14-Week Study & Discussion Guide

Walking with God through Pain and Suffering

by Timothy Keller·99 discussion questions

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Week 1 — FreeRead the Introduction of Walking with God through Pain and Suffering.

Discussion question your group will work through:

1.Keller describes suffering as "the great challenge to Christian faith" and argues that it is also the great challenge to every other worldview. Why do you think suffering feels so destabilizing — not just emotionally, but philosophically and spiritually?

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About This Study Guide

At a glance: this is a 14-week study and discussion guide for Walking with God through Pain and Suffering by Timothy Keller, with 99 questions organized by reading assignment. Week 1 is free to read, with no card required.

Timothy Keller's Walking with God through Pain and Suffering (2013) is one of the most thorough and pastorally sensitive Christian treatments of the problem of suffering written in a generation. Drawing on philosophy, theology, literature, and the lived stories of real people, Keller argues that neither secular optimism nor shallow religious comfort is adequate for the darkness of real suffering — but that the Christian vision of a God who entered suffering in the person of Jesus Christ offers resources no other worldview can match. The book is structured in three movements: first, an unflinching examination of how every worldview (secular and religious alike) must reckon with suffering; second, a theological account of why suffering exists and what God may be doing through it; and third, a deeply practical guide to walking through suffering with faith, community, prayer, and hope.

This study guide is designed for use over fourteen weeks — one week per chapter, plus an opening week on the book's introduction and a closing week for review and reflection. Each week, participants should read the assigned chapter before the group meets, spend time journaling their personal responses to the questions, and then discuss together. There is no single "right" answer to most of these questions; the goal is honest engagement with the text and with your own heart. Groups may also find it helpful to close each session in prayer, using the suggested closing prayers as a guide or springboard.

By the end of this study, you will not necessarily have all your questions about suffering answered — Keller himself does not promise that. What you will gain is a far richer vocabulary for thinking about pain, a deeper confidence in the God who meets us in it, and practical wisdom for both enduring your own suffering and coming alongside others in theirs. This guide is for everyone: the person in the middle of a crisis, the one who has walked through darkness and is still processing it, and the one who is (for now) standing on solid ground and wants to be ready.

Week 1: Introduction — The Existential Challenge

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Read the Introduction of Walking with God through Pain and Suffering.

Keller opens by naming what every honest person already knows: suffering is the great challenge to faith, and no worldview escapes its force. Take a moment before you begin to consider what questions you are bringing with you into this study.

1.Keller describes suffering as "the great challenge to Christian faith" and argues that it is also the great challenge to every other worldview. Why do you think suffering feels so destabilizing — not just emotionally, but philosophically and spiritually?

2.Before reading this book, how would you have described your own default response to pain and suffering — whether your own or others'? Where did that response come from (upbringing, culture, past experience, faith tradition)?

3.Keller notes that secular Western culture tends to see suffering as an interruption to normal life — something to be fixed or escaped as quickly as possible. How have you seen this assumption at work around you, perhaps even in yourself?

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All 14 weeks, 99 questions, closing prayers, and printable weekly handouts — plus the full PDF — so your prep is reading it over, not writing it from scratch.

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Week 1 sample · first 3 questions

Group handout: Walking with God through Pain and Suffering

Week 1 sample · first 3 questions. Scroll to read the sample.

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Week 2: Chapter 1 — The Challenge of Suffering to Christian Faith

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Read Chapter 1 of Walking with God through Pain and Suffering.

1.Keller presents the classic philosophical problem of evil: if God is all-good and all-powerful, why does suffering exist? How had you previously thought about this argument — as something you'd worked through, something you'd avoided, or something that genuinely troubles you?

+ 6 more questions in the full guide

Week 3: Chapter 2 — The Cultures of Suffering

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Read Chapter 2 of Walking with God through Pain and Suffering.

1.Keller argues that modern Western culture is uniquely bad at suffering compared to most human societies throughout history. What are the specific features of contemporary Western life that make this so — and do you agree with his diagnosis?

+ 6 more questions in the full guide

Week 4: Chapter 3 — The Secular Approach to Suffering

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Read Chapter 3 of Walking with God through Pain and Suffering.

1.Keller engages secular thinkers — including Nietzsche, Albert Camus, and others — who have wrestled honestly with suffering without appealing to God. What do these secular accounts of suffering get right that Christians sometimes miss?

+ 6 more questions in the full guide

Week 5: Chapter 4 — The Religious Approach to Suffering

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Read Chapter 4 of Walking with God through Pain and Suffering.

1.Keller surveys how religions like Buddhism and Hinduism approach suffering — broadly, by seeing it as an illusion to be transcended or as the result of karma. What genuine wisdom do these traditions offer? What do they miss, in Keller's view?

+ 6 more questions in the full guide

Week 6: Chapter 5 — The Challenge to God's Existence

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Read Chapter 5 of Walking with God through Pain and Suffering.

1.Keller distinguishes between the "logical" problem of evil (the claim that God's existence and suffering's existence are logically incompatible) and the "evidential" problem of evil (the claim that the amount and type of suffering in the world makes God's existence highly unlikely). What is the difference, and why does it matter?

+ 6 more questions in the full guide

Week 7: Chapter 6 — The Sovereignty of God

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Read Chapter 6 of Walking with God through Pain and Suffering. Key Scripture: Romans 8:28; Genesis 50:20.

1.Keller defines God's sovereignty not as God "causing" every evil event but as God's ability to work purposefully through all events — including evil — without being the author of evil. How does this distinction help? Does it fully satisfy you?

+ 6 more questions in the full guide

Week 8: Chapter 7 — The Reasons for Suffering

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Read Chapter 7 of Walking with God through Pain and Suffering. Key Scripture: James 1:2-4; Hebrews 12:4-11.

1.Keller outlines several possible reasons God allows suffering: to humble us, to deepen our faith, to free us from idols, to produce compassion for others, and to witness to the world. Which of these have you experienced most personally and concretely?

+ 6 more questions in the full guide

Week 9: Chapter 8 — The Suffering of Hell and the Hope of Glory

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Read Chapter 8 of Walking with God through Pain and Suffering. Key Scripture: Romans 8:18; 2 Corinthians 4:17; Revelation 21:1-5.

1.Keller argues that our suffering can only be properly understood in light of two realities: the weight of glory that awaits believers, and the reality of hell as the ultimate consequence of sin. Why does he think both are necessary for a complete picture?

+ 6 more questions in the full guide

Week 10: Chapter 9 — Learning to Walk

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Read Chapter 9 of Walking with God through Pain and Suffering.

1.Keller opens Part Three with the honest acknowledgment that good theology, by itself, does not automatically translate into a transformed experience of suffering. There is a gap between knowing and enduring. Have you experienced this gap? What has it felt like?

+ 6 more questions in the full guide

Week 11: Chapter 10 — The Varieties of Suffering

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Read Chapter 10 of Walking with God through Pain and Suffering.

1.Keller distinguishes between different kinds of suffering — suffering we bring on ourselves through our own sin, suffering caused by others' sin, "random" suffering through illness or accident, and suffering for righteousness' sake. Why does it matter which category our suffering falls into? Does it change how we respond or what we can say to God?

+ 6 more questions in the full guide

Week 12: Chapter 11 — Finding God in the Furnace

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Read Chapter 11 of Walking with God through Pain and Suffering. Key Scripture: Daniel 3; Isaiah 43:2.

1.Keller draws on the story of Shadrach, Meshach, and Abednego in Daniel 3 — who were thrown into the furnace and found, astonishingly, that there was a fourth figure walking with them in the fire. What does this image communicate about God's relationship to our suffering that no abstract theology quite captures?

+ 6 more questions in the full guide

Week 13: Chapter 12 — Praying Through Suffering

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Read Chapter 12 of Walking with God through Pain and Suffering. Key Scripture: Psalms 22, 88; Romans 8:26-27.

1.Keller makes much of the Psalms of lament — poems like Psalm 22 and Psalm 88 — which are brutally honest with God about pain, confusion, and even the feeling of divine abandonment. Why is this kind of prayer legitimate? What does it tell us about the character of God that such prayers are preserved in Scripture?

+ 6 more questions in the full guide

Week 14: Review & Reflection — The Whole Journey

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No new reading this week. Revisit any passages, chapters, or questions that have stayed with you throughout the study.

1.Looking back across the entire book, which chapter or section had the greatest impact on you — and why? Was it the philosophical argument, the theological vision, or the practical pastoral guidance?

+ 7 more questions in the full guide

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About the Walking with God through Pain and Suffering guide

How many weeks is the Walking with God through Pain and Suffering study guide?

This study guide covers Walking with God through Pain and Suffering in 14 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 99 discussion questions across 14 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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