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June 25, 2026

Shadow AI Detection: The First Step Toward Securing AI

As organizations rapidly adopt AI, Shadow AI is becoming one of the biggest governance and security challenges. This blog explores why Shadow AI is difficult to detect, where traditional visibility falls short, and how organizations can combine governance, behavioral analysis, and runtime visibility to reduce AI-related risk across enterprise environments
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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.
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25
Jun 2026

Why shadow AI is emerging  

Imagine you’re an employee under pressure, deadlines stacking up, repetitive tasks piling higher by the day. You find a free AI tool online that promises to automate the work in seconds; no approvals are needed. It feels like a simple win, paste in some data, write a quick prompt, and move faster.

But in that moment, something changed.  

Sensitive customer information is entered into a tool your organization doesn’t monitor, doesn’t govern, and can’t see and suddenly, that data is no longer where it should be, and no one knows where it’s gone.

This is the reality of Shadow AI: employees using unsanctioned AI tools to move faster, while unintentionally creating risk that exists entirely outside visibility and control.  

This is not just a one off case, research across businesses indicate that nearly half of employees report using unsanctioned AI tools, often prioritizing speed and productivity over security. Additionally, 51% of employees report connecting AI tools to work systems or apps without IT approval, creating significant operational risk where the average cost of security incidents in organizations with a high level of shadow AI usage can reach $670k.

While shadow AI is often top of mind for security professionals, it is just one component of how AI use can increase risk. Understanding and managing shadow AI use should be considered as part of a broader, comprehensive risk management strategy that aims to secure AI systems, including human and agent identities, interactions, human-AI partnerships, and behaviors operating across the digital enterprise from visibility and governance through detection, response, and recovery.  

Effective risk management calls for a layered and interdisciplinary strategy. It requires addressing issues across governance and visibility; identity, access and agent control, data security and privacy, secure MLOps / LLMOps, runtime security, behavior-based detection, autonomous response and recovery.  

This blog explores a specific governance and visibility use case linked to shadow AI and reveals the challenges it presents as well as the defensive strategies that security teams can adopt.

Why shadow AI is hard to detect  

When it comes to AI, what organizations can easily see does not always reflect the full scope of AI activity occurring within the tools, applications, and workflows used across an enterprise. As a result, organizations using traditional rule-based methods to flag unusual activity may struggle to distinguish unsanctioned AI usage from legitimate operational behavior, particularly as SaaS applications, APIs, and orchestration layers increasingly have AI embedded into normal business workflows. Identifying threats using previously observed intelligence or depending on hard to maintain allow and block lists does not provide a dynamic enough strategy to manage risk. Also, many organizations are focusing on identifying Shadow AI in their governed infrastructure, like gateways, endpoints, or SASE, which is foundational. But, organizations require visibility and Shadow AI detection across all networked infrastructure from on-prem, hybrid, data centers, and cloud infrastructure that may not have endpoint agent visibility. This uncovers the utilization of MCP, data flows, and autonomous agents across these domains.

For example, employees interact with AI assistants across approved SaaS platforms every day. However, browser extensions and other types of plug-ins can route prompts that include enterprise data to embedded AI services in ways that are not visible to the security team. AI enabled workflows may invoke multiple APIs, orchestration layers, and cloud services behind the scenes, making it difficult for traditional security tooling to determine where data is processed, stored, or retransmitted. Because much of this activity occurs within trusted browser sessions and encrypted SaaS traffic, conventional network monitoring, DLP, and application allowlisting controls often lack the context needed to accurately identify or govern these interactions

Identifying AI tools in the environment is one part of the equation. Understanding the behavior surrounding their use is where the real challenge lies. An AI application is not inherently risky, but the way users or other assets interact with it may be. Sensitive data exposure, abnormal access patterns, and misuse of AI-assisted workflows often appear legitimate in isolation and only become visible through behavioral analysis across the broader environment.  

What Shadow AI visibility does and doesn’t show

Comprehensive Shadow AI visibility allows organizations to answer several important questions:

  • What types of AI are we using? What AI platforms, agents, MCP clients/servers, and services are active across the enterprise?  
  • Who is using AI services? Which users, business units, or systems are interacting with those AI services?  
  • Is our data safe? Is sensitive or regulated data being exposed through prompts, workflows, or integrations?  
  • Are AI systems behaving as expected? Are AI systems behaving anomalously or operating outside approved governance processes?  
  • Are our AI systems under attack? Is an attacker attempting to manipulate prompts, influence agent behavior, or abuse AI-enabled workflows?

Answering these questions is foundational to broader AI governance efforts. However, it is limited to helping teams understand initial interactions and fails to offer insight into dependencies and outcomes that are critical to securing AI across an enterprise.  

Deeper visibility that includes the ability to understand dependencies and outcomes are not always available in AI security point products. Answering the questions below requires understanding runtime behavior and operational outcomes:  

  • What actions did the AI interaction trigger?  
  • What systems, applications, or data did it access? Did the AI operate beyond its intended permissions or scope?  
  • Could a low-risk interaction lead to high-risk outcomes?  
  • What is the risk and context understanding of an anomalous activity to assist in prioritization of analysis and autonomous response action?

The distinction between these two sets of questions offers two different layers of AI security. The first set of questions focuses on discovery and interaction visibility. The second set focuses on providing visibility that includes the context and outcomes that are critical for managing follow-on risks associated with obfuscated downstream activities.  

Together, these layers help organizations move beyond simply identifying AI usage toward understanding how AI behaves operationally across the enterprise.

How organizations are addressing shadow AI

Most organizations still approach shadow AI as an application control problem, relying on policies, browser restrictions, and allow/block lists. However, AI adoption is evolving faster than most governance processes can realistically keep pace with. New assistants, plugins, and embedded AI features appear continuously, creating pressure to enable business productivity while simultaneously containing risk.  

Existing governance processes were designed for a more traditional SaaS adoption cycle, where new applications could be reviewed, approved, and monitored over longer time horizons. AI adoption operates differently. New capabilities can appear overnight inside existing platforms employees already use, making it difficult for security and governance teams to maintain an accurate understanding of enterprise AI exposure. This means that many organizations are experiencing significant operational overhead, particularly in large environments where AI usage is decentralized across teams, departments, and third-party services.  

Where should organizations start when securing their AI systems?

Shadow AI identification is an on-going critical component for AI Risk/Governance Boards as well as security organizations. As organizations seek AI certifications like ISO 42001 AI Management Systems, visibility into all AI adoption from enterprise use to custom innovation and development is crucial. Shadow AI identification provides organizations with the visibility needed to decide whether an AI tool should be brought into governed environments to reduce data loss (DLP) risks or whether policies should be established and enforced to restrict their use.

As organizations rapidly innovate and adopt AI, they are taking on more and more risk. Organizations need to have a strategy in place to mitigate the assumed risk, especially with third-party adoption. Visibility, monitoring, governance enforcement, behavioral-based detection of non-deterministic systems, and autonomous investigation and containment becomes critical to mitigating the risk of AI systems.  

How Darktrace secures AI and shadow AI

Attackers are using AI to move faster, scale tactics, and make threats more adaptive and convincing. Internally, organizations are grappling with new forms of risk created by generative AI, autonomous agents, shadow AI, and increasingly complex digital environments.

Darktrace helps organizations protect both people and AI in a world where AI is now central to how business gets done. Darktrace / SECURE AI helps organizations discover and control shadow AI by surfacing unsanctioned or unexpected AI activity where it appears – including MCP detections, distinguishing misuse of legitimate tools and unapproved services, and applying policy to contain data exposure while guiding users toward sanctioned options.

Stay up to date on AI security

Sign up for the Secure AI Readiness Program here: This gives you exclusive access to the latest news on the latest AI threats, updates on emerging approaches shaping AI security, and insights into the latest innovations, including Darktrace’s ongoing work in this area.

Ready to talk with a Darktrace expert on securing AI? Register here to receive practical guidance on the AI risks that matter most to your business, paired with clarity on where to focus first across governance, visibility, risk reduction, and long-term readiness.  

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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.
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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.

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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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