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Big game hunting: How Ryuk ransomware takes down its imposing targets

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01
Oct 2019
01
Oct 2019
Catching sophisticated, long-haul attacks requires AI-powered tools that learn what’s normal for each unique user and device.

In recent years, cyber-criminals have increasingly directed their efforts toward sophisticated, long-haul attacks against major companies — a tactic known as “big game hunting.” Unlike standardized phishing campaigns that aim to deliver malware en masse, big game hunting involves exploiting the particular vulnerabilities of a single, high-value target. Catching such attacks requires AI-powered tools that learn what’s normal for each unique user and device, thereby shining a light on the subtle signs of unusual activity that they introduce.

In the threat detailed below, cyber-criminals targeted a major firm with Ryuk ransomware, which Darktrace observed during a trial deployment period. Leveraged very often in the final stage of such tailored attacks, Ryuk encrypts only crucial assets in each targeted environment that the attackers have handpicked. Here’s how this particular incident unfolded, as well as how AI Autonomous Response technology, if in active mode, would have contained the threat in seconds:

Incident overview

Figure 1: Clustering of alerts during intrusion (top right)

Rooted in its evolving understanding of ‘self’ for the targeted firm, Darktrace AI flagged myriad instances of anomalous behavior over the course of the incident — each represented by a dot in the visualization above. The anomalous activity is organized vertically according to how unusual each behavior was in comparison to “normal” for the users and devices involved. The colored dots represent particularly high-confidence detections, which should have prompted immediate investigation by the security team.

Compromised admin keys

The first sign of attack was the highly unusual use of an administrator account not previously seen on the network, suggesting that the attackers had gained access to the account outside the limited scope of the Darktrace trial before moving laterally to the monitored environments. Had Darktrace been deployed across the digital infrastructure, the initial hijacking of the account would have been obvious right away. Nevertheless, Darktrace alerted on the anomalous admin session repeatedly and in real time, as shown below:

Figure 2: Strong detections of compromised admin credential

This behavior is typical of big game hunting. Rather than firing their payload straight away upon accessing the network, the attackers engaged in a longer-term compromise to attain the best position for a crippling attack.

Infiltration via TrickBot

Darktrace then detected the infamous TrickBot banking trojan being downloaded onto the network. While the attacker already had access via the compromised admin credentials, Trickbot was used as a loader for further malicious files and as an additional command & control (C&C) channel. Among the most common post-exploitation steps were:

Figure 3: Detection of later-stage Trickbot download

Command & Control communication

Once the Trickbot infection had begun, Darktrace observed C&C communication back to the attackers. And whereas many devices exhibited anomalous behavior, Darktrace pinpointed one such device at the nexus of the infection. The below image illustrates the plethora of suspicious connections detected on this single device:

Figure 4: Every coloured dot represents a Darktrace detection — very obvious chains of malicious activity is seen above

Using TLS Fingerprinting — also called JA3, the subject of a previous blog post — Darktrace detected a new piece of software making encrypted connections from this device to multiple unusual destinations, a behavior known as beaconing.

Figure 5: The communication in this graph is filtered down to unusual TLS connections — clearly showing a spike in communication during the compromise

Ransomware encryption commences

Following the establishment of the connection with the C&C infrastructure, the Ryuk ransomware was finally deployed. During this “noisy” period with many suspicious SMB activities, Darktrace even more clearly indicated the seriousness and extent of the attack:

Figure 6: A sample of different, non-signature dependant Ransomware detections that fired

In just 12 hours, Ryuk had encrypted more than 200,000 files. The entire incident took place over 36 hours — after that, the company shut down its network to prevent further damage.

Ransomware retrospective

Following the incident, the business traced the initial compromise back to a part of their network in another country that Darktrace did not have visibility over during this trial period. The infection spread until it reached a recently installed file server that Darktrace was, in fact, monitoring. The attacker likely got access to an administrative account that had been used to build this server and, at that point, they had the access needed to fire the Ryuk ransomware.

This incident put Darktrace in the unique position of observing a ransomware attack wherein none of the alerts were seen or actioned by the internal IT team, demonstrating what such an attack can do absent any intervention and response. Had the company actively monitored its Darktrace deployment, the security team would have received and actioned the alerts in real time, as its thousands of users do on a daily basis.

Autonomous Response to the rescue

Had the firm deployed Autonomous Response technology, the lack of attention afforded to Darktrace’s alerts would not have mattered. Whereas four hours passed from the executable download to the first encrypted file, Autonomous Response would have neutralized the threat within seconds, preventing widespread damage and giving the security team the crucial time to catch up.

The screenshot below shows an excerpt of Darktrace’s detections at the beginning of the file server compromise. The detections are listed in chronological order from bottom to top, along with the action that Darktrace’s AI Autonomous Response tool, Antigena, would have taken:

In sum, Antigena would have taken appropriate action by enforcing normal behavior, rather than applying a binary block (e.g. completely quarantining the device) as legacy tools would.

To learn how Antigena neutralizes threats without interrupting normal business operations, check out our in-depth white paper: The Evolution of Autonomous Response: Fighting Back in a New Era of Cyber-Threat.

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.
AUTHOR
ABOUT ThE AUTHOR
Max Heinemeyer
Chief Product Officer

Max is a cyber security expert with over a decade of experience in the field, specializing in a wide range of areas such as Penetration Testing, Red-Teaming, SIEM and SOC consulting and hunting Advanced Persistent Threat (APT) groups. At Darktrace, Max is closely involved with Darktrace’s strategic customers & prospects. He works with the R&D team at Darktrace, shaping research into new AI innovations and their various defensive and offensive applications. Max’s insights are regularly featured in international media outlets such as the BBC, Forbes and WIRED. Max holds an MSc from the University of Duisburg-Essen and a BSc from the Cooperative State University Stuttgart in International Business Information Systems.

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Inside the SOC

Gootloader Malware: Detecting and Containing Multi-Functional Threats with Darktrace

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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 DETECT™ 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 RESPOND™ 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 DETECT’s detection of this suspicious SMB scanning activity, Darktrace RESPOND 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 DETECT identifying suspicious SMB scanning activity and the corresponding RESPOND 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 RESPOND was in place to quickly intervene in response to these suspicious external connection attempts. Over the course of several days, RESPOND blocked the offending device from connecting to suspicious endpoints via port 443 and enforced its pattern of life. These autonomous actions by RESPOND 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 RESPOND 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 RESPOND 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 RESPOND 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

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Ashiq Shafee
Cyber Security Analyst

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Seven Cyber Security Predictions for 2024

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13
Feb 2024

2024 Cyber Threat Predictions

After analyzing the observed threats and trends that have affected customers across the Darktrace fleet in the second half of 2023, the Darktrace Threat Research team have made a series of predictions. These assessments highlight the threats that are expected to impact Darktrace customers and the wider threat landscape in 2024.  

1. Initial access broker malware, especially loader malware, is likely to be a prominent threat.  

Initial access malware such as loaders, information stealers, remote access trojans (RATs), and downloaders, will probably remain some of the most relevant threats to most organizations, especially when noted in the context that many are interoperable, tailorable Malware-as-a-Service (MaaS) tools.  

These types of malware often serve as a gateway for threat actors to compromise a target network before launching subsequent, and often more severe, attacks. Would-be cyber criminals are now able to purchase and deploy these malware without the need for technical expertise.  

2. Infrastructure complexity will increase SaaS attacks and leave cloud environments vulnerable.

The increasing reliance on SaaS solutions and platforms for business operations, coupled with larger attack surfaces than ever before, make it likely that attackers will continue targeting organizations’ cloud environments with account takeovers granting unauthorized access to privileged accounts. These account hijacks can be further exploited to perform a variety of nefarious activities, such as data exfiltration or launching phishing campaigns.  

It is paramount for organizations to not only fortify their SaaS environments with security strategies including multifactor authentication (MFA), regular monitoring of credential usage, and strict access control, but moreover augment SaaS security using anomaly detection.  

3. The prevalence and evolution of ransomware will surge.

The Darktrace Threat Research team anticipates a surge in Ransomware-as-a-Service (RaaS) attacks, marking a shift away from conventional ransomware. The uptick in RaaS observed in 2023 evidences that ransomware itself is becoming increasingly accessible, lowering the barrier to entry for threat actors. This surge also demonstrates how lucrative RaaS is for ransomware operators in the current threat landscape, further reinforcing a rise in RaaS.  

This development is likely to coincide with a pivot away from traditional encryption-centric ransomware tactics towards more sophisticated and advanced extortion methods. Rather than relying solely on encrypting a target’s data for ransom, malicious actors are expected to employ double or even triple extortion strategies, encrypting sensitive data but also threatening to leak or sell stolen data unless their ransom demands are met.  

4. Threat actors will continue to rely on living-off-the-land techniques.

With evolving sophistication of security tools and greater industry adoption of AI techniques, threat actors have focused more and more on living-off-the-land. The extremely high volume of vulnerabilities discovered in 2023 highlights threat actors’ persistent need to compromise trusted organizational mechanisms and infrastructure to gain a foothold in networks. Although inbox intrusions remain prevalent, the exploitation of edge infrastructure has demonstrably expanded compared to previously endpoint-focused attacks.

Given the prevalence of endpoint evasion techniques and the high proportion of tactics utilizing native programs, threat actors will likely progressively live off the land, even utilizing new techniques or vulnerabilities to do so, rather than relying on unidentified malicious programs which evade traditional detection.

5. The “as-a-Service” marketplace will contribute to an increase in multi-phase compromises.

With the increasing “as-a-Service” marketplaces, it is likely that organizations will face more multi-phase compromises, where one strain of malware is observed stealing information and that data is sold to additional threat actors or utilized for second and/or third-stage malware or ransomware.  

This trend builds on the concept of initial access brokers but utilizes basic browser scraping and data harvesting to make as much profit throughout the compromise process as possible. This will likely result in security teams observing multiple malicious tools and strains of malware during incident response and/or multi-functional malware, with attack cycles and kill chains morphing into less linear and more abstract chains of activity. This makes it more essential than ever for security teams to apply an anomaly approach to stay ahead of asymmetric threats.  

6. Generative AI will let attackers phish across language barriers.

Classic phishing scams play a numbers game, targeting as many inboxes as possible and hoping that some users take the bait, even if there are spelling and grammar errors in the email. Now, Generative AI has reduced the barrier for entry, so malicious actors do not have to speak English to produce a convincing phishing email.  

In 2024, we anticipate this to extend to other languages and regions. For example, many countries in Asia have not yet been greatly impacted by phishing. Yet Generative AI continues to develop, with improved data input yielding improved output. More phishing emails will start to be generated in various languages with increasing sophistication.    

7. AI regulation and data privacy rules will stifle AI adoption.

AI regulation, like the European Union’s AI Act and NIS2, is starting to be implemented around the world. As policies continue to come out about AI and data privacy, practical and pragmatic AI adoption becomes more complex.  

Businesses will likely have to take a second look at AI they are adopting into their tech stacks to consider what may happen if a tool is suddenly deprecated because it is no longer fit for purpose or loses the approvals in place. Many will also have to use completely different supply chain evaluations from their usual ones based on developing compliance registrars. This increased complication may make businesses reticent to adopt innovative AI solutions as legislation scrambles to keep up.  

Learn more about observed threat trends and future predictions in the 2023 End of Year Threat Report

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The Darktrace Threat Research Team

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