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June 23, 2023

How Darktrace Quickly Foiled An Information Stealer

Discover how Darktrace thwarted the CryptBot malware in just 2 seconds. Learn about this fast-moving threat and the defense strategies employed.
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
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23
Jun 2023

The recent trend of threat actors using information stealer malware, designed to gather and exfiltrate confidential data, shows no sign of slowing. With new or updated info-stealer strains appearing in the wild on a regular basis, it came as no surprise to see a surge in yet another prolific variant in late 2022, CryptBot.

What is CryptBot?

CryptBot is a Windows-based trojan malware that was first discovered in the wild in December 2019. It belongs to the prolific category of information stealers whose primary objective, as the name suggests, is to gather information from infected devices and send it to the threat actor.

ZeuS was reportedly the first info-stealer to be discovered, back in 2006. After its code was leaked, many other variants came to light and have been gaining popularity amongst cyber criminals [1] [2] [3]. Indeed, Inside the SOC has discussed multiple infections across its customer base associated with several types of stealers in the past months [4] [5] [6] [7]. 

The Darktrace Threat Research team investigated CryptBot infections on the digital environments of more than 40 different Darktrace customers between October 2022 and January 2023. Darktrace DETECT™ and its anomaly-based approach to threat detection allowed it to successfully identify the unusual activity surrounding these info-stealer infections on customer networks. Meanwhile, Darktrace RESPOND™, when enabled in autonomous response mode, was able to quickly intervene and prevent the exfiltration of sensitive company data.

Why is info-stealer malware popular?

It comes as no surprise that info-stealers have “become one of the most discussed malware types on the cybercriminal underground in 2022”, according to Accenture’s Cyber Threat Intelligence team [10]. This is likely in part due to the fact that:

More sensitive data on devices

Due to the digitization of many aspects of our lives, such as banking and social interactions, a trend accelerated by the COVID-19 pandemic.

Cost effective

Info-stealers provide a great return on investment (ROI) for threat actors looking to exfiltrate data without having to do the traditional internal reconnaissance and data transfer associated with data theft. Info-stealers are usually cheap to purchase and are available through Malware-as-a-Service (MaaS) offerings, allowing less technical and resourceful threat actors in on the stealing action. This makes them a prevalent threat in the malware landscape. 

How does CryptBot work?

The techniques employed by info-stealers to gather and exfiltrate data as well as the type of data targeted vary from malware to malware, but the data targeted typically includes login credentials for a variety of applications, financial information, cookies and global information about the infected computer [8]. Given its variety and sensitivity, threat actors can leverage the stolen data in several ways to make a profit. In the case of CryptBot, the data obtained is sold on forums or underground data marketplaces and can be later employed in higher profile attacks [9]. For example, stolen login information has previously been leveraged in credential-based attacks, which can successfully bypass authentication-based security measures, including multi-factor authentication (MFA). 

CryptBot functionalities

Like many information stealers, CryptBot is designed to steal a variety of sensitive personal and financial information such as browser credentials, cookies and history information and social media accounts login information, as well as cryptocurrency wallets and stored credit card information [11]. General information (e.g., OS, installed applications) about the infected computer is also retrieved. Browsers targeted by CryptBot include Chrome, Firefox, and Edge. In early 2022, CryptBot’s code was revamped in order to streamline its data extraction capabilities and improve its overall efficiency, an update that coincided with a rise in the number of infections [11] [12].

Some of CryptBot's functionalities were removed and its exfiltration process was streamlined, which resulted in a leaner payload, around half its original size and a quicker infection process [11]. Some of the features removed included sandbox detection and evasion functionalities, the collection of desktop text files and screen captures, which were deemed unnecessary. At the same time, the code was improved in order to include new Chrome versions released after CryptBot’s first appearance in 2019. Finally, its exfiltration process was simplified: prior to its 2022 update, the malware saved stolen data in two separate folders before sending it to two separate command and control (C2) domains. Post update, the data is only saved in one location and sent to one C2 domain, which is hardcoded in the C2 transmission function of the code. This makes the infection process much more streamlined, taking only a few minutes from start to finish. 

Aside from the update to its malware code, CryptBot regularly updates and refreshes its C2 domains and dropper websites, making it a highly fluctuating malware with constantly new indicators of compromise and distribution sites. 

Even though CryptBot is less known than other info-stealers, it was reportedly infecting thousands of devices daily in the first months of 2020 [13] and its continued prevalence resulted in Google taking legal action against its distribution infrastructure at the end of April 2023 [14].  

How is CryptBot obtained?

CryptBot is primarily distributed through malicious websites offering free and illegally modified software (i.e., cracked software) for common commercial programs (e.g., Microsoft Windows and Office, Adobe Photoshop, Google Chrome, Nitro PDF Pro) and video games. From these ‘malvertising’ pages, the user is redirected through multiple sites to the actual payload dropper page [15]. This distribution method has seen a gain in popularity amongst info-stealers in recent months and is also used by other malware families such as Raccoon Stealer and Vidar [16] [17].

A same network of cracked software websites can be used to download different malware strains, which can result in multiple simultaneous infections. Additionally, these networks often use search engine optimization (SEO) in order to make adverts for their malware distributing sites appear at the top of the Google search results page, thus increasing the chances of the malicious payloads being downloaded.

Furthermore, CryptBot leverages Pay-Per-Install (PPI) services such as 360Installer and PrivateLoader, a downloader malware family used to deliver payloads of multiple malware families operated by different threat actors [18] [19] [20]. The use of this distribution method for CryptBot payloads appears to have stemmed from its 2022 update. According to Google, 161 active domains were associated with 360Installer, of which 90 were associated with malware delivery activities and 29 with the delivery of CryptBot malware specifically. Google further identified hundreds of domains used by CryptBot as C2 sites, all of which appear to be hosted on the .top top-level domain [21].

This simple yet effective distribution tactic, combined with the MaaS model and the lucrative prospects of selling the stolen data resulted in numerous infections. Indeed, CryptBot was estimated to have infected over 670,000 computers in 2022 [14]. Even though the distribution method chosen means that most of the infected devices are likely to be personal computers, bring your own device (BYOD) policies and users’ tendency to reuse passwords means that corporate environments are also at risk. 

CryptBot Attack Overview

In some cases observed by Darktrace, after connecting to malvertising websites, devices were seen making encrypted SSL connections to file hosting services such as MediaFire or Mega, while in others devices were observed connecting to an endpoint associated with a content delivery network. This is likely the location from where the malware payload was downloaded alongside cracked software, which is executed by the unsuspecting user. As the user expects to run an executable file to install their desired software, the malware installation often happens without the user noticing.

Some of the malvertising sites observed by Darktrace on customer deployments were crackful[.]com, modcrack[.]net, windows-7-activator[.]com and office-activator[.]com. However, in many cases detected by Darktrace, CryptBot was propagated via websites offering trojanized KMSPico software (e.g., official-kmspico[.]com, kmspicoofficial[.]com). KMSPico is a popular Microsoft Windows and Office product activator that emulates a Windows Key Management Services (KMS) server to activate licenses fraudulently. 

Once it has been downloaded and executed, CryptBot will search the system for confidential information and create a folder with a seemingly randomly generated name, matching the regex [a-zA-Z]{10}, to store the gathered sensitive data, ready for exfiltration. 

Figure 1: Packet capture (PCAP) of an HTTP POST request showing the file with the stolen data being sent over the connection.
Figure 1: Packet capture (PCAP) of an HTTP POST request showing the file with the stolen data being sent over the connection.

This data is then sent to the C2 domain via HTTP POST requests on port 80 to the URI /gate.php. As previously stated, CryptBot C2 infrastructure is changed frequently and many of the domains seen by Darktrace had been registered within the previous 30 days. The domain names detected appeared to have been generated by an algorithm, following the regex patterns [a-z]{6}[0-9]{2,3}.top or [a-z]{6}[0-9]{2,3}.cfd. In several cases, the C2 domain had not been flagged as malicious by other security vendors or had just one detection. This is likely because of the frequent changes in the C2 infrastructure operated by the threat actors behind CryptBot, with new malicious domains being created periodically to avoid detection. This makes signature-based security solutions much less efficient to detect and block connections to malicious domains. Additionally, the fact that the stolen data is sent over regular HTTP POST requests, which are used daily as part of a multitude of legitimate processes such as file uploads or web form submissions, allows the exfiltration connections to blend in with normal and legitimate traffic making it difficult to isolate and detect as malicious activity. 

In this context, anomaly-based security detections such as Darktrace DETECT are the best way to pick out these anomalous connections amidst legitimate Internet traffic. In the case of CryptBot, two DETECT models were seen consistently breaching for CryptBot-related activity: ‘Device / Suspicious Domain’, breaching for connections to 100% rare C2 .top domains, and ‘Anomalous Connection / POST to PHP on New External Host’, breaching on the data exfiltration HTTP POST request. 

In deployments where Darktrace RESPOND was deployed, a RESPOND model breached within two seconds of the first HTTP POST request. If enabled in autonomous mode, RESPOND would block the data exfiltration connections, thus preventing the data safe from being sold in underground forums to other threat actors. In one of the cases investigated by Darktrace’s Threat Research team, DETECT was able to successfully identify and alert the customer about CryptBot-related malicious activity on a device that Darktrace had only begun to monitor one day before, showcasing how fast Darktrace’s Self-Learning AI learns every nuance of customer networks and the devices within it.

In most cases investigated by Darktrace, fewer than 5 minutes elapsed between the first connection to the endpoint offering free cracked software and the data being exfiltrated to the C2 domain. For example, in one of the attack chains observed in a university’s network, a device was seen connecting to the 100% rare endpoint official-kmspico[.]com at 16:53:47 (UTC).

Device Event Log showing SSL connections to the official-kmspico[.]com malvertising website.
Figure 2: Device Event Log showing SSL connections to the official-kmspico[.]com malvertising website.

One minute later, at 16:54:19 (UTC), the same device was seen connecting to two mega[.]co[.]nz subdomains and downloading around 13 MB of data from them. As mentioned previously, these connections likely represent the CryptBot payload and cracked software download.

Device Event Log showing SSL connections to mega[.]com endpoints following the connection to the malvertising site.
Figure 3: Device Event Log showing SSL connections to mega[.]com endpoints following the connection to the malvertising site.

At 16:56:01 (UTC), Darktrace detected the device making a first HTTP POST request to the 100% rare endpoint, avomyj24[.]top, which has been associated with CryptBot’s C2 infrastructure [22]. This initial HTTP POST connection likely represents the transfer of confidential data to the attacker’s infrastructure.

Device Event Log showing HTTP connections made by the infected device to the C2 domain. 
Figure 4: Device Event Log showing HTTP connections made by the infected device to the C2 domain. 

The full attack chain, from visiting the malvertising website to the malicious data egress, took less than three minutes to complete. In this circumstance, the machine-speed detection and response capabilities offered by Darktrace DETECT and RESPOND are paramount in order to stop CryptBot before it can successfully exfiltrates sensitive data. This is an incredibly quick infection timeline, with no lateral movement nor privilege escalation required to carry out the malware’s objective. 

Device Event Log showing the DETECT and RESPOND models breached during the attack. 
Figure 5: Device Event Log showing the DETECT and RESPOND models breached during the attack. 

Darktrace Cyber AI Analyst incidents were also generated as a result of this activity, displaying all relevant information in one panel for easy review by customer security teams.

Cyber AI Analyst event log showing the HTTP connections made by the breach device to the C2 endpoint.
Figure 6: Cyber AI Analyst event log showing the HTTP connections made by the breach device to the C2 endpoint.

Conclusion 

CryptBot info-stealer is fast, efficient, and apt at evading detection given its small size and swift process of data gathering and exfiltration via legitimate channels. Its constantly changing C2 infrastructure further makes it difficult for traditional security tools that really on rules and signatures or known indicators of compromise (IoCs) to detect these infections. 

In the face of such a threat, Darktrace’s anomaly-based detection allows it to recognize subtle deviations in a device’s pattern of behavior that may signal an evolving threat and instantly bring it to the attention of security teams. Darktrace DETECT is able to distinguish between benign activity and malicious behavior, even from newly monitored devices, while Darktrace RESPOND can move at machine-speed to prevent even the fastest moving threat actors from stealing confidential company data, as it demonstrated here by stopping CryptBot infections in as little as 2 seconds.

Credit to Alexandra Sentenac, Cyber Analyst, Roberto Romeu, Senior SOC Analyst

Darktrace Model Detections  

AI Analyst Coverage 

  • Possible HTTP Command and Control  

DETECT Model Breaches  

  • Device / Suspicious Domain 
  • Anomalous Connection / POST to PHP on New External Host 
  • Anomalous Connection / Multiple HTTP POSTs to Rare Hostname 
  • Compromise / Multiple SSL to Rare DGA Domains

List of IOCs

Indicator Type Description
luaigz34[.]top Hostname CryptBot C2 endpoint
watibt04[.]top Hostname CryptBot C2 endpoint
avolsq14[.]top Hostname CryptBot C2 endpoint

MITRE ATT&CK Mapping

Category Technique Tactic
INITIAL ACCESS Drive-by Compromise - T1189 N/A
COMMAND AND CONTROL Web Protocols - T1071.001 N/A
COMMAND AND CONTROL Domain Generation Algorithm - T1568.002 N/A

References

[1] https://www.malwarebytes.com/blog/threats/info-stealers

[2] https://cybelangel.com/what-are-infostealers/

[3] https://ke-la.com/information-stealers-a-new-landscape/

[4] https://darktrace.com/blog/vidar-info-stealer-malware-distributed-via-malvertising-on-google

[5] https://darktrace.com/blog/a-surge-of-vidar-network-based-details-of-a-prolific-info-stealer 

[6] https://darktrace.com/blog/laplas-clipper-defending-against-crypto-currency-thieves-with-detect-respond

[7] https://darktrace.com/blog/amadey-info-stealer-exploiting-n-day-vulnerabilities 

[8] https://cybelangel.com/what-are-infostealers/

[9] https://webz.io/dwp/the-top-10-dark-web-marketplaces-in-2022/

[10] https://www.accenture.com/us-en/blogs/security/information-stealer-malware-on-dark-web

[11] https://www.bleepingcomputer.com/news/security/revamped-cryptbot-malware-spread-by-pirated-software-sites/

[12] https://blogs.blackberry.com/en/2022/03/threat-thursday-cryptbot-infostealer

[13] https://www.deepinstinct.com/blog/cryptbot-how-free-becomes-a-high-price-to-pay

[14] https://blog.google/technology/safety-security/continuing-our-work-to-hold-cybercriminal-ecosystems-accountable/

[15] https://asec.ahnlab.com/en/31802/

[16] https://darktrace.com/blog/the-last-of-its-kind-analysis-of-a-raccoon-stealer-v1-infection-part-1

[17] https://www.trendmicro.com/pt_br/research/21/c/websites-hosting-cracks-spread-malware-adware.html

[18] https://intel471.com/blog/privateloader-malware

[19] https://cyware.com/news/watch-out-pay-per-install-privateloader-malware-distribution-service-is-flourishing-888273be 

[20] https://regmedia.co.uk/2023/04/28/handout_google_cryptbot_complaint.pdf

[21] https://www.bankinfosecurity.com/google-wins-court-order-to-block-cryptbot-infrastructure-a-21905

[22] https://github.com/stamparm/maltrail/blob/master/trails/static/malware/cryptbot.txt

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

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June 26, 2026

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

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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.

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Mice Chen
Chief Information Security Officer

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June 25, 2026

Shadow AI Detection: The First Step Toward Securing AI

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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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