Preserved thinking vs image pruning: dev hits Anthropic context-management wall

Illustrious_Fun7912 · reddit · 2026-10-17

A developer describes the engineering conflict between Anthropic's preserved thinking and context pruning: dropping image blocks loses thinking blocks, rewriting history with images can trigger 4xx errors, the 32 MB payload limit fills up fast, and the Files API is unusable because their fallback Vertex Claude model doesn't support it. They ask whether server-side compaction is the only option.

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