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fix(skill): drop caveman when the agent asks the user a question - #758

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Hurleveur:fix/auto-clarity-agent-questions
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fix(skill): drop caveman when the agent asks the user a question#758
Hurleveur wants to merge 1 commit into
JuliusBrussee:mainfrom
Hurleveur:fix/auto-clarity-agent-questions

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What

Adds one trigger to the ## Auto-Clarity list in skills/caveman/SKILL.md: drop caveman when the agent asks the user a question. Plus a worked example, in the same shape as the existing destructive-op one.

Why

Auto-Clarity currently covers questions the user asks ("User asks to clarify or repeats question") but not questions the agent asks. Those are the case where compression hurts most.

A clarifying question is the one output the user has to act on precisely. Stripped of articles and conjunctions, option labels stop being distinguishable — "refresh every request simpler more calls or refresh near expiry fewer calls needs skew tolerance which" — so the user picks the wrong option or has to ask what was meant. That round trip costs more tokens than the compression saved, and it lands exactly when the agent is blocked and waiting.

This is the same logic already accepted for the "compression itself creates technical ambiguity" bullet — a question to the user is that failure mode with a guaranteed cost, since an ambiguous question always produces either a wrong answer or a follow-up.

Changes

  • skills/caveman/SKILL.md — one bullet added to the Auto-Clarity list, one example block added after the existing destructive-op example. No other section touched.

How to Review

Diff the ## Auto-Clarity section. Six lines added, nothing removed or reworded.

Notes

🤖 Generated with Claude Code

Auto-Clarity covers questions the user asks, not questions the agent
asks. A compressed clarifying question loses the articles and
conjunctions that make a choice unambiguous, so the user answers the
wrong option or has to ask what was meant — a round trip that costs
more tokens than the compression saved.

Adds the trigger to the Auto-Clarity list and a worked example, in the
same shape as the existing destructive-op example.

Co-Authored-By: Claude Opus 5 <noreply@anthropic.com>
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