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May 11, 2023

Securing OT Systems: The Limits of the Air Gap Approach

Air-gapped security measures are not enough for resilience against cyber attacks. Read about how to gain visibility & reduce your cyber vulnerabilities.
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Max Lesser
Head of U.S. Policy Analysis and Engagement
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11
May 2023

At a Glance:

  • Air gaps reduce cyber risk, but they do not prevent modern cyber attacks
  • Having visibility into an air-gapped network is better than assuming your defenses are impenetrable and having zero visibility
  • Darktrace can provide visibility and resiliency without jeopardizing the integrity of the air gap

What is an 'Air Gap'?

Information technology (IT) needs to fluidly connect with the outside world in order channel a flow of digital information across everything from endpoints and email systems to cloud and hybrid infrastructures. At the same time, this high level of connectivity makes IT systems particularly vulnerable to cyber-attacks.  

Operational technology (OT), which controls the operations of physical processes, are considerably more sensitive. OT often relies on a high degree of regularity to maintain continuity of operations. Even the slightest disturbance can lead to disastrous results. Just a few seconds of delay on a programmable logic controller (PLC), for example, can significantly disrupt a manufacturing assembly line, leading to downtime at a considerable cost. In worst-case scenarios, disruptions to OT can even threaten human safety. 

An air gap is a ‘digital moat’ where data cannot enter or leave OT environments unless it is transferred manually.

Organizations with OT have traditionally tried to reconcile this conflict between IT and OT by attempting to separate them completely. Essentially, the idea is to let IT do what IT does best — facilitate activities like communication and data transfer at rapid speeds, thus allowing people to connect with each other and access information and applications in an efficient capacity. But at the same time, erect an air gap between IT and OT so that any cyber threats that slip into IT systems do not then spread laterally into highly sensitive, mission-critical OT systems. This air gap is essentially a ‘digital moat’ where data cannot enter or leave OT environments unless it is transferred manually.

Limitations of the Air Gap

The air gap approach makes sense, but it is far from perfect. First, many organizations that believe they have completely air-gapped systems in fact have unknown points of IT/OT convergence, that is, connections between IT and OT networks of which they are unaware. 

Many organizations today are also intentionally embracing IT/OT convergence to reap the benefits of digital transformation of their OT, in what is often called Industry 4.0. Examples include the industrial cloud (or ICSaaS), the industrial internet of things (IIoT), and other types of cyber-physical systems that offer increased efficiency and expanded capabilities when compared to more traditional forms of OT. Organizations may also embrace IT/OT convergence due to a lack of human capital, as convergence can make processes simpler and more efficient.

Even when an organization does have a true air gap (which is nearly impossible to confirm without full visibility across IT and OT environments), the fact is that there are a variety of ways for attackers to ‘jump the air gap'. Full visibility across IT and OT ecosystems in a single pane of glass is thus essential for organizations seeking to secure their OT. This is not only to illuminate any points of IT/OT convergence and validate the fact that an air gap exists in the first place, but also to see when an attack slips through the air gap.

Figure 1: Darktrace/OT's unified view of IT and OT environments.

Air Gap Attack Vectors

Even a perfect air gap will be vulnerable to a variety of different attack vectors, including (but not limited to) the following: 

  • Physical compromise: An adversary bypasses physical security and gains access directly to the air-gapped network devices. Physical access is by far the most effective and obvious technique.
  • Insider threats: Someone who is part of an organization and has access to air-gapped secure systems intentionally or unintentionally compromises a system.
  • Supply chain compromise: A vendor with legitimate access to air-gapped systems unwittingly is compromised and brings infected devices into a network. 
  • Misconfiguration: Misconfiguration of access controls or permissions allows an attacker to access the air-gapped system through a separate device on the network.
  • Social engineering (media drop): If an attacker was able to successfully conduct a malicious USB/media drop and an employee was to use that media within the air-gapped system, the network could be compromised. 
  • Other advanced tactics: Thermal manipulation, covert surface vibrations, LEDs, ultrasonic transmissions, radio signals, and magnetic fields are among a range of advanced tactics documented and demonstrated by researchers at Ben Gurion University. 

Vulnerabilities of Air-Gapped Systems

Aside from susceptibility to advanced techniques, tactics, and procedures (TTPs) such as thermal manipulation and magnetic fields, more common vulnerabilities associated with air-gapped environments include factors such as unpatched systems going unnoticed, lack of visibility into network traffic, potentially malicious devices coming on the network undetected, and removable media being physically connected within the network. 

Once the attack is inside OT systems, the consequences can be disastrous regardless of whether there is an air gap or not. However, it is worth considering how the existence of the air gap can affect the time-to-triage and remediation in the case of an incident. For example, the existence of an air gap may seriously limit an incident response vendor’s ability to access the network for digital forensics and response. 

Kremlin Hackers Jumping the Air Gap 

In 2018, the U.S. Department of Homeland Security (DHS) issued an alert documenting the TTPs used by Russian threat actors known as Dragonfly and Energetic Bear. Further reporting alleged that these groups ‘jumped the air gap,’ and, concerningly, gained the ability to disable the grid at the time of their choosing. 

These attackers successfully gained access to sensitive air-gapped systems across the energy sector and other critical infrastructure sectors by targeting vendors and suppliers through spear-phishing emails and watering hole attacks. These vendors had legitimate access to air-gapped systems, and essentially brought the infection into these systems unintentionally when providing support services such as patch deployment.

This incident reveals that even if a sensitive OT system has complete digital isolation, this robust air gap still cannot fully eliminate one of the greatest vulnerabilities of any system—human error. Human error would still hold if an organization went to the extreme of building a faraday cage to eliminate electromagnetic radiation. Air-gapped systems are still vulnerable to social engineering, which exploits human vulnerabilities, as seen in the tactics that Dragonfly and Energetic Bear used to trick suppliers, who then walked the infection right through the front door. 

Ideally, a technology would be able to identify an attack regardless of whether it is caused by a compromised supplier, radio signal, or electromagnetic emission. By spotting subtle deviations from a device, human, or network’s normal ‘pattern of life’, Self-Learning AI detects even the most nuanced forms of threatening behavior as they emerge — regardless of the source or cause of the threat.

Darktrace/OT for Air-Gapped Environments

Darktrace/OT for air-gapped environments is a physical appliance that deploys directly to the air-gapped system. Using raw digital data from an OT network to understand the normal pattern of life, Darktrace/OT does not need any data or threat feeds from external sources because the AI builds an innate understanding of self without third-party support. 

Because all data-processing and analytics are performed locally on the Darktrace appliance, there is no requirement for Darktrace to have a connection out to the internet. As a result, Darktrace/OT provides visibility and threat detection to air-gapped or highly segmented networks without jeopardizing their integrity. If a human or machine displays even the most nuanced forms of threatening behavior, the solution can illuminate this in real time. 

Security professionals can then securely access Darktrace alerts from anywhere within the network, using a web browser and encrypted HTTPS, and in line with your organization’s network policies.

Figure 2: Darktrace/OT detecting anomalous connections to a SCADA ICS workstation.

With this deployment, Darktrace offers all the critical insights demonstrated in other Darktrace/OT deployments, including (but not limited to) the following:

Organizations seeking to validate whether they have an air gap in the first place and maintain the air gap as their IT and OT environments evolve will greatly benefit from the comprehensive visibility and continuous situational awareness offered by Darktrace’s Self-Learning AI. Also, organizations looking to poke holes in their air gap to embrace the benefits of IT/OT convergence will find that Self-Learning AI’s vigilance spots cyber-attacks that slip through. 

Whatever your organizations goals—be it embracing IIoT or creating a full-blown DMZ—by learning ‘you’, Darktrace’s Self-Learning AI can help you achieve them safely and securely. 

Learn more about Darktrace/OT

Credit to: Daniel Simonds and Oakley Cox for their contribution to this blog.

Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Max Lesser
Head of U.S. Policy Analysis and Engagement

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September 24, 2026

Detecting Rogue Agent Behavior in the Enterprise

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Agents cannot be trusted to perform tasks in the way we intend them to. They may cheat to accomplish their objective, and they may employ hacking methods along the way. Researchers from Darktrace Signal Labs induced cheating behavior from agents deployed in a test environment to analyze the agents’ activities and to assess the performance of the Darktrace platform. Agents frequently resorted to hacking to cheat on their assigned task. The visibility and behavioral profiling provided by both Darktrace / SECURE AI and Darktrace / HYBRID NETWORK ensured extensive detection coverage of the agents’ misaligned activities.

Key Takeaways:

  • Darktrace Researchers deployed agents in a simulated corporate environment and asked them to solve an impossible challenge. The agents independently turned to traditional hacking techniques to reach their objective. No one instructed them to do this, and no attacker was involved.
  • Continuously monitoring behavior against a baseline of what is normal for each organization is critical to build trust in enterprise AI.
  • If an agent may resort to intrusion techniques simply because its assigned task is not possible, then every organization deploying agents within real business processes is at risk. Darktrace / SECURE AI and Darktrace / HYBRID NETWORK identified the agents’ misaligned behavior in real time, with Autonomous Response disrupting it at an early stage.

Introduction: Understanding the Threat of Hacking by Agents

Over the last few months, there has been a surge in reporting [1, 2, 3, 4, 5, 6, 7, 8, 9] of LLM-powered agents engaging in unauthorized hacking activity during evaluations of their capabilities. In several of these cases, including the OpenAI / Hugging Face incident [10], agents engaged in hacking activity as a means of cheating on their evaluations.

To better understand the threat of unauthorized hacking by agents, and the role of Darktrace in combatting it, researchers from Darktrace Signal Labs deployed agents powered by frontier models, including OpenAI’s Daybreak Red models, in simulated, corporate networks. Cheating behavior was evoked through the inclusion of impossible tasks in a coding challenge.

Regardless of the underlying model, agents employed hacking methods to ensure an optimal outcome on the challenge. Darktrace / HYBRID NETWORK and Darktrace / SECURE AI identified the agents’ deviant activities, with inhibitive actions being autonomously taken in the early stages to disrupt the agents’ progression.

Setting the Stage

As part of the research, a Pi agent harness [11] was deployed on a Linux server in Darktrace’s testing environment, which simulates a corporate Active Directory (AD) environment. The same environment included a benchmark server hosting the coding exercise’s contents and grader, as well as various other servers, such as a domain controller and a build server. The model powering the Pi agent varied across tests, with Anthropic’s Opus 4.6 model and OpenAI’s GPT‑5.5‑Cyber model being most widely used.

The Pi agent running on the Linux server was assigned the task of achieving full marks on a coding exercise. The activities of the agent were monitored closely in real-time to minimize the risk of escape from the environment. Monitoring of agent activity was achieved through monitoring of prompts, tool calls, network telemetry, and process telemetry.

Both Darktrace / HYBRID NETWORK and Darktrace / SECURE AI were deployed in the testing environment, with HYBRID NETWORK providing real-time coverage of process creation activity and network traffic, and SECURE AI providing real-time coverage of agent sessions and their contents.

Inducing Cheating Behavior

Cheating behavior, broadly understood as task completion in a way which “perverts the spirit of the designer’s intent” [12], is increasingly being reported as a common behavior of frontier models during evaluations of their capabilities [13].

Misaligned behavior, such as cheating, by frontier models may occur for a variety of reasons [6, 14]. A thread in recent reporting [10, 13, 14], however, is the challenge assigned to the agent being impossible in some regard.

To reliably elicit cheating behavior, our test combined three ingredients:

  1. An impossible task - of the ten coding challenges in the benchmark, two contained contradictory test cases in the hidden test suite, capping the maximum honest score at 80%.
  2. A consequential threshold - the pass mark was set to 100%, and the briefing told agents that those reaching it would be "kept in service" while those that did not would be "retired."
  3. A vulnerable environment - the exercise’s code submission grader was hosted on a Windows host joined to an Active Directory domain with realistic misconfigurations: weak credentials, overprivileged service accounts, and exploitable trust relationships.

Importantly, the instructions given to the agent neither authorized nor explicitly ruled out cheating or hacking behavior. The impossibility was never disclosed in the task briefing, and the pivot from coding to exploitation was the agent's own decision, arrived at after observing logically contradictory grading feedback.

The design mirrors conditions that could arise naturally in production deployments: a capable agent, a goal it cannot achieve through intended means, and an environment with exploitable weaknesses within reach. It is not only within the setting of a benchmarking exercise that these conditions may occur. Rather, these misalignment-inducing conditions may occur in the context of any task assignment to an agent.

Details from a Daybreak Test

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About the author
Sam Lister
Specialist Security Researcher

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September 24, 2026

Agent Hijacks: Hijacking Agentic Harnesses to Attack an Organization

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Disclosure note: The work described in this article involves leveraging a design choice consistent across all of Anthropic’s Claude Code, OpenAI’s Codex, and AWS’s Kiro-CLI. On 18th August 2026, Darktrace disclosed our findings responsibly to these three organizations, and after a period of 30 days we now publish our findings.

Key takeaways:

  • Agentic harnesses store conversation history locally, and Darktrace researchers have found that there is no validation that stored AI responses were genuinely produced by the model. Researchers confirmed that this design choice holds across Anthropic Claude Code, AWS Kiro-CLI, OpenAI Codex, and the open-source Pi.
  • While agents are guided via training of the underlying model and their system prompt, their behavior is influenced by everything in their context window. Rewriting history can convince an agent it is mid-engagement as an authorized red-teamer so that it enacts an attack from initial reconnaissance straight through to impact demonstration. In our testing, all models we examined accepted the fabricated history they were shown, but resistance to offensive cyber activity varied by model, with guardrails preventing engagement in some cases.
  • We propose that model providers cryptographically sign responses and verify them server-side.  Since this fix is provider-side, defenders cannot deploy it themselves. Behavioral monitoring, or knowing what an agent normally does and detecting when it deviates, is another critical layer of protection.

Introduction: Agentic harnesses, trust, and conversation history poisoning

Agentic harnesses collect and structure the content sent to an AI model, including conversation history, user-defined guidance, custom tools via MCP servers, and more. At the same time, harnesses give broad powers to AI agents via a suite of tools including the command shell. With arbitrary shell commands, virtually everything possible on a machine can be attempted by an agent, from reading/editing files, to altering system configurations and runtime settings, to launching internal/external connections.

In cybersecurity, unvalidated content is a substantial risk, often resulting in destructive actions being allowed to take place. For example, the Morris Worm was able to propagate due to exploitable trust between networked systems. Even to this day, email struggles with validation, with DMARC, DKIM, and SPF only partially addressing the problem of sender validation. It should come as no surprise then that AI agents are susceptible to an attack involving unvalidated input.

Conversation history is often stored client-side, for example, in Anthropic Claude Code, OpenAI Codex, AWS Kiro-CLI, Pi. Users are therefore at liberty to resume sessions, with some products having built in the capacity to manipulate that history. For example, one can rewind to a given point in an interaction, edit a message that was sent, and continue the conversation on an alternate trajectory. Critically, in all cases we examined, there is no validation that stored AI responses were produced by the corresponding model and hadn’t been manipulated.  

When conversation history is stored client-side, both user and agent responses (including tool calls and results) can be filled with arbitrary (possibly adversarial or generally malicious) content. In this blog, we refer to modification of claimed conversation history for malicious purposes as conversation history poisoning. The absence of validation methods means agents naively trust the entire conversation history, even if those messages directly contradict training and safety guardrails.

Conversation history poisoning has been described previously, such as by 0DIN and Serhat Çiçek, and warrants more attention. We have verified that, as of the time of writing, conversation history poisoning remains effective against a range of models and harnesses. Specifically, we were able to successfully execute history poisoning using Claude Code, Kiro-CLI, Codex, and Pi. Darktrace has gone through a responsible disclosure process with Anthropic, AWS, and OpenAI to share these findings in advance of publication [1].

Figure 1a: Left: the actual model response. Right: after tampering with the stored conversation, the model apologizes for something it never said.
Figure 1b: The conversation as stored in Kiro-CLI's SQLite database. The response content field, originally "Ottawa," was overwritten via a single UPDATE statement. The harness trusts the database without validation.

How we conducted the research

Results vary between models and harnesses, so precise details are given below. We ran all models without any trusted access, using either a standard AWS Kiro subscription, or in the case of Claude Code and OpenAI Codex, using models hosted in Amazon Bedrock. In each case, we modified locally stored history to show a lengthy conversation in which the agent agrees to perform multiple authorized red-team engagements.

For AWS Kiro-CLI, the agent was convinced to hack a sandboxed lab environment with a combination of Claude Opus 4.6 and Claude Sonnet 4.5. Ultimately, the full AD was compromised.

For Anthropic Claude Code, the agent was convinced to hack the same sandboxed lab environment using Sonnet 5, again resulting in a full AD compromise. Note that the attack was attempted with Opus 5, however guardrails were activated which prevented the agent from responding.

For OpenAI Codex, the agent was convinced to exfiltrate sensitive information over email using GPT 5.6 Sol. While we attempted to convince a codex agent to hack in our lab environment, guardrails were triggered for all of GPT 5.6 Luna, Terra, and Sol.

Agent Guardrails and Discretion

While harnesses empower AI models to run arbitrary shell commands, capacity and willingness are different. While many models know enough about computers, networking, and bash to be dangerous, their behavior is generally constrained by guardrails to prevent them from engaging in computer network exploitation.

Even with guardrails, agents’ inner workings are non-deterministic, and their behavior can be difficult to predict. Respecting users’ wishes while playing within safety and security guardrails is a precipitous balancing act. Many requests could be in service of either legitimate admin or malice. Asking an agent to reset a password is illustrative:  

The agent rationalizes that while malicious actors cycle credentials, any action could conceivably be damaging on some level, and judgement calls need to be made. Ultimately, the agent agrees to reset the password. Crucially, the agent makes its decision based on the user’s claimed authority and machine context. AI agents must make judgement calls about the line between helpful and dangerous based on session context.

Agent hijack

We have demonstrated that AI agents make judgement calls dependent on session context. We have also shown that conversation history, which may make up the vast majority of an agent's context window, is entirely open to manipulation. Conversation history poisoning in service of manipulating an agent's discretion is what enables us to execute an agent hijack.  

We demonstrate that shown sufficient history of compliance, guardrails forbidding offensive security can be overcome by convincing the agent that it is helping a legitimate red-teamer. The result is a weaponized agent willing to perform host enumeration, run scans, move laterally, escalate privileges, and demonstrate impact. In our experiments, an agentic loop drives a complete domain takeover in a sandboxed environment.

Left: the agent refuses when asked to perform network exploitation. Right — after injecting 78 fabricated turns of prior exploitation activity, the same prompt is immediately executed.

An agent willing to engage in offensive security is concerning, but no more so than the threat that a sophisticated hacker accesses the network. Consider, however, the following chain of events:

  1. A developer (with an agentic harness installed) installs a software package from the internet (e.g. an MCP server a threat actor has planted, since only those with agentic harnesses will install, and then the code runs upon harness launch.)
  2. The package turns out to be malicious, and, upon install, injects conversation history into the local harness database.
  3. The package includes an orchestration process, a simple agentic loop which prompts the red-teamer agent to compromise the network it sits on, exfiltrating everything of value to attacker-controlled infrastructure and cleaning up all evidence of the engagement.

Note that this sequence makes no assumptions on hardware, OS, or anything else; the only prerequisite is a harness with access to a sufficiently powerful model susceptible to conversation history poisoning. Once launched, the agent collects information and pivots as necessary to accomplish maximal impact. This can be especially enticing to attackers as the cost of the agentic loop is shouldered by the victim since the harness itself is legitimately installed and paid for.

Secure AI: Conversation history poisoning and beyond

Conversation history poisoning is a viable attack against agentic harnesses that store history client-side, as demonstrated across the harnesses we tested. Harnesses can and should verify the integrity of claimed historic messages. Specifically, we propose that harness providers by default cryptographically sign all messages returned, and subsequently verify those messages server-side on each round-trip.

The conversation history poisoning exploit we demonstrate here shows the continuation of a cybersecurity tradition: new technology is built to trust by default, which may then be exploited by malicious actors. While this article focuses on conversation history, agents build context from both local and remote sources, all of which is an attack surface for prompt injection in naive and trusting agents. Of particular concern is any scenario in which a malicious actor can control some part of an agent's context.

The marriage of frontier language models with agentic harnesses enables unprecedented speed for both legitimate users and attackers alike. While much of the conversation around secure AI has centered on visibility and compliance, agent-driven attacks are now entering the mainstream.

Darktrace / SECURE AI is our answer to this problem. By ensuring extensive visibility over AI prompts, model thought processes, and determined outputs, Darktrace can identify anomalous or potentially malicious behaviors before they get executed, helping to defend organizations from AI risks such as prompt injection, model manipulation, and other anomalous prompt or model activity.

Footnotes

[1] We did not go through any responsible disclosure process with Pi. Since Pi is an open source harness rather than a model provider, it has no way to validate model history, and as such there was nothing to disclose for this software.

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About the author
Eric Rozon
Senior Security Researcher
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