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January 17, 2024

Detecting Trusted Network Relationship Abuse

Discover how Darktrace DETECT and the SOC team responded to a network compromise via a trusted partner relationship with this case study.
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
Adam Potter
Senior Cyber Analyst
Written by
Taylor Breland
Analyst Team Lead, San Francisco
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17
Jan 2024

Trusted relationships between organizations and third parties have become an increasingly popular target for cyber threat actors to gain access to sensitive networks. These relationships are typically granted by organizations to external or adjacent entities and allow for the access of internal resources for business purposes.1 Trusted network relations can exist between constituent elements of an overarching corporation, IT-service providers and their customers, and even implicitly between IT product vendors and their customers.

Several high-profile compromises have occurred due to the leveraging of privileged network access by such third parties. One prominent example is the 2016 DNC network attack, in which the trust between the Democratic Congressional Campaign Committee (DCCC) and the Democratic National Committee (DNC) was exploited. Supply chain attacks, which also leverage the implicit trust between IT vendors and customers, are also on the rise with some estimates projecting that by 2025, almost half of all organizations will be impact by supply chain compromises.2 These trends may also be attributed to the prevalence of remote work as well as the growth in IT-managed service providers.3

Given the nature of such network relationships and threat techniques, signatures-based detection is heavily disadvantaged in the identification and mitigation of such trust abuses; network administrators cannot as easily use firewalls to block IPs that need access to networks. However, Darktrace DETECT™, and its Self-Learning AI, has proven successful in the identification and mitigation of these compromises. In September 2023, Darktrace observed an incident involving the abuse of such a trusted relationship on the network of a healthcare provider.

Attack Overview

In early September 2023, a Darktrace customer contacted the Darktrace Security Operations Center (SOC) through the Ask the Expert™ (ATE) service requesting assistance with suspicious activity detected on their network. Darktrace had alerted the customer’s security team to an unknown device that had appeared on their network and proceeded to perform a series of unexpected activities, including reconnaissance, lateral movement, and attempted data exfiltration.

Unfortunately for this customer, Darktrace RESPOND™ was not enabled in autonomous response mode at the time of this compromise, meaning any preventative actions suggested by RESPOND had to be applied manually by the customer’s security team after the fact.  Nevertheless, Darktrace’s prompt identification of the suspicious activity and the SOC’s investigation helped to disrupt the intrusion in its early stages, preventing it from developing into a more disruptive compromise.

Initial Access

Darktrace initially observed a new device that appeared within the customers internal network with a Network Address Translated (NAT) IP address that suggested remote access from a former partner organization’s network. Further investigation carried out by the customer revealed that poor credential policies within the partner’s organization had likely been exploited by attackers to gain access to a virtual desktop interface (VDI) machine.

Using the VDI appliance of a trusted associate, the threat actor was then able to gain access to the customer’s environment by utilizing NAT remote access infrastructure. Devices within the customer’s network had previously been utilized for remote access from the partner network when such activity was permitted and expected. Since then, access to this network was thought to have been removed for all parties. However, it became apparent that the remote access functionality remained operational. While the customer also had firewalls within the environment, a misconfiguration at the time of the attack allowed inbound port access to the remote environment resulting in the suspicious device joining the network on August 29, 2023.

Internal Reconnaissance

Shortly after the device joined the network, Darktrace observed it carrying out a string of internal reconnaissance activity. This activity was initiated with internal ICMP address connectivity, followed by internal TCP connection attempts to a range of ports associated with critical services like SMB, RDP, HTTP, RPC, and SSL. The device was also detected attempting to utilize privileged credentials, which were later identified as relating to a generic multi-purpose administrative account. The threat actor proceeded to conduct further internal reconnaissance, including reverse DNS sweeps, while also attempting to use six additional user credentials.

In addition to the widespread internal connectivity, Darktrace observed persistent connection attempts focused on the RDP and SMB protocols. Darktrace also detected additional SMB enumeration during this phase of the attacker’s reconnaissance. This reconnaissance activity largely attempted to access a wide variety of SMB shares, previously unseen by the host to identify available share types and information available for aggregation. As such, the breach host conducted a large spike in SMB writes to the server service (srvsvc) endpoint on a range of internal hosts using the credential: extramedwb. SMB writes to this endpoint traditionally indicate binding attempts.

Beginning on August 31, Darktrace identified a new host associated with the aforementioned NAT IP address. This new host appeared to have taken over as the primary host conducting the reconnaissance and lateral movement on the network taking advantage of the VDI infrastructure. Like the previous host, this one was observed sustaining reconnaissance activity on August 31, featuring elevated SMB enumeration, SMB access failures, RDP connection attempts, and reverse DNS sweeps.  The attackers utilized several credentials to execute their reconnaissance, including generic and possibly default administrative credentials, including “auditor” and “administrator”.

Figure 1: Advanced Search query highlighting anomalous activity from the second observed remote access host over the course of one week surrounding the time of the breach.

Following these initial detections by Darktrace DETECT, Darktrace’s Cyber AI Analyst™ launched an autonomous investigation into the scanning and privileged internal connectivity and linked these seemingly separate events together into one wider internal reconnaissance incident.

Figure 2: Timeline of an AI Analyst investigation carried out between August 29 and August 31, 2023, during which it detected an increased volume of scanning and unusual privileged internal connectivity.

Lateral Movement

Following the reconnaissance activity performed by the new host observed exploiting the remote access infrastructure, Darktrace detected an increase in attempts to move laterally within the customer’s network, particularly via RPC commands and SMB file writes.

Specifically, the threat actor was observed attempting RPC binds to several destination devices, which can be used in the calling of commands and/or the creation of services on destination devices. This activity was highlighted in repeated failed attempts to bind to the ntsvcs named pipe on several destination devices within the network. However, given the large number of connection attempts, Darktrace did also detect a number of successful RPC connections.

Darktrace also detected a spike in uncommon service control (SVCCTL) ExecMethod, Create, and Start service operations from the breach device.

Figure 3: Model breach details noting the affected device performing unsuccessful RPC binds to endpoints not supported on the destination device.

Additional lateral movement activity was performed using the SMB/NTLM protocols. The affected device also conducted a series of anonymous NTLM logins, whereby NTLM authentication attempts occurred without a named client principal, to a range of internal hosts. Such activity is highly indicative of malicious or unauthorized activity on the network. The host also employed the outdated SMB version 1 (SMBv1) protocol during this phase of the kill chain. The use of SMBv1 often represents a compliance issue for most networks due to the high number of exploitable vulnerabilities associated with this version of the protocol.

Lastly, Darktrace identified the internal transfer of uncommon executables, such as ‘TRMtZSqo.exe’, via SMB write. The breach device was observed writing this file to the hidden administrative share (ADMIN$) on a destination server. Darktrace recognized that this activity was highly unusual for the device and may have represented the threat actor transferring a malicious payload to the destination server for further persistence, data aggregation, and/or command and control (C2) operations. Further SMB writes of executable files, and the subsequent delete of these binaries, were observed from the device at this time. For example, the additional executable ‘JAqfhBEB.exe’ was seen being deleted by the breach device. This deletion, paired with the spike in SVCCTL Create and Start operations occurring, suggests the transfer, execution, and removal of persistence and data harvesting binaries within the network.

Figure 4: AI Analyst details highlighting the SMB file writes of the unusual executable from the remote access device during the compromise.

Conclusion

Ultimately, Darktrace was able to successfully identify and alert for suspicious activity being performed by a threat actor who had gained unauthorized access to the customer’s network by abusing one of their trusted relationships.

The identification of scanning, RPC commands and SMB sessions directly assisted the customer in their response to contain and mitigate this intrusion. The investigation carried out by the Darktrace SOC enabled the customer to promptly triage and remediate the attack, mitigating the potential damage and preventing the compromise from escalating further. Had Darktrace RESPOND been enabled in autonomous response mode at the time of the attack, it would have been able to take swift action to inhibit the scanning, share enumerations and file write activity, thereby thwarting the attacker’s network reconnaissance and lateral movement attempts.

By exploiting trusted relationships between organizations, threat actors are often able to bypass traditional signatured-based security methods that have previously been reconfigured to allow and trust connections from and to specific endpoints. Rather than relying on the configurations of specific rules and permitted IP addresses, ports, and devices, Darktrace DETECT’s anomaly-based approach to threat detection meant it was able to identify suspicious network activity at the earliest stage, irrespective of the offending device and whether the domain or relationship was trusted.

Credit to Adam Potter, Cyber Security Analyst, Taylor Breland, Analyst Team Lead, San Francisco.

Darktrace DETECT Model Breach Coverage:

  • Device / ICMP Address Scan
  • Device / Network Scan
  • Device / Suspicious SMB Scanning Activity
  • Device / RDP Scan
  • Device / Possible SMB/NTLM Reconnaissance
  • Device / Reverse DNS Sweep
  • Anomalous Connection / SMB Enumeration
  • Device / Large Number of Model Breaches
  • Anomalous Connection / Suspicious Activity On High Risk Device
  • Unusual Activity / Possible RPC Recon Activity
  • Device / Anonymous NTLM Logins
  • Anomalous Connection / Unusual SMB Version 1 Connectivity
  • Device / Repeated Unknown RPC Service Bind Errors
  • Anomalous Connection / New or Uncommon Service Control
  • Compliance / SMB Drive Write
  • Anomalous File / Internal / Unusual Internal EXE File Transfer
  • Device / Multiple Lateral Movement Model Breaches

AI Analyst Incidents:

  • Scanning of Multiple Devices
  • Extensive Unusual RDPConnections
  • SMB Write of Suspicious File
  • Suspicious DCE-RPC Activity

MITRE ATT&CK Mapping

  • Tactic: Initial Access
  • Technique: T1199 - Trusted Relationship
  • Tactic: Discovery
  • Technique:
  • T1018 - Remote System Discovery
  • T1046 - Network Service Discovery
  • T1135 - Network Share Discovery
  • T1083 - File and Directory Discovery
  • Tactic: Lateral Movement
  • Technique:
  • T1570 - Lateral Tool Transfer
  • T1021 - Remote Services
  • T1021.002 - SMB/Windows Admin Shares
  • T1021.003 - Distributed Component Object Model
  • T1550 - Use Alternate Authentication Material

References

1https://attack.mitre.org/techniques/T1199/

2https://www.cloudflare.com/learning/insights-supply-chain-attacks/

3https://newsroom.cisco.com/c/r/newsroom/en/us/a/y2023/m09/companies-reliance-on-it-managed-services-increases-in-2023-sector-valued-at-us-472-billion-globally.html#:~:text=IT%20channel%20partners%20selling%20managed,US%24419%20billion%20in%202022.

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
Adam Potter
Senior Cyber Analyst
Written by
Taylor Breland
Analyst Team Lead, San Francisco

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May 6, 2026

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

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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 6, 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
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