Email-Borne Cyber Risk: A Core Challenge for the CISO in the Age of Volume and Sophistication
A former CISO shares his perspective on the challenge of securing the human layer, how existing security awareness training falls short, and how it can be improved to better prepare for high-volume, high-impact, human-centric threats.
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
Karim Benslimane
VP, Field CISO
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24
Apr 2026
The challenge for CISOs
Despite continuous advances in security technologies, humans continue to be exploited by attackers. Credential abuse and social actions like phishing are major factors, accounting for around 60% of all breaches. These attacks rely less on technical vulnerabilities and more on exploiting human behavior and organizational processes.
From my perspective as a former CISO, protecting humans concentrates three of today’s most pressing challenges: the sheer volume of email-based threats, their increasing sophistication, and the limitations of traditional employee awareness programs in moving the needle on risk.
My personal experience of security awareness training as a CISO
With over 20 years’ experience as an ICT and Cybersecurity leader across various international organizations, I’ve seen security awareness training (SAT) in many guises. And while the cyber landscape is evolving in every direction, the effectiveness of SAT is reaching a plateau.
Most programs I’ve seen follow a familiar pattern. Training is delivered through a combination of eLearning modules and internal sessions designed to reinforce IT policies. Employees are typically required to complete a slide deck or video, followed by a multiple-choice quiz. Occasional phishing simulations are distributed throughout the year.
The content is often static and unpersonalized, based on known threats that may already be outdated. Every employee regardless of role or risk exposure receives the same training and the same simulated phishing templates, from front-desk staff to the CEO.
The problem with traditional SAT programs
The issue with the approach to SAT outlined above is that the distribution of power is imbalanced. Humans will always be fallible, particularly when faced with increasingly sophisticated attacks. Providing generic, low-context training risks creating false confidence rather than genuine resilience. Let’s look at some of the problems in detail.
Timing and delivery
Employees today operate under constant cognitive load, making lots of rapid decisions every day to reduce their email volumes. Yet if employees are completing training annually, or on an ad hoc basis, it becomes a standalone occurrence rather than a continuous habit.
As a result, retention is low. Employees often forget the lessons within weeks, a phenomenon known as the ‘Ebbinghaus Forgetting Curve.’
The graph illustrates that when you first learn something, the information disappears at an exponential rate without retention. In fact, according to the curve, you forget 50% of all new information within a day, and 90% of all new information within a week.
Simultaneously, most training is conducted within a separate interface. Because it takes place away from the actual moment of decision-making, the "teachable moment" is lost. There is a cognitive disconnect between the action (clicking a link in Outlook) and the education (watching a video in a browser).
People
In the context of professional risk management, the risks faced by different users are different. Static learning such as everyone receiving the same ‘Password Reset’ email doesn’t help users prepare for the specific threats they are likely to face. It also contributes to user fatigue, driven by repetitive training. And if users receive tests at the same time, news spreads among colleagues, hurting the efficacy of the test.
Staff turnover introduces further risk. In many organizations, new employees gain access to systems before receiving meaningful training, reducing onboarding to little more than policy acknowledgment.
Measuring success
In my experience, solutions are standalone, without any correlation to other tools in the security stack. In some cases, the programs are delivered by HR rather than the security team, creating a complete silo.
As a result, SAT is often perceived as a compliance exercise rather than a capability building function. The result is that poor-quality training does little to reduce the likelihood of compromise, regardless of completion rates or quiz performance.
What a modern SAT solution should look like
For today’s CISO, email represents the convergence point of high-volume, high-impact, and human-centric threats. Despite significant security investments, it remains one of the most difficult channels to secure effectively. Given these constraints, CISOs must evolve their approach to SAT.
Success lies in a balanced strategy one that combines advanced technology, attack surface reduction, and pragmatic user enablement, without over-relying on human vigilance as the final line of defense.
This means moving beyond traditional SAT toward continuous, contextual awareness, realistic simulations, and tight integration with security outcomes.
Three requirements for a modern SAT solution
Invisible protection: The optimum security solution is one that assists users without impeding their experience. The objective is to enhance human capabilities, rather than simply delivering a lecture.
Real-time feedback: Rather than a monthly quiz, the ideal system would provide a prompt or warning when a user is about to engage with something suspicious.
Positive culture: Shifting the focus away from a "gotcha" culture, which is a contributing factor to a resentment, and instead empowers employees to serve as "sensors" for the company.
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.
Darktrace / EMAIL Expands Behavioral Defense Across Email and Collaboration Workflows
New capabilities help employees understand suspicious content, give administrators more control over sensitive data, and show security teams where risky workflows sit across the organization.
From One Alert to a Wider Campaign: Uncovering Novel Threats Through Behavioral Analysis
Key Findings
Darktrace’s Threat Research team is exploring a new method to identify malicious campaigns by correlating similar anomalous activity across its customer fleet.
The method uses unsupervised clustering to identify shared behavioral patterns across multiple customer deployments without relying on prior indicators of compromise (IoCs).
The approach identified shared infrastructure across dozens of customers, with activity linked to the likely POPA botnet.
A second cluster identified anomalous activity associated with Monero cryptocurrency mining.
How does Darktrace conduct threat research?
The Darktrace Threat Research team aims to identify malicious campaign activity affecting multiple customers. By their nature, these campaigns will lead to shared behavioral patterns across multiple victims.
In this piece, we describe a method for identifying malicious campaign activity that uses this simple observation as a guiding principle. We begin by outlining a few key facts about the modern threat landscape and why behavioral detection is necessary to meet the challenges it presents. We then explore how fleet-wide behavioral detections can be leveraged using the principle above to systematically identify multi-deployment campaigns impacting the Darktrace customer fleet. Finally, we demonstrate that this research is not purely theoretical, using real examples of campaign activity detected through this novel approach.
Shifting to a behavioral-focused approach
The modern era of cyber-defense necessitates detection capabilities beyond traditional signature-based methods. Technologies such as antivirus signatures, hash-based malware identification, and IP blocklists have historically been successful in defending against known threats. However, they are easily circumvented by attackers and inherently limited in defending against the novel attack techniques that today's threat landscape is producing.
Recent breakthroughs in AI represent a transformational risk multiplier that cannot be ignored. AI systems do not merely execute existing attacks at machine speed; there are signs they can also synthesize novel tradecraft [1], increasing the likelihood that defenders will encounter attack patterns that have never previously been observed. Meanwhile vulnerability disclosures continue to accelerate. More than 48,000 CVEs were published in 2025, and published statistics to date indicate that 2026 is already on track to significantly exceed that figure [2]. While multiple factors may contribute to vulnerability discovery, AI is seen as a key factor in this rapid growth. Organizations should expect a growing proportion of malicious activity to fall outside the scope of detections that rely solely on prior knowledge of known threats.
By design, Darktrace’s behavioral and anomaly-focused detection capabilities are well-suited to this testing landscape. With a focus on detecting unknown and unexpected activity that deviates from the baseline of “normal” behavior, detection of CVE exploitation without prior knowledge of the vulnerability and before public disclosure, for example, is achievable [3][4].
Darktrace’s diverse customer base benefits from a further layer of protection: working with only deidentified alert metadata, our threat researchers hunt proactively across the fleet. Beyond the level of the individual customer, there is a second, larger vantage to be leveraged.
Darktrace data provides unique insight into the unexpected behavioral patterns that occur across its customer fleet. What can we see if we look at this fleet-wide telemetry and hunt for systematic behavioral campaigns that impact our customer base?
Correlating across the customer base
At the deployment level, Darktrace focuses on whether activity is unusual in the context of an organization's normal behavior, but as we zoom out and look at these alerts at the fleet level, the problem fundamentally changes . We are no longer seeking anomalies in largely normal data; we are seeking systematic patterns within data already known to be anomalous. An isolated behavior anomaly may be notable for a single customer; the same fingerprint across dozens is a signal of a structured campaign. Hunting for such campaigns and sharing our findings are key areas of focus for Darktrace’s Threat Research team. In this spirit, Darktrace is actively exploring a a new research approach that leverages deidentified alert metadata to increase campaign detection ability.
This approach is based on the premise that an expert human analyst presented with a set of alerts will identify likely related activity by assessing whether the metadata fields indicate a relationship. For example, two connections to a rare endpoint that exhibits naming structure that is likely from a single algorithm are a strong indicator, as is the use of an unusual port carrying a given protocol (e.g. port 6000 for SSL). Darktrace’s approach to campaign detection encodes this expert human judgement process through deterministic embedding functions that obtain reproducible vector representations of alert data. Unsupervised clustering is then applied to these vector representations to obtain groups of alerts that describe semantically similar alert data across multiple customers. These clusters therefore represent similar anomalous activity that has occurred across multiple customers. In other words, these clusters are candidates for malicious campaign activity.
Figure 1: Layers of AI-based analysis provided through Darktrace products and cross-customer correlation.
Case study 1 – unusual connections to shared underlying infrastructure
In one recent case, the clustering produced several tight groups of alerts spanning dozens of customers. Each group centered on a single domain whose subdomains were algorithmically generated (e.g. s01699, s1736, s91). Examined side by side, these clusters shared an unmistakable behavioral shape: each involved a domain with a clear naming pattern (e.g. s016841786.net-echo[.]com, s1670.pixellog[.]io, s217.pixellog[.]io) , with connections over SSL on the unusual port 6000 to servers hosted by non-mainstream providers (e.g. OVH, Hetzner, GTHost, Leaseweb), rather than generally expected content-delivery networks.
Figure 2: An example model alert triggering on unusual outbound connections and data transfer to s1670.pixellog[.]io.
Closer inspection revealed that the same subdomain label appeared under different domains (e.g. s1786.net-echo[.]com and s1786.pixellog[.]io). Following this lead, Darktrace’s threat researchers pivoted across the customer base and found numerous distinct subdomain labels reused under more than one registered domain. In several cases, the same label resolved to the same IP across different domains (e.g. s1704 under both pixellog[.]io and net-echo[.]com → 148.113.222[.]244; s01684 → 15.235.67[.]95), suggesting the use of ephemeral subdomain infrastructure in an attempt to avoid signature-based defense techniques.
This example demonstrates how multi-deployment data can uncover shared infrastructure that may be difficult to identify at the individual deployment level alone. In particular, the presented method facilitated this discovery by producing coherent, tight clusters of geometrically similar vector embeddings of malicious activity from large-scale fleet data, which could then be presented to a researcher for further investigation. This activity highlighted across the Darktrace customer base was ultimately linked to likely POPA botnet activity through use of open-source intelligence (OSINT) [5].
Case Study 2 – anomalous user agent and txt URI
A second example shows the method surfacing a single, self-contained cluster. The clustering was not given any indicators to look for; instead, it grouped devices that shared an unusual combination of features. On inspection, that shared consisted of:
- unusual user agent (tes)
- specific request path (/md5_GIP.txt)
- uncommon destination port (83)
- hostname impersonating Google (matching regular expression ^www\.google\.com\.[a-zA-Z0-9]+\.fast-dns-host\.com$)
Treating these shared features as IoCs, Darktrace’s threat researchers then pivoted to an exploration across the customer base to investigate the full breadth of the campaign. This search identified further commonalities; additional domains which shared the same IP as the domain family highlighted in the cluster, as well as evidence of cryptocurrency mining on affected devices. Additional OSINT research also aligned with these findings, linking the discovered payloads and infrastructure to Monero cryptocurrency mining [6].
Conclusion
The method outlined in this blog is under active development, with ongoing technical refinement providing opportunities to further enhance its capabilities. While the capability continues to mature, this approach to threat hunting leverages the powerful vantage point of fleetwide telemetry across a diverse customer base to help protect Darktrace customers. This method allows campaigns that at the deployment level appear as isolated alerts to be seen at their true scale and spread. It enables proactive fleet-wide analysis without prior IoCs to identify campaigns impacting Darktrace customers.
This is possible because of what the method is built on: the atomic unit is the Darktrace alert, a signal that encodes years of cyber expertise, while the multi-deployment nature of the method allows organizations to indirectly benefit from findings from other networks through shared intelligence by Darktrace’s Threat Research team.
Credit to Daniel Levy (Threat Hunting Data Scientist), Paul Jennings (Principal Cyber Analyst), Emma Foulger (Global Head, Threat Operations)
PHP Vulnerabilities, ARTEX and the Growing Role of AI in Cyber Attacks
The disclosure of CVE-2026-109618 and CVE-2026-109619 placed immediate pressure on organizations running PHP. Both vulnerabilities can allow unauthenticated remote code execution, including in products and appliances where PHP is embedded, and updates depend on third-party vendors [1].
Early guidance focused on patching internet-facing systems and monitoring for behavior associated with successful exploitation, including unexpected command execution, Webroot changes and outbound connections from PHP servers.
Darktrace observed widespread scanning across monitored environments involving hundreds of distinct source IP addresses that public reporting has associated with activity targeting the PHP vulnerabilities. The volume of scanning was significantly greater than the evidence available for successful exploitation. For analysts, that distinction is important. Scanning demonstrates interest in exposed infrastructure; establishing compromise requires evidence of subsequent behavior on the targeted system, including command execution, file modification or unexpected outbound communication.
PHP is not an isolated example. Imperva subsequently demonstrated remote code execution against a vulnerable Node.js build through malicious Brotli data, reproducing execution through compressed HTTP responses and configured request parsers. The same inputs were rejected by the patched runtime. Imperva linked its Node2Shell and PHP2Shell research to the increasing speed of vulnerability discovery and exploit development. [2]
While Darktrace has not observed direct evidence of CVE-2026-109618 or CVE-2026-109619 exploitation, on October 21st we observed a six-month high in detections consistent with zero-day exploitation activity, representing a 64% increase compared to historic data. This increase has not been confirmed as related to the PHP vulnerabilities. Darktrace’s behavioral approach is designed to detect anomalous activity without relying solely on rules written for a specific exploit. Comparable increases were observed around the Log4j disclosure and other globally significant vulnerability disclosures.
AI-assisted vulnerability research
The PHP disclosure arrives as AI systems have become more capable at vulnerability research [3]. OpenAI launched Daybreak in June 2026, combining GPT-5.5-Cyber, Codex Security and partnerships with security researchers and software maintainers. OpenAI says its models have been applied to discovering and generating patches for vulnerabilities in browsers, network infrastructure, FreeBSD and the Linux kernel. Darktrace joined the OpenAI Daybreak Cyber Partner Program in June to explore how OpenAI's cyber capabilities could be integrated within Darktrace products and services [4][10].
OpenAI reported in August that Codex Security Cloud had analyzed more than 30 million commits across more than 30,000 codebases. According to OpenAI, Cloudflare uses models accessed through Daybreak to investigate customer-authorized code and combines findings with live traffic and security signals to assess whether affected routes are active or receiving suspicious traffic, with proposed mitigations and patches remaining subject to customer review [5][6].
Faster discovery still leaves defenders with the work of locating affected software, testing fixes and completing remediation. The PHP case shows that gap clearly, particularly when vulnerable runtimes are embedded inside other products.
Enterprise agents as an attack surface
Darktrace Signal Labs has also examined how a trusted enterprise agent could be abused after an attacker has already obtained access to an environment. In a controlled simulation, researchers demonstrated that, in that post-compromise scenario, the Claude platform’s memory stores feature could be abused to establish a live C2 channel between an external operator and internal Claude Code agents. The external operator was able to dynamically assign network discovery, credential access, and data exfiltration tasks to the agents via this C2 channel. Detection of the agents’ activities relied on the correlation of process creation and network traffic activity from agent harness processes, alongside behavioral analysis to identify deviations from expected behavior. Darktrace has not claimed it observed this memory-store command-and-control technique in operational attacks [7].
AI-assisted attacks in Japan
Evidence from Japan indicates AI being used for vulnerability scanning and attacks outside controlled research. On 21 October, JPCERT/CC published findings from an investigation into recent unauthorized access incidents affecting organizations in Japan. JPCERT/CC states that it confirmed attackers had used AI to scan for known vulnerabilities and conduct attacks through APIs. According to JPCERT/CC, its examination of attack infrastructure found evidence of Android application analysis, API discovery and testing for weaknesses including server-side request forgery, and the infrastructure also targeted services intended for users outside Japan [8].
JPCERT/CC does not identify ARTEX by name in that publication. The named ARTEX attribution comes from separate investigations, including Microsoft's analysis of Storm-0940.
AI in offensive operations
Microsoft describes ARTEX as an open-source, multi-agent penetration-testing system capable of automating activity with limited human interaction. Microsoft reported that Storm-0940, which it assesses to be a China state-aligned actor active since 2021, used ARTEX against hundreds of organizations, and Microsoft attributed the ConnectWise supply-chain compromise [9].
Microsoft observed ARTEX accelerating scanning, reconnaissance, password spraying and OAuth application abuse. Several ARTEX-driven operations reached privileged cloud access less than three hours after initial targeting. Following the ConnectWise compromise, Storm-0940 attempted to authenticate to more than 2,250 tenants at rates of up to 2,900 attempts per minute [9].
Darktrace Threat Research found activity in its own telemetry involving infrastructure later associated with the campaign. On 13 October, Darktrace recorded failed authentication activity involving 144.172.64[.]128, one of the addresses Microsoft later identified as performing sign-ins and Microsoft Graph activity in ConnectWise customer environments. Darktrace analysis identified 65 failed authentication attempts in around 20 minutes.
Figure 1: Darktrace Advanced Search showing failed authentication events involving 144.172.64[.]128 on 13 October 2026, (customer-identifying information redacted).
The telemetry establishes repeated failed authentication from infrastructure later associated with the campaign. It does not establish ARTEX execution or successful compromise. At the time of observation, Microsoft's later attribution was unavailable. Analysts therefore had the behavior itself: repeated failed authentication from the same source over a short period, together with any related identity, application or network activity inside the environment.
Microsoft documented a wider password-spray campaign against 327 accounts across eight organizations between 10 and 14 October. It recorded more than 151,000 failed logons, including more than 111,000 on 11 October, but no successful authentication, token issuance, Graph call or directory change from that campaign. Microsoft also reported that most Storm-0940 targeting was unsuccessful [9].
Where the actor progressed beyond authentication, Microsoft observed service-principal sign-ins followed by Graph and directory operations. Activity included reconnaissance, application credential changes and attempts to modify privileges. Microsoft recommends correlating service-principal sign-ins with Graph activity, directory changes and resource access [9].
Behavior before attribution
The PHP and ARTEX cases begin with different information. PHP defenders knew which software required urgent remediation but initially had limited information about exploitation. Process execution, file modification and outbound communication could still provide evidence of compromise.
The PHP and ARTEX observations also illustrate the difference between volume and impact. Darktrace observed broad scanning around the PHP disclosure, while the ARTEX-associated infrastructure produced concentrated authentication activity. Neither observation independently demonstrates compromise and in each case examining the behavior that follows the initial interaction is the investigative clue.
The Darktrace ARTEX-related observation began with authentication behavior. Microsoft publicly attributed the source infrastructure eight days later. That attribution added context, but it did not change what had originally been recorded in the environment.
AI is now present at several points in this cycle. Daybreak applies models to vulnerability discovery and remediation. Darktrace Signal Labs demonstrated how a trusted enterprise agent could be co-opted in a controlled environment. JPCERT/CC confirmed AI-assisted vulnerability scanning and API attacks in recent incidents. Microsoft documented ARTEX being used by Storm-0940 in active operations [4][7][8][9].
Microsoft's findings also show why scale and impact must be assessed separately. One ARTEX-associated campaign produced more than 151,000 failed logons without successful access, while other operations reached privileged cloud access in less than three hours. Security teams have to distinguish high-volume attempts from activity that progresses through authentication, privilege changes and resource access.
The evidence required to assess these cases remains familiar: authentication records, process execution, application and directory changes, file activity and network communication. AI can increase the rate at which those behaviors occur. Defenders still need to establish their sequence and impact.
Credit to Emma Foulger, Sam Lister, Dylan Evans, Moishe Tajtelbaum
[3] Cyber Security Agency of Singapore, https://www.csa.gov.sg/alerts-and-advisories/alerts/al-2026-151/
[4] OpenAI, Daybreak: Tools for securing every organization in the world, 22 June 2026. https://openai.com/index/daybreak-securing-the-world/
[5] OpenAI Developers, Scaling cyber defenders with Daybreak, 21 August 2026. https://developers.openai.com/blog/scaling-cyber-defenders-with-daybreak
[6] OpenAI, Cloudflare links vulnerability discovery to defense with OpenAI, 21 October 2026. https://openai.com/index/cloudflare-cyber/
[7] Darktrace Signal Labs, Shared Memories as a Covert C2 Channel, draft research supplied for review.
[8] JPCERT/CC, Recent AI-Assisted Cyber Attacks in Japan: Investigating Attack Infrastructure and Techniques, 21 October 2026. https://blogs.jpcert.or.jp/en/2026/10/web_api_attacks.html
[9] Microsoft Security Research and Microsoft Threat Intelligence, AI-driven, large-scale nation-state campaign using ARTEX enables supply chain compromise, 21 October 2026. https://www.microsoft.com/en-us/security/blog/2026/10/21/storm-0940-uses-artex-agentic-ai-connectwise-supply-chain-compromise/
[10] Darktrace, Advancing the Use of Frontier AI in Cybersecurity: Darktrace Joins the OpenAI Daybreak Cyber Partner Program to Explore Defensive AI Integrations, 22 June 2026. https://www.darktrace.com/blog/advancing-the-use-of-frontier-ai-in-cybersecurity-darktrace-joins-the-openai-daybreak-cyber-partner-program-to-explore-defensive-ai-integrations
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