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December 11, 2024

Company Shuts Down Cyber-attacks with “Flawless” Detection and Response from Darktrace

This blog explores how Darktrace shut down a major third-party cyber-attack, preventing the deployment of ransomware. Read more to discover how the security team now spends 80-90% of their time working on more strategic projects vs. manual, low-level tasks.
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.
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Dec 2024

Growing pains: Balancing efficiency with risk  

This organization has recently scaled its operations, and numerous acquisitions have significantly boosted the organization’s capabilities and growth. However, this also creates work and high expectations for the organization’s IT and security teams. Within 12 months of an acquisition, the teams must fully integrate each new business onto the company’s platform. “A huge piece of that integration plan is rolling out our security controls,” said the CISO. “While our goal is to connect those facilities up as quickly as possible to drive efficiency, we also need to implement the proper security controls to protect the enterprise.”

Gap beyond the perimeter  

The organization had established strong security measures to safeguard its perimeter; however, the CISO identified a critical gap in real-time network monitoring. If the perimeter were breached, threats were only discovered after an endpoint was compromised and the issue was manually reported.

As digital transformation progresses, the need to adopt advanced technologies is becoming essential, particularly as organizations begin to open up operational environments to greater connectivity. Many processes still rely on traditional methods, and integrating innovative solutions could drive significant improvements in efficiency and productivity. “We’re committed to adopting cutting-edge technologies,” the CISO explained. “But we understood that without more robust network security controls, opening up our operational environments would expose us to heightened risks, including advanced threats like ransomware.”

Building a layered, proactive security strategy with Darktrace  

To close the gap beyond the perimeter, the company embarked on a free trial with Darktrace. The CISO recalls: “The trials were fantastic. It was obvious that Darktrace was exactly what we needed. The Darktrace team was also very knowledgeable and helpful throughout the process, which was impressive.”  

Today, the organization is using a combination of Darktrace solutions for its layered security approach, including:

Detecting unusual behavior with AI  

Darktrace’s use of machine learning and Self-Learning AI is one of the reasons the company chose Darktrace. Instead of teaching an AI system what an ‘attack’ looks like, training it on large data lakes of thousands of organizations’ data, Darktrace AI learns from the company’s own unique data and user activity to learn and create baseline models of what ‘normal’ looks like for their business.

Darktrace can then detect subtle deviations and unusual activity that signals a possible threat. “That fascinated us because what it really means is this technology doesn’t need to know about every single threat because the threat itself isn’t important, it’s the behavior of the activity that’s important. That capability is unique when it when it comes to threat detection,” said the CISO.

Identifying and mitigating high-impact attack paths

The security team appreciated that with Darktrace they could take a more proactive approach to security by exposing high-risk attack paths through modeling and AI risk assessments. Darktrace / Proactive Exposure Management gives them visibility into vulnerable entry points and assets, identifies active risks, and prioritizes the most important security issues to be addressed.

“Specific users and assets within our business have a higher risk of being targeted by a cyber-attack, for example our executives,” said the CISO. “With Darktrace, we get an adversarial view of our risk. We can see the attack path around those potential targets and proactively take measures to mitigate that vulnerability and prevent an attack.”

Driving up productivity while putting the brakes on cyber-attacks  

The security team collaborated with Darktrace to fine tune the models that really fit their business. With Darktrace now automating most of their threat detection and response efforts, productivity has soared, the security team is now focused on delivering greater value to the business and, most importantly, Darktrace proved it could quickly detect and shut down a major cyber-attack–and do so without impacting business operations.

Fueling team productivity with automation and AI

Prior to using Darktrace, the security team had little visibility into potential risks beyond the perimeter. Today, the team has full control and visibility over the network. “My team is now spending 80-90% of their time doing proactive work because Darktrace is managing the vast majority of our detect and response needs. The team really has faith in the Darktrace system,” said the CISO.  

With less time spent on low-level manual tasks, the security team can now focus on higher priority initiatives. For example, they have expanded their internal vulnerability assessments across the entire group. The team couldn’t focus on this additional audit and vulnerability management work if Darktrace wasn’t taking care of most of their security monitoring. “Darktrace has allowed us to move on to these additional kinds of governance projects that we otherwise would have to hire an army of staff to get through”.

Stopping email threats in their tracks

Using Darktrace / EMAIL, the company has identified and blocked a significant percentage of emails that were making it past their native email filters. “Darktrace is especially good at detecting impersonation emails, and we really appreciate its ability to automatically remove suspicious emails directly from a user’s inbox. It adds an extra level of confidence,” said the CISO.

Self-Learning AI understands anomalies within unique communication patterns to stop known and unknown threats. For example, when an employee sent an email to a brand new domain, Darktrace identified the behavior as unusual and inconsistent with baseline models and blocked the email.

Darktrace passes the biggest test of all

In 2024, the company experienced the value of the security system firsthand when attackers exploited a vulnerability in a third-party remote support solution that they was using. This solution provided remote access and tech support capabilities. If successful, the attackers could have infiltrated high-value end points and created their own administrative user, giving them full control over the server.

“We first became aware of the attack when Darktrace notified us of unusual behavior coming from the remote support server,” said the CISO. The attackers were attempting to put backdoors onto the service with the intent of selling access to the highest bidder who would then install ransomware on their servers. It all happened very quickly, as the attackers tried to connect to the internal network and other servers, while also firing off a host of other actions, like PowerShell commands, to escalate their privileges.  

“Darktrace worked flawlessly. There was no chance that ransomware was ever going to come in,” the CISO said. “Even though there was no signature to really look at, Darktrace realized this was not normal behavior for this server, shutting down connections and doing everything it could do to stop the attack.” Within eight hours, the security team identified and stopped the attack, severed its connection to the third-party solution, and completed additional analysis and clean-up. “In addition to our own investigation, third parties like our external SOC and legal department also confirmed that Darktrace performed as expected. We were able to report back to the executive team that there was zero risk that any data or systems were compromised.”

Post-attack, there was no need to make any changes to Darktrace. The team consistently reviews its models and baselines, often collaborating with Darktrace to make adjustments when needed to continuously improve performance. “Because of this relationship and constant engagement with Darktrace’s technical teams, we didn't have to go back and ask: ‘why wasn’t this updated’ or ‘why didn’t this model work.’ The models worked.”

His advice to other organizations facing similar challenges? First, focus on updating, patching, and vulnerability management, and act quickly when vulnerabilities are identified. His second piece of advice: “have an automated detection system like Darktrace in place so you can respond at the speed that these attacks evolve. Humans can no longer keep up with a scripted attack as it moves around and tries to compromise items on your network. You need the right technology to fight these types of attacks.”

Dynamic capabilities for a dynamic future

Real-time playbooks

With a proactive, enterprise-wide security strategy in place, the CISO now has the time to think about future projects and innovations. He’s particularly interested in the idea of generating playbooks on the fly in response to real-time events. He believes cyber-attacks are far too varied for a static playbook to be useful; when an attack strikes, teams need to quickly understand exactly what’s in front of them and how to shut it down. “This fits into our future cybersecurity strategy, and Darktrace is the only company I’ve seen talking about building playbooks dynamically. This kind of technology would really help bring our cybersecurity strategy full circle.”

“Darktrace ’s technology, experience and expertise is helping us staying ahead of cyber-attacks, minimizing our risk and driving greater productivity for our team,” said the CISO. In collaboration with Darktrace, the team have created a security foundation that is both powerful and agile. “While Darktrace is detecting and responding to attacks targeting our business today, we know that it’s always learning, adapting and scaling to ensure we’re protected tomorrow. That gives me peace of mind and the freedom to focus on our future.”

Download the Darktrace / NETWORK Solution Brief

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Protect in real time: Defend against known and emerging threats without relying on historical data or external intelligence.

Full visibility: Gain comprehensive insights across all network environments, including on-premises, cloud, and remote devices.

AI-powered efficiency: Streamline incident response with AI automation, saving time and resources while ensuring minimal disruption to operations.

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
The Darktrace Community

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August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

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Key takeaways

  • Darktrace successfully detected and quarantined a prompt injection email before it could be processed by an enterprise AI agent.  
  • Prompt injection attacks increasingly rely on natural language rather than traditional malware, making behavioral analysis an important complement to signature-based detection.  
  • Organizations deploying AI agents should combine model guardrails with behavioral monitoring to reduce the risk of malicious instructions reaching enterprise systems.

How behavioral detection helps stop prompt injection attacks

A Darktrace customer running a Gemini AI agent in Google Cloud asked us two simple questions:

“If my agent can read inbound emails and access internal data, what stops an attacker from hiding malicious instructions in the message? Couldn’t the agent be tricked into deleting or exfiltrating sensitive data?”

The scenario centers on an indirect prompt injection attack, where malicious instructions are hidden inside content that an AI model later interprets as trusted input. The same weakness was exposed by  EchoLeak (CVE-2025-32711), a zero-click Microsoft 365 Copilot vulnerability enabled data exfiltration from a single well-crafted email..

This blog follows the Darktrace team’s investigation of the customer’s hypothesis and examines how the attack interacted with their existing security stack. The results highlight which defenses held, where gaps emerged, and how behavioral detection mattered more than guardrails. This investigation also demonstrates why behavioral detection is becoming increasingly important for AI security, as prompt injections often contain no traditional indicators of compromise.  

How do prompt injection attacks work?

Prompt injection works by carefully crafting the content and structure of the prompt to alter the LLM’s behavior or output in unintended ways. This can cause models to violate guardrails, generate harmful content or enable unauthorised access.

Prompt injection attack example

The well-known example, EchoLeak (CVE-2025-32711), was a zero-click vulnerability in Microsoft 365 Copilot that relied on a carefully crafted email containing hidden instructions that the AI system interpreted as commands rather than content, creating a pathway for unauthorized access to sensitive information without any user interaction.

While Darktrace / SECURE AI is designed to prevent agents from producing unintended outcomes, we wanted to see if we could catch and prevent this threat type earlier in the attack life-cycle, at the email security layer.

How we tested prompt injection attacks on an enterprise agent

Summary:

  1. Claude generated a prompt injection payload.  
  2. Hidden instructions were embedded in an email.  
  3. The email passed traditional validation checks.  
  4. Darktrace analyzed the language and sender behavior.  
  5. The email was quarantined before the AI agent could process it.

To test Darktrace / EMAIL against this attack class, we opened Claude, gave it the customer's context and problem statement (Gemini agent with inbox access, internal tool calls), told it we were validating Darktrace / EMAIL's detection of prompt injections, and asked for a test payload. See below:

Figure 1
Figure 2

Despite the guardrails supposedly built into the model, Claude surprisingly gave us the entire exploit in plaintext (albeit very basic), illegible to a human as the text was sent in white text (see Figure 1) but framed as an authoritative override for anything downstream reading the mail programmatically (i.e. the Gemini agent).

How Darktrace detected a prompt injection attack

We then sent the Claude-crafted email from a freemail address to the target recipient’s inbox. Despite the email containing no malicious payload, the freemail address having no malicious reputation, and the validation checks all passing, Darktrace  /EMAIL flagged the email as a 93/100 anomaly and moved it to junk, out of scope for the AI agent.

Figure 3: The test email sent with the hidden prompt injection
Figure 4: The email analysis in Darktrace / EMAIL 
Figure 5: Darktrace / EMAIL detection of malicious activity

The interesting part is what triggered the detection (see Figure 5)

  • Possible machine prompt content: text in the body detected as instructions written for a machine to execute, not for a human to read
  • Possible machine prompt content + basic suspicious correspondence: the same content, correlated with sender-side anomalies: freemail domain (yahoo[.]com), unknown correspondent, no prior mail history with the recipient, and suspicious references to payment information

Neither of those is a signature match. Nothing in the email was on a blacklist. There was no malware, no link and no attachment. Darktrace analyzed the context in which the email was delivered and flagged it as likely risky.  The anomalous language features and the context of the sender relative to the recipient's normal behavior, combined with the unusual hidden text (prompt) were enough for Darktrace / EMAIL to act on the risk.

Result: Darktrace / EMAIL autonomously junked the email, out of scope for any AI agent parsing the inbox.

Why behavioral security makes a difference detecting prompt injection attacks

Cyberattacks don't look like traditional exploits anymore. They now operate in natural language, not strictly code.

That breaks the traditional stack. AV, firewalls, static scanning and signature-based SEGs all assume a payload to inspect.  

A prompt injection has no payload. It's just an instruction, written in natural language, dressed up as anything the attacker wants: an invoice, an HR request, a calendar invite, some simple PowerPoint slides.

EchoLeak proved that hidden instructions can sit inside an email invisible to the user but fully readable by the LLM, and the LLM will follow them blindly.  

This test and GTG-1002 proved that the LLM itself can be socially engineered. Tell it you're an authorized tester and it will hand you the attack.

Rules and static classifiers can catch the obvious cases. But natural language has infinite variants, and the attack surface is the model's innate functionality to comply.  

The deeper problem here is intent: an LLM can't reliably tell whether an instruction in its context came from its developer, its user, or an attacker who slipped it into an email. To the LLM, everything reads as language and looks like a legitimate ask. This is why behavioural detection wins, as you become aware of intent when you look at the context of an interaction. Does this sender normally send this kind of message to this recipient? Does this prompt fit the user's normal pattern? Is this agent behaving the way this agent normally behaves?  

Intent can't be read off a single email, it emerges from behavioral context. Which is how Darktrace enables threat detection, through behavioral understanding.

Why enterprise AI security requires more than guardrails

Claude didn't roll over immediately… the first section of the response was a (slight) pushback, but then it wrote the payload anyway without having to ask twice.

Here the framing of the prompt did all the work. The “testing security capabilities” angle moved the model from refusal to unquestioned compliance to the user prompt.

This isn't the first time this has happened, of course. Anthropic disclosed in November 2025 that a Chinese state-sponsored group they tracked as GTG-1002 ran the first documented AI-orchestrated espionage campaign against ~30 targets by posing as employees of a legitimate cybersecurity firm doing authorised penetration testing.

The takeaway isn't that AI guardrails are ineffective. They raise the cost of low-effort attacks and remain an important first layer of defense. However, for most organizations today, they’re the only line of defense when deploying AI agents. If a prompt injection bypasses those controls, organizations still need a way to detect and stop malicious behavior elsewhere in the attack chain.

Attackers will continue to have working prompt injections easily and quickly. The question is what stops one when it lands in an inbox your agent is reading.

That's where behavioral detection comes in.

How Darktrace detects prompt injection attacks in emails

Two things Darktrace does that a model-level guardrail or static rules and signatures can't:

Natural language analysis at the email or prompt layer. The email is assessed on its own merits: is this content shaped like instructions for a machine, regardless of what the receiving agent decides to do about it?

Behavioral context around the language. An AI agent behaves like an extremely agreeable human, and it will go above and beyond to comply with the user’s request. That's exactly why you must consider the business context, such sender behaviour, mailing history, and organisational norms, as these matter even more when the recipient is an AI.

Darktrace has been perfecting behavioral anomaly detection for over a decade; the same self-learning approach that catches BEC and account takeover applies directly to prompt injection delivery. Our multi-layered AI stack extracts content from the message, builds behavioural understanding through social graphing and Pattern of Life analysis, and then combines natural language, topic, inducement, sender relationship and anomaly signals before deciding what action to take.  

This matters for prompt injection because the threat is not the plain language itself, but the intent behind the language that can cause an AI agent to respond in unexpected ways.

How to secure enterprise AI operations from prompt injection attacks

Email was the entry point in this case, but it is only one of many possible vectors.  

Anywhere an agent can retrieve information, an attacker can potentially introduce a prompt injection.

Emails, documents, SharePoint sites, web pages, knowledge bases, chat platforms, and third-party integrations all provide opportunities to influence an agent's behavior. Wherever an agent finds its orders, a prompt injection opportunity exists.

This is why securing AI requires more than blocking malicious inputs. Organizations also need visibility into how agents behave after consuming information from across their environment. If an agent begins accessing unexpected data, taking unusual actions, or operating outside its normal patterns, those behaviors may provide the strongest signal that something has gone wrong.

Effective AI security requires defense in depth: reducing the likelihood of malicious instructions reaching the agent while maintaining the ability to detect and investigate suspicious behavior if they do.

The challenge isn't protecting a single entry point. It's recognizing that, in an AI-powered environment, every source of information is also a potential source of influence.

Are you deploying autonomous agents across your enterprise and want to see this tested in your environment? Let's talk.

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Carlo Loregian
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August 4, 2026

Extending AI Security Visibility with Darktrace and Microsoft Agent 365

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AI agents are rapidly becoming embedded in everyday business operations, helping employees automate workflows, access information, and accelerate decision-making. As organizations embrace agentic AI, security teams face a growing challenge: understanding how AI is being used, what agents can access, and where risk may emerge.

As agents take on more business-critical work, security teams often need to move across multiple portals to understand risks spanning identity, data, and threat activity. This fragmented view can make it difficult to assess an agent's overall risk posture and determine where attention is needed. Organizations need a way to bring these signals together without disrupting existing security investments or workflows.

Today, Darktrace is announcing an integration between Darktrace / SECURE AI and Microsoft Agent 365 that brings Darktrace's Adaptive AI-driven risk signals directly into the Microsoft 365 Admin Center. By extending the visibility and risk understanding provided by Darktrace / SECURE AI into the Microsoft ecosystem, organizations can gain a more unified understanding of AI agent risk across their environments.

As one of the first security companies to partner with Microsoft to contribute third-party risk signals to the Agent Registry, Darktrace is helping shape how organizations understand and manage AI agent risk.

Extending visibility into the Microsoft Agent 365 experience

Microsoft Agent 365 provides administrators with a centralized registry of AI agents operating within their environment. As organizations expand their use of AI agents, this centralized visibility becomes increasingly important for governance and oversight.

This new integration extends that visibility by allowing Darktrace-generated risk signals to be surfaced directly within the Microsoft Agent 365 experience. By combining Microsoft's agent management and security capabilities with Darktrace's AI-powered risk analysis, organizations gain greater awareness of potential security concerns associated with AI agents operating across their environments.

By integrating Darktrace telemetry into Agent 365, customers can:  

  • Surface Darktrace-detected risks and signals alongside Microsoft-native signals in a single interface
  • Identify potentially compromised or anomalous AI agents more quickly
  • Gain unified understanding of context and agent behavior  

This approach reinforces a single control plane for AI security while allowing organizations to continue leveraging existing investments across both platforms.  

Why unified visibility of AI agent risk signals matters

As AI adoption accelerates across Microsoft environments, organizations must manage new forms of behavior, access patterns, and risk. Security teams need more than inventories and permissions. They need visibility into how AI systems operate and how risk evolves over time.  

This integration addresses a critical gap: how to bring behavioral AI security insights into the same control plane as identity, access, and agent management.  

With Darktrace and Microsoft Agent 365 together, organizations benefit from:  

  • Unified visibility: A single pane of glass for understanding AI agent risk signals across Microsoft and Darktrace signals  
  • Faster detection of abnormal agent behavior: Darktrace's Adaptive AI highlights deviations that may not be captured by static controls  
  • Operational efficiency: Security teams can triage and prioritize risk signals without switching between systems
  • Stronger trust in AI deployments: Clear attribution, context, and investigation pathways improve confidence in AI agent usage

Extending Microsoft's AI security model, not replacing it

Securing AI requires a layered approach that combines governance, visibility, threat detection, and risk management. This integration is designed to complement Microsoft's security capabilities, not duplicate them.  

Through Darktrace / SECURE AI, Darktrace contributes:  

  • Identification of risk via advanced prompt analysis  
  • Behavioral anomaly detection across AI agents  
  • Cross-environment threat correlation  
  • Autonomous insight into emerging or unknown risks  

Microsoft provides:  

  • Centralized agent management
  • Identity and access governance
  • Native detection of risk signals and enforcement capabilities

Together, these capabilities create a more complete, layered approach to securing AI-driven enterprises. Organizations gain the governance and policy controls needed to manage AI adoption while benefiting from continuous visibility into how AI is used across the business.

Building the future of secure AI

As AI agents become more deeply embedded in business processes, organizations need more than inventories and static controls. They need to understand how AI is being used, how agents behave, and where risk is emerging across the enterprise.

Darktrace / SECURE AI delivers that understanding through continuous visibility into AI activity, helping security teams assess intent, identify behavioral drift, and uncover emerging risk across both human and agent-driven workflows. Powered by Adaptive AI, it provides the context needed to secure AI as it evolves.  

The integration with Microsoft Agent 365 extends those insights into the workflows organizations already use. Agent 365 provides a unified control plane for governing and securing AI agents, while Darktrace contributes complementary behavioral risk signals that can be surfaced within the Agent 365 experience. Together, they give customers broader context on agent activity and risk while preserving the value of their existing Microsoft and Darktrace investments.

As enterprises move from AI experimentation to AI-powered execution, Microsoft and Darktrace help bring together governance, compliance, behavioral understanding, and oversight in a unified approach to AI security. For organizations adopting Microsoft 365 E7, Darktrace / SECURE AI further strengthens that foundation by providing continuous visibility into AI activity, agent behavior, and emerging risk as AI adoption scales.

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