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Planning with Files transforms Claude's workflow into a structured, Manus-style execution model by offloading volatile context window data to persistent storage. By creating and maintaining task_plan.md, findings.md, and progress.md files, this skill ensures the AI never loses track of long-term goals, research discoveries, or error logs. It is essential for multi-step projects requiring high reliability, research-heavy tasks, or any workflow exceeding five tool calls, providing built-in session recovery and rigorous error-handling protocols to prevent repetitive failures.