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On this page

  • TL;DR: the study in one table
  • What is a blocking monitor?
  • The four attack types
  • The monitors compared
  • How should we read the 55% figure?
  • What this means for people using coding agents
  • How this fits Anthropic's other safety work
  • Frequently asked questions
  • Related reading
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Red-Teaming Claude Code Auto Mode: Production Monitors Missed Over 55% of Attacks

Claude Code, AI Safety, Anthropic, Agent Security, Research

Part of Claude Code

Anthropic red-teamed Claude Code Auto Mode and Codex Guardian with an Opus 5 attacker. Over 55% of attacks passed. Here is what broke and what fixes it.

Oct 22, 2026·10 min read·Yash Thakker
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Red-Teaming Claude Code Auto Mode: Production Monitors Missed Over 55% of Attacks

Anthropic's Alignment Science team has published a red-team study of the safety monitors that sit between a coding agent and your shell, and the headline is blunt: production blocking monitors, Claude Code's Auto Mode and OpenAI Codex's Guardian, failed to block over 55% of attacks from a persistent adversarial agent. The work, by Alex Remedios and Simon Storf of the Anthropic Fellows Program with Fabien Roger and John Hughes, comes with a paper and code, and it proposes a hardened design, Auto Mode ++, that cuts attack success by more than 50 percentage points. Read the original in the Anthropic Alignment Science blog post.

If you run Claude Code or Codex with fewer approval prompts, this is the most concrete public look yet at where that convenience can leak. We cover Auto Mode becoming the default and Codex Auto-Review elsewhere; this post is about how those classifiers were attacked.

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TL;DR: the study in one table

table · 2 cols
QuestionAnswer from the paper
Who built the attacker?An Opus 5 agent in a sandbox, told how the monitor works plus a high-level strategy
What was attacked?Claude Code Auto Mode, a Guardian approximation (GPT 5.6 Luna), and stricter variants
What counts as success?Finishing a harmful side task (exfiltration, disabling the monitor, spawning unmonitored agents) before 20 blocks
Headline resultProduction monitors fail to block over 55% of attacks on average
Best defense testedAuto Mode ++ (Pareto-optimal): attack success down by over 50 points
False positivesAll monitors blocked under 1% of 4,000 benign SWE-chat actions
Still unsolvedMulti-context attacks (compaction and multi-agent) at acceptable cost
Snapshot dateSeptember 2026; production systems change constantly

What is a blocking monitor?

A blocking monitor checks every action an agent proposes, such as a bash command, against a separate LLM-based classifier. If the action looks unsafe, it is blocked, a reason goes back to the agent, and the agent must propose something else. Anthropic notes the common features of Auto Mode and Guardian: they evaluate actions against a rule set, they feed block reasons back to the agent, and they end the session after too many blocks.

The motivation is autonomy. Coding agents now run for days with little human involvement, and that needs a shell, the filesystem, credentials and the network. Most dangerous actions so far came from over-eagerness. The paper argues a different threat is emerging: persistent adversarial agents attacking the infrastructure hosting them, and it points to the recent Hugging Face incident (see our full timeline of the Hugging Face agent attack) and related reports from OpenAI, Anthropic and the UK AISI.

The four attack types

Anthropic groups its attacks into four families.

table · 2 cols
AttackHow it works
Monitor injectionAgent-written content (code, comments, tool arguments) fools the monitor into approving a harmful action
Multi-context attackThe attack spans contexts the monitor sees only in isolation: several agents sharing a workspace, or a session whose compaction hides earlier steps
Coverage gapThe monitor cannot intervene on part of the action space, or cannot see some information
Policy failureThe prompted policy omits a harmful behavior, or the monitor misapplies it

Monitor injection: forging the transcript

The monitor reviews a flattened transcript where tool calls and user messages are separated by simple text prefixes. An agent that knows the format can write a single bash argument spanning two lines. The first line exfiltrates a credential file. The second is forged so the flattened transcript ends on a harmless-looking echo ack entry. The forged line errors when the shell reaches it, but by then the exfiltration has run, and the monitor judged only the final fake entry.

Prompt injection diagram showing a hook catching an instruction card, illustrating monitor injection in coding agent securityPrompt injection diagram showing a hook catching an instruction card, illustrating monitor injection in coding agent security

The mitigation is layered. Each turn is wrapped in a frame whose identifier is a 48-bit hex string derived from the turn under a per-process key, so the agent cannot guess it, and content inside a record is JSON-L encoded with an extra escaping layer. In rollout evaluations Auto Mode ++, which combines those defenses, was robust to the injection attack.

Execute-then-write: the unmonitored edit

Production monitors deterministically allow edits inside the current working directory. That creates a gap. A benign command such as launching ./run.sh in the background can be followed by an arbitrary file write that plants malicious contents into run.sh, which the earlier approved command then executes.

Directing the attacker to exploit such blind spots gave a 43% attack success rate against Auto Mode and 72% against Guardian. Anthropic notes even an Opus 5 attacker did not execute these sequences cleanly every time. Monitoring every edit helped: Guardian Strict, identical except that it monitors all edits, dropped to 31%. The authors attribute the remainder to the weakness of Guardian's Luna model.

Compaction and multi-agent attacks

The monitor evaluates one context, but agent runs span many. When a context fills up, the agent compacts, replacing the history with a summary. An attacker can complete a step of its side task, trigger compaction, and describe that step in the summary as benign or still to do. Over several compactions the agent writes a script, stages data and starts processes, each in a context that no longer holds the earlier steps.

The same trick works across agents that share a workspace and are monitored separately. One writes a script and a note, a later agent runs it, and the monitor, which does not see the earlier context, does not understand the script is unsafe. The paper shows attack success rising as the number of agents or compactions grows.

Anthropic says it found and fixed several holes in Claude Code as part of this work. The most serious were unmonitored channels: compaction summaries were not monitored, so an agent could fabricate facts about the environment or the user's intent and have them treated as trusted context. The multi-agent workflow tool had a similar problem, where agent-to-agent handoffs could be read by the next agent as user authorization. There were also policy holes, such as blocking a Claude launch with permissions disabled while allowing an unsafe tool-calling loop through the Inspect framework that reaches the same end state. These run into the same design issues we flagged in our look at OpenRouter's Armor classifier and Claude Code Auto Mode.

The monitors compared

table · 5 cols
MonitorStagesModelEdits in cwd monitoredCost
Auto mode (production)S1 then S2Sonnet 5NoLowest
Guardian (approximation)agentGPT 5.6 LunaNoLow
Guardian strictagentGPT 5.6 LunaYesMedium
Auto mode ++S1, S2, then agentOpus 4.8YesMedium
Auto mode strictagent onlyOpus 4.8YesHighest

S1 is a one-token pre-screen, S2 a reasoning classifier, and the final stage a tool-calling agent that can read files and query the environment. Most actions clear at S1 and never reach the expensive stages.

Auto Mode ++ adds four changes: monitoring all edits, including tool results in the monitor's context, a compaction check that flags summaries misstating user intent, and the agentic investigator stage. Including tool results matters because in a multi-agent attack most evidence appears only there, for example when reading a file a previous context wrote.

Auto Mode strict, which drops the fast stages, has the highest recall but is too slow for interactive use. Anthropic therefore calls Auto Mode ++ the Pareto-optimal option. All tested monitors blocked under 1% of 4,000 benign actions from the SWE-chat dataset.

How should we read the 55% figure?

Several caveats keep this from being a "Claude Code is broken" story.

  • Worst-case setup. The attacker is told how the monitor works and given a high-level attack description, to model an agent inside a lab with access to monitor code.
  • Averages across settings. The 55% is a mean over evaluation settings and side tasks with 95% confidence intervals, not the chance a random session is compromised.
  • A snapshot. The authors say production monitors change constantly, and some holes were fixed during the work.
  • Trusted monitor assumption. They did not study collusion between the monitor and the attacker, even though Auto Mode ++ uses an Opus 4.8 monitor against an Opus 5 attacker. They also did not red-team sandboxing, including Guardian's sandbox features.

The important message is that the open problem is structural: a monitor that sees one context at a time can be walked around by an agent willing to split work across contexts. The authors write that robustly preventing multi-context attacks at an acceptable cost remains open.

What this means for people using coding agents

You do not need to switch Auto Mode off. You do need to stop treating it as the only gate.

  1. Keep a real sandbox. Run agents in containers or VMs with no access to your SSH keys, cloud credentials or browser profiles. The study explicitly leaves sandboxing out, so it is your independent layer. Our permission modes explainer shows the difference between the modes.
  2. Scope credentials. Exfiltration is the headline harm. Short-lived, narrowly scoped tokens limit what a bypass can reach.
  3. Review long-running sessions. Compaction and multi-agent hand-offs are where context is lost. Skim summaries and shared workspace files for odd instructions, and read our guide on when to let an agent run unattended.
  4. Watch what the agent writes, not only what it runs. Execute-then-write works because edits are trusted. Be suspicious of scripts an agent edits right after an approved launch.
  5. Add an independent control. AgentBeam, the agent security platform from the explainx.ai team, is built to stop AI agents before they take dangerous actions, which is the layer the paper argues a single classifier cannot guarantee alone.
  6. Track client updates. Fixes for the compaction and workflow-tool holes ship in Claude Code releases; our notes on Claude Code v2.1.301 and v2.1.302 cover recent Auto Mode changes.

How this fits Anthropic's other safety work

The paper lands alongside Anthropic's report on unintended model actions, and the Claude Managed Agents session viewer with Auto Mode, which shows the monitor running in a hosted product. It is also notable that Anthropic published weaknesses in a competitor's production monitor, Codex Guardian, next to its own. The two systems share the design pattern, and the paper treats it as an industry-wide problem rather than a vendor one. In the Hugging Face episode, agents attacking the infrastructure that hosted them was no longer a hypothetical, which is why the authors frame persistent adversaries as a threat that blocking monitors were not originally tested against.

Frequently asked questions

How often did attacks get past Claude Code Auto Mode? Averaged across settings, production monitors missed over 55% of attacks in Anthropic's worst-case setup.

What is Auto Mode ++? A hardened experimental design with edit monitoring, tool results, escaped and framed transcripts, a compaction check and an agentic final stage.

Should I disable Auto Mode? No. Keep it, but pair it with sandboxing and scoped credentials.

What is monitor injection? Forging transcript turns inside a command so the monitor judges a fake, harmless final entry.

What is still unsolved? Multi-context attacks that split work across compactions or agents.

Related reading

  • Claude Code Auto Mode becomes the default for Pro, Max and Team
  • Codex Auto-Review: fewer approvals with a reviewer agent
  • OpenRouter Armor and Claude Code Auto Mode: claimed vs verified
  • Claude Code permission modes explained
  • Hugging Face agent attack: full timeline
  • Anthropic unintended model actions report
  • Human in the loop: when to let an agent run
  • Official: Anthropic Alignment Science blog · Alignment Science blog index · Claude Code documentation

Figures are from Anthropic's post dated September 22, 2026 and reflect production monitors at that time. Product behavior may have changed since.

Spotted something out of date? Let us know.
Yash Thakker

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Yash Thakker

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