What to prompt
Sensitive tool use (email, payment, delete). Actions outside expected scope. High-cost operations. New unforeseen sources of information.
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Prompt design
Clear description of action. Who benefits. What's at stake. Alternatives if denied.
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Avoid prompt fatigue
Batch similar. Remember 'always allow' preferences per action type. Reduce over time as trust builds.
Default deny
User doesn't respond → default deny after N minutes. Fail safe.