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September 8, 2025

Cyber Assessment Framework v4.0 Raises the Bar: 6 Questions every security team should ask about their security posture

A practical guide to the key detection and response updates in CAF v4.0, including anomaly-based detection, machine-led threat hunting, and proactive security posture requirements.
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
Mariana Pereira
VP, Field CISO
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08
Sep 2025

What is the Cyber Assessment Framework?

The Cyber Assessment Framework (CAF) acts as guide for organizations, specifically across essential services, critical national infrastructure and regulated sectors, across the UK for assessing, managing and improving their cybersecurity, cyber resilience and cyber risk profile.

The guidance in the Cyber Assessment Framework aligns with regulations such as The Network and Information Systems Regulations (NIS), The Network and Information Security Directive (NIS2) and the Cyber Security and Resilience Bill.

What’s new with the Cyber Assessment Framework 4.0?

On 6 August 2025, the UK’s National Cyber Security Centre (NCSC) released Cyber Assessment Framework 4.0 (CAF v4.0) a pivotal update that reflects the increasingly complex threat landscape and the regulatory need for organisations to respond in smarter, more adaptive ways.

The Cyber Assessment Framework v4.0 introduces significant shifts in expectations, including, but not limited to:

  • Understanding threats in terms of the capabilities, methods and techniques of threat actors and the importance of maintaining a proactive security posture (A2.b)
  • The use of secure software development principles and practices (A4.b)
  • Ensuring threat intelligence is understood and utilised - with a focus on anomaly-based detection (C1.f)
  • Performance of proactive threat hunting with automation where appropriate (C2.a)

This blog post will focus on these components of the framework. However, we encourage readers to get the full scope of the framework by visiting the NCSC website where they can access the full framework here.

In summary, the changes to the framework send a clear signal: the UK’s technical authority now expects organisations to move beyond static rule-based systems and embrace more dynamic, automated defences. For those responsible for securing critical national infrastructure and essential services, these updates are not simply technical preferences, but operational mandates.

At Darktrace, this evolution comes as no surprise. In fact, it reflects the approach we've championed since our inception.

Why Darktrace? Leading the way since 2013

Darktrace was built on the principle that detecting cyber threats in real time requires more than signatures, thresholds, or retrospective analysis. Instead, we pioneered a self-learning approach powered by artificial intelligence, that understands the unique “normal” for every environment and uses this baseline to spot subtle deviations indicative of emerging threats.

From the beginning, Darktrace has understood that rules and lists will never keep pace with adversaries. That’s why we’ve spent over a decade developing AI that doesn't just alert, it learns, reasons, explains, and acts.

With Cyber Assessment Framework v4.0, the bar has been raised to meet this new reality. For technical practitioners tasked with evaluating their organisation’s readiness, there are five essential questions that should guide the selection or validation of anomaly detection capabilities.

6 Questions you should ask about your security posture to align with CAF v4

1. Can your tools detect threats by identifying anomalies?

Cyber Assessment Framework v4.0 principle C1.f has been added in this version and requires that, “Threats to the operation of network and information systems, and corresponding user and system behaviour, are sufficiently understood. These are used to detect cyber security incidents.”

This marks a significant shift from traditional signature-based approaches, which rely on known Indicators of Compromise (IOCs) or predefined rules to an expectation that normal user and system behaviour is understood to an extent enabling abnormality detection.

Why this shift?

An overemphasis on threat intelligence alone leaves defenders exposed to novel threats or new variations of existing threats. By including reference to “understanding user and system behaviour” the framework is broadening the methods of threat detection beyond the use of threat intelligence and historical attack data.

While CAF v4.0 places emphasis on understanding normal user and system behaviour and using that understanding to detect abnormalities and as a result, adverse activity. There is a further expectation that threats are understood in terms of industry specific issues and that monitoring is continually updated  

Darktrace uses an anomaly-based approach to threat detection which involves establishing a dynamic baseline of “normal” for your environment, then flagging deviations from that baseline — even when there’s no known IoCs to match against. This allows security teams to surface previously unseen tactics, techniques, and procedures in real time, whether it’s:

  • An unexpected outbound connection pattern (e.g., DNS tunnelling);
  • A first-time API call between critical services;
  • Unusual calls between services; or  
  • Sensitive data moving outside normal channels or timeframes.

The requirement that organisations must be equipped to monitor their environment, create an understanding of normal and detect anomalous behaviour aligns closely with Darktrace’s capabilities.

2. Is threat hunting structured, repeatable, and improving over time?

CAF v4.0 introduces a new focus on structured threat hunting to detect adverse activity that may evade standard security controls or when such controls are not deployable.  

Principle C2.a outlines the need for documented, repeatable threat hunting processes and stresses the importance of recording and reviewing hunts to improve future effectiveness. This inclusion acknowledges that reactive threat hunting is not sufficient. Instead, the framework calls for:

  • Pre-determined and documented methods to ensure threat hunts can be deployed at the requisite frequency;
  • Threat hunts to be converted  into automated detection and alerting, where appropriate;  
  • Maintenance of threat hunt  records and post-hunt analysis to drive improvements in the process and overall security posture;
  • Regular review of the threat hunting process to align with updated risks;
  • Leveraging automation for improvement, where appropriate;
  • Focus on threat tactics, techniques and procedures, rather than one-off indicators of compromise.

Traditionally, playbook creation has been a manual process — static, slow to amend, and limited by human foresight. Even automated SOAR playbooks tend to be stock templates that can’t cover the full spectrum of threats or reflect the specific context of your organisation.

CAF v4.0 sets the expectation that organisations should maintain documented, structured approaches to incident response. But Darktrace / Incident Readiness & Recovery goes further. Its AI-generated playbooks are bespoke to your environment and updated dynamically in real time as incidents unfold. This continuous refresh of “New Events” means responders always have the latest view of what’s happening, along with an updated understanding of the AI's interpretation based on real-time contextual awareness, and recommended next steps tailored to the current stage of the attack.

The result is far beyond checkbox compliance: a living, adaptive response capability that reduces investigation time, speeds containment, and ensures actions are always proportionate to the evolving threat.

3. Do you have a proactive security posture?

Cyber Assessment Framework v4.0 does not want organisations to detect threats, it expects them to anticipate and reduce cyber risk before an incident ever occurs. That is s why principle A2.b calls for a security posture that moves from reactive detection to predictive, preventative action.

A proactive security posture focuses on reducing the ease of the most likely attack paths in advance and reducing the number of opportunities an adversary has to succeed in an attack.

To meet this requirement, organisations could benefit in looking for solutions that can:

  • Continuously map the assets and users most critical to operations;
  • Identify vulnerabilities and misconfigurations in real time;
  • Model likely adversary behaviours and attack paths using frameworks like MITRE ATT&CK; and  
  • Prioritise remediation actions that will have the highest impact on reducing overall risk.

When done well, this approach creates a real-time picture of your security posture, one that reflects the dynamic nature and ongoing evolution of both your internal environment and the evolving external threat landscape. This enables security teams to focus their time in other areas such as  validating resilience through exercises such as red teaming or forecasting.

4. Can your team/tools customize detection rules and enable autonomous responses?

CAF v4.0 places greater emphasis on reducing false positives and acting decisively when genuine threats are detected.  

The framework highlights the need for customisable detection rules and, where appropriate, autonomous response actions that can contain threats before they escalate:

The following new requirements are included:  

  • C1.c.: Alerts and detection rules should be adjustable to reduce false positives and optimise responses. Custom tooling and rules are used in conjunction with off the shelf tooling and rules;
  • C1.d: You investigate and triage alerts from all security tools and take action – allowing for improvement and prioritization of activities;
  • C1.e: Monitoring and detection personnel have sufficient understanding of operational context and deal with workload effectively as well as identifying areas for improvement (alert or triage fatigue is not present);
  • C2.a: Threat hunts should be turned into automated detections and alerting where appropriate and automation should be leveraged to improve threat hunting.

Tailored detection rules improve accuracy, while automation accelerates response, both of which help satisfy regulatory expectations. Cyber AI Analyst allows for AI investigation of alerts and can dramatically reduce the time a security team spends on alerts, reducing alert fatigue, allowing more time for strategic initiatives and identifying improvements.

5. Is your software secure and supported?  

CAF v4.0 introduced a new principle which requires software suppliers to leverage an established secure software development framework. Software suppliers must be able to demonstrate:  

  • A thorough understanding of the composition and provenance of software provided;  
  • That the software development lifecycle is informed by a detailed and up to date understanding of threat; and  
  • They can attest to the authenticity and integrity of the software, including updates and patches.  

Darktrace is committed to secure software development and all Darktrace products and internally developed systems are developed with secure engineering principles and security by design methodologies in place. Darktrace commits to the inclusion of security requirements at all stages of the software development lifecycle. Darktrace is ISO 27001, ISO 27018 and ISO 42001 Certified – demonstrating an ongoing commitment to information security, data privacy and artificial intelligence management and compliance, throughout the organisation.  

6. Is your incident response plan built on a true understanding of your environment and does it adapt to changes over time?

CAF v4.0 raises the bar for incident response by making it clear that a plan is only as strong as the context behind it. Your response plan must be shaped by a detailed, up-to-date understanding of your organisation’s specific network, systems, and operational priorities.

The framework’s updates emphasise that:

  • Plans must explicitly cover the network and information systems that underpin your essential functions because every environment has different dependencies, choke points, and critical assets.
  • They must be readily accessible even when IT systems are disrupted ensuring critical steps and contact paths aren’t lost during an incident.
  • They should be reviewed regularly to keep pace with evolving risks, infrastructure changes, and lessons learned from testing.

From government expectation to strategic advantage

Cyber Assessment Framework v4.0 signals a powerful shift in cybersecurity best practice. The newest version sets a higher standard for detection performance, risk management, threat hunting software development and proactive security posture.

For Darktrace, this is validation of the approach we have taken since the beginning: to go beyond rules and signatures to deliver proactive cyber resilience in real-time.

-----

Disclaimer:

This document has been prepared on behalf of Darktrace Holdings Limited. It is provided for information purposes only to provide prospective readers with general information about the Cyber Assessment Framework (CAF) in a cyber security context. It does not constitute legal, regulatory, financial or any other kind of professional advice and it has not been prepared with the reader and/or its specific organisation’s requirements in mind. Darktrace offers no warranties, guarantees, undertakings or other assurances (whether express or implied)  that: (i) this document or its content are  accurate or complete; (ii) the steps outlined herein will guarantee compliance with CAF; (iii) any purchase of Darktrace’s products or services will guarantee compliance with CAF; (iv) the steps outlined herein are appropriate for all customers. Neither the reader nor any third party is entitled to rely on the contents of this document when making/taking any decisions or actions to achieve compliance with CAF. To the fullest extent permitted by applicable law or regulation, Darktrace has no liability for any actions or decisions taken or not taken by the reader to implement any suggestions contained herein, or for any third party products, links or materials referenced. Nothing in this document negates the responsibility of the reader to seek independent legal or other advice should it wish to rely on any of the statements, suggestions, or content set out herein.  

The cybersecurity landscape evolves rapidly, and blog content may become outdated or superseded. We reserve the right to update, modify, or remove any content without notice.

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
Mariana Pereira
VP, Field CISO

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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
Your data. Our AI.
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