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February 13, 2025

Why Darktrace / EMAIL Excels Against APTs

APTs are sophisticated threat actors with the resources to coordinate and achieve long-term objectives. Amidst the skyrocketing numbers of BEC attacks, every organization should be worried about the ability of intruders to infiltrate and exploit. This blog will look at several recent examples of complex email attacks and how Darktrace / EMAIL successfully disarmed and prevented intrusion.
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
Carlos Gray
Senior Product Marketing Manager, Email
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13
Feb 2025

What are APTs?

An Advanced Persistent Threat (APT) describes an adversary with sophisticated levels of expertise and significant resources, with the ability to carry out targeted cyber campaigns. These campaigns may penetrate an organization and remain undetected for long periods, allowing attackers to gather intelligence or cause damage over time.

Over the last few decades, the term APT has evolved from being almost exclusively associated with nation-state actors to a broader definition that includes highly skilled, well-resourced threat groups. While still distinct from mass, opportunistic cybercrime or "spray and pray" attacks, APT now refers to the elite tier of adversaries, whether state-sponsored or not, who demonstrate advanced capabilities, persistence, and a clear strategic focus. This shift reflects the growing sophistication of cyber threats, where non-state actors can now rival nation-states in executing covert, methodical intrusions to achieve long-term objectives.

These attacks are resource-intensive for threat actors to execute, but the potential rewards—ranging from financial gain to sensitive data theft—can be significant. In 2020, Business Email Compromise (BEC) attacks netted cybercriminals over $1.8 billion.1

And recently, the advent of AI has helped to automate launching these attacks, lowering the barriers to entry and making it more efficient to orchestrate the kind of attack that might previously have taken weeks to create. Research shows that AI can do 90% of a threat actor’s work2 – reducing time-to-target by automating tasks rapidly and avoiding errors in phishing communications. Email remains the most popular vector for initiating these sophisticated attacks, making it a critical battleground for cyber defense.

What makes APTs so successful?

The success of Advanced Persistent Threats (APTs) lies in their precision, persistence, and ability to exploit human and technical vulnerabilities. These attacks are carefully tailored to specific targets, using techniques like social engineering and spear phishing to gain initial access.

Once inside, attackers move laterally through networks, often remaining undetected for months or even years, silently gathering intelligence or preparing for a decisive strike. Alternatively, they might linger inside an account within the M365 environment, which could be even more valuable in terms of gathering information – in 2023 the average time to identify a breach in 2023 was 204 days.3

The subtle and long-term outlook nature of APTs makes them highly effective, as traditional security measures often fail to identify the subtle signs of compromise.

How Darktrace’s approach is designed to catch the most advanced threats

Luckily for our customers, Darktrace’s AI approach is uniquely equipped to detect and neutralize APTs. Unlike the majority of email security solutions that rely on static rules and signatures, or that train their AI on previous known-bad attack patterns, Darktrace leverages Self-Learning AI that baselines normal patterns of behavior within an organization, to immediately detect unusual activity that may signal an APT in progress.  

But in the modern era of email threats, no email security solution can guarantee 100% effectiveness. Because attackers operate with great sophistication, carefully adapting their tactics to evade detection – whether by altering attachments, leveraging compromised accounts, or moving laterally across an organization – a siloed security approach risks missing these subtle, multi-domain threats. That’s why a robust defense-in-depth strategy is essential to mitigate APTs.

Real-world threat finds: Darktrace / EMAIL in action

Let’s take a look at some real-world scenarios where Darktrace / EMAIL stopped tactics associated with APT campaigns in their tracks – from adversary-in-the-middle attacks to suspicious lateral movement.

1: How Darktrace disrupted an adversary-in-the-middle attack by identifying abnormal login redirects and blocking credential exfiltration

In October 2024, Darktrace detected an adversary-in-the-middle (AiTM) attack targeting a Darktrace customer. The attack began with a phishing email from a seemingly legitimate Dropbox address, which contained multiple link payloads inviting the recipient to access a file. Other solutions would have struggled to catch this attack, as the initial AitM attack was launched through delivering a malicious URL through a trusted vendor or service. Once compromised, the threat actor could have laid low on the target account, gathering reconnaissance, without detection from the email security solution.  

Darktrace / EMAIL identified the abnormal login redirects and flagged the suspicious activity. Darktrace / IDENTITY then detected unusual login patterns and blocked credential exfiltration attempts, effectively disrupting the attack and preventing the adversary from gaining unauthorized access. Read more.

Figure 1: Overview of the malicious email in the Darktrace / EMAIL console, highlighting Dropbox associated content/link payloads

2: How Darktrace stopped lateral movement to block NTLM hash theft

In early 2024, Darktrace detected an attack by the TA577 threat group, which aimed to steal NTLM hashes to gain unauthorized access to systems. The attack began with phishing emails containing ZIP files that connected to malicious infrastructure.  

A traditional email security solution would have likely missed this attack by focusing too heavily on analyzing the zip file payloads or relying on reputation analysis to understand whether the infrastructure was registered as bad before this activity was a recognized IoC.

Because it correlates activity across domains, Darktrace identified unusual lateral movement within the network and promptly blocked the attempts to steal NTLM hashes, effectively preventing the attackers from accessing sensitive credentials and securing the network. Read more.

Figure 2: A summary of anomaly indicators seen for a campaign email sent by TA577, as detected by Darktrace / EMAIL

3: How Darktrace prevented the WarmCookie backdoor deployment embedded in phishing emails

In mid-2024, Darktrace identified a phishing campaign targeting organizations with emails impersonating recruitment firms. These emails contained malicious links that, when clicked, deployed the WarmCookie backdoor.  

These emails are difficult to detect, as they use social engineering tactics to manipulate users into engaging with emails and following the embedded malicious links – but if a security solution is not analysing content and context, these could be allowed through.

In several observed cases across customer environments, Darktrace detected and blocked the suspicious behavior associated with WarmCookie that had already managed to evade customers’ native email security. By using behavioral analysis to correlate anomalous activity across the digital estate, Darktrace was able to identify the backdoor malware strain and notify customers. Read more.

Conclusion

These threat examples highlight a key principle of the Darktrace approach – that a backwards-facing approach grounded in threat intelligence will always be one step behind.

Most threat actors operate in campaigns, carefully crafting attacks and testing them across multiple targets. Once a campaign is identified, good defenders and traditional security solutions quickly update their defenses with new threat intelligence, rules, and signatures. However, APTs have the resources to rapidly adapt – spinning up new infrastructure, modifying payloads and altering their attack footprint to evade detection.

This is where Darktrace / EMAIL excels. Only by analyzing each user, message and interaction can an email security solution hope to catch the types of highly-sophisticated attacks that have the potential to cause major reputational and financial damage. Darktrace / EMAIL ensures that even the most subtle threats are detected and blocked with autonomous response, before causing impact – helping organizations remain one step ahead of increasingly adaptive threat actors.

Download the Darktrace / EMAIL Solution Brief

Discover the most advanced cloud-native AI email security solution to protect your domain and brand while preventing phishing, novel social engineering, business email compromise, account takeover, and data loss.

  • Gain up to 13 days of earlier threat detection and maximize ROI on your current email security
  • Experience 20-25% more threat blocking power with Darktrace / EMAIL
  • Stop the 58% of threats bypassing traditional email security

References

[1] FBI Internet Crime Report 2020

[2] https://www.optiv.com/insights/discover/blog/future-security-automation-how-ai-machine-learning-and-automation-are

[3] IBM Cost of a Data Breach Report 2023

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
Carlos Gray
Senior Product Marketing Manager, Email

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August 21, 2026

AI Agents: Securing the Path from Intent to Action

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The UK’s National Cyber Security Centre (NCSC) recently published guidance on managing the cyber risk of agentic AI. While the document is framed as interim advice as more formal guidance is developed, the framing reflects the current state of the industry: organizations are already deploying agents into production environments while standards, controls, and operating models for autonomous systems remain unsettled. Governance is evolving alongside adoption rather than preceding it, a reality which underscores the importance of robust controls.  

The NCSC’s guidance recommends aligning controls to an agent's level of autonomy, assigning distinct identities, limiting permissions, constraining access to systems and data, monitoring activity, maintaining human oversight, and preserving the ability to intervene when necessary. Most of these recommendations will sound familiar to security teams. The challenge is not the novelty of the controls. It is the type of system those controls now need to govern.

The shift from model security to agent security

For several years, AI security discussions have focused heavily on models. Can a model be manipulated? Jailbroken? Trusted? Can it expose information it should not? Those questions remain important, but they capture only part of the problem. A model generating text is one thing. A system connected to identities, applications, tools, workflows, and business data is another.

The difference becomes clearer when comparing a chatbot that answers questions with an agent that can retrieve customer records, update tickets, invoke tools, trigger workflows, and interact with external systems. The underlying model may be identical. Its access is not. The security question begins to shift from what the model knows to what the system can do.

The same theme appears in the Five Eyes statement released earlier this year, describing AI as a force multiplier that is accelerating both offensive and defensive cyber operations. The NCSC guidance explores what that reality looks like when autonomous systems begin operating inside enterprise environments.

Securing AI agents in operation

The NCSC spends relatively little time debating model behavior and considerably more time discussing identity, permissions, monitoring, oversight, containment, and response. Agents are treated as participants within an environment rather than isolated pieces of technology.  

That's broadly consistent with how we think about the problem at Darktrace.

An agent should not be treated as an extension of a user account. It develops its own behavioral patterns. It accesses systems, interacts with data, invokes tools, and moves across workflows in ways that can be observed independently. Understanding what an agent is permitted to do matters. Understanding how it actually behaves once deployed, and whether that behavior aligns with business intent, matters just as much.

Identity provides an obvious example. The NCSC recommends assigning distinct identities to agents rather than allowing them to disappear into surrounding human or service accounts. Most importantly, assigning agents distinct identities enables independent behavioral monitoring.

Development assumptions vs. real-world behavior

The same principle extends to monitoring. NCSC guidance places agent activity within normal security operations rather than treating it as a separate AI governance function. Many of the controls described are put in place before an agent begins operating. Sandboxing, credential design, approval workflows and human oversight all reflect judgments about how the system is expected to behave and what risks it is likely to create.

Actual use may challenge those assumptions. Access patterns change. Workflows expand. Systems begin interacting with resources they have never touched before. Processes that appeared reasonable during design behave differently in production. Human oversight requirements may turn out to be either excessive or inadequate once the system is operating at scale and operating within the context of unique business processes.

The Five Eyes statement points to a similar issue: organizations need confidence that controls continue to work as intended once systems are exposed to real users, data, tools and operational pressures. Often, the question is not whether an agent is technically allowed to perform an action, but whether its behavior remains consistent with the role it was intended to play.

Monitoring and governance of AI agents go hand-in-hand

This problem is exactly why monitoring and governance should be treated as part of the same process. Governance sets the initial parameters for deployment, while monitoring provides evidence about whether those parameters remain appropriate. That evidence should, in turn, inform changes to permissions, controls and oversight.

This matters increasingly as autonomous systems are integrated into business processes. The relevant risk is shaped not only by the model or agent itself, but by what it can access, what actions it can take, and how its behavior changes in practice.

Developing continuous oversight of AI agent behavior

The implication is clear: governance cannot end at deployment. Organizations need a way to understand how agents behave after deployment, test whether controls remain appropriate, and adjust them as conditions change. That requires visibility not just into technical activity, but into whether that activity makes sense in the context of the business process the agent is intended to support.

This is where business-centric behavioral security can become critical. Risk does not emerge from the model itself: it emerges from the actions an autonomous system takes within the enterprise and the downstream consequences of those actions.  

An agent can operate exactly as intended and still create risk if it accesses sensitive information in an unexpected context, exercises permissions in ways that create unintended exposure, or influences business processes in ways that were not anticipated during design and review.

Traditional governance vs. behavioral analytics

Traditional governance frameworks provide assurance at a point in time. Behavioral security can provide ongoing visibility into how autonomous systems interact with the organization they are meant to serve. Rather than focusing exclusively on model performance or policy compliance, organizations need to understand whether an agent's behavior aligns with business intent, operational expectations, and acceptable risk tolerances as conditions change.

As enterprises move from isolated AI deployments to interconnected ecosystems of agents, visibility into behavior becomes as important as visibility into code. Governance determines what an autonomous system is permitted to do. Behavioral analytics helps determine what it is doing, what business outcomes it is producing, and whether those outcomes remain aligned with the organization's objectives.

[related-resource]

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About the author
Margaret Cunningham, PhD
VP, Security & AI Strategy, Field CISO

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August 19, 2026

When AI Becomes the Lure: A Fake Gemini Installer Delivers Vidar

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Key takeaways

  • Darktrace observed a customer download a fake Google Gemini installer hosted on Google Colab, resulting in the execution of the Vidar information stealer.
  • Darktrace identified the compromise through behavioral indicators, including suspicious process activity, anomalous network communications, and indicators of credential theft, before autonomously containing the threat.
  • The incident highlights how threat actors are increasingly exploiting trusted platforms and a growing interest in AI tools to distribute malware through seemingly legitimate software acquisition workflows.

The Growing Abuse of Generative AI

As organizations are increasingly adopting generative AI tools into their daily workflows, attackers are adapting their distribution methods accordingly too. As part of their day-to-day work, users are now searching for AI assistants, programming tools, browser extensions, desktop applications, and productivity integrations.

Recent reports have highlighted campaigns that use fake AI software and AI-related installers to distribute malware and steal credentials [1]. Researchers have documented campaigns that exploit fake AI-themed websites and services to distribute information stealers and backdoors [2]. Security researchers have also observed attackers disguising malware as legitimate installers for AI software to increase the likelihood of victim interaction and execution [3].

In July 2026, Darktrace observed one such case within a customer environment in the Europe, Middle East and Africa (EMEA) region, where attackers used a fake generative AI installer to deliver the prolific information stealer Vidar. This incident highlights how threat actors are exploiting interest in AI services to distribute established malware using increasingly convincing social engineering techniques.

How a Fake Gemini Installer Delivered Vidar

Initial Access: From Search Result to Malware Download

Unlike many malware campaigns that begin with a phishing email, this activity appears to have originated from a user searching for and downloading software.

Darktrace first observed unusual activity on the customer network after a suspicious executable file was launched from a user’s Download folder. Further investigation revealed that the file purported to be a Google Gemini installer and was named “Download_Google_Gemini_For_Windows.exe”.

During the initial analysis, it was noted that the top search result for the suspicious filename associated pointed to a file hosted on Google Colab, a cloud-based Jupyter notebook platform, commonly used by developers, researchers, and data scientists to run code and machine learning workloads through a web browser. By leveraging another trusted Google platform, the attacker increased the likelihood that users would perceive the download as legitimate, making the lure more convincing to those searching for Gemini-related software.

Figure 1: The Google Colab page containing a download prompt for the fake Google Gemini installer.

Further investigation of the Google Colab page revealed that the download prompt redirected users to a secondary site, hxxps://micronsoftwares[.]com, which posed as a "Windows Software Hub" download page and offered the fake Gemini installer for download.

Figure 2: The secondary website posing as a "Windows Software Hub" download page, which likely hosted the fake Gemini installer.

While the investigation did not uncover any HTTP or file-download telemetry data that conclusively identified the download source, SSL communication sessions with Google Colab were detected immediately before the suspicious file was executed. The timing of these connections suggests that the user interacted with the Colab resource before being redirected to the secondary site from which the executable was downloaded.

The user was not simply tricked into opening an email attachment; instead, the attacker embedded malicious content into a process many users would consider entirely legitimate: searching for and downloading software associated with a trusted platform.

Weaponizing Trusted Platforms

At the time of review (July 15, 2026), Darktrace's Threat Research team confirmed that the Google Colab page was still active and prompting users to download a ZIP archive containing the binary file.

The archive also appeared to contain a README file instructing users to run the binary file with administrator privileges and add it to their antivirus software’s exception lists. These instructions suggest that the campaign relied heavily on social engineering, convincing users to take actions that would facilitate malware execution and potentially bypass security checks.

The use of a legitimate platform also complicates the user’s decision-making. Downloads associated with a trusted service are often perceived as less suspicious than those hosted on unfamiliar domains. When combined with the branding of a widely used AI tool, the lure becomes even more convincing.

Malware Analysis

Darktrace’s Threat Research team identified the executable file as the information-stealing malware Vidar. Analysis revealed that the binary file was a newer Go-compiled variant that communicated with Telegram-based infrastructure. Darktrace’s researchers also identified dtm[.]kijangturbo88[.]top as a command-and-control (C2) endpoint associated with the activity. While the malware itself was not novel, the lure and delivery mechanism was.

For a deeper look at the information stealer, see Darktrace’s 2023 analysis of Vidar.

Figure 3: Darktrace’s detection of the unusual outbound connection associated with the fake Gemini installer.

Shortly after execution, the process established communications with the external IP address 91.98.98[.]86 via port 443, directly linking the executable to suspicious network activity observed on the device. Subsequent open-source intelligence (OSINT) analysis of the revealed multiple malicious associations [5].

Additional Darktrace detections included unusual SSL activity from the affected device. Analysis of related SSL telemetry identified 91.98.111[.]49 as additional infrastructure associated  with the activity [6].

Subsequent alerts from the customer's Microsoft Defender for Endpoint integration later confirmed activity consistent with the theft of browser credentials and other sensitive data from the affected endpoint.

Taken together, these detections provided a clear picture of the attack, from the execution of a suspicious file and unusual network connections to indicators of C2 activity and credential theft.

Figure 4: Darktrace’s detection of anomalous activity following the execution of the fake Gemini installer, seen in the Model Alert Event Log.

Darktrace's Autonomous Response

Following the detection, Darktrace’s Autonomous Response took immediate containment action, including blocking communication with suspicious external infrastructure, including 91.98.98[.]86, and quarantining the compromised device.

Despite the apparent legitimacy of the activity, with the installer hosted on a trusted platform and resembling a routine software download, Darktrace was able to detect and contain the attack because the device's behavior deviated from its normal pattern.

Figure 5: Automated containment actions implemented by Darktrace's Autonomous Response following the detection of activity associated with the fake Gemini installer.

Conclusion

This investigation highlights how threat actors continue to adapt established malware delivery techniques to emerging technology trends. While the malware itself was not new, the distribution method was. By disguising Vidar as a Google Gemini installer and hosting the malicious content on a trusted platform, the attack aligned its lure with a growing behavioral trend: users actively searching for AI tools and services as part of their day-to-day work.

Although fake installers are not a new phenomenon, the rapid rise of generative AI has created new opportunities for threat actors. Rather than relying solely on traditional delivery methods, attackers can now target users who are actively searching for AI applications. As AI adoption continues to accelerate across enterprise environments, organizations should remain alert to campaigns that exploit this interest through fake applications, malicious websites, manipulated search results, the misuse of trusted platforms, and AI-themed social engineering.

Credit to Rushanth Ramanathan (Cyber Analyst) Joanna Ng (Detection Engineer)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Detections

  • Security Integration / C2 Activity and Integration Detection
  • Endpoint / New Suspicious Executable Launched
  • Endpoint / Process Connection / Unusual Connection from New Process
  • Anomalous Connection / Rare External SSL Self-Signed
  • Security Integration / High Severity Integration Detection
  • Antigena / Network / Significant Anomaly /  Antigena Significant Security Integration and Network Activity Block

•Antigena / Network / Significant Anomaly /  Antigena Significant Anomaly from Client Block

List of Indicators of Compromise (IoCs)

IoC Type Description
Download_Google_Gemini_For_Windows.exe File Fake Gemini-themed installer observed during the investigation.
GoogleAppInstaller.exe File Related executable identified through endpoint telemetry.
91.98.98[.]86 IP Address External destination contacted by the malicious executable.
91.98.111[.]49 IP Address Related infrastructure identified through SSL certificate pivoting.
dtm[.]kijangturbo88[.]top Domain Command-and-control endpoint identified during malware analysis.
1e13c2c9eac72daf63fd00a9946878949e159ae6ec51b54ec64f942d79d61913 SHA256 Malware sample associated with the fake Gemini installer.

MITRE ATT@CK Mapping


MITRE ATT&CK Mapping Tactic Technique
Initial Access T1204 User Execution
Execution T1204.002 User Execution: Malicious File
Defence Evasion T1036 Masquerading
Credential Access T1555 Credentials from Password Stores
Credential Access T1555.003 Credentials from Web Browsers
Command and Control T1071 Application Layer Protocol
Exfiltration T1041 Exfiltration Over C2 Channel
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About the author
Rushanth Ramanathan
Cyber Analyst
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