# Multi-turn attacks broke AI models 88% of the time

Cisco's research revealed the inadequacy of single-turn testing.

- **Source:** [VentureBeat](https://venturebeat.com)
- **Published:** 2026-07-23
- **Topic:** [Data & AI](https://brifing.si/c/data-ai)
- **Original article:** <https://venturebeat.com/security/openai-anthropic-google-and-xai-models-all-broke-under-multi-turn-attack-up-to-88-of-the-time>
- **On Brifing:** https://brifing.si/s/51f2c109-fcfe-4663-8dcd-5a4446ad57c6

## Impact of multi-turn attacks

Cisco's research on 15 leading models found that multi-turn attacks achieved success rates as high as 88.3%. This highlights the inadequacy of single-turn tests in evaluating AI security.

## Corporate security gaps

According to a VentureBeat survey, 54% of companies experienced a security incident or narrowly avoided one. Yet only 32% implement comprehensive identity management for each agent, and 30% isolate high-risk agents.

## Major industry moves

Security giants like Palo Alto Networks, CrowdStrike, and Cisco made billion-dollar acquisitions to strengthen identity and isolation layers, reflecting the industry's efforts to address these gaps.

## Amy Chang's expertise

Amy Chang, Cisco's head of AI threat intelligence, led cybersecurity operations at JPMorgan Chase and served in the U.S. Navy. Her experience lends credibility to the findings.

## Research details

The study by Chang and Nicholas Conley tested 30,090 single-turn and 6,986 multi-turn attacks. Multi-turn success rates ranged from 7.89% to 88.3%, and model rankings differed between test types.

## LLM Security Leaderboard

Cisco publishes adversarial evaluation signals for 105 models, helping companies identify vulnerabilities and refine their security strategies.

## Importance of realistic testing

Chang emphasized that single-turn tests are insufficient, while multi-turn attacks better reflect real-world interactions, making it easier to detect harmful outputs and misaligned behaviors.

## Cisco's security framework

Cisco's Integrated AI Security and Safety Framework details how AI can be compromised throughout its lifecycle, enabling companies to develop strategies based on real incidents.

## Box's three-layer approach

Box CISO Heather Ceylan adopted a three-layer security approach: permissioning, ephemeral sandbox environments, and runtime control. This prevents unauthorized agent actions.

## Critical role of monitoring

Ceylan noted that a single mistake can erase all trust, making continuous monitoring vital. Models can change, and monitoring helps control the impact of these changes.

## Sources covering this story

- https://venturebeat.com/security/openai-anthropic-google-and-xai-models-all-broke-under-multi-turn-attack-up-to-88-of-the-time — 

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_Summary written by Brifing from the original reporting. Copyright in the original article belongs to its publisher; read the full piece at the link above._
