12-Week Study & Discussion Guide
Prayer: Experiencing Awe and Intimacy with God
by Timothy Keller·85 discussion questions
Discussion question your group will work through:
1.Keller observes that many Christians feel a persistent guilt about their prayer lives—they know they should pray more and better, but the guilt itself seems to make things worse. Do you identify with that pattern? What does your typical experience of prayer actually feel like right now?
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About This Study Guide
Timothy Keller's Prayer: Experiencing Awe and Intimacy with God (2014) is built on a simple but searching conviction: most Christians know they should pray, but few actually find it transforming. Drawing on the devotional wisdom of Augustine, Martin Luther, John Calvin, and John Owen—as well as his own pastoral experience—Keller argues that prayer is not merely a religious duty or a technique for getting things from God. It is the primary means by which the gospel moves from our heads into our hearts, dismantling the idols that control us and reshaping us into people of genuine love, courage, and peace. The book moves in three broad movements: first, a theology of what prayer is and why it is hard; second, a deep exploration of how to pray—including meditation on Scripture, confession, adoration, and petition; and third, a remarkably practical set of daily, weekly, and monthly spiritual exercises designed to make prayer a sustainable, life-giving rhythm rather than a guilt-laden chore.
This study guide is designed for use over twelve weeks, either in a small group or in individual study. Each week, read the assigned chapter before your group meeting or your personal study time. Then work through the questions at your own pace, perhaps journaling your answers before bringing them to discussion. Don't rush—some questions are meant to surface honest self-examination, and that takes time and quiet. If you are using this guide alone, consider sharing one insight or conviction from each week with a trusted friend; Keller's vision of prayer is deeply communal, and accountability enriches the journey.
By the end of this guide, you should expect more than new information about prayer—you should expect to be praying differently. Keller's goal is not to give you a better theology of prayer but to give you a genuine experience of it: the "awe and intimacy" his subtitle promises. That experience won't arrive automatically, but these questions are designed to lower your defenses, surface your real struggles, and point you repeatedly toward the grace that makes prayer possible in the first place. Come to each session honestly, and you will find that the conversation about prayer and the act of prayer begin to blur together in the best possible way.
12-Week Schedule
- Week 1Introduction — Awe and Intimacy7 questions
- Week 2Chapter 1 — The Necessity of Prayer7 questions
- Week 3Chapter 2 — The Nature of Prayer7 questions
- Week 4Chapter 3 — The Greatness of Prayer7 questions
- Week 5Chapter 4 — Prayer and the Word7 questions
- Week 6Chapter 5 — Prayer and Our Hearts7 questions
- Week 7Chapter 6 — Conversing with God: Prayer as Encounter7 questions
- Week 8Chapter 7 — The Prayer of Confession7 questions
- Week 9Chapter 8 — Adoration and Praise7 questions
- Week 10Chapter 9 — Petition and Intercession7 questions
- Week 11Chapter 10 — A Daily Practice: How to Pray7 questions
- Week 12Review & Reflection8 questions
Week 1: Introduction — Awe and Intimacy
Free sampleRead the Introduction of Prayer by Timothy Keller. Primary Scripture: Matthew 6:5–15; Romans 8:15–16.
1.Keller observes that many Christians feel a persistent guilt about their prayer lives—they know they should pray more and better, but the guilt itself seems to make things worse. Do you identify with that pattern? What does your typical experience of prayer actually feel like right now?
2.The subtitle of the book promises 'awe and intimacy with God.' Keller argues these two qualities—awe (a sense of God's transcendence and holiness) and intimacy (a sense of God's nearness and fatherly love)—must be held together in prayer. In your experience, do you tend toward one more than the other? What happens to prayer when awe eclipses intimacy, or when intimacy eclipses awe?
3.Keller frames this book partly as a sequel to Counterfeit Gods, arguing that prayer is the primary means of dismantling the idols of the heart. Why might prayer—rather than, say, willpower or accountability—be the right tool for that job? What does that say about what prayer actually is?
4.In the introduction, Keller draws on a range of historical voices—Augustine, Luther, Calvin, and others—to show that struggles with prayer are not modern problems. How does it affect your relationship with your own prayer struggles to know that some of the greatest theologians in church history wrestled with the same things?
5.Keller distinguishes between prayer as a religious duty (something you do to maintain standing with God) and prayer as a relationship (something that grows out of who God already is to you in Christ). Which of those better describes how prayer has functioned in your life so far?
6.Romans 8:15–16 speaks of the Spirit enabling believers to cry out 'Abba, Father'—a cry that is both intimate and reverent. How does the doctrine that prayer is Spirit-enabled (not merely self-generated) change the pressure you put on yourself when prayer feels dry or difficult?
7.What do you most hope to gain—or most fear discovering—as you work through this book and this study guide?
Week 2: Chapter 1 — The Necessity of Prayer
Read Chapter 1 of Prayer by Timothy Keller. Primary Scripture: Luke 18:1–8; 1 Thessalonians 5:17.
1.Keller argues that all the great figures of Scripture—Moses, David, Paul, and above all Jesus himself—were people of extraordinary prayer. What does Jesus's own prayer life (the fact that the sinless Son of God prayed constantly) tell us about what prayer is for?
Week 3: Chapter 2 — The Nature of Prayer
Read Chapter 2 of Prayer by Timothy Keller. Primary Scripture: Matthew 6:5–13; John 15:1–8.
1.Keller offers a working definition of prayer as 'continuing a conversation that God has already started through his Word and his grace.' How does framing prayer as a response rather than an initiation change how you approach it?
Week 4: Chapter 3 — The Greatness of Prayer
Read Chapter 3 of Prayer by Timothy Keller. Primary Scripture: Hebrews 4:14–16; Romans 8:26–27.
1.Keller emphasizes that Christians have access to God not as petitioners approaching a distant king but as children approaching a Father—and specifically, as people who approach God through the intercession of Jesus, who is himself praying for us (Hebrews 7:25). How often do you actually think about Christ's ongoing intercession when you pray? How might it change your posture?
Week 5: Chapter 4 — Prayer and the Word
Read Chapter 4 of Prayer by Timothy Keller. Primary Scripture: Psalm 119:97–105; Colossians 3:16.
1.Keller draws heavily on Martin Luther's practice of 'praying the catechism'—taking doctrinal content and turning it into personal address to God. Have you ever tried to turn a passage of Scripture or a theological statement directly into prayer? What happened? What made it easy or hard?
Week 6: Chapter 5 — Prayer and Our Hearts
Read Chapter 5 of Prayer by Timothy Keller. Primary Scripture: Psalm 62:8; Lamentations 3:41.
1.Keller argues that self-knowledge and knowledge of God are deeply intertwined—that honest prayer is one of the primary means by which we come to know ourselves truly. Do you experience prayer as self-revealing? When have you discovered something about yourself through praying (or through avoiding prayer)?
Week 7: Chapter 6 — Conversing with God: Prayer as Encounter
Read Chapter 6 of Prayer by Timothy Keller. Primary Scripture: Genesis 32:22–30; Exodus 33:11.
1.Keller uses the story of Jacob wrestling with God at Peniel (Gen. 32) as an extended image for prayer. Jacob refuses to let go until he receives a blessing. What does this image say about the disposition prayer requires—specifically about perseverance, honesty, and the willingness to be hurt in the process?
Week 8: Chapter 7 — The Prayer of Confession
Read Chapter 7 of Prayer by Timothy Keller. Primary Scripture: Psalm 51; 1 John 1:9.
1.Keller draws heavily on Psalm 51—David's great prayer of confession after his sin with Bathsheba—as a model for how deep, honest confession works. What makes David's confession in that Psalm different from a mere apology or a legal petition? What is David actually asking God to do?
Week 9: Chapter 8 — Adoration and Praise
Read Chapter 8 of Prayer by Timothy Keller. Primary Scripture: Psalm 145; Revelation 4:8–11.
1.Keller argues that adoration is the 'highest form of prayer' because it is the only form that is entirely about God rather than about us or our needs. Does that claim surprise you? How much of your typical prayer time is petitional versus purely worshipful? What does the balance reveal?
Week 10: Chapter 9 — Petition and Intercession
Read Chapter 9 of Prayer by Timothy Keller. Primary Scripture: Matthew 6:9–13; Philippians 4:6–7.
1.Keller argues that petition is legitimate and important—that God genuinely invites us to bring our needs to him—but that it becomes distorted when it is all we do in prayer. What shape does your petitionary prayer usually take? Is it more like a shopping list or more like a child talking to a parent?
Week 11: Chapter 10 — A Daily Practice: How to Pray
Read Chapter 10 of Prayer by Timothy Keller. Primary Scripture: Daniel 6:10; Mark 1:35.
1.Keller notes that both Daniel and Jesus had fixed, daily times of prayer—not because they were rigid but because they understood that consistent access to God requires consistent habits. What is the relationship between habit and authenticity in prayer? Can a scheduled prayer time be genuine, or does scheduling it make it merely mechanical?
Week 12: Review & Reflection
Review your notes and journal entries from the entire study. Re-read any chapter that was especially challenging or meaningful.
1.Looking back across the whole book, which single chapter or idea landed most powerfully for you—and why? Was it a new idea, or was it something you already believed but hadn't yet felt?
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