Blog
/
Network
/
April 2, 2024

Darktrace's Investigation of Raspberry Robin Worm

Discover how Darktrace is leading the hunt for Raspberry Robin. Explore early insights and strategies in the battle against cyber threats.
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
Alexandra Sentenac
Cyber Analyst
Default blog image
02
Apr 2024

Introduction

In the face of increasingly hardened digital infrastructures and skilled security teams, malicious actors are forced to constantly adapt their attack methods, resulting in sophisticated attacks that are designed to evade human detection and bypass traditional network security measures.  

One such example that was recently investigated by Darktrace is Raspberry Robin, a highly evasive worm malware renowned for merging existing and novel techniques, as well as leveraging both physical hardware and software, to establish a foothold within organization’s networks and propagate additional malicious payloads.

What is Raspberry Robin?

Raspberry Robin, also known as ‘QNAP worm’, is a worm malware that was initially discovered at the end of 2023 [1], however, its debut in the threat landscape may have predated this, with Microsoft uncovering malicious artifacts linked to this threat (which it tracks under the name Storm-0856) dating back to 2019 [4]. At the time, little was known regarding Raspberry Robin’s objectives or operators, despite the large number of successful infections worldwide. While the identity of the actors behind Raspberry Robin still remains a mystery, more intelligence has been gathered about the malware and its end goals as it was observed delivering payloads from different malware families.

Who does Raspberry Robin target?

While it was initially reported that Raspberry Robin primarily targeted the technology and manufacturing industries, researchers discovered that the malware had actually targeted multiple sectors [3] [4]. Darktrace’s own investigations echoed this, with Raspberry Robin infections observed across various industries, including public administration, finance, manufacturing, retail education and transportation.

How does Raspberry Robin work?

Initially, it appeared that Raspberry Robin's access to compromised networks had not been utilized to deliver final-stage malware payloads, nor to steal corporate data. This uncertainty led researchers to question whether the actors involved were merely “cybercriminals playing around” or more serious threats [3]. This lack of additional exploitation was indeed peculiar, considering that attackers could easily escalate their attacks, given Raspberry Robin’s ability to bypass User Account Control using legitimate Windows tools [4].

However, at the end of July 2022, some clarity emerged regarding the operators' end goals. Microsoft researchers revealed that the access provided by Raspberry Robin was being utilized by an access broker tracked as DEV-0206 to distribute the FakeUpdates malware downloader [2]. Researchers further discovered malicious activity associated with Evil Corp TTPs (i.e., DEV-0243) [5] and payloads from the Fauppod malware family leveraging Raspberry Robin’s access [8]. This indicates that Raspberry Robin may, in fact, be an initial access broker, utilizing its presence on hundreds of infected networks to distribute additional payloads for paying malware operators. Thus far, Raspberry Robin has been observed distributing payloads linked to FIN11, Clop Gang, BumbleBee, IcedID, and TrueBot on compromised networks [12].

Raspberry Robin’s Continued Evolution

Since it first appeared in the wild, Raspberry Robin has evolved from "being a widely distributed worm with no observed post-infection actions [...] to one of the largest malware distribution platforms currently active" [8]. The fact that Raspberry Robin has become such a prevalent threat is likely due to the continual addition of new features and evasion capabilities to their malware [6] [7].  

Since its emergence, the malware has “changed its communication method and lateral movement” [6] in order to evade signature detections based on threat intelligence and previous versions. Endpoint security vendors commonly describe it as heavily obfuscated malware, employing multiple layers of evasion techniques to hinder detection and analysis. These include for example dropping a fake payload when analyzed in a sandboxed environment and using mixed-case executing commands, likely to avoid case-sensitive string-based detections.  

In more recent campaigns, Raspberry Robin further appears to have added a new distribution method as it was observed being downloaded from archive files sent as attachments using the messaging service Discord [11]. These attachments contained a legitimate and signed Windows executable, often abused by attackers for side-loading, alongside a malicious dynamic-link library (DLL) containing a Raspberry Robin sample.

Another reason for the recent success of the malware may be found in its use of one-day exploits. According to researchers, Raspberry Robin now utilizes several local privilege escalation exploits that had been recently disclosed, even before a proof of concept had been made available [9] [10]. This led cyber security professionals to believe that operators of the malware may have access to an exploit seller [6]. The use of these exploits enhances Raspberry Robin's detection evasion and persistence capabilities, enabling it to propagate on networks undetected.

Darktrace’s Coverage of Raspberry Robin

Through two separate investigations carried out by Darktrace’s Threat Research team, first in late 2022 and then in November 2023, it became evident that Raspberry Robin was capable of integrating new functionalities and tactics, techniques and procedures (TTPs) into its attacks. Darktrace DETECT™ provided full visibility over the evolving campaign activity, allowing for a comparison of the threat across both investigations. Additionally, if Darktrace RESPOND™ was enabled on affected networks, it was able to quickly mitigate and contain emerging activity during the initial stages, thwarting the further escalation of attacks.

Raspberry Robin Initial Infection

The most prevalent initial infection vector appears to be the introduction of an infected external drive, such as a USB stick, containing a malicious .LNK file (i.e., a Windows shortcut file) disguised as a thumb drive or network share. When clicked, the LNK file automatically launches cmd.exe to execute the malicious file stored on the external drive, and msiexec.exe to connect to a Raspberry Robin command-and-control (C2) endpoint and download the main malware component. The whole process leverages legitimate Windows processes and is therefore less likely to raise any alarms from more traditional security solutions. However, Darktrace DETECT was able to identify the use of Msiexec to connect to a rare endpoint as anomalous in every case investigated.

Little is currently known regarding how the external drives are infected and distributed, but it has been reported that affected USB drives had previously been used for printing at printing and copying shops, suggesting that the infection may have originated from such stores [13].

A method as simple as leaving an infected USB on a desk in a public location can be a highly effective social engineering tactic for attackers. Exploiting both curiosity and goodwill, unsuspecting individuals may innocently plug in a found USB, hoping to identify its owner, unaware that they have unwittingly compromised their device.

As Darktrace primarily operates on the network layer, the insertion of a USB endpoint device would not be within its visibility. Nevertheless, Darktrace did observe several instances wherein multiple Microsoft endpoints were contacted by compromised devices prior to the first connection to a Raspberry Robin domain. For example, connections to the URI '/fwlink/?LinkID=252669&clcid=0x409' were observed in multiple customer environments prior to the first Raspberry Robin external connection. This connectivity seems to be related to Windows attempting to retrieve information about installed hardware, such as a printer, and could also be related to the inserting of an external USB drive.

Figure 1: Device Event Log showing an affected device making connections to Microsoft endpoints, prior to contacting the Raspberry Robin C2 endpoint ‘vqdn[.]net’.
Figure 1: Device Event Log showing an affected device making connections to Microsoft endpoints, prior to contacting the Raspberry Robin C2 endpoint ‘vqdn[.]net’.

Raspberry Robin Command-and-Control Activity

In all cases investigated by Darktrace, compromised devices were detected making HTTP GET connections via the unusual port 8080 to Raspberry Robin C2 endpoints using the new user agent 'Windows Installer'.

The C2 hostnames observed were typically short and matched the regex /[a-zA-Z0-9]{2,4}.[a-zA-Z0-9]{2,6}/, and were hosted on various top-level domains (TLD) such as ‘.rocks’, ‘.pm’, and ‘.wf’. On one customer network, Darktrace observed the download of an MSI file from the Raspberry Robin domain ‘wak[.]rocks’. This package contained a heavily protected malicious DLL file whose purpose was unknown at the time.  

However, in September 2022, external researchers revealed that the main purpose of this DLL was to download further payloads and enable lateral movement, persistence and privilege escalation on compromised devices, as well as exfiltrating sensitive information about the device. As worm infections spread through networks automatically, exfiltrating device data is an essential process for threat actor to keep track of which systems have been infected.

On affected networks investigated by Darktrace, compromised devices were observed making C2 connections that contained sensitive device information, including hostnames and credentials, with additional host information likely found within the data packets [12].

Figure 2: Model Breach Event Log displaying the events that triggered the the ‘New User Agent and Suspicious Request Data’ DETECT model breach.
Figure 2: Model Breach Event Log displaying the events that triggered the the ‘New User Agent and Suspicious Request Data’ DETECT model breach.

As for C2 infrastructure, Raspberry Robin leverages compromised Internet of Things (IoT) devices such as QNAP network attached storage (NAS) systems with hijacked DNS settings [13]. NAS devices are data storage servers that provide access to the files they store from anywhere in the world. These features have been abused by Raspberry Robin operators to distribute their malicious payloads, as any uploaded file could be stored and shared easily using NAS features.

However, Darktrace found that QNAP servers are not the only devices being exploited by Raspberry Robin, with DETECT identifying other IoT devices being used as C2 infrastructure, including a Cerio wireless access point in one example. Darktrace recognized that this connection was new to the environment and deemed it as suspicious, especially as it also used new software and an unusual port for the HTTP protocol (i.e., 8080 rather than 80).

In several instances, Darktrace observed Raspberry Robin utilizing TOR exit notes as backup C2 infrastructure, with compromised devices detected connecting to TOR endpoints.

Figure 3: Raspberry Robin C2 endpoint when viewed in a sandbox environment.
Figure 3: Raspberry Robin C2 endpoint when viewed in a sandbox environment.
Figure 4: Raspberry Robin C2 endpoint when viewed in a sandbox environment.
Figure 4: Raspberry Robin C2 endpoint when viewed in a sandbox environment.

Raspberry Robin in 2022 vs 2023

Despite the numerous updates and advancements made to Raspberry Robin between the investigations carried out in 2022 and 2023, Darktrace’s detection of the malware was largely the same.

DETECT models breached during first investigation at the end of 2022:

  • Device / New User Agent
  • Anomalous Server Activity / New User Agent from Internet Facing System
  • Device / New User Agent and New IP
  • Compromise / Suspicious Request Data
  • Compromise / Uncommon Tor Usage
  • Possible Tor Usage

DETECT models breached during second investigation in late 2023:

  • Device / New User Agent and New IP
  • Device / New User Agent and Suspicious Request Data
  • Device / New User Agent
  • Device / Suspicious Domain
  • Possible Tor Usage

Darktrace’s anomaly-based approach to threat detection enabled it to consistently detect the TTPs and IoCs associated with Raspberry Robin across the two investigations, despite the operator’s efforts to make it stealthier and more difficult to analyze.

In the first investigation in late 2022, Darktrace detected affected devices downloading addition executable (.exe) files following connections to the Raspberry Robin C2 endpoint, including a numeric executable file that appeared to be associated with the Vidar information stealer. Considering the advanced evasion techniques and privilege escalation capabilities of Raspberry Robin, early detection is key to prevent the malware from downloading additional malicious payloads.

In one affected customer environment investigated in late 2023, a total of 12 devices were compromised between mid-September and the end of October. As this particular customer did not have Darktrace RESPOND, the Raspberry Robin infection was able to spread through the network unabated until the customer acted upon Darktrace DETECT’s alerts.

Had Darktrace RESPOND been enabled in autonomous response mode, it would have been able to take immediate action following the first observed connection to a Raspberry Robin C2 endpoint, by blocking connections to the suspicious endpoint and enforcing a device’s normal ‘pattern of life’.

By enforcing a pattern of life on an affected device, RESPOND would prevent it from carrying out any activity that deviates from this learned pattern, including connections to new endpoints using new software as was the case in Figure 5, effectively shutting down the attack in the first instance.

Model Breach Event Log showing RESPOND’s actions against connections to Raspberry Robin C2 endpoints.
Figure 5: Model Breach Event Log showing RESPOND’s actions against connections to Raspberry Robin C2 endpoints.

Conclusion

Raspberry Robin is a highly evasive and adaptable worm known to evolve and change its TTPs on a regular basis in order to remain undetected on target networks for as long as possible. Due to its ability to drop additional malware variants onto compromised devices, it is crucial for organizations and their security teams to detect Raspberry Robin infections at the earliest possible stage to prevent the deployment of potentially disruptive secondary attacks.

Despite its continued evolution, Darktrace's detection of Raspberry Robin remained largely unchanged across the two investigations. Rather than relying on previous IoCs or leveraging existing threat intelligence, Darktrace DETECT’s anomaly-based approach allows it to identify emerging compromises by detecting the subtle deviations in a device’s learned behavior that would typically come with a malware compromise.

By detecting the attacks at an early stage, Darktrace gave its customers full visibility over malicious activity occurring on their networks, empowering them to identify affected devices and remove them from their environments. In cases where Darktrace RESPOND was active, it would have been able to take autonomous follow-up action to halt any C2 communication and prevent the download of any additional malicious payloads.  

Credit to Alexandra Sentenac, Cyber Analyst, Trent Kessler, Senior Cyber Analyst, Victoria Baldie, Director of Incident Management

Appendices

Darktrace DETECT Model Coverage

Device / New User Agent and New IP

Device / New User Agent and Suspicious Request Data

Device / New User Agent

Compromise / Possible Tor Usage

Compromise / Uncommon Tor Usage

MITRE ATT&CK Mapping

Tactic - Technique

Command & Control - T1090.003 Multi-hop Proxy

Lateral Movement - T1210 Exploitation of remote services

Exfiltration over C2 Data - T1041 Exfiltration over C2 Channel

Data Obfuscation - T1001 Data Obfuscation

Vulnerability Scanning - T1595.002 Vulnerability Scanning

Non-Standard Port - T1571 Non-Standard Port

Persistence - T1176 Browser Extensions

Initial Access - T1189 Drive By Compromise / T1566.002  Spearphishing Link

Collection - T1185 Man in the browser

List of IoCs

IoC - Type - Description + Confidence

vqdn[.]net - Hostname - C2 Server

mwgq[.]net - Hostname - C2 Server

wak[.]rocks - Hostname - C2 Server

o7car[.]com - Hostname - C2 Server

6t[.]nz - Hostname - C2 Server

fcgz[.]net - Hostname - Possible C2 Server

d0[.]wf - Hostname - C2 Server

e0[.]wf - Hostname - C2 Server

c4z[.]pl - Hostname - C2 Server

5g7[.]at - Hostname - C2 Server

5ap[.]nl - Hostname - C2 Server

4aw[.]ro - Hostname - C2 Server

0j[.]wf - Hostname - C2 Server

f0[.]tel - Hostname - C2 Server

h0[.]pm - Hostname - C2 Server

y0[.]pm - Hostname - C2 Server

5qy[.]ro - Hostname - C2 Server

g3[.]rs - Hostname - C2 Server

5qe8[.]com - Hostname - C2 Server

4j[.]pm - Hostname - C2 Server

m0[.]yt - Hostname - C2 Server

zk4[.]me - Hostname - C2 Server

59.15.11[.]49 - IP address - Likely C2 Server

82.124.243[.]57 - IP address - C2 Server

114.32.120[.]11 - IP address - Likely C2 Server

203.186.28[.]189 - IP address - Likely C2 Server

70.124.238[.]72 - IP address - C2 Server

73.6.9[.]83 - IP address - Likely C2 Server

References

[1] https://redcanary.com/blog/raspberry-robin/  

[2] https://www.bleepingcomputer.com/news/security/microsoft-links-raspberry-robin-malware-to-evil-corp-attacks/

[3] https://7095517.fs1.hubspotusercontent-na1.net/hubfs/7095517/FLINT%202022-016%20-%20QNAP%20worm_%20who%20benefits%20from%20crime%20(1).pdf

[4] https://www.bleepingcomputer.com/news/security/microsoft-finds-raspberry-robin-worm-in-hundreds-of-windows-networks/

[5] https://therecord.media/microsoft-ties-novel-raspberry-robin-malware-to-evil-corp-cybercrime-syndicate

[6] https://securityaffairs.com/158969/malware/raspberry-robin-1-day-exploits.html

[7] https://research.checkpoint.com/2024/raspberry-robin-keeps-riding-the-wave-of-endless-1-days/

[8] https://redmondmag.com/articles/2022/10/28/microsoft-details-threat-actors-leveraging-raspberry-robin-worm.aspx

[9] https://www.bleepingcomputer.com/news/security/raspberry-robin-malware-evolves-with-early-access-to-windows-exploits/

[10] https://www.bleepingcomputer.com/news/security/raspberry-robin-worm-drops-fake-malware-to-confuse-researchers/

[11] https://thehackernews.com/2024/02/raspberry-robin-malware-upgrades-with.html

[12] https://decoded.avast.io/janvojtesek/raspberry-robins-roshtyak-a-little-lesson-in-trickery/

[13] https://blog.bushidotoken.net/2023/05/raspberry-robin-global-usb-malware.html

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
Alexandra Sentenac
Cyber Analyst

More in this series

No items found.

Blog

/

Email

/

June 26, 2026

How Darktrace Transformed Cybersecurity at Our Health Center: A CIO’s Perspective

Default blog imageDefault blog image

How Darktrace Transformed Cybersecurity at Our Health Center: A CIO’s Perspective

In my role as CIO, I bring years of experience leading IT for healthcare organizations. I’ve seen firsthand the unique cybersecurity challenges that nonprofit health centers face: limited budgets, small IT teams, and the constant pressure to prioritize patient care over technology investments. Yet, the threat landscape for health is relentless, and the stakes for protecting patient data and ensuring operational continuity have never been higher. It’s a balancing act.

The search for a better solution

Like many nonprofits, organizations I work at start with Microsoft’s security stack. The discounted pricing for nonprofits makes it an obvious choice, and Microsoft Defender provided a solid foundation for endpoint and email security. However, I quickly realized that relying on a single vendor, even one as robust as Microsoft, left gaps in our defenses. Cybersecurity is never one-size-fits-all, which is why my preference was to layer an additional solution on top of our native security to improve our security posture.

Teams needed a solution that could layer seamlessly on top of Microsoft, without adding complexity or draining limited resources. That’s when I found Darktrace. I had heard of their reputation after seeing how other organizations used Darktrace to secure their infrastructure and was impressed by their AI-native, agentless approach and agreed to a proof of value (POV).

Our goal was to elavate Microsoft with an additional layer of intelligence- one that could seamlessly integrate, operate autonomously, and support a small team without increasing overhead. We turned to Darktrace because its AI-native, agentless approach offered a fundamentally different way to detect and respond to threats, learning our environment in real time and filling gaps that traditional tools can miss. With a quick POV, we were able to validate how effectively Darktrace works alongside Microsoft to deliver a more complete and resilient security architecture.

Why Darktrace stood out

From the start, Darktrace differentiated itself in several critical ways:

  • Deep visibility: Unlike other solutions that rely simply on host-based monitoring with endpoint agents, Darktrace operates passively at the network layer and integrates via APIs for email and identity security. This gave full visibility into network traffic that we previously didn’t have, going beyond our existing endpoint-based tools without adding additional maintenance overhead for our small IT team.
  • AI-native from the ground up: Darktrace wasn’t just layering AI on top of an existing product; it was built with AI at its core. Their autonomous detection and response to threats immediately reduced the need for constant human supervision. In a world where cyber-attacks are increasingly sophisticated and subtle, having an AI that learns our environment and adapts in real time is invaluable.
  • Comprehensive coverage: We started with a POV focused on email security, but quickly expanded to full deployment across our entire infrastructure. Darktrace’s products now protect our email, network, and identity layers, providing visibility and defense against lateral movement and abnormal behavior that traditional tools often miss.

Integration and workflow: Smooth and simple

One of the most impressive aspects of Darktrace is how easy it was to integrate into an existing environment. For network security, it was as simple as plugging an appliance into our top-of-rack switch – no downtime, no complex configuration. For email and identity, API integrations meant we could be up and running in hours, not weeks.

This simplicity extended to day-to-day operations. Our IT team received regular security reports, and any time we had questions or needed to adjust policies, Darktrace’s support team was there with white-glove service. Their responsiveness- even in the middle of the night- gave us confidence that we had true partners, not just a vendor.

Real-world impact: Threats stopped, time saved

The results spoke for themselves. During the time with Darktrace, I did not experience any security incidents. The team slept better at night knowing that Darktrace was monitoring for anomalies and proactively blocking suspicious activity, alerting us even before we noticed anything was wrong.

A memorable example was during an Electronic Health Record (EHR) upgrade, when my team forgot to adjust the policy in advance. Darktrace’s autonomous response was so effective that it blocked our upgrade activities- proof that nothing, not even internal changes, could slip by unnoticed. This level of vigilance meant that ransomware, data exfiltration attempts, or insider threats would be detected and contained before causing harm.

While I can’t share specific ROI numbers, the value was clear: we’ve avoided costly breaches, reduced the time spent investigating alerts, and eliminated the performance drag of agent-based tools. With Darktrace layered on top of Microsoft, I’ve hit the right balance of maximum protection with minimal spending. The cost of Darktrace / EMAIL was competitive, especially when factoring in the included Managed Detection and Response (MDR) service, which provides expert human oversight on top of the AI.

Key differentiators over the competition

  • Extending visibility beyond the endpoint: Traditional host-based monitoring solutions, such as EDR, play a critical role in securing individual devices. By adding a network detection and response (NDR) layer, we gained visibility into activity across our wider digital environment, surfacing threats that move laterally, operate between devices, or bypass endpoint controls. Darktrace also stood out for its ability to learn our normal patterns of behavior and identify subtle deviations in real time, not just known indicators of compromise. Because this is delivered through passive, non-disruptive monitoring, we were able to strengthen our defenses without adding complexity or impacting performance.
  • Layered security without complexity: Darktrace elevated our Microsoft foundation without creating conflicts or requiring us to disable existing protections. This layered approach maximized our security posture without adding operational burden.
  • Expert partnership: Beyond technology, Darktrace’s team acted as true partners, guiding us through deployment, providing ongoing support, and helping us interpret findings. This partnership was as valuable as the technology itself.

Advice for other nonprofits

If you’re an IT leader in a nonprofit, my advice is simple: look for solutions that are easy to deploy, intelligent in their response, and cost-effective. Don’t settle for more endpoint based tools that overlap with what you already have. Seek out a layered approach that covers your blind spots – especially at the network and email layers- at a price point that suits your organization.

Most importantly, don’t be afraid to evaluate new solutions. Even if you’re inundated with vendor pitches, you owe it to your organization to explore options that could save you time, money, and sleepless nights.

For organizations I work at, combining Microsoft’s security stack with Darktrace’s AI-native, platform struck the right balance between protection and practicality. We gained enterprise-grade security without sacrificing performance or stretching our budget. In the end, that meant more resources for what matters most: delivering care to our patients. If you’re facing similar challenges, I encourage you to consider how Darktrace could transform your security posture, and give your team the peace of mind they deserve.

For the organization I work in, combining Microsoft with Darktrace delivered a clear step-change in our security posture. Microsoft provided the foundation, while Darktrace’s behavioral intelligence added visibility into the unknown, surfacing emerging threats based on deviations in real-time activity, not just known indicators.

The result was enterprise-grade protection without added overhead, allowing us to stay focused on patient outcomes, not security operations. For organizations facing similar pressures, this layered approach offers a smarter, more efficient path to securing modern environments.

Continue reading
About the author
Mice Chen
Chief Information Security Officer

Blog

/

/

June 25, 2026

Shadow AI Detection: The First Step Toward Securing AI

shadow aiDefault blog imageDefault blog image

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.  

Continue reading
About the author
Your data. Our AI.
Elevate your network security with Darktrace AI