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The Context Compression Expert skill provides advanced methodologies for managing massive conversation histories and large-scale codebases within AI context windows. It shifts the focus from simple token reduction to 'tokens-per-task' optimization, ensuring critical information like file modifications, architectural decisions, and artifact trails are preserved during truncation. By utilizing techniques such as Anchored Iterative Summarization and probe-based functional evaluation, it helps developers maintain agent continuity in complex, multi-step engineering tasks without losing technical accuracy or suffering from information drift.