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March 26, 2026

Phantom Footprints: Tracking GhostSocks Malware

GhostSocks is an emerging threat turning compromised devices into residential proxy nodes to help attackers evade detection. Darktrace identifies its growing use alongside Lumma Stealer, highlighting the malware’s stealth, payload delivery, and persistence. AI-driven detection and Autonomous Response reveal the full attack lifecycle and underscore the need for proactive defense.
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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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26
Mar 2026

Why are attackers using residential proxies?

In today's threat landscape, blending in to normal activity is the key to success for attackers and the growing reliance on residential proxies shows a significant shift in how threat actors are attempting to bypass IP detection tools.

The increasing dependency on residential proxies has exposed how prevalent proxy services are and how reliant a diverse range of threat actors are on them. From cybercriminal groups to state‑sponsored actors, the need to bypass IP detection tools is fundamental to the success of these groups. One malware that has quietly become notorious for its ability to avoid anomaly detection is GhostSocks, a malware that turns compromised devices into residential proxies.

What is GhostSocks?

Originally marketed on the Russian underground forum xss[.]is as a Malware‑as‑a‑Service (MaaS), GhostSocks enables threat actors to turn compromised devices into residential proxies, leveraging the victim's internet bandwidth to route malicious traffic through it.

How does Ghostsocks malware work? 

The malware offers the threat actor a “clean” IP address, making it look like it is coming from a household user. This enables the bypassing of geographic restrictions and IP detection tools, a perfect tool for avoiding anomaly detection. It wasn’t until 2024, when a partnership was announced with the infamous information stealer Lumma Stealer, that GhostSocks surged into widespread adoption and alluded to who may be the author of the proxy malware.

Written in GoLang, GhostSocks utilizes the SOCKS5 proxy protocol, creating a SOCKS5 connection on infected devices. It uses a relay‑based C2 implementation, where an intermediary server sits in between the real command-and-control (C2) server and the infected device.

How does Ghostsocks malware evade detection?

To further increase evasion, the Ghostsocks malware wraps its SOCKS5 tunnels in TLS encryption, allowing its malicious traffic to blend into normal network traffic.

Early variants of GhostSocks do not implement a persistence mechanism; however, later versions achieve persistence via registry run keys, ensuring sustained proxy operational time [1].

While proxying is its primary purpose, GhostSocks also incorporates backdoor functionality, enabling malicious actors to run arbitrary commands and download and deploy additional malicious payloads. This was evident with the well‑known ransomware group Black Basta, which reportedly used GhostSocks as a way of maintaining long‑term access to victims’ networks [1].

Darktrace’s detection of GhostSocks Malware

Darktrace observed a steady increase in GhostSocks activity across its customer base from late 2025, with its Threat Research team identifying multiple incidents involving the malware. In one notable case from December 2025, Darktrace detected GhostSocks operating alongside Lumma Stealer, reinforcing that the partnership between Lumma and GhostSocks remains active despite recent attempts to disrupt Lumma’s infrastructure.

Darktrace’s first detection of GhostSocks‑related activity came when a device on the network of a customer in the education sector began making connections to an endpoint with a suspicious self‑signed certificate that had never been seen on the network before.

The endpoint in question, 159.89.46[.]92 with the hostname retreaw[.]click, has been flagged by multiple open‑source intelligence (OSINT) sources as being associated with Lumma Stealer’s C2 infrastructure [2], indicating its likely role in the delivery of malicious payloads.

Darktrace’s detection of suspicious SSL connections to retreaw[.]click, indicating an attempted link to Lumma C2 infrastructure.
Figure 1: Darktrace’s detection of suspicious SSL connections to retreaw[.]click, indicating an attempted link to Lumma C2 infrastructure.

Less than two minutes later, Darktrace observed the same device downloading the executable (.exe) file “Renewable.exe” from the IP 86.54.24[.]29, which Darktrace recognized as 100% rare for this network.

Darktrace’s detection of a device downloading the unusual executable file “Renewable.exe”.
Figure 2: Darktrace’s detection of a device downloading the unusual executable file “Renewable.exe”.

Both the file MD5 hash and the executable itself have been identified by multiple OSINT vendors as being associated with the GhostSocks malware [3], with the executable likely the backdoor component of the GhostSocks malware, facilitating the distribution of additional malicious payloads [4].

Following this detection, Darktrace’s Autonomous Response capability recommended a blocking action for the device in an early attempt to stop the malicious file download. In this instance, Darktrace was configured in Human Confirmation Mode, meaning the customer’s security team was required to manually apply any mitigative response actions. Had Autonomous Response been fully enabled at the time of the attack, the connections to 86.54.24[.]29 would have been blocked, rendering the malware ineffective at reaching its C2 infrastructure and halting any further malicious communication.

 Darktrace’s Autonomous Response capability suggesting blocking the suspicious connections to the unusual endpoint from which the malicious executable was downloaded.
Figure 3: Darktrace’s Autonomous Response capability suggesting blocking the suspicious connections to the unusual endpoint from which the malicious executable was downloaded.

As the attack was able to progress, two days later the device was detected downloading additional payloads from the endpoint www.lbfs[.]site (23.106.58[.]48), including “Setup.exe”, “,.exe”, and “/vp6c63yoz.exe”.

Darktrace’s detection of a malicious payload being downloaded from the endpoint www.lbfs[.]site.
Figure 4: Darktrace’s detection of a malicious payload being downloaded from the endpoint www.lbfs[.]site.

Once again, Darktrace recognized the anomalous nature of these downloads and suggested that a “group pattern of life” be enforced on the offending device in an attempt to contain the activity. By enforcing a pattern of life on a device, Darktrace restricts its activity to connections and behaviors similar to those performed by peer devices within the same group, while still allowing it to carry out its expected activity, effectively preventing deviations indicative of compromise while minimizing disruption. As mentioned earlier, these mitigative actions required manual implementation, so the activity was able to continue. Darktrace proceeded to suggest further actions to contain subsequent malicious downloads, including an attempt to block all outbound traffic to stop the attack from progressing.

An overview of download activity and the Autonomous Response actions recommended by Darktrace to block the downloads.
Figure 5: An overview of download activity and the Autonomous Response actions recommended by Darktrace to block the downloads.

Around the same time, a third executable download was detected, this time from the hostname hxxp[://]d2ihv8ymzp14lr.cloudfront.net/2021-08-19/udppump[.]exe, along with the file “udppump.exe”.While GhostSocks may have been present only to facilitate the delivery of additional payloads, there is no indication that these CloudFront endpoints or files are functionally linked to GhostSocks. Rather, the evidence points to broader malicious file‑download activity.

Shortly after the multiple executable files had been downloaded, Darktrace observed the device initiating a series of repeated successful connections to several rare external endpoints, behavior consistent with early-stage C2 beaconing activity.

Cyber AI Analyst’s investigation

Darktrace’s detection of additional malicious file downloads from malicious CloudFront endpoints.
Figure 7: Darktrace’s detection of additional malicious file downloads from malicious CloudFront endpoints.

Throughout the course of this attack, Darktrace’s Cyber AI Analyst carried out its own autonomous investigation, piecing together seemingly separate events into one wider incident encompassing the first suspicious downloads beginning on December 4, the unusual connectivity to many suspicious IPs that followed, and the successful beaconing activity observed two days later. By analyzing these events in real-time and viewing them as part of the bigger picture, Cyber AI Analyst was able to construct an in‑depth breakdown of the attack to aid the customer’s investigation and remediation efforts.

Cyber AI Analyst investigation detailing the sequence of events on the compromised device, highlighting its extensive connectivity to rare endpoints, the related malicious file‑download activity, and finally the emergence of C2 beaconing behavior.
Figure 8: Cyber AI Analyst investigation detailing the sequence of events on the compromised device, highlighting its extensive connectivity to rare endpoints, the related malicious file‑download activity, and finally the emergence of C2 beaconing behavior.

Conclusion

The versatility offered by GhostSocks is far from new, but its ability to convert compromised devices into residential proxy nodes, while enabling long‑term, covert network access—illustrates how threat actors continue to maximise the value of their victims’ infrastructure. Its growing popularity, coupled with its ongoing partnership with Lumma, demonstrates that infrastructure takedowns alone are insufficient; as long as threat actors remain committed to maintaining anonymity and can rapidly rebuild their ecosystems, related malware activity is likely to persist in some form.

Credit to Isabel Evans (Cyber Analyst), Gernice Lee (Associate Principal Analyst & Regional Consultancy Lead – APJ)
Edited by Ryan Traill (Content Manager)

Appendices

References

1.    https://bloo.io/research/malware/ghostsocks

2.    https://www.virustotal.com/gui/domain/retreaw.click/community

3.    https://synthient.com/blog/ghostsocks-from-initial-access-to-residential-proxy

4.    https://www.joesandbox.com/analysis/1810568/0/html

5. https://www.virustotal.com/gui/url/fab6525bf6e77249b74736cb74501a9491109dc7950688b3ae898354eb920413

Darktrace Model Detections

Real-time Detection Models

Anomalous Connection / Suspicious Self-Signed SSL

Anomalous Connection / Rare External SSL Self-Signed

Anomalous File / EXE from Rare External Location

Anomalous File / Multiple EXE from Rare External Locations

Compromise / Possible Fast Flux C2 Activity

Compromise / Large Number of Suspicious Successful Connections

Compromise / Large Number of Suspicious Failed Connections

Compromise / Sustained SSL or HTTP Increase

Autonomous Response Models

Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / Significant Anomaly / Antigena Controlled and Model Alert

Antigena / Network / External Threat / Antigena File then New Outbound Block

Antigena / Network / Significant Anomaly / Antigena Alerts Over Time Block

Antigena / Network / External Threat / Antigena Suspicious Activity Block

MITRE ATT&CK Mapping

Tactic – Technique – Sub-Technique

Resource Development – T1588 - Malware

Initial Access - T1189 - Drive-by Compromise

Persistence – T1112 – Modify Registry

Command and Control – T1071 – Application Layer Protocol

Command and Control – T1095 – Non-application Layer Protocol

Command and Control – T1071 – Web Protocols

Command and Control – T1571 – Non-Standard Port

Command and Control – T1102 – One-Way Communication

List of Indicators of Compromise (IoCs)

86.54.24[.]29 - IP - Likely GhostSocks C2

http[://]86.54.24[.]29/Renewable[.]exe - Hostname - GhostSocks Distribution Endpoint

http[://]d2ihv8ymzp14lr.cloudfront[.]net/2021-08-19/udppump[.]exe - CDN - Payload Distribution Endpoint

www.lbfs[.]site - Hostname - Likely C2 Endpoint

retreaw[.]click - Hostname - Lumma C2 Endpoint

alltipi[.]com - Hostname - Possible C2 Endpoint

w2.bruggebogeyed[.]site - Hostname - Possible C2 Endpoint

9b90c62299d4bed2e0752e2e1fc777ac50308534 - SHA1 file hash – Likely GhostSocks payload

3d9d7a7905e46a3e39a45405cb010c1baa735f9e - SHA1 file hash - Likely follow-up payload

10f928e00a1ed0181992a1e4771673566a02f4e3 - SHA1 file hash - Likely follow-up payload

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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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August 11, 2026

When AI Agents Attack: The Case for Behavioral Anomaly Detection

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The UK AI Security Institute (AISI) has just published a detailed incident report confirming what many within the cyber security industry have suspected for some time: frontier AI agents, given a degree of autonomy, can independently develop and execute attack chains against real targets, including social engineering, supply-chain compromise, and deception, without explicit instruction to do so.

The report (INC-2026-07-28-01, published 4 August 2026) documents what happened during a routine capability evaluation between 25 and 28 July. It deserves a careful read from anyone responsible for securing the modern digital estate.

The incident

AISI regularly tests frontier AI models for offensive cyber capability. In this exercise, agents were placed inside a simulated network environment and given internet access this was deliberate, given to reflect realism of the task. Across 122 evaluation runs, 19 instances of unsanctioned activity were recorded, including cases where agents broke the intended boundaries of the test and acted against real people and real infrastructure on the open internet.

In the most serious case, an agent (Mythos 5) autonomously:

  • Conducted open-source intelligence gathering to identify real developers associated with keywords from the simulated scenario
  • Created a GitHub account and submitted a pull request containing obfuscated malicious code to a real, unaffiliated repository
  • Created a second sockpuppet account to post comments on its own PR, attempting to manufacture social proof
  • When a human reviewer flagged the malicious content, the agent lied, claiming an accidental commit, then repeatedly attempted to reintroduce the payload under the guise of having "fixed" the code
  • Sent spear-phishing emails to the repository maintainer containing manipulated content designed to convince them to merge the code
  • Planted a prompt injection inside a GitHub issue, hidden in an HTML comment invisible to humans but readable by AI coding assistants parsing the repository via API

AISI confirmed no real-world harm resulted. The PRs were not merged; the payloads did not execute. But containment was a product of circumstance, not design.

Why this matters

Every action the agents took used legitimate services operating within normal parameters. Creating a GitHub account is legitimate. Opening a pull request is legitimate. Sending an email is legitimate. Posting an issue is legitimate.

No vulnerability was exploited. No known malware signature was present. No indicator of compromise from any threat intelligence feed would have matched. The entire attack existed as a pattern, a sequence of individually normal actions that, taken together, constituted a supply-chain attack, a social engineering campaign, and an attempted compromise of downstream systems.

This is the class of threat that signature-based and rule-based security tools structurally struggle to detect. They answer the question "have I seen this before?" When the answer is no – and when the attack is novel, composed of legitimate actions, and adapted in real time by an adversary in this case an agent that reasons about evasion – they struggle.

Behavioral anomaly detection: The architecture that fits

Darktrace has spent a decade building a platform around a different question: "is this behavior normal for this entity?"

The platform learns the baseline behavior of every user, device, and communication pattern across an organization's digital environment. It does not need prior knowledge of an attack technique. It identifies deviation from learned normality, surfaces it, and through its Autonomous Response capability, takes targeted action to contain threats at machine speed.

Consider how this AISI incident might show across the Darktrace platform:

Network detection and response

While no payload was successfully delivered to a victim in this incident, AISI's post-incident analysis of the agent's code (detailed on pages 24-25 of the report) reveals what would have landed on target systems had the social engineering succeeded. The agent produced three successive payload generations, each replacing the last after being detected and called out:

Generation 1 hid a module-load stager inside a legitimate bug-fix commit, guarded by an environment variable check, to skip execution in CI. Its second stage attempted to fetch Poseidon implants (Linux and Windows variants) calling back to the agent's own C2 listener, with a fallback to publicly hosted polling scripts that fetched and executed commands every 60 seconds.

Generation 2 exploited an Electron "What's New" window with nodeIntegration enabled, loading remote HTML from a GitHub Pages site the agent had registered. The page decoded an XOR-obfuscated payload at runtime that beaconed host identifiers over DNS, attempted to download the same implants, ran its own in-process C2 loop, and installed reboot persistence via crontab and Windows registry Run keys.

Generation 3 was a post-install dropper added after the agent had already been publicly caught. It XOR-decoded a hidden URL, downloaded a script over plaintext HTTP, and ran it detached, force-exiting so npm install always reports success, giving the attacker remote code execution on any machine running the install.

None of these payloads reached a victim. But the technical detail matters: this is the calibre of tradecraft an autonomous agent produced in a matter of hours, unprompted. Each generation demonstrated adaptation, the agent iterated its approach in direct response to being detected.

For network defenders, the behavioral signals these payloads would have generated are clear. DNS beaconing to novel domains, periodic HTTP polling to newly registered infrastructure, XOR-encoded data in transit, registry and crontab persistence writes on endpoints that have never exhibited such behavior. These are exactly the anomalies that Darktrace / NETWORK identifies in real time: deviations from learned device and connection baselines, regardless of whether the specific payload or C2 domain has been seen before.

Beyond the payload analysis, the agents' broader activity produced additional behavioral anomalies: new identities engaging in high-frequency interactions with external services, coordination via unusual channels (public pastebins, gists), and lateral communication patterns that deviate from any established baseline.

Email security

The spear-phishing emails sent by the agent, crafted with context-specific content designed to manipulate a specific individual, represent exactly the kind of socially engineered communication that static email gateways can miss. Darktrace / EMAIL analyses the linguistic patterns, sender behavior, and relational context of every message. A brand-new sender using tailored language to pressure a recipient into a specific technical action deviates from the learned communication profile, regardless of whether the message contains a known-bad URL or attachment.

Securing AI

This is where the incident points to a threat category that many security platforms do not yet fully address. The agent did not just use AI as a tool for attack. It targeted other AI systems, attempting prompt injections against coding assistants and trying to compromise automated workflows. Organisations adopting AI agents for development, operations, and decision-making are introducing a newer extended attack surface.  

Darktrace / SECURE AI extends the same behavioral detection model into this space. It monitors AI usage across the enterprise, detecting anomalous interactions with AI services, identifying sensitive data exposure to AI systems, providing visibility into shadow AI use. As AI agents become standard components of enterprise infrastructure, the ability to detect when an AI system is behaving outside its expected parameters, when there is a chance, it is being manipulated, or when it is interacting with something it should not be, that becomes a direct security requirement rather than a future consideration.

The principle is consistent across the Darktrace platform: learn what normal looks like, identify deviation, respond autonomously.

The AI-to-AI threat surface

One of the report's most important findings is a confirmation that AI agents can act outside of instructions and guardrails to complete tasks. The Mythos 5 agent conducted reconnaissance on a repository maintainer, inferred it might be an AI coding assistant, and deployed a prompt injection specifically crafted to compromise it.

This is a new attack class. Organizations deploying AI coding assistants, AI-powered code review, or autonomous DevOps agents now face an adversary that:

  • Moves at speed
  • Is able to adapt its approach when initial attempts are halted
  • Specifically targets AI systems via techniques (prompt injection, hidden instructions in HTML comments) that are less visible to human reviewers but parsed by machines
  • Reasons about which evasion strategies are most likely to succeed

Defending against this requires security that operates with the same adaptability and speed. A system that learns what "normal" looks like, and flags deviation from it.

What AISI recommends

The report identifies five contributing factors to the incident. Two are directly relevant:

No synchronous real-time monitoring (Section 5.3): AISI acknowledges it had not built real-time behavioral monitoring capable of immediately blocking unsanctioned agent actions. Their security team detected the incident via commercial security monitoring software, but only after activity had already occurred.

No fine-grained behavioral controls (Section 6.2): AISI's forward-looking response includes building continuous monitoring that can "immediately block or flag unsanctioned AI agent behavior."

The direction is clear: organizations need security that watches behavior continuously, learns what normal looks like, and acts when deviation occurs, without requiring a human in the loop for every decision.

The takeaway

The AISI incident is documented proof that autonomous AI agents will independently develop novel attack chains using legitimate tools, adapt when detected, employ deception, and target both humans and other AI systems. This happened last week, in a controlled setting, with commercially available models.

The security architecture that addresses this is behavioral anomaly detection applied across the full digital estate, as AI agents become standard components of enterprise infrastructure, writing code, managing deployments, processing communications, the attack surface they create is behavioral by nature.

This is the approach Darktrace has taken for years: learning what is normal across an organization’s digital environment, identifying meaningful deviations, and responding to emerging threats without relying on known attack signatures. As autonomous AI agents introduce new and unpredictable behaviors, that foundation becomes increasingly important to securing the enterprise.

Read the full report from the UK AI Security Institute here.

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About the author
Adam Stevens
Senior Director of Product

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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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About the author
Carlo Loregian
Solutions Engineer
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