12-Week Study & Discussion Guide

Prayer: Experiencing Awe and Intimacy with God

by Timothy Keller·85 discussion questions

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Week 1 — FreeRead the Introduction of Prayer by Timothy Keller. Primary Scripture: Matthew 6:5–15; Romans 8:15–16.

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

At a glance: this is a 12-week study and discussion guide for Prayer: Experiencing Awe and Intimacy with God by Timothy Keller, with 85 questions organized by reading assignment. Week 1 is free to read, with no card required.

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.

Week 1: Introduction — Awe and Intimacy

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Read the Introduction of Prayer by Timothy Keller. Primary Scripture: Matthew 6:5–15; Romans 8:15–16.

Keller opens the book with a frank admission: most Christians are deeply dissatisfied with their prayer lives, and that dissatisfaction is itself a doorway into something better. Come to these questions honestly, because honesty is where prayer begins.

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?

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Week 2: Chapter 1 — The Necessity of Prayer

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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?

+ 6 more questions in the full guide

Week 3: Chapter 2 — The Nature of Prayer

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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?

+ 6 more questions in the full guide

Week 4: Chapter 3 — The Greatness of Prayer

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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?

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Week 5: Chapter 4 — Prayer and the Word

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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?

+ 6 more questions in the full guide

Week 6: Chapter 5 — Prayer and Our Hearts

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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)?

+ 6 more questions in the full guide

Week 7: Chapter 6 — Conversing with God: Prayer as Encounter

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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?

+ 6 more questions in the full guide

Week 8: Chapter 7 — The Prayer of Confession

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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?

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Week 9: Chapter 8 — Adoration and Praise

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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?

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Week 10: Chapter 9 — Petition and Intercession

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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?

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Week 11: Chapter 10 — A Daily Practice: How to Pray

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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?

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Week 12: Review & Reflection

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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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About the Prayer: Experiencing Awe and Intimacy with God guide

How many weeks is the Prayer: Experiencing Awe and Intimacy with God study guide?

This study guide covers Prayer: Experiencing Awe and Intimacy with God in 12 weeks, with week-by-week discussion questions, reading references, and closing prayers for each session.

How many discussion questions are included?

The complete guide includes 85 discussion questions across 12 weeks — an average of 7 questions per week, designed for group conversation.

Can I use this guide for a book club?

Yes — the questions are written for group discussion and work well for small groups, book clubs, church studies, and couples reading together.

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