Learn how Darktrace leveraged generative AI tools to detect and combat phishing email campaigns. Discover how AI is reshaping cybersecurity strategies.
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
Germaine Tan
VP, Security & AI Strategy, Field CISO
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26
Sep 2023
Stopping the bad while allowing the good
Since its inception, email has been regarded as one of the most important tools for businesses, revolutionizing communication and allowing global teams to become even more connected. But besides organizations heavily relying on email for their daily operations, threat actors have also recognized that the inbox is one of the easiest ways to establish an initial foothold on the network.
Today, not only are phishing campaigns and social engineering attacks becoming more prevalent, but the level of sophistication of these attacks are also increasing with the help of generative AI tools that allow for the creation of hyper-realistic emails with minimal errors, effectively lowering the barrier to entry for threat actors. These diverse and stealthy types of attacks evade traditional email security tools based on rules and signatures, because they are less likely to contain the low-sophistication markers of a typical phishing attack.
In a situation where the sky is the limit for attackers and security teams are lean, how can teams equip themselves to tackle these threats? How can they accurately detect increasingly realistic malicious emails and neutralize these threats before it is too late? And importantly, how can email security block these threats while allowing legitimate emails to flow freely?
Instead of relying on past attack data, Darktrace’s Self-Learning AI detects the slightest deviation from a user’s pattern of life and responds autonomously to contain potential threats, stopping novel attacks in their tracks before damage is caused. It doesn’t define ‘good’ and ‘bad’ like traditional email tools, rather it understands each user and what is normal for them – and what’s not.
This blog outlines how Darktrace / EMAIL™ used its understanding of ‘normal’ to accurately detect and respond to a sustained phishing campaign targeting a real-life company.
Responding to a sustained phishing attack
Over the course of 24 hours, Darktrace detected multiple emails containing different subjects, all from different senders to different recipients in one organization. These emails were sent from different IP addresses, but all came from the same autonomous system number (ASN).
Figure 1: The sender freemail addresses and subject lines all followed a certain format. The subject lines followed the format of “<First name> <Last name>”, possibly to induce curiosity. The senders were all freemail accounts and contained first names, last names and some numbers, showing the attempts to make these email addresses appear legitimate.
The emails themselves had many suspicious indicators. All senders had no prior association with the recipient, and the emails generated a high general inducement score. This score is generated by structural and non-specific content analysis of the email – a high score indicates that the email is trying to induce the recipient into taking a particular action, which may lead to account compromise.
Additionally, each email contained a visually prominent link to a file storage service, hidden behind a shortened bit.ly link. The similarities across all these emails pointed to a sustained campaign targeting the organization by a single threat actor.
Figure 2: One of the emails is shown above. Like all the other emails, it contained a highly suspicious and shortened link.
Figure 3: In another one of the emails, the link observed had similar characteristics. But this email stands out from the rest. The sender's name seems to be randomly set – the 3 alphabets are close to each other on the keyboard.
With all these suspicious indicators, many models were breached. This drove up the anomaly score, causing Darktrace/Email to hold all suspicious emails from the recipients’ inboxes, safeguarding the recipients from potential account compromise and disallowing the threats from taking hold in the network.
Imagining a phishing attack without Darktrace/Email
So what could have happened if Darktrace had not withheld these emails, and the recipients had clicked on the links? File storage sites have a wide variety of uses that allow attackers to be creative in their attack strategy. If the user had clicked on the shortened link, the possible consequences are numerous. The link could have led to a login page for unsuspecting victims to input their credentials, or it could have hosted malware that would automatically download if the link was clicked. With the compromised credentials, threat actors could even bypass MFA, change email rules, or gain privileged access to a network. The downloaded malware might also be a keylogger, leading to cryptojacking, or could open a back door for threat actors to return to at a later time.
Figure 4: Darktrace / EMAIL highlights suspicious link characteristics and provides an option to preview the pages.
Figure 5: At the point of writing, both links could not be reached. This could be because they were one-time unique links created specifically for the user, and can no longer be accessed once the campaign has ceased.
The limits of traditional email security tools
Secure email gateways (SEGs) and static AI security tools may have found it challenging to detect this phishing campaign as malicious. While Darktrace was able to correlate these emails to determine that a sustained phishing campaign was taking place, the pattern among these emails is far too generic for specific rules as set in traditional security tools. If we take the characteristic of the freemail account sender as an example, setting a rule to block all emails from freemail accounts may lead to more legitimate emails being withheld, since these addresses have a variety of uses.
With these factors in mind, these emails could have easily slipped through traditional security filters and led to a devastating impact on the organization.
Conclusion
As threat actors step up their attacks in sophistication, prioritizing email security is more crucial than ever to preserving a safe digital environment. In response to these challenges, Darktrace / EMAIL offers a set-and-forget solution that continuously learns and adapts to changes in the organization.
Through an evolving understanding of every environment in which it is deployed, its threat response becomes increasingly precise in neutralizing only the bad, while allowing the good – delivering email security that doesn’t come at the expense of business growth.
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)
“I wonder if running that tool influenced the connectivity in some way.”
“I might need to target down or reboot, but first, I'll investigate the network using ARP. I wonder if ARP is responding properly. If I see "ip neigh stale," that could indicate a problem. I think arping might help in this situation, but I’ll need to keep an eye on how the network is behaving. It's all about figuring out where the issue lies!”
図10：エージェントの異常なLDAPアクティビティに対してトリガーされたこのLinuxサーバーに対するモデル検知は、Cyber AI Analystによって自律的に調査され、その調査結果にはエージェントの異常なSMBセッションアクティビティに関する内容が含まれ、Cyber AIAnalystインシデントに記録されました。
DarktraceのCyber AI Analystは、エージェントのアクティビティによってトリガーされたモデル検知を自律的に調査し、その調査結果を1つの重要なインシデントレポートにまとめました。インシデント報告書の内容は、エージェントによるネットワークスキャンから始まりコーディング演習内容のSMBベースの上書きで終わる、エージェントの行動の各段階を詳しくカバーしています。
図20：Cyber AI Analystは、モデル検知に対する自律的な調査を通じて得られた所見をつなぎ合わせ、エージェントの進行状況のタイムラインを作成し、アクティビティを視覚的に表したグラフとともに提供しました。
Cyber Verification Program下のAnthropic Opus 4.6モデルなど、他のフロンティアモデルを使用したエージェントも、Darktraceのシミュレートされた環境で同じ設定とタスクを使ってテストされました。反復の度に、エージェントは演習の内容または採点プログラムを変更して不正を行おうとしました。基盤となるモデルに関係なく、エージェントは自分が置かれた環境を侵害することで、100％のスコアを達成する方法を見つけることに成功していました。これらのエージェントによるハッキングは、アクティビティの内容こそ違っていましたが、すべてその環境のベースラインの振る舞いから大きく逸脱した動作を引き起こしていました。これらの逸脱はDarktraceプラットフォームに十分な検知の機会を提供し、エージェントの逃げ場はありませんでした。
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