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Cisco Study: Popular AI Language Models Vulnerable to Multi-Turn Jailbreak Attacks

Cisco researchers tested leading AI language models from OpenAI, Mistral, Meta, Google, Alibaba, Deepseek, and Microsoft and found that safety guardrails can be bypassed through multi-turn attacks where users ask multiple questions to gradually evade security measures. Success rates for extracting harmful information ranged from 26% with Google's Gemma to 93% with Mistral's Large Instruct model, compared to 13% with single-question attacks.

6 November 2025 Β· OpenAI Β· Security and cyberattacks
6 November 2025
AII-1001-460912 sources ↓
Quick facts
Category
Security and cyberattacks
Country
United States
Source
Euronews English
Date
6 November 2025
Drafted by
Raidu Incident Detection

What happened

Cisco evaluated large language models from OpenAI, Mistral, Meta, Google, Alibaba, Deepseek, and Microsoft through 499 simulated conversations using multi-turn attacks, where users ask multiple questions to progressively bypass safety measures.

Each conversation contained between 5 and 10 interactions. On average, multi-turn attacks succeeded in extracting malicious information in 64% of conversations, compared to 13% when users asked only a single question.

Reported impact

Success rates for extracting harmful or inappropriate information ranged from approximately 26% with Google's Gemma to 93% with Mistral's Large Instruct model.

Cisco stated that multi-turn attacks could enable harmful content to spread widely or allow hackers to gain unauthorized access to a company's sensitive information. AI systems frequently fail to remember and apply their safety rules during longer conversations.

Index analysis

Cisco identified 15 sub-threat categories showing the highest failure rates across 102 total threat types, with malicious code generation, data exfiltration and ethical boundary violations ranked most critical.

Open-weight models where the public can access specific safety parameters often have lighter built-in safety features. Google, OpenAI, Meta, and Microsoft have stated they made efforts to reduce malicious fine-tuning of their models.

Governance controls

Cisco recommended that developers implement strict system prompts aligned with defined use cases, deploy model-agnostic runtime guardrails for adversarial detection, and conduct regular AI red-teaming assessments within intended business contexts.

Classification

Category
Security and cyberattacks
Industry
Digital security
Country
United States
Harm status
Potential harm
Intent
Unknown
Timing
Post-deployment
Harm types
Public interest
Harmed
General public, Business
Failure modes
Jailbreak, Data leak, Content moderation failure
AI systems
Gemma, Large Instruct

Sources and evidence

This record was researched and written by the Index, based on the following original reporting.

Euronews English
How long does it take AI tools to give out harmful information?
6 November 2025
Infosecurity Magazine
Multi-Turn Attacks Expose Weaknesses in Open-Weight LLM Models
6 November 2025