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February 15, 2024

Detecting & Containing Gootloader Malware

Learn how Darktrace helps detect and contain multi-functional threats like the Gootloader malware. Stay ahead of cyber threats with Darktrace AI solutions.
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
Ashiq Shafee
Cyber Security Analyst
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15
Feb 2024

What is multi-functional malware?

While traditional malware variants were designed with one specific objective in mind, the emergence of multi-functional malware, such as loader malware, means that organizations are likely to be confronted with multiple malicious tools and strains of malware at once. These threats often have non-linear attack patterns and kill chains that can quickly adapt and progress quicker than human security teams are able to react. Therefore, it is more important than ever for organizations to adopt an anomaly approach to combat increasingly versatile and fast-moving threats.

Example of Multi-functional malware

One example of a multi-functional malware recently observed by Darktrace can be seen in Gootloader, a multi-payload loader variant that has been observed in the wild since 2020. It is known to primarily target Windows-based systems across multiple industries in the US, Canada, France, Germany, and South Korea [1].  

How does Gootloader malware work?

Once installed on a target network, Gootloader can download additional malicious payloads that allow threat actors to carry out a range of harmful activities, such as stealing sensitive information or encrypting files for ransom.

The Gootloader malware is known to infect networks via search engine optimization (SEO) poisoning, directing users searching for legitimate documents to compromised websites hosting a malicious payload masquerading as the desired file.

If the malware remains undetected, it paves the way for a second stage payload known as Gootkit, which functions as a banking trojan and information-stealer, or other malware tools including Cobalt Strike and Osiris [2].

Darktrace detection of Gootloader malware

In late 2023, Darktrace observed one instance of Gootloader affecting a customer in the US. Thanks to its anomaly-focused approach, Darktrace quickly identified the anomalous activity surrounding this emerging attack and brought it to the immediate attention of the customer’s security team. All the while, Darktrace's Autonomous Response was in place and able to autonomously intervene, containing the suspicious activity and ensuring the Gootloader compromise could not progress any further.

Autonomous Response was in place and able to autonomously intervene, containing the suspicious activity and ensuring the Gootloader compromise could not progress any further.

In September 2023, Darktrace identified an instance of the Gootloader malware attempting to propagate within the network of a customer in the US. Darktrace identified the first indications of the compromise when it detected a device beaconing to an unusual external location and performing network scanning. Following this, the device was observed making additional command-and-control (C2) connections, before finally downloading an executable (.exe) file which likely represented the download of a further malicious payload.

As this customer had subscribed to the Proactive Notification Service (PTN), the suspicious activity was escalated to the Darktrace Security Operations Center (SOC) for further investigation by Darktrace’s expert analysts. The SOC team were able to promptly triage the incident and advise urgent follow-up actions.

Gootloader Attack Overview

Figure 1: Timeline of Anomalous Activities seen on the breach device.

Initial Beaconing and Scanning Activity

On September 21, 2023, Darktrace observed the first indications of compromise on the network when a device began to make regular connections to an external endpoint that was considered extremely rare for the network, namely ‘analyzetest[.]ir’.

Although the endpoint did not overtly seem malicious in nature (it appeared to be related to laboratory testing), Darktrace recognized that it had never previously been seen on the customer’s network and therefore should be treated with caution.  This initial beaconing activity was just the beginning of the malicious C2 communications, with several additional instances of beaconing detected to numerous suspicious endpoints, including funadhoo.gov[.]mv, tdgroup[.]ru’ and ‘army.mil[.]ng.

Figure 2: Initial beaconing activity detected on the breach device.

Soon thereafter, Darktrace detected the device performing internal reconnaissance, with an unusually large number of connections to other internal locations observed. This scanning activity appeared to primarily be targeting the SMB protocol by scanning port 445.

Within seconds of Darktrace's detection of this suspicious SMB scanning activity, Darktrace's Autonomous Response moved to contain the compromise by blocking the device from connecting to port 445 and enforcing its ‘pattern of life’. Darktrace’s Self-Learning AI enables it to learn a device’s normal behavior and recognize if it deviates from this; by enforcing a pattern of life on an affected device, malicious activity is inhibited but the device is allowed to continue its expected activity, minimizing disruption to business operations.

Figure 3: The breach device Model Breach Event Log showing Darktrace identifying suspicious SMB scanning activity and the corresponding respose actions.

Following the initial detection of this anomalous activity, Darktrace’s Cyber AI Analyst launched an autonomous investigation into the beaconing and scanning activity and was able to connect these seemingly separate events into one incident. AI Analyst analyzes thousands of connections to hundreds of different endpoints at machine speed and then summarizes its findings in a single pane of glass, giving customers the necessary information to assess the threat and begin remediation if necessary. This significantly lessens the burden for human security teams, saving them previous time and resources, while ensuring they maintain full visibility over any suspicious activity on their network.

Figure 4: Cyber AI Analyst incident log summarizing the technical details of the device’s beaconing and scanning behavior.

Beaconing Continues

Darktrace continued to observe the device carrying out beaconing activity over the next few days, likely representing threat actors attempting to establish communication with their malicious infrastructure and setting up a foothold within the customer’s environment. In one such example, the device was seen connecting to the suspicious endpoint ‘fysiotherapie-panken[.]nl’. Multiple open-source intelligence (OSINT) vendors reported this endpoint to be a known malware delivery host [3].

Once again, Darktrace Autonomous Response was in place to quickly intervene in response to these suspicious external connection attempts. Over the course of several days, Darktrace blocked the offending device from connecting to suspicious endpoints via port 443 and enforced its pattern of life. These autonomous actions by Darktrace effectively mitigated and contained the attack, preventing it from escalating further along the kill chain and providing the customer’s security team crucial time to take act and employ their own remediation.

Figure 5: A sample of the Autonomous Response actions that was applied on the affected device.

Possible Payload Retrieval

A few days later, on September 26, 2023, Darktrace observed the affected device attempting to download a Windows Portable Executable via file transfer protocol (FTP) from the external location ‘ftp2[.]sim-networks[.]com’, which had never previously been seen on the network. This download likely represented the next step in the Gootloader infection, wherein additional malicious tooling is downloaded to further cement the malicious actors’ control over the device. In response, Darktrace immediately blocked the device from making any external connections, ensuring it could not download any suspicious files that may have rapidly escalated the attackers’ efforts.

Figure 6: DETECT’s identification of the offending device downloading a suspicious executable file via FTP.

The observed combination of beaconing activity and a suspicious file download triggered an Enhanced Monitoring breach, a high-fidelity DETECT model designed to detect activities that are more likely to be indicative of compromise. These models are monitored by the Darktrace SOC round the clock and investigated by Darktrace’s expert team of analysts as soon as suspicious activity emerges.

In this case, Darktrace’s SOC triaged the emerging activity and sent an additional notice directly to the customer’s security team, informing them of the compromise and advising on next steps. As this customer had subscribed to Darktrace’s Ask the Expert (ATE) service, they also had a team of expert analysts available to them at any time to aid their investigations.

Figure 7: Enhanced Monitoring Model investigated by the Darktrace SOC.

Conclusion

Loader malware variants such as Gootloader often lay the groundwork for further, potentially more severe threats to be deployed within compromised networks. As such, it is crucial for organizations and their security teams to identify these threats as soon as they emerge and ensure they are effectively contained before additional payloads, like information-stealing malware or ransomware, can be downloaded.

In this instance, Darktrace demonstrated its value when faced with a multi-payload threat by detecting Gootloader at the earliest stage and responding to it with swift targeted actions, halting any suspicious connections and preventing the download of any additional malicious tooling.

Darktrace DETECT recognized that the beaconing and scanning activity performed by the affected device represented a deviation from its expected behavior and was indicative of a potential network compromise. Meanwhile, Darktrace ensured that any suspicious activity was promptly shut down, buying crucial time for the customer’s security team to work with Darktrace’s SOC to investigate the threat and quarantine the compromised device.

Credit to: Ashiq Shafee, Cyber Security Analyst, Qing Hong Kwa, Senior Cyber Analyst and Deputy Analyst Team Lead, Singapore

Appendices

Darktrace DETECT Model Detections

Anomalous Connection / Rare External SSL Self-Signed

Device / Suspicious SMB Scanning Activity

Anomalous Connection / Young or Invalid Certificate SSL Connections to Rare

Compromise / High Volume of Connections with Beacon Score

Compromise / Beacon to Young Endpoint

Compromise / Beaconing Activity To External Rare

Compromise / Slow Beaconing Activity To External Rare

Compromise / Beacon for 4 Days

Anomalous Connection / Suspicious Expired SSL

Anomalous Connection / Multiple Failed Connections to Rare Endpoint

Compromise / Sustained SSL or HTTP Increase

Compromise / Large Number of Suspicious Successful Connections

Compromise / Large Number of Suspicious Failed Connections

Device / Large Number of Model Breaches

Anomalous File / FTP Executable from Rare External Location

Device / Initial Breach Chain Compromise

RESPOND Models

Antigena / Network / Significant Anomaly / Antigena Breaches Over Time Block

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

Antigena / Network/Insider Threat/Antigena Network Scan Block

Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Client Block

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / External Threat / Antigena File then New Outbound Block

Antigena / Network / External Threat / Antigena Suspicious Activity Block

List of Indicators of Compromise (IoCs)

Type

Hostname

IoCs + Description

explorer[.]ee - C2 Endpoint

fysiotherapie-panken[.]nl- C2 Endpoint

devcxp2019.theclearingexperience[.]com- C2 Endpoint

campsite.bplaced[.]net- C2 Endpoint

coup2pompes[.]fr- C2 Endpoint

analyzetest[.]ir- Possible C2 Endpoint

tdgroup[.]ru- C2 Endpoint

ciedespuys[.]com- C2 Endpoint

fi.sexydate[.]world- C2 Endpoint

funadhoo.gov[.]mv- C2 Endpoint

geying.qiwufeng[.]com- C2 Endpoint

goodcomix[.]fun- C2 Endpoint

ftp2[.]sim-networks[.]com- Possible Payload Download Host

MITRE ATT&CK Mapping

Tactic – Technique

Reconnaissance - Scanning IP blocks (T1595.001, T1595)

Command and Control - Web Protocols , Application Layer Protocol, One-Way Communication, External Proxy, Non-Application Layer Protocol, Non-Standard Port (T1071.001/T1071, T1071, T1102.003/T1102, T1090.002/T1090, T1095, T1571)

Collection – Man in the Browser (T1185)

Resource Development - Web Services, Malware (T1583.006/T1583, T1588.001/T1588)

Persistence - Browser Extensions (T1176)

References

1.     https://www.blackberry.com/us/en/solutions/endpoint-security/ransomware-protection/gootloader

2.     https://redcanary.com/threat-detection-report/threats/gootloader/

3.     https://www.virustotal.com/gui/domain/fysiotherapie-panken.nl

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
Ashiq Shafee
Cyber Security Analyst

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June 24, 2026

A New Security Challenge: The Curious Case of Prompt Language Analysis

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Why prompt analysis is emerging as a key AI security challenge

If securing AI has been one of the defining cybersecurity conversations of the past year, prompt analysis is quickly becoming one of its most interesting frontiers.

Security leaders are under pressure to understand how AI is being used across the business. In some organizations, that means governing employee use of chatbots. In others, it means overseeing copilots embedded into SaaS platforms, monitoring coding assistants, or assessing the growing footprint of autonomous agents. However different these use cases may appear on the surface, they share a common factor: humans and machines are usually interacting with enterprise systems through language.  

How prompt language differs from traditional security telemetry

For years, defenders have become used to working with familiar forms of telemetry: email traffic, network connections, API calls, endpoint processes, authentication events. Prompt language is different. It is not simply another log source. It is an expression of intent, instruction, curiosity, urgency, and sometimes manipulation. It reflects the end-goal of a user or agent, but not always with enough surrounding context to interpret the risk correctly.

Why existing security approaches only partially explain prompt risk

A growing number of vendors are approaching the task of securing AI from the angle they know best. Perimeter vendors are extending web or browser controls into AI usage. Identity vendors are emphasizing agent permissions and access governance. Data security and DLP providers are focusing on content inspection and exfiltration risk. All of these perspectives matter, but individually can’t fully explain the problem.

The challenge with securing AI is not just that a new application category has emerged. It is that language has become a new operating layer in the enterprise.

Employees now use prompts to summarize documents, generate code, analyze spreadsheets, query internal knowledge, and trigger multi-step actions through agents. In each case, prompt language acts as the interface between human intent and machine execution. That makes prompts incredibly valuable from a security perspective as they can hint at misuse, policy violations, data exposure, or attempts to circumvent controls. However, they can also be deeply ambiguous when viewed in isolation. That ambiguity is the heart of the issue.

Prompts as behavioral signals, not just text to classify

A prompt by itself tells you what was asked. It does not necessarily tell you whether the request is expected, risky, accidental, or entirely legitimate in context. Two nearly identical prompts can carry very different meanings depending on the role and function of who issued them, what systems they can access, and what actions followed. In other words, prompts are not just text to classify. They are behavioral signals to interpret.

Example: How context changes prompt risk entirely

Consider a common enterprise scenario. An employee is pulled into a new project with an aggressive deadline. Almost overnight, their use of AI tools spikes. They begin prompting more frequently, working across unfamiliar documents, querying new data sources, and interacting with more systems than usual to accelerate delivery. Viewed narrowly, this may look suspicious. Prompt volume increases, file access patterns change, API and SaaS activity rise. From some vantage points, it may resemble insider risk or unmanaged AI usage.

But now add context. Imagine that, earlier that day, the employee received instructions from a senior leader asking them to support a time-sensitive initiative. Their communication history shows that this leader is a legitimate reporting-line superior. Their recent collaboration patterns align with the new project team. Their subsequent activity, while unusual for that individual’s baseline, is consistent with the business task they were assigned.

What initially looked like a risk event may actually be a normal response to business pressure. Without the surrounding context of communication, organizational relationships, and broader behavioral patterns, prompt activity alone could generate more noise than insight.

The reverse is also true. A prompt may appear benign on the surface while the context around it suggests elevated risk. A request that seems routine could originate from a compromised user, a newly connected external agent, a shadow AI workflow, or a user acting outside their normal role. The language itself may not contain anything obviously malicious, but the surrounding conditions may tell a very different story.

What security teams need to analyze prompts effectively

The future of prompt analysis is not just about understanding language. It is about understanding language in context.

To do that well, security teams need more than prompt inspection. They need to understand:

  • Who is issuing the prompt, whether human or agent
  • How that identity normally behaves across the enterprise
  • What systems, data, and workflows are connected to the interaction
  • Which relationships and communications explain the surrounding activity
  • Whether the downstream actions align with expected business behavior

When those layers are absent, prompt analysis can become another isolated control surface: useful in theory, but limited in practice. Security teams may detect unusual wording but miss the operational function behind it, overreact to benign changes in behavior, or miss subtle misuse because the prompt itself did not appear dangerous.

How organizations should think about prompt analysis going forward

Security teams have seen this pattern before. In the cloud, posture without runtime context left important gaps. In identity, access control without behavioral understanding missed misuse that looked legitimate on paper. In data security, content inspection without business context often created friction without resolving risk. AI is exposing the same lesson again: controls are strongest when they are coordinated, not isolated. As organizations work to secure AI and identify gaps across their security operations, prompt analysis will become an increasingly important source of insight, but only as part of a broader strategy.

Prompt analysis will undoubtedly become more common, as prompts are one of the clearest windows into how people and agents are using AI systems. However, what matters most is not simply collecting prompts or filtering dangerous phrases, but being able to place that language inside a wider behavioral and operational picture.

Organizations that already have a broader understanding of how work gets done across the enterprise will be better positioned to make sense of prompt language as this category matures. They will be better able to distinguish urgency from abuse, experimentation from exfiltration, and productive AI adoption from hidden risk.

Figure 1: Darktrace / SECURE AI reconstructs the full sequence of events, showing every user and agent interaction in context, with risky prompts highlighted and categorized, including PII, sensitive data, and other policy violations.

At Darktrace, this is the key lesson emerging from the market: prompt language does matter, but it does not stand alone. It is most valuable when treated as a new behavioral input that can enrich understanding across the enterprise, not as a self-contained source of truth.

Why prompts become less useful when analyzed in isolation

The curious case of prompt language analysis, then, is this: the more important prompts become, the less useful they are in a vacuum.

The real opportunity is not just to see what was asked. It is to understand why it was asked, what it meant in that moment, and what happened next.

For a deeper look at how organizations are approaching this challenge from the strengths of prompt analysis to its limitations in isolation see Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches, which expands on the role prompt-level controls play within a broader, context-driven security strategy.

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About the author
Nabil Zoldjalali
VP, Field CISO

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June 23, 2026

Advancing the Use of Frontier AI in Cybersecurity: Darktrace Joins the OpenAI Daybreak Cyber Partner Program to Explore Defensive AI Integrations

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Darktrace joins the OpenAI Daybreak Cyber Partner Program

Today, we announced that Darktrace is joining the OpenAI Daybreak Cyber Partner Program. We’ll be partnering with OpenAI to explore how their cyber capabilities can be integrated within Darktrace products and services to bring new capabilities to our customers.

This partnership is an exciting opportunity to bring together Darktrace’s behavioral AI modelling of the organization with OpenAI’s advanced contextual capabilities to create a new level of understanding for security teams. To understand the impact, it’s helpful to start with how we think about the problem.  

At Darktrace, we built our AI in support of the core belief that cybersecurity needs to understand the business it is defending. That's why our Self-Learning AI is designed to help organizations understand normal and abnormal behavior for each organization across their digital environment, including users and identities, networks and cloud, email and collaboration tools, and now AI systems and agents with the rollout of Darktrace / SECURE AI™.  

Our goal was never simply to spot known attacks faster. It was to help defenders understand how their organization behaves, potential risks and impact, and where disruption could take hold so they could prepare for the unknown threats that they may not have seen or even imagined before.  

That’s exactly what is happening across the threat landscape today. Attacks keep changing; techniques shift, infrastructure evolves, and attackers move with more speed, precision, and context. And now they have even more AI and automation on their side. Attackers are exploiting identities, trusted services, SaaS applications, and business workflows. They are not always breaking in; often, the threat may come from within the organization in the form of insider threat or even rogue agents.  

In this reality, defenders need a combination of deep AI modelling of the organization and AI that can connect identified threats to concrete business context, translating this information into real world value, and allow action before risk becomes disruption.

That is the opportunity we see in partnering with OpenAI.  

What is the OpenAI Daybreak Cyber Partner Program and why is Darktrace joining

The OpenAI Daybreak Cyber Partner Program is focused on advancing the safe use of AI for cybersecurity. As part of the program’s next phase, OpenAI is working with a select group of trusted partners including Darktrace on scoped product integrations, managed services, and partner-delivered defensive capabilities. We’ll be exploring how OpenAI’s advanced frontier AI capabilities can support defenders in the tools and workflows they already use each day.

For Darktrace, this is a natural extension of our expertise and the work we have been doing for a decade: safely and securely applying the most effective AI techniques in combination to understand organizations, detecting malicious activity at the earliest indicators, and helping cyber defenders act faster.  

By using the advanced models and more precise safeguards available in the OpenAI Daybreak Cyber Partner Program, Darktrace and OpenAI will combine Darktrace’s real-time behavioral understanding of an organization's digital estate with OpenAI's ability to interpret wider business context.  

This is a unique and powerful combination of insights that could give organizations deeper context on technical risk and help them prioritize workloads and investigations based on potential impact to revenue, operations, and resilience. It can also provide security teams and executives with intelligence into which events matter most to the business, why they matter, and what action to take. Not just finding, for instance, that an agent is compromised, but highlighting that the compromised agent could shut down order fulfilment within the next three hours.  

Why the Darktrace and OpenAI partnership matters for defenders

Security teams today have more attack surface, more complex environments to protect, and an increasing volume of threats. The ability to act quickly is critical, but they also need to be able to focus on the risks that could have the greatest business impact.

That is especially important as attackers use AI to scale phishing, automate reconnaissance, find weaknesses, and blend into normal business activity. At the same time, organizations and their employees are using AI to innovate, which introduces an even broader attack surface and new set of risks. Defenders need AI that can operate across the same complexity, but safely, transparently, and in service of building more resilience. And they need a way to safely adopt, govern, and defend AI across their organizations.

Joining the OpenAI Daybreak Cyber Partner Program is another step in that direction. We are still early in this work, and we will take a careful, disciplined approach. But the direction is clear: protecting organizations requires AI that understands the business, not just the attack.

At Darktrace, that is exactly where we remain focused and why we are so excited about this partnership with OpenAI.  

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