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June 3, 2024

The Price of Admission: Countering Stolen Credentials with Darktrace

This blog examines a network compromise that stemmed from the purchase of leaked credentials from the dark web. Credentials purchased from dark web marketplaces allow unauthorized access to internal systems. Such access can be used to exfiltrate data, disrupt operations, or deploy malware.
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
Charlotte Thompson
Cyber Analyst
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03
Jun 2024

Using leaked credentials to gain unauthorized access

Dark web marketplaces selling sensitive data have increased accessibility for malicious actors, similar to Ransomware-as-a-Service (RaaS), lowering the barrier to entry usually associated with malicious activity. By utilizing leaked credentials, malicious actors can easily gain unauthorized access to accounts and systems which they can leverage to carry out malicious activities like data exfiltration or malware deployment.

Usage of leaked credentials by malicious actors is a persistent concern for both organizations and security providers. Google Cloud’s ‘H1 2024 Threat Horizons Report’ details that initial access seen in 2.9% of cloud compromises observed on Google Cloud resulted from leaked credential usage [1], with the ‘IBM X-Force Threat Intelligence Index 2024’ reporting 71% year-on-year increase in cyber-attacks which utilize stolen or compromised credentials [2].

Darktrace coverage of leaked credentials

In early 2024, one Darktrace customer was compromised by a malicious actor after their internal credentials had been leaked on the dark web. Subsequent attack phases were detected by Darktrace/Network and the customer was alerted to the suspicious activity via the Proactive Threat Notification (PTN) service, following an investigation by Darktrace’s Security Operation Center (SOC).

Darktrace detected a device on the network of a customer in the US carrying out a string of anomalous activity indicative of network compromise. The device was observed using a new service account to authenticate to a Virtual Private Network (VPN) server, before proceeding to perform a range of suspicious activity including internal reconnaissance and lateral movement.

Malicious actors seemingly gained access to a previously unused service account for which they were able to set up multi-factor authentication (MFA) to access the VPN. As this MFA setup was made possible by the configuration of the customer’s managed service provider (MSP), the initial access phase of the attack fell outside of Darktrace’s purview.

Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled on the network at the time of the attack. Had RESPOND been active, it would have been able to autonomously act against the malicious activity by disabling users, strategically blocking suspicious connections and limiting devices to their expected patterns of activity.

Attack timeline of leaked credentials spotted by darktrace

Network Scanning Activity

On February 22, 2024, Darktrace detected the affected device performing activity indicative of network scanning, namely initiating connections on multiple ports, including ports 80, 161 389 and 445, to other internal devices. While many of these internal connection attempts were unsuccessful, some successful connections were observed.

Devices on a network can gather information about other internal devices by performing network scanning activity. Defensive scanning can be used to support network security, allowing internal security teams to discover vulnerabilities and potential entry points that require their attention, however attackers are also able to take advantage of such information, such as open ports and services available on internal devices, with offensive scanning.

Brute Force Login Attempts

Darktrace proceeded to identify the malicious actor attempting to access a previously unused service account for which they were able to successfully establish MFA to access the organization’s VPN. As the customer’s third-party MSP had been configured to allow all users to login to the organization’s VPN using MFA, this login was successful. Moreover, the service account had never previously been used and MFA and never been established, allowing the attacker to leverage it for their own nefarious means.

Darktrace/Network identified the attacker attempting to authenticate over the Kerberos protocol using a total of 30 different usernames, of which two were observed successfully authenticating. There was a total of 6 successful Kerberos logins identified from two different credentials.  Darktrace also observed over 100 successful NTLM attempts from the same device for multiple usernames including “Administrator” and “mail”. These credentials were later confirmed by the customer to have been stolen and leaked on the dark web.

Advanced Search query results showing the usernames that successfully authenticated via NTLM.
Figure 1: Advanced Search query results showing the usernames that successfully authenticated via NTLM.

Even though MFA requirements had been satisfied when the threat actor accessed the organization’s VPN, Darktrace recognized that this activity represented a deviation from its previously learned behavior.

Malicious actors frequently attempt to gain unauthorized access to accounts and internal systems by performing login attempts using multiple possible usernames and passwords. This type of brute-force activity is typically accomplished using computational power via the use of software or scripts to attempt different username/password combinations until one is successful.

By purchasing stolen credentials from dark web marketplaces, attackers are able to significantly increase the success rate of brute-force attacks and, if they do gain access, they can easily act on their objectives, be that exfiltrating sensitive data or moving through their target networks to further the compromise.

Share Enumeration

Around 30 minutes after the initial network scanning activity, the compromised device was observed performing SMB enumeration using one of the aforementioned accounts. Darktrace understood that this activity was suspicious as the device had never previously been used to perform SMB activity and had not been tagged as a security device.

Darktrace/Network identifying the suspicious SMB enumeration performed by the compromised device.
Figure 2: Darktrace/Network identifying the suspicious SMB enumeration performed by the compromised device.

Such enumeration can be used by malicious actors to gain insights into the structures and configurations of a target device, view permissions associated with shared resources, and also view general identifying information about the system.

Darktrace further identified that the device connected to the named pipe “srvsvc”. By enumerating over srvsvc, a threat actor is able to request a list of all available SMB shares on a destination device, enabling further data gathering as part of network reconnaissance. Srvsvc also provides access to remote procedure call (RPC) for various services on a destination device.

At this stage, a Darktrace/Network Enhanced Monitoring model was triggered for lateral movement activity taking place on the customer’s network. As this particular customer was subscribed to the PTN service, the Enhanced Monitoring model alert was promptly triaged and investigated by the Darktrace SOC. The customer was alerted to the emerging activity and given full details of the incident and the SOC team’s investigation.

Attack and Reconnaissance Tool Usage

A few minutes later, Darktrace observed the device making a connection with a user agent associated with the Nmap network scanning tool, “Mozilla/5.0 (compatible; Nmap Scripting Engine; https://nmap.org/book/nse[.]html)”. While these tools are often used legitimately by an organization’s security team, they can also be used maliciously by attackers to exploit vulnerabilities that attackers may have unearthed during earlier reconnaissance activity.

As such services are often seen as normal network traffic, attackers can often use them to bypass traditional security measures. Darktrace’s Self-Learning AI, however, was able to recognize that the affected device was not a security device and therefore not expected to carry out such activity, even if it was using a legitimate Nmap service.

Darktrace/Network identifying the compromised device using the Nmap scanning tool.
Figure 3: Darktrace/Network identifying the compromised device using the Nmap scanning tool.

Further Lateral Movement

Following this suspicious Nmap usage, Darktrace observed a range of additional anomalous SMB activity from the aforementioned compromised account. The affected device attempted to establish almost 900 SMB sessions, as well as performing 65 unusual file reads from 29 different internal devices and over 300 file deletes for the file “delete.me” from over 100 devices using multiple paths, including ADMIN$, C$, print$.

Darktrace also observed the device making several DCE-RPC connections associated with Active Directory Domain enumeration, including DRSCrackNames and DRSGetNCChanges; a total of more than 1000 successful DCE-RPC connection were observed to a domain controller.

As this customer did not have Darktrace/Network's autonomous response deployed on their network, the above detailed lateral movement and network reconnaissance activity was allowed to progress unfettered, until Darktrace’s SOC alerted the customer’s security team to take urgent action. The customer also received follow-up support through Darktrace’s Ask the Expert (ATE) service, allowing them to contact the analyst team directly for further details and support on the incident.

Thanks to this early detection, the customer was able to quickly identify and disable affected user accounts, effectively halting the attack and preventing further escalation.

Conclusions

Given the increasing trend of ransomware attackers exfiltrating sensitive data for double extortion and the rise of information stealers, stolen credentials are commonplace across dark web marketplaces. Malicious actors can exploit these leaked credentials to drastically lower the barrier to entry associated with brute-forcing access to their target networks.

While implementing well-configured MFA and enforcing regular password changes can help protect organizations, these measures alone may not be enough to fully negate the advantage attackers gain with stolen credentials.

In this instance, an attacker used leaked credentials to compromise an unused service account, allowing them to establish MFA and access the customer’s VPN. While this tactic may have allowed the attacker to evade human security teams and traditional security tools, Darktrace’s AI detected the unusual use of the account, indicating a potential compromise despite the organization’s MFA requirements being met. This underscores the importance of adopting an intelligent decision maker, like Darktrace, that is able to identify and respond to anomalies beyond standard protective measures.

Credit to Charlotte Thompson, Cyber Security Analyst, Ryan Traill, Threat Content Lead

Appendices

Darktrace DETECT Model Coverage

-       Device / Suspicious SMB Scanning Activity (Model Alert)

-       Device / ICMP Address Scan (Model Alert)

-       Device / Network Scan (Model Alert)

-       Device / Suspicious LDAP Search Operation (Model Alert)

-       User / Kerberos Username Brute Force (Model Alert)

-       Device / Large Number of Model Breaches (Model Alert)

-       Anomalous Connection / SMB Enumeration (Model Alert)

-       Device / Multiple Lateral Movement Model Breaches (Enhanced Monitoring Model Alert)

-       Device / Possible SMB/NTLM Reconnaissance (Model Alert)

-       Anomalous Connection / Possible Share Enumeration Activity (Model Alert)

-       Device / Attack and Recon Tools (Model Alert)

MITRE ATT&CK Mapping

Tactic – Technique - Code

INITIAL ACCESS - Hardware Additions     -T1200

DISCOVERY - Network Service Scanning -T1046

DISCOVERY - Remote System Discovery - T1018

DISCOVERY - Domain Trust Discovery      - T1482

DISCOVERY - File and Directory Discovery - T1083

DISCOVERY - Network Share Discovery - T1135

RECONNAISSANCE - Scanning IP Blocks - T1595.001

RECONNAISSANCE - Vulnerability Scanning - T1595.002

RECONNAISSANCE - Client Configurations - T1592.004

RECONNAISSANCE - IP Addresses - T1590.005

CREDENTIAL ACCESS - Brute Force - T1110

LATERAL MOVEMENT - Exploitation of Remote Services -T1210

References

  1. 2024 Google Cloud Threat Horizons Report
    https://services.google.com/fh/files/misc/threat_horizons_report_h12024.pdf
  2. IBM X-Force Threat Intelligence Index 2024
    https://www.ibm.com/reports/threat-intelligence
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
Charlotte Thompson
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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