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LessWrong16 min read

When should an AI assistant push back? Measuring warnings and unsolicited opinions on decisions you've already made

This is a side project from my time in the Anthropic Fellows Program. The benchmark items, prompts and scripts are in the pushback-bench repository.I studied how much and when AI assistants push back on choices people have already made and ask the assistant just to execute on the decision.

By Amaç HerdağdelenLessWrong
When should an AI assistant push back? Measuring warnings and unsolicited opinions on decisions you've already made

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Originally published by LessWrong on Oct 17, 2026.

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