Long Claude Code sessions fail in three distinct ways: context window exhaustion, goal drift, and compounding errors. This guide presents a production workflow to address all three. Key strategies include decomposing work into bounded phases with explicit entry/exit criteria, using CLAUDE.md for persistent project context,

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How to Keep Long Claude Code Runs StableTable of ContentsWhy Long-Running Claude Code Sessions BreakHow Claude Code Manages Context (and Where It Falls Apart)The Checkpoint Workflow: Structuring Long Runs for StabilityCLAUDE.md: Your Most Important Production FilePrompt Hygiene: Writing Instructions That Survive Long ContextsFailure Recovery: What to Do When Things Go WrongThe Production Stability ChecklistPutting It All Together: A Sample Production RunNo Magic Flag Exists

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