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December 1, 2022

Prevent Data Exfiltration & Know When to Respond

Over 300GB of data was exfiltrated from a customer network before Darktrace services intervened. Learn the power of Darktrace in autonomous mode.
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
Anna Gilbertson
Cyber Security Analyst
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01
Dec 2022

Side-by-side, data loss and cyber-attacks are two of the most common concerns expressed by IT directors. Whilst ransom has traditionally been seen as a big cause of this, ransom (and subsequently) data loss appears to be changing. This blog explores an incident seen within a middle eastern financial customer from May-June 2022. This customer suffered large data loss and a high volume of files with a ransom note were written on its network, but the institution’s data was not encrypted. This is an example of a growing trend in ransomware attacks, which involves exfiltration of the victim’s data and the write of a ransom note but no encryption of files. Instead of being extorted for the decryption of their files, companies are being extorted for the return of their stolen data.

Attack Summary

A threat actor spread laterally through a customer network by writing suspicious ‘.dat’ and ‘.exe’ files, exfiltrated more than 300GB of data over a two-month period and made beaconing connections to endpoints identified by OSINT as probable Cobalt Strike C2 servers.  

Attack Details

In May an internal desktop was observed connecting to a rare external endpoint over the SSL protocol using a highly unusual port and the RClone client. These connections continued for several weeks and spiked at the same time as the device’s other malicious activity. It is likely that these connections reflected a potential point of infection. 

The attacker then used the desktop and two other internal devices to perform network scanning and enumeration activity in order to discover other devices on the network it could infect. In total 856 unique IPs were scanned- largely over TCP, UDP and ICMP. Further directory replication service requests were also seen over DCE-RPC, suggesting an attempt to extract user credentials. One device was later seen accessing an unencrypted password file showing successful recon. The attacker then used the already compromised devices to infect other devices on the network by writing suspicious ‘.exe’ and ‘.dat’ files including ‘Bun.dat' and ‘Agent.exe’. 

The compromised devices were then used by the attacker to download nearly 4GB of data from an internal server and to upload a similar amount to a suspicious IP address associated with a young domain. Over the following two months, the compromised devices went on to upload roughly 100GB of data to the same destination each week.  

The attacker also used these devices to make beaconing connections to several rare and external endpoints. Some of these endpoints were created just before the beginning of the compromise and have all been identified by OSINT as probable Cobalt Strike command and control servers. During this beaconing an internal device was also observed making an extremely large number of writes of files that appeared to be ransom notes, these were appropriately named ‘YOURNETWORKDATAHASBEENCOMPROMISED.txt’. 

Darktrace Coverage

 How did this attack remain hidden from the company’s other tools? Neither the initial C2 IP Address, the follow-on Cobalt Strike C2 servers or the exfiltration server were associated with malicious activity in open-source reporting prior to this compromise. This meant they were likely omitted from expected blacklists and standard signature-based security. Furthermore, executable files written by the compromised devices included ‘anydesk.exe’ and ‘procdump64.exe’, both of which are legitimate tools commonly used by administrators. This demonstrates the use of living off the land tactics (LotL) which are typically hard to detect. 

Given the attack’s novelty and LotL techniques, it is no surprise that Darktrace DETECT/Network identified anomalies in usual network behaviour. In particular, Cyber AI Analyst was a large highlight when it came to both Darktrace’s and the security team’s follow-up triage. AI Analyst collated different phases of the compromise such as the network scanning activity, the lateral movement activity over the DCE-RPC protocol, the data exfiltration, and the beaconing activity to the Cobalt Strike endpoints. This helped to map a clear timeline and progression of events along the kill chain. 

Figure 1: An AI Analyst Graph showing the timeline of the beaconing activity to the Cobalt Strike Endpoints and the lateral movement activity over the DCE-RPC protocol.
Figure 2: AI Analyst Graph showing the timeline of overall suspicious activities carried out by the compromised devices.

On top of the DETECT product, Darktrace services had a large role to play in the aftermath. The customer subscribed to Darktrace’s Ask the Expert (ATE) service and only became fully aware of the compromise after submitting an ATE ticket requesting assistance investigating one of the related model breaches. Finally, RESPOND itself (although in human confirmation mode) was still able to be used to manually quarantine devices.

Conclusion

During this incident, the initial point of infection, data exfiltration endpoint, and Cobalt Strike C2 Servers were recently created and had no OSINT associating them with malicious activity. This demonstrates how ineffective traditional signature-based intrusion detection systems can be at detecting compromises and how effective Darktrace is at detecting novel campaigns and attacks. Despite this, detection is clearly not enough, especially as out-of-hours attacks increase in frequency and effectiveness. This customer had RESPOND in human confirmation mode which meant that the activity was acted upon and stopped slower than had it been set autonomously. If malicious data loss is to be stopped in full, companies need to reduce reliance on humans and embrace AI-based protection.

Thanks to Darktrace analyst Steve Robinson for his insights on the above threat investigation.

Appendices

Related AI Analyst Incidents

  • Unusual Repeated Connections
  • Suspicious DCE-RPC Activity 
  • Internal Download and External Upload 
  • Scanning of Multiple Devices 
  • Possible SSL Command and Control Activity to Multiple Endpoints 
  • Suspicious Remote WMI Activity 
  • Access of Probable Unencrypted Password File 
  • Extensive Suspicious DCE-RPC Activity
  • Suspicious Remote Control Service Activity 

Indicators of Compromise 

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
Anna Gilbertson
Cyber Security Analyst

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May 20, 2026

Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches

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How enterprise AI Agents are changing the risk landscape  

Generative AI Agents are changing the way work gets done inside enterprises, and subsequently how security risks may emerge. Organizations have quickly realized that providing these agents with wider access to tooling, internal information, and granting permissions for the agent to perform autonomous actions can greatly increase the efficiency of employee workflows.

Early deployments of Generative AI systems led many organizations to scope individual components as self-contained applications: a chat interface, a model, and a prompt, with guardrails placed at the boundary. Research from Gartner has shown that while the volume and scope of Agentic AI deployments in enterprise environments is rapidly accelerating, many of the mechanisms required to manage risk, trust, and cost are still maturing.

The issue now resides on whether an agent can be influenced, misdirected, or manipulated in ways that leads to unsafe behavior across a broader system.

Why prompt security matters in enterprise AI

Prompt security matters in enterprise AI because prompts are the primary way users and systems interact with Agentic AI models, making them one of the earliest and most visible indicators of how these systems are being used and where risk may emerge.

For security teams, prompt monitoring is a logical starting point for understanding enterprise AI usage, providing insight into what types of questions are being asked and tasks are being given to AI Agents, how these systems are being guided, and whether interactions align with expected behavior. Complete prompt security takes this one step further, filtering out or blocking sensitive or dangerous content to prevent risks like prompt injection and data leakage.

However, visibility only at the prompt layer can create a false sense of security. Prompts show what was asked, but not always why it was asked, or what downstream actions were triggered by the agent across connected systems, data sources, or applications.

What prompt security reveals  

The primary function of prompt security is to minimize risks associated with generative and agentic AI use, but monitoring and analysis of prompts can also grant insight into use cases for particular agents and model. With comprehensive prompt security, security teams should be able to answer the following questions for each prompt:

  • What task was the user attempting to complete?
  • What data was included in the request, and was any of the data high-risk or confidential?
  • Was the interaction high-risk, potentially malicious, or in violation of company policy?
  • Was the prompt anomalous (in comparison to previous prompts sent to the agent / model)?

Improving visibility at this layer is a necessary first step, allowing organizations to establish a baseline for how AI systems are being used and where potential risks may exist.  

Prompt security alone does not provide a complete view of risk. Further data is needed to understand how the prompt is interpreted, how context is applied, what autonomous actions the agent takes (if any), or what downstream systems are affected. Understanding the outcome of a query is just as important for complete prompt security as understanding the input prompt itself – for example, a perfectly normal, low-risk prompt may inadvertently result in an agent taking a high-risk action.

Comprehensive AI security systems like Darktrace / SECURE AI can monitor and analyze both the prompt submitted to a Generative AI system, as well as the responses and chain-of-thought of the system, providing greater insight into the behavior of the system. Darktrace / SECURE AI builds on the core Darktrace methodology, learning the expected behaviors of your organization and identifying deviations from the expected pattern of life.

How organizations address prompt security today

As prompt-level visibility has become a focus, a range of approaches have emerged to make this activity more observable and controllable. Various monitoring and logging tools aim to capture prompt inputs to be analyzed after the fact.  

Input validation and filtering systems attempt to intervene earlier, inspecting prompts before they reach the model. These controls look for known jailbreak patterns, language indicative of adversarial attacks, or ambiguous instructions which could push the system off course.

Importantly, for a prompt security solution to be accurate and effective, prompts must be continually observed and governed, rather than treated as a point-in-time snapshot.  

Where prompt security breaks down in real environments

In more complex environments, especially those involving multiple agents or extensive tool use, AI security becomes harder to define and control.

Agent-to-Agent communications can be harder to monitor and trace as these happen without direct user interaction. Communication between agents can create routes for potential context leakage between agents, unintentional privilege escalation, or even data leakage from a higher privileged agent to a lower privileged one.

Risk is shaped not just by what is asked, but by the conditions in which that prompt operates and the actions an agent takes. Controls at the orchestration layer are starting to reflect this reality. Techniques such as context isolation, scoped memory, and role-based boundaries aim to limit how far a prompt’s influence can extend.  

Furthermore, Shadow AI usage can be difficult to monitor. AI systems that are deployed outside of formal governance structures and Generative AI systems hosted on unknown endpoints can fly under the radar and can go unseen by monitoring tools, leaving a critical opening where adversarial prompts may go undetected. Darktrace / SECURE AI features comprehensive detection of Shadow AI usage, helping organizations identify potential risk areas.

How prompt security fits in a broader AI risk model

Prompt security is an important starting point, but it is not a complete security strategy. As AI systems become more integrated into enterprise environments, the risks extend to what resources the system can access, how it interprets context, and what actions it is allowed to take across connected tools and workflows.

This creates a gap between visibility and control. Prompt security alone allows security teams to observe prompt activity but falls short of creating a clear understanding of how that activity translates into real-world impact across the organization.

Closing that gap requires a broader approach, one that connects signals across human and AI agent identities, SaaS, cloud, and endpoint environments. It means understanding not just how an AI system is being used, but how that usage interacts with the rest of the digital estate.

Prompt security, in that sense, is less of a standalone solution and more of an entry point into a larger problem: securing AI across the enterprise as a whole.

Explore how Darktrace / SECURE AI brings prompt security to enterprises

Darktrace brings more than a decade of AI expertise, built on an enterprise‑wide platform designed to operate in and understand the behaviors of the complex, ambiguous environments where today’s AI now lives. With Darktrace / SECURE AI, enterprises can safely adopt, manage, monitor, and build AI within their business.  

Learn about Darktrace / SECURE AI here.

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Jamie Bali
Technical Author (AI) Developer

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May 20, 2026

State of AI Cybersecurity 2026: 77% of security stacks include AI, but trust is lagging

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Findings in this blog are taken from Darktrace’s annual State of AI Cybersecurity Report 2026.

AI is a contributing member of nearly every modern cybersecurity team. As we discussed earlier in this blog series, rapid AI adoption is expanding the attack surface in ways that security professionals have never before experienced while also empowering attackers to operate at unprecedented speed and scale. It’s only logical that defenders are harnessing the power of AI to fight back.

After all, AI can help cybersecurity teams spot the subtle signs of novel threats before humans can, investigate events more quickly and thoroughly, and automate response. But although AI has been widely adopted, this technology is also frequently misunderstood, and occasionally viewed with suspicion.

For CISOs, the cybersecurity marketplace can be noisy. Making sense of competing vendors’ claims to distinguish the solutions that truly deliver on AI’s full potential from those that do not isn’t always easy. Without a nuanced understanding of the different types of AI used across the cybersecurity stack, it is difficult to make informed decisions about which vendors to work with or how to gain the most value from their solutions. Many security leaders are turning to Managed Security Service Providers (MSSPs) for guidance and support.

The right kinds of AI in the right places?

Back in 2024, when we first conducted this annual survey, more than a quarter of respondents were only vaguely familiar with generative AI or hadn’t heard of it at all. Today, GenAI plays a role in 77% of security stacks. This percentage marks a rapid increase in both awareness and adoption over a relatively short period of time.

According to security professionals, different types of AI are widely integrated into cybersecurity tooling:

  • 67% report that their organization’s security stack uses supervised machine learning
  • 67% report that theirs uses agentic AI
  • 58% report that theirs uses natural language processing (NLP)
  • 35% report that theirs uses unsupervised machine learning

But their responses suggest that organizations aren’t always using the most valuable types of AI for the most relevant use cases.

Despite all the recent attention AI has gotten, supervised machine learning isn’t new. Cybersecurity vendors have been experimenting with models trained on hand-labeled datasets for over a decade. These systems are fed large numbers of examples of malicious activity – for instance, strains of ransomware – and use these examples to generalize common indicators of maliciousness – such as the TTPs of multiple known ransomware strains – so that the models can identify similar attacks in the future. This approach is more effective than signature-based detection, since it isn’t tied to an individual byte sequence or file hash. However, supervised machine learning models can miss patterns or features outside the training data set. When adversarial behavior shifts, these systems can’t easily pivot.

Unsupervised machine learning, by contrast, can identify key patterns and trends in unlabeled data without human input. This enables it to classify information independently and detect anomalies without needing to be taught about past threats. Unsupervised learning can continuously learn about an environment and adapt in real time.

One key distinction between supervised and unsupervised machine learning is that supervised learning algorithms require periodic updating and re-training, whereas unsupervised machine learning trains itself while it works.

The question of trust

Even as AI moves into the mainstream, security professionals are eyeing it with a mix of enthusiasm and caution. Although 89% say they have good visibility into the reasoning behind AI-generated outputs, 74% are limiting AI’s ability to take autonomous action in their SOC until explainability improves. 86% do not allow AI to take even small remediation actions without human oversight.

This model, commonly known as “human in the loop,” is currently the norm across the industry. It seems like a best-of-both-worlds approach that allows teams to experience the benefits of AI-accelerated response without relinquishing control – or needing to trust an AI system.

Keeping humans somewhat in the loop is essential for getting the best out of AI. Analysts will always need to review alerts, make judgement calls, and set guardrails for AI's behavior. Their input helps AI models better understand what “normal” looks like, improving their accuracy over time.

However, relying on human confirmation has real costs – it delays response, increases the cognitive burden analysts must bear, and creates potential coverage gaps when security teams are overwhelmed or unavailable. The traditional model, in which humans monitor and act on every alert, is no longer workable at scale.

If organizations depend too heavily on in-the-loop humans, they risk recreating the very problem AI is meant to solve: backlogs of alerts waiting for analyst review. Removing the human from the loop can buy back valuable time, which analysts can then invest in building a proactive security posture. They can also focus more closely on the most critical incidents, where human attention is truly needed.

Allowing AI to operate autonomously requires trust in its decision-making. This trust can be built gradually over time, with autonomous operations expanding as trust grows. But it also requires knowledge and understanding of AI — what it is, how it works, and how best to deploy it at enterprise scale.

Looking for help in all the right places

To gain access to these capabilities in a way that’s efficient and scalable, growing numbers of security leaders are looking for outsourced support. In fact, 85% of security professionals prefer to obtain new SOC capabilities in the form of a managed service.

This makes sense: Managed Security Service Providers (MSSPs) can deliver deep, continuously available expertise without the cost and complexity of building an in-house team. Outsourcing also allows organizations to scale security coverage up or down as needs change, stay current with evolving threats and regulatory requirements, and leverage AI-native detection and response without needing to manage the AI tools themselves.

Preferences for MSSP-delivered security operations are particularly strong in the education, energy (87%), and healthcare sectors. This makes sense: all are high-value targets for threat actors, and all tend to have limited cybersecurity budgets, so the need for a partner who can deliver affordable access to expertise at scale is strong. Retailers also voiced a strong preference for MSSP-delivered services. These companies are tasked with managing large volumes of consumer personal and financial data, and with transforming an industry traditionally thought of as a late adopter to a vanguard of cyber defense. Technology companies, too, have a marked preference for SOC capabilities delivered by MSSPs. This may simply be because they understand the complexity of the threat landscape – and the advantages of specialized expertise — so well.

In order to help as many organizations as possible – from major enterprises to small and midmarket companies – benefit from enterprise-grade, AI-native security, Darktrace is making it easier for MSSPs to deliver its technology. The ActiveAI Security Portal introduces an alert dashboard designed to increase the speed and efficiency of alert triage, while a new AI-powered managed email security solution is giving MSSPs an edge in the never-ending fight against advanced phishing attacks – helping partners as well as organizations succeed on the frontlines of cyber defense.

Explore the full State of AI Cybersecurity 2026 report for deeper insights into how security leaders are responding to AI-driven risks.

Learn more about securing AI in your enterprise.

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