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July 26, 2024

Understanding the WarmCookie Backdoor Threat

Discover effective strategies for disarming the WarmCookie backdoor and securing your systems against this persistent threat.
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 Torres
Cyber Analyst
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26
Jul 2024

What is WarmCookie malware?

WarmCookie, also known as BadSpace [2], is a two-stage backdoor tool that provides functionality for threat actors to retrieve victim information and launch additional payloads. The malware is primarily distributed via phishing campaigns according to multiple open-source intelligence (OSINT) providers.

Backdoor malware: A backdoor tool is a piece of software used by attackers to gain and maintain unauthorized access to a system. It bypasses standard authentication and security mechanisms, allowing the attacker to control the system remotely.

Two-stage backdoor malware: This means the backdoor operates in two distinct phases:

1. Initial Stage: The first stage involves the initial infection and establishment of a foothold within the victim's system. This stage is often designed to be small and stealthy to avoid detection.

2. Secondary Stage: Once the initial stage has successfully compromised the system, it retrieves or activates the second stage payload. This stage provides more advanced functionalities for the attacker, such as extensive data exfiltration, deeper system control, or the deployment of additional malicious payloads.

How does WarmCookie malware work?

Reported attack patterns include emails attempting to impersonate recruitment firms such as PageGroup, Michael Page, and Hays. These emails likely represented social engineering tactics, with attackers attempting to manipulate jobseekers into engaging with the emails and following malicious links embedded within [3].

This backdoor tool also adopts stealth and evasion tactics to avoid the detection of traditional security tools. Reported evasion tactics included custom string decryption algorithms, as well as dynamic API loading to prevent researchers from analyzing and identifying the core functionalities of WarmCookie [1].

Before this backdoor makes an outbound network request, it is known to capture details from the target machine, which can be used for fingerprinting and identification [1], this includes:

- Computer name

- Username

- DNS domain of the machine

- Volume serial number

WarmCookie samples investigated by external researchers were observed communicating over HTTP to a hardcoded IP address using a combination of RC4 and Base64 to protect its network traffic [1]. Ultimately, threat actors could use this backdoor to deploy further malicious payloads on targeted networks, such as ransomware.

Darktrace Coverage of WarmCookie

Between April and June 2024, Darktrace’s Threat Research team investigated suspicious activity across multiple customer networks indicating that threat actors were utilizing the WarmCookie backdoor tool. Observed cases across customer environments all included the download of unusual executable (.exe) files and suspicious outbound connectivity.

Affected devices were all observed making external HTTP requests to the German-based external IP, 185.49.69[.]41, and the URI, /data/2849d40ade47af8edfd4e08352dd2cc8.

The first investigated instance occurred between April 23 and April 24, when Darktrace detected a a series of unusual file download and outbound connectivity on a customer network, indicating successful WarmCookie exploitation. As mentioned by Elastic labs, "The PowerShell script abuses the Background Intelligent Transfer Service (BITS) to download WarmCookie and run the DLL with the Start export" [1].

Less than a minute later, the same device was observed making HTTP requests to the rare external IP address: 185.49.69[.]41, which had never previously been observed on the network, for the URI /data/b834116823f01aeceed215e592dfcba7. The device then proceeded to download masqueraded executable file from this endpoint. Darktrace recognized that these connections to an unknown endpoint, coupled with the download of a masqueraded file, likely represented malicious activity.

Following this download, the device began beaconing back to the same IP, 185.49.69[.]41, with a large number of external connections observed over port 80.  This beaconing related behavior could further indicate malicious software communicating with command-and-control (C2) servers.

Darktrace’s model alert coverage included the following details:

[Model Alert: Device / Unusual BITS Activity]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:10:23 UTC

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Microsoft BITS/7.8

[Model Alert: Anomalous File / EXE from Rare External Location]

[Model Alert: Anomalous File / Masqueraded File Transfer]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:11:18 UTC

- Destination IP: 185.49.69[.]41

- Destination port: 80

- Protocol: TCP

- Application protocol: HTTP

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705)

- Event details: File: http[:]//185.49.69[.]41/data/b834116823f01aeceed215e592dfcba7, total seen size: 144384B, direction: Incoming

- SHA1 file hash: 4ddf0d9c750bfeaebdacc14152319e21305443ff

- MD5 file hash: b09beb0b584deee198ecd66976e96237

[Model Alert: Compromise / Beaconing Activity To External Rare]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:15:24 UTC

- Destination IP: 185.49.69[.]41

- Destination port: 80

- Protocol: TCP

- Application protocol: HTTP

- ASN: AS28753 Leaseweb Deutschland GmbH  

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705)

Between May 7 and June 4, Darktrace identified a wide range of suspicious external connectivity on another customer’s environment. Darktrace’s Threat Research team further investigated this activity and assessed it was likely indicative of WarmCookie exploitation on customer devices.

Similar to the initial use case, BITS activity was observed on affected devices, which is utilized to download WarmCookie [1]. This initial behavior was observed with the device after triggering the model: Device / Unusual BITS Activity on May 7.

Just moments later, the same device was observed making HTTP requests to the aforementioned German IP address, 185.49.69[.]41 using the same URI /data/2849d40ade47af8edfd4e08352dd2cc8, before downloading a suspicious executable file.

Just like the first use case, this device followed up this suspicious download with a series of beaconing connections to 185.49.69[.]41, again with a large number of connections via port 80.

Similar outgoing connections to 185.49.69[.]41 and model alerts were observed on additional devices during the same timeframe, indicating that numerous customer devices had been compromised.

Darktrace’s model alert coverage included the following details:

[Model Alert: Device / Unusual BITS Activity]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:03:23 UTC

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Microsoft BITS/7.8

[Model Alert: Anomalous File / EXE from Rare External Location]

[Model Alert: Anomalous File / Masqueraded File Transfer]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:03:35 UTC  

- Destination IP: 185.49.69[.]41

- Protocol: TCP

- ASN: AS28753 Leaseweb Deutschland GmbH

- Event details: File: http[:]//185.49.69[.]41/data/2849d40ade47af8edfd4e08352dd2cc8, total seen size: 72704B, direction: Incoming

- SHA1 file hash: 5b0a35c574ee40c4bccb9b0b942f9a9084216816

- MD5 file hash: aa9a73083184e1309431b3c7a3e44427  

[Model Alert: Anomalous Connection / New User Agent to IP Without Hostname]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:04:14 UTC  

- Destination IP: 185.49.69[.]41  

- Application protocol: HTTP  

- URI: /data/2849d40ade47af8edfd4e08352dd2cc8

- User agent: Microsoft BITS/7.8  

[Model Alert: Compromise / HTTP Beaconing to New Endpoint]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:08:47 UTC

- Destination IP: 185.49.69[.]41

- Protocol: TCP

- Application protocol: HTTP  

- ASN: AS28753 Leaseweb Deutschland GmbH  

- URI: /  

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705) \

Cyber AI Analyst Coverage Details around the external destination, ‘185.49.69[.]41’.
Figure 1: Cyber AI Analyst Coverage Details around the external destination, ‘185.49.69[.]41’.
External Sites Summary verifying the geographical location of the external IP, 185.49.69[.]41’.
Figure 2: External Sites Summary verifying the geographical location of the external IP, 185.49.69[.]41’.

Fortunately, this particular customer was subscribed to Darktrace’s Proactive Threat Notification (PTN) service and the Darktrace Security Operation Center (SOC) promptly investigated the activity and alerted the customer. This allowed their security team to address the activity and begin their own remediation process.

In this instance, Darktrace’s Autonomous Response capability was configured in Human Confirmation mode, meaning any mitigative actions required manual application by the customer’s security team.

Despite this, Darktrace recommended two actions to contain the activity: blocking connections to the suspicious IP address 185.49.69[.]41 and any IP addresses ending with '69[.]41', as well as the ‘Enforce Pattern of Life’ action. By enforcing a pattern of life, Darktrace can restrict a device (or devices) to its learned behavior, allowing it to continue regular business activities uninterrupted while blocking any deviations from expected activity.

Actions suggested by Darktrace to contain the emerging activity, including blocking connections to the suspicious endpoint and restricting the device to its ‘pattern of life’.
Figure 3: Actions suggested by Darktrace to contain the emerging activity, including blocking connections to the suspicious endpoint and restricting the device to its ‘pattern of life’.

Conclusion

Backdoor tools like WarmCookie enable threat actors to gather and leverage information from target systems to deploy additional malicious payloads, escalating their cyber attacks. Given that WarmCookie’s primary distribution method seems to be through phishing campaigns masquerading as trusted recruitments firms, it has the potential to affect a large number of organizations.

In the face of such threats, Darktrace’s behavioral analysis provides organizations with full visibility over anomalous activity on their digital estates, regardless of whether the threat bypasses by human security teams or email security tools. While threat actors seemingly managed to evade customers’ native email security and gain access to their networks in these cases, Darktrace identified the suspicious behavior associated with WarmCookie and swiftly notified customer security teams.

Had Darktrace’s Autonomous Response capability been fully enabled in these cases, it could have blocked any suspicious connections and subsequent activity in real-time, without the need of human intervention, effectively containing the attacks in the first instance.

Credit to Justin Torres, Cyber Security Analyst and Dylan Hinz, Senior Cyber Security Analyst

Appendices

Darktrace Model Detections

- Anomalous File / EXE from Rare External Location

- Anomalous File / Masqueraded File Transfer  

- Compromise / Beacon to Young Endpoint  

- Compromise / Beaconing Activity To External Rare  

- Compromise / HTTP Beaconing to New Endpoint  

- Compromise / HTTP Beaconing to Rare Destination

- Compromise / High Volume of Connections with Beacon Score

- Compromise / Large Number of Suspicious Successful Connections

- Compromise / Quick and Regular Windows HTTP Beaconing

- Compromise / SSL or HTTP Beacon

- Compromise / Slow Beaconing Activity To External Rare

- Compromise / Sustained SSL or HTTP Increase

- Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

- Anomalous Connection / Multiple Failed Connections to Rare Endpoint

- Anomalous Connection / New User Agent to IP Without Hostname

- Compromise / Sustained SSL or HTTP Increase

AI Analyst Incident Coverage:

- Unusual Repeated Connections

- Possible SSL Command and Control to Multiple Endpoints

- Possible HTTP Command and Control

- Suspicious File Download

Darktrace RESPOND Model Detections:

- Antigena / Network / External Threat / Antigena Suspicious File Block

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

List of IoCs

IoC - Type - Description + Confidence

185.49.69[.]41 – IP Address – WarmCookie C2 Endpoint

/data/2849d40ade47af8edfd4e08352dd2cc8 – URI – Likely WarmCookie URI

/data/b834116823f01aeceed215e592dfcba7 – URI – Likely WarmCookie URI

4ddf0d9c750bfeaebdacc14152319e21305443ff  - SHA1 Hash  – Possible Malicious File

5b0a35c574ee40c4bccb9b0b942f9a9084216816  - SHA1 Hash – Possiblem Malicious File

MITRE ATT&CK Mapping

(Technique Name) – (Tactic) – (ID) – (Sub-Technique of)

Drive-by Compromise - INITIAL ACCESS - T1189

Ingress Tool Transfer - COMMAND AND CONTROL - T1105

Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

Lateral Tool Transfer - LATERAL MOVEMENT - T1570

Web Protocols - COMMAND AND CONTROL - T1071.001 - T1071

Web Services - RESOURCE DEVELOPMENT - T1583.006 - T1583

Browser Extensions - PERSISTENCE - T1176

Application Layer Protocol - COMMAND AND CONTROL - T1071

Fallback Channels - COMMAND AND CONTROL - T1008

Multi-Stage Channels - COMMAND AND CONTROL - T1104

Non-Standard Port - COMMAND AND CONTROL - T1571

One-Way Communication - COMMAND AND CONTROL - T1102.003 - T1102

Encrypted Channel - COMMAND AND CONTROL - T1573

External Proxy - COMMAND AND CONTROL - T1090.002 - T1090

Non-Application Layer Protocol - COMMAND AND CONTROL - T1095

References

[1] https://www.elastic.co/security-labs/dipping-into-danger

[2] https://www.gdatasoftware.com/blog/2024/06/37947-badspace-backdoor

[3] https://thehackernews.com/2024/06/new-phishing-campaign-deploys.html

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 Torres
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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