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Interview question · Prompt Injection & Jailbreaks

A colleague says the new input filter catches jailbreaks, so the agent is safe to launch. How do you push back?

Turn a filter-based launch claim into an actionable decision note: evidence, permission gaps, useful interim scope, owners and completion conditions.

mediumNewUpdated Nov 2026

Turn a filter-based launch claim into an actionable decision note: evidence, permission gaps, useful interim scope, owners and completion conditions.

Make your first attempt

What would you say before reading the answer?

  1. 01 State the assumptions your answer depends on.
  2. 02 Explain the mechanism and choose a control.
  3. 03 Name a condition that would change your decision.

The worked answer includes an approach, scoring criteria and follow-up questions. Compare the reasoning with your own.

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What if · the follow-ups in this answer

The answer works through 4 follow-ups like an interviewer would

Isha reviews a fictional customer-email assistant. A colleague wants automatic replies after a promising filter evaluation, but the sender has not yet been shown to enforce the proposed recipient grant.

  1. The colleague offers to add a confirmation click. Does that close the recipient gap?
  2. A standing grant already permits replies to the selected customer. Must each reply still be confirmed?
  3. No safe demonstration has found a bypass. Is the unsupported launch claim now established?
  4. How should the meeting end?

Each rung has a nudge, a model answer, the principle that carries over and the weak answer to avoid. Premium opens every answer and ladder.

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