honest reaction to the image of God singing over you with joy?
Week 17: Chapter 16 — Nothing Can Separate Us
Read Chapter 16 of Gentle and Lowly. Primary Scripture: Romans 8:31–39.
1.Romans 8:31 asks, "If God is for us, who can be against us?" Ortlund treats this not as a rhetorical question that shuts down all opposition but as a question that acknowledges real opposition — and then answers it with the greater reality of God's "for-ness." What does it mean for God to be "for" you? How is this different from God simply being kind or tolerant?
Week 18: Chapter 17 — Christ With Us in the Darkness
Read Chapter 17 of Gentle and Lowly. Primary Scripture: Psalm 23; Isaiah 43:1–2.
1.Psalm 23:4 shifts from "he" to "you" — "Even though I walk through the valley of the shadow of death, I will fear no evil, for you are with me." Ortlund notes this grammatical shift as significant — in the darkest valley, the psalmist stops talking about God and starts talking to him. Why does personal address become necessary in the place of deepest darkness?
Week 19: Chapter 18 — All Authority
Read Chapter 18 of Gentle and Lowly. Primary Scripture: Matthew 28:18–20; Philippians 2:9–11.
1.Matthew 28:18 records Jesus saying, "All authority in heaven and on earth has been given to me." Ortlund argues that this authority belongs to the same Jesus described in Matthew 11:29 as gentle and lowly. Why is it important that these two descriptions of Christ go together — that power and gentleness belong to the same person?
Week 20: Chapter 19 — He Who Began a Good Work
Read Chapter 19 of Gentle and Lowly. Primary Scripture: Philippians 1:6; John 10:27–29.
1.Philippians 1:6 says, "He who began a good work in you will bring it to completion at the day of Jesus Christ." Ortlund anchors the believer's perseverance not in their ability to hold on but in Christ's determination to complete what he started. How does this reframe the question of "Will I make it?" into a different question entirely?
Week 21: Chapter 20 — The Exploding Heart
Read Chapter 20 of Gentle and Lowly. Primary Scripture: Ephesians 3:14–19; John 17:24–26.
1.Ephesians 3:18–19 prays that believers would "comprehend... the breadth and length and height and depth" of the love of Christ and "know the love of Christ that surpasses knowledge." Ortlund lingers on the paradox: you are being asked to know what you cannot fully know. What does it mean to grow in knowing a love that exceeds the capacity of knowledge?
Week 22: Review & Reflection
Review your notes, journal entries, and highlighted passages from the entire book.
1.Looking back at the full book, which single chapter or theme was most impactful for you? What made it hit so hard? Was it a truth you had never heard, or a truth you had heard but never quite believed until now?
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