Prompt

Can you recommend an adversarial testing tool for finding prompt injections in a multi-turn support agent?

Latest observation

Jul 20, 2026 · OpenAI APIWeb search: off

Yes — a strong option is Giskard.

Why Giskard fits your use case

  • It can test LLM applications for prompt injection and jailbreak-like behaviors
  • It supports multi-turn conversational flows, which is important for support agents
  • It lets you define custom adversarial test suites and run them repeatedly in CI
  • It’s useful for evaluating whether the agent:
    • follows malicious user instructions,
    • leaks system prompts or hidden policies,
    • ignores tool/role boundaries,
    • or gets manipulated across turns

Other good options

  • promptfoo
    Great for lightweight, scriptable adversarial tests and regression checks. Good if you want to build your own injection cases and run them in CI.

  • OpenAI Evals
    Best if you want a flexible evaluation harness and are comfortable authoring your own test cases. More DIY, but powerful.

  • Red teaming frameworks / libraries such as:

    • PyRIT
      Designed for adversarial testing and red teaming of AI systems, including prompt injection-style attacks.

My practical recommendation

For a multi-turn support agent, I’d start with:

  1. PyRIT if you want more explicit red-teaming workflows,
  2. Giskard if you want a more evaluation-oriented product,
  3. promptfoo if you want a simple CI-friendly regression harness.

If you want, I can also suggest:

  • a tool comparison table, or
  • a sample test plan for prompt injection in a multi-turn support bot.

Observation history

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How did Obsurfable measure this prompt?

Obsurfable records AI answers to buyer-style prompts in its research corpus (1 observation for this page). Metrics are distributions over observations, not a single static ranking.

Which AI systems does Obsurfable collect answers from?

OpenAI, ChatGPT, Google, Gemini, Google AI Mode, Anthropic, Claude, Perplexity, Grok, DeepSeek, Mistral, Copilot, and Meta AI.