Blog
/
Network
/
February 23, 2024

Quasar Remote Access Tool and Its Security Risks

Discover how the Quasar remote access tool can become a vulnerability in the wrong hands and strategies to mitigate these risks.
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
Nicole Wong
Cyber Security Analyst
Default blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
23
Feb 2024

The threat of interoperability

As the “as-a-Service” market continues to grow, indicators of compromise (IoCs) and malicious infrastructure are often interchanged and shared between multiple malware strains and attackers. This presents organizations and their security teams with a new threat: interoperability.

Interoperable threats not only enable malicious actors to achieve their objectives more easily by leveraging existing infrastructure and tools to launch new attacks, but the lack of clear attribution often complicates identification for security teams and incident responders, making it challenging to mitigate and contain the threat.

One such threat observed across the Darktrace customer base in late 2023 was Quasar, a legitimate remote administration tool that has becoming increasingly popular for opportunistic attackers in recent years. Working in tandem, the anomaly-based detection of Darktrace DETECT™ and the autonomous response capabilities of Darktrace RESPOND™ ensured that affected customers were promptly made aware of any suspicious activity on the attacks were contained at the earliest possible stage.

What is Quasar?

Quasar is an open-source remote administration tool designed for legitimate use; however, it has evolved to become a popular tool used by threat actors due to its wide array of capabilities.  

How does Quasar work?

For instance, Quasar can perform keylogging, take screenshots, establish a reverse proxy, and download and upload files on a target device [1].  A report released towards the end of 2023 put Quasar back on threat researchers’ radars as it disclosed the new observation of dynamic-link library (DLL) sideloading being used by malicious versions of this tool to evade detection [1].  DLL sideloading involves configuring legitimate Windows software to run a malicious file rather than the legitimate file it usually calls on as the software loads.  The evolving techniques employed by threat actors using Quasar highlights defenders’ need for anomaly-based detections that do not rely on pre-existing knowledge of attacker techniques, and can identify and alert for unusual behavior, even if it is performed by a legitimate application.

Although Quasar has been used by advanced persistent threat (APT) groups for global espionage operations [2], Darktrace observed the common usage of default configurations for Quasar, which appeared to use shared malicious infrastructure, and occurred alongside other non-compliant activity such as BitTorrent use and cryptocurrency mining.  

Quasar Attack Overview and Darktrace Coverage

Between September and October 2023, Darktrace detected multiple cases of malicious Quasar activity across several customers, suggesting probable campaign activity.  

Quasar infections can be difficult to detect using traditional network or host-based tools due to the use of stealthy techniques such as DLL side-loading and encrypted SSL connections for command-and control (C2) communication, that traditional security tools may not be able to identify.  The wide array of capabilities Quasar possesses also suggests that attacks using this tool may not necessarily be modelled against a linear kill chain. Despite this, the anomaly-based detection of Darktrace DETECT allowed it to identify IoCs related to Quasar at multiple stages of the kill chain.

Quasar Initial Infection

During the initial infection stage of a Quasar compromise observed on the network of one customer, Darktrace detected a device downloading several suspicious DLL and executable (.exe) files from multiple rare external sources using the Xmlst user agent, including the executable ‘Eppzjtedzmk[.]exe’.  Analyzing this file using open-source intelligence (OSINT) suggests this is a Quasar payload, potentially indicating this represented the initial infection through DLL sideloading [3].

Interestingly, the Xmlst user agent used to download the Quasar payload has also been associated with Raccoon Stealer, an information-stealing malware that also acts as a dropper for other malware strains [4][5]. The co-occurrence of different malware components is increasingly common across the threat landscape as MaaS operating models increases in popularity, allowing attackers to employ cross-functional components from different strains.

Figure 1: Cyber AI Analyst Incident summarizing the multiple different downloads in one related incident, with technical details for the Quasar payload included. The incident event for Suspicious File Download is also linked to Possible HTTP Command and Control, suggesting escalation of activity following the initial infection.  

Quasar Establishing C2 Communication

During this phase, devices on multiple customer networks were identified making unusual external connections to the IP 193.142.146[.]212, which was not commonly seen in their networks. Darktrace analyzed the meta-properties of these SSL connections without needing to decrypt the content, to alert the usage of an unusual port not typically associated with the SSL protocol, 4782, and the usage of self-signed certificates.  Self-signed certificates do not provide any trust value and are commonly used in malware communications and ill-reputed web servers.  

Further analysis into these alerts using OSINT indicated that 193.142.146[.]212 is a Quasar C2 server and 4782 is the default port used by Quasar [6][7].  Expanding on the self-signed certificate within the Darktrace UI (see Figure 3) reveals a certificate subject and issuer of “CN=Quasar Server CA”, which is also the default self-signed certificate compiled by Quasar [6].

Figure 2: Cyber AI Analyst Incident summarizing the repeated external connections to a rare external IP that was later associated with Quasar.
Figure 3: Device Event Log of the affected device, showing Darktrace’s analysis of the SSL Certificate associated with SSL connections to 193.142.146[.]212.

A number of insights can be drawn from analysis of the Quasar C2 endpoints detected by Darktrace across multiple affected networks, suggesting a level of interoperability in the tooling used by different threat actors. In one instance, Darktrace detected a device beaconing to the endpoint ‘bittorrents[.]duckdns[.]org’ using the aforementioned “CN=Quasar Server CA” certificate. DuckDNS is a dynamic DNS service that could be abused by attackers to redirect users from their intended endpoint to malicious infrastructure, and may be shared or reused in multiple different attacks.

Figure 4: A device’s Model Event Log, showing the Quasar Server CA SSL certificate used in connections to 41.233.139[.]145 on port 5, which resolves via passive replication to ‘bittorrents[.]duckdns[.]org’.  

The sharing of malicious infrastructure among threat actors is also evident as several OSINT sources have also associated the Quasar IP 193.142.146[.]212, detected in this campaign, with different threat types.

While 193.142.146[.]212:4782 is known to be associated with Quasar, 193.142.146[.]212:8808 and 193.142.146[.]212:6606 have been associated with AsyncRAT [11], and the same IP on port 8848 has been associated with RedLineStealer [12].  Aside from the relative ease of using already developed tooling, threat actors may prefer to use open-source malware in order to avoid attribution, making the true identity of the threat actor unclear to incident responders [1][13].  

Quasar Executing Objectives

On multiple customer deployments affected by Quasar, Darktrace detected devices using BitTorrent and performing cryptocurrency mining. While these non-compliant, and potentially malicious, activities are not necessarily specific IoCs for Quasar, they do suggest that affected devices may have had greater attack surfaces than others.

For instance, one affected device was observed initiating connections to 162.19.139[.]184, a known Minergate cryptomining endpoint, and ‘zayprostofyrim[.]zapto[.]org’, a dynamic DNS endpoint linked to the Quasar Botnet by multiple OSINT vendors [9].

Figure 5: A Darktrace DETECT Event Log showing simultaneous connections to a Quasar endpoint and a cryptomining endpoint 162.19.139[.]184.

Not only does cryptocurrency mining use a significant amount of processing power, potentially disrupting an organization’s business operations and racking up high energy bills, but the software used for this mining is often written to a poor standard, thus increasing the attack surfaces of devices using them. In this instance, Quasar may have been introduced as a secondary payload from a user or attacker-initiated download of cryptocurrency mining malware.

Similarly, it is not uncommon for malicious actors to attach malware to torrented files and there were a number of examples of Darktrace detect identifying non-compliant activity, like BitTorrent connections, overlapping with connections to external locations associated with Quasar. It is therefore important for organizations to establish and enforce technical and policy controls for acceptable use on corporate devices, particularly when remote working introduces new risks.  

Figure 6: A device’s Event Log filtered by Model Breaches, showing a device connecting to BitTorrent shortly before making new or repeated connections to unusual endpoints, which were subsequently associated to Quasar.

In some cases observed by Darktrace, devices affected by Quasar were also being used to perform data exfiltration. Analysis of a period of unusual external connections to the aforementioned Quasar C2 botnet server, ‘zayprostofyrim[.]zapto[.]org’, revealed a small data upload, which may have represented the exfiltration of some data to attacker infrastructure.

Darktrace’s Autonomous Response to Quasar Attacks

On customer networks that had Darktrace RESPOND™ enabled in autonomous response mode, the threat of Quasar was mitigated and contained as soon as it was identified by DETECT. If RESPOND is not configured to respond autonomously, these actions would instead be advisory, pending manual application by the customer’s security team.

For example, following the detection of devices downloading malicious DLL and executable files, Darktrace RESPOND advised the customer to block specific connections to the relevant IP addresses and ports. However, as the device was seen attempting to download further files from other locations, RESPOND also suggested enforced a ‘pattern of life’ on the device, meaning it was only permitted to make connections that were part its normal behavior. By imposing a pattern of life, Darktrace RESPOND ensures that a device cannot perform suspicious behavior, while not disrupting any legitimate business activity.

Had RESPOND been configured to act autonomously, these mitigative actions would have been applied without any input from the customer’s security team and the Quasar compromise would have been contained in the first instance.

Figure 7: The advisory actions Darktrace RESPOND initiated to block specific connections to a malicious IP and to enforce the device’s normal patterns of life in response to the different anomalies detected on the device.

In another case, one customer affected by Quasar did have enabled RESPOND to take autonomous action, whilst also integrating it with a firewall. Here, following the detection of a device connecting to a known Quasar IP address, RESPOND initially blocked it from making connections to the IP via the customer’s firewall. However, as the device continued to perform suspicious activity after this, RESPOND escalated its response by blocking all outgoing connections from the device, effectively preventing any C2 activity or downloads.

Figure 8: RESPOND actions triggered to action via integrated firewall and TCP Resets.

Conclusion

When faced with a threat like Quasar that utilizes the infrastructure and tools of both legitimate services and other malicious malware variants, it is essential for security teams to move beyond relying on existing knowledge of attack techniques when safeguarding their network. It is no longer enough for organizations to rely on past attacks to defend against the attacks of tomorrow.

Crucially, Darktrace’s unique approach to threat detection focusses on the anomaly, rather than relying on a static list of IoCs or "known bads” based on outdated threat intelligence. In the case of Quasar, alternative or future strains of the malware that utilize different IoCs and TTPs would still be identified by Darktrace as anomalous and immediately alerted.

By learning the ‘normal’ for devices on a customer’s network, Darktrace DETECT can recognize the subtle deviations in a device’s behavior that could indicate an ongoing compromise. Darktrace RESPOND is subsequently able to follow this up with swift and targeted actions to contain the attack and prevent it from escalating further.

Credit to Nicole Wong, Cyber Analyst, Vivek Rajan Cyber Analyst

Appendices

Darktrace DETECT Model Breaches

  • Anomalous Connection / Multiple Failed Connections to Rare Endpoint
  • Anomalous Connection / Anomalous SSL without SNI to New External
  • Anomalous Connection / Application Protocol on Uncommon Port
  • Anomalous Connection / Rare External SSL Self-Signed
  • Compromise / New or Repeated to Unusual SSL Port
  • Compromise / Beaconing Activity To External Rare
  • Compromise / High Volume of Connections with Beacon Score
  • Compromise / Large Number of Suspicious Failed Connections
  • Unusual Activity / Unusual External Activity

List of IoCs

IP:Port

193.142.146[.]212:4782 -Quasar C2 IP and default port

77.34.128[.]25: 8080 - Quasar C2 IP

Domain

zayprostofyrim[.]zapto[.]org - Quasar C2 Botnet Endpoint

bittorrents[.]duckdns[.]org - Possible Quasar C2 endpoint

Certificate

CN=Quasar Server CA - Default certificate used by Quasar

Executable

Eppzjtedzmk[.]exe - Quasar executable

IP Address

95.214.24[.]244 - Quasar C2 IP

162.19.139[.]184 - Cryptocurrency Miner IP

41.233.139[.]145[VR1] [NW2] - Possible Quasar C2 IP

MITRE ATT&CK Mapping

Command and Control

T1090.002: External Proxy

T1071.001: Web Protocols

T1571: Non-Standard Port

T1001: Data Obfuscation

T1573: Encrypted Channel

T1071: Application Layer Protocol

Resource Development

T1584: Compromise Infrastructure

References

[1] https://thehackernews.com/2023/10/quasar-rat-leverages-dll-side-loading.html

[2] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/cicada-apt10-japan-espionage

[3]https://www.virustotal.com/gui/file/bd275a1f97d1691e394d81dd402c11aaa88cc8e723df7a6aaf57791fa6a6cdfa/community

[4] https://twitter.com/g0njxa/status/1691826188581298389

[5] https://www.linkedin.com/posts/grjk83_raccoon-stealer-announce-return-after-hiatus-activity-7097906612580802560-1aj9

[6] https://community.netwitness.com/t5/netwitness-community-blog/using-rsa-netwitness-to-detect-quasarrat/ba-p/518952

[7] https://www.cisa.gov/news-events/analysis-reports/ar18-352a

[8]https://any.run/report/6cf1314c130a41c977aafce4585a144762d3fb65f8fe493e836796b989b002cb/7ac94b56-7551-4434-8e4f-c928c57327ff

[9] https://threatfox.abuse.ch/ioc/891454/

[10] https://www.virustotal.com/gui/ip-address/41.233.139.145/relations

[11] https://raw.githubusercontent.com/stamparm/maltrail/master/trails/static/malware/asyncrat.txt

[12] https://sslbl.abuse.ch/ssl-certificates/signature/RedLineStealer/

[13] https://www.botconf.eu/botconf-presentation-or-article/hunting-the-quasar-family-how-to-hunt-a-malware-family/

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
Nicole Wong
Cyber Security Analyst

More in this series

No items found.

Blog

/

Network

/

October 9, 2025

Inside Akira’s SonicWall Campaign: Darktrace’s Detection and Response

akira sonicwallDefault blog imageDefault blog image

Introduction: Background on Akira SonicWall campaign

Between July and August 2025, security teams worldwide observed a surge in Akira ransomware incidents involving SonicWall SSL VPN devices [1]. Initially believed to be the result of an unknown zero-day vulnerability, SonicWall later released an advisory announcing that the activity was strongly linked to a previously disclosed vulnerability, CVE-2024-40766, first identified over a year earlier [2].

On August 20, 2025, Darktrace observed unusual activity on the network of a customer in the US. Darktrace detected a range of suspicious activity, including network scanning and reconnaissance, lateral movement, privilege escalation, and data exfiltration. One of the compromised devices was later identified as a SonicWall virtual private network (VPN) server, suggesting that the incident was part of the broader Akira ransomware campaign targeting SonicWall technology.

As the customer was subscribed to the Managed Detection and Response (MDR) service, Darktrace’s Security Operations Centre (SOC) team was able to rapidly triage critical alerts, restrict the activity of affected devices, and notify the customer of the threat. As a result, the impact of the attack was limited - approximately 2 GiB of data had been observed leaving the network, but any further escalation of malicious activity was stopped.

Threat Overview

CVE-2024-40766 and other misconfigurations

CVE-2024-40766 is an improper access control vulnerability in SonicWall’s SonicOS, affecting Gen 5, Gen 6, and Gen 7 devices running SonicOS version 7.0.1 5035 and earlier [3]. The vulnerability was disclosed on August 23, 2024, with a patch released the same day. Shortly after, it was reported to be exploited in the wild by Akira ransomware affiliates and others [4].

Almost a year later, the same vulnerability is being actively targeted again by the Akira ransomware group. In addition to exploiting unpatched devices affected by CVE-2024-40766, security researchers have identified three other risks potentially being leveraged by the group [5]:

*The Virtual Office Portal can be used to initially set up MFA/TOTP configurations for SSLVPN users.

Thus, even if SonicWall devices were patched, threat actors could still target them for initial access by reusing previously stolen credentials and exploiting other misconfigurations.

Akira Ransomware

Akira ransomware was first observed in the wild in March 2023 and has since become one of the most prolific ransomware strains across the threat landscape [6]. The group operates under a Ransomware-as-a-Service (RaaS) model and frequently uses double extortion tactics, pressuring victims to pay not only to decrypt files but also to prevent the public release of sensitive exfiltrated data.

The ransomware initially targeted Windows systems, but a Linux variant was later observed targeting VMware ESXi virtual machines [7]. In 2024, it was assessed that Akira would continue to target ESXi hypervisors, making attacks highly disruptive due to the central role of virtualisation in large-scale cloud deployments. Encrypting the ESXi file system enables rapid and widespread encryption with minimal lateral movement or credential theft. The lack of comprehensive security protections on many ESXi hypervisors also makes them an attractive target for ransomware operators [8].

Victimology

Akira is known to target organizations across multiple sectors, most notably those in manufacturing, education, and healthcare. These targets span multiple geographic regions, including North America, Latin America, Europe and Asia-Pacific [9].

Geographical distribution of organization’s affected by Akira ransomware in 2025 [9].
Figure 1: Geographical distribution of organization’s affected by Akira ransomware in 2025 [9].

Common Tactics, Techniques and Procedures (TTPs) [7][10]

Initial Access
Targets remote access services such as RDP and VPN through vulnerability exploitation or stolen credentials.

Reconnaissance
Uses network scanning tools like SoftPerfect and Advanced IP Scanner to map the environment and identify targets.

Lateral Movement
Moves laterally using legitimate administrative tools, typically via RDP.

Persistence
Employs techniques such as Kerberoasting and pass-the-hash, and tools like Mimikatz to extract credentials. Known to create new domain accounts to maintain access.

Command and Control
Utilizes remote access tools including AnyDesk, RustDesk, Ngrok, and Cloudflare Tunnel.

Exfiltration
Uses tools such as FileZilla, WinRAR, WinSCP, and Rclone. Data is exfiltrated via protocols like FTP and SFTP, or through cloud storage services such as Mega.

Darktrace’s Coverage of Akira ransomware

Reconnaissance

Darktrace first detected of unusual network activity around 05:10 UTC, when a desktop device was observed performing a network scan and making an unusual number of DCE-RPC requests to the endpoint mapper (epmapper) service. Network scans are typically used to identify open ports, while querying the epmapper service can reveal exposed RPC services on the network.

Multiple other devices were also later seen with similar reconnaissance activity, and use of the Advanced IP Scanner tool, indicated by connections to the domain advanced-ip-scanner[.]com.

Lateral movement

Shortly after the initial reconnaissance, the same desktop device exhibited unusual use of administrative tools. Darktrace observed the user agent “Ruby WinRM Client” and the URI “/wsman” as the device initiated a rare outbound Windows Remote Management (WinRM) connection to two domain controllers (REDACTED-dc1 and REDACTED-dc2). WinRM is a Microsoft service that uses the WS-Management (WSMan) protocol to enable remote management and control of network devices.

Darktrace also observed the desktop device connecting to an ESXi device (REDACTED-esxi1) via RDP using an LDAP service credential, likely with administrative privileges.

Credential access

At around 06:26 UTC, the desktop device was seen fetching an Active Directory certificate from the domain controller (REDACTED-dc1) by making a DCE-RPC request to the ICertPassage service. Shortly after, the device made a Kerberos login using the administrative credential.

Figure 3: Darktrace’s detection of the of anomalous certificate download and subsequent Kerberos login.

Further investigation into the device’s event logs revealed a chain of connections that Darktrace’s researchers believe demonstrates a credential access technique known as “UnPAC the hash.”

This method begins with pre-authentication using Kerberos’ Public Key Cryptography for Initial Authentication (PKINIT), allowing the client to use an X.509 certificate to obtain a Ticket Granting Ticket (TGT) from the Key Distribution Center (KDC) instead of a password.

The next stage involves User-to-User (U2U) authentication when requesting a Service Ticket (ST) from the KDC. Within Darktrace's visibility of this traffic, U2U was indicated by the client and service principal names within the ST request being identical. Because PKINIT was used earlier, the returned ST contains the NTLM hash of the credential, which can then be extracted and abused for lateral movement or privilege escalation [11].

Flowchart of Kerberos PKINIT pre-authentication and U2U authentication [12].
Figure 4: Flowchart of Kerberos PKINIT pre-authentication and U2U authentication [12].
Figure 5: Device event log showing the Kerberos Login and Kerberos Ticket events.

Analysis of the desktop device’s event logs revealed a repeated sequence of suspicious activity across multiple credentials. Each sequence included a DCE-RPC ICertPassage request to download a certificate, followed by a Kerberos login event indicating PKINIT pre-authentication, and then a Kerberos ticket event consistent with User-to-User (U2U) authentication.

Darktrace identified this pattern as highly unusual. Cyber AI Analyst determined that the device used at least 15 different credentials for Kerberos logins over the course of the attack.

By compromising multiple credentials, the threat actor likely aimed to escalate privileges and facilitate further malicious activity, including lateral movement. One of the credentials obtained via the “UnPAC the hash” technique was later observed being used in an RDP session to the domain controller (REDACTED-dc2).

C2 / Additional tooling

At 06:44 UTC, the domain controller (REDACTED-dc2) was observed initiating a connection to temp[.]sh, a temporary cloud hosting service. Open-source intelligence (OSINT) reporting indicates that this service is commonly used by threat actors to host and distribute malicious payloads, including ransomware [13].

Shortly afterward, the ESXi device was observed downloading an executable named “vmwaretools” from the rare external endpoint 137.184.243[.]69, using the user agent “Wget.” The repeated outbound connections to this IP suggest potential command-and-control (C2) activity.

Cyber AI Analyst investigation into the suspicious file download and suspected C2 activity between the ESXI device and the external endpoint 137.184.243[.]69.
Figure 6: Cyber AI Analyst investigation into the suspicious file download and suspected C2 activity between the ESXI device and the external endpoint 137.184.243[.]69.
Packet capture (PCAP) of connections between the ESXi device and 137.184.243[.]69.
Figure 7: Packet capture (PCAP) of connections between the ESXi device and 137.184.243[.]69.

Data exfiltration

The first signs of data exfiltration were observed at around 7:00 UTC. Both the domain controller (REDACTED-dc2) and a likely SonicWall VPN device were seen uploading approximately 2 GB of data via SSH to the rare external endpoint 66.165.243[.]39 (AS29802 HVC-AS). OSINT sources have since identified this IP as an indicator of compromise (IoC) associated with the Akira ransomware group, known to use it for data exfiltration [14].

Cyber AI Analyst incident view highlighting multiple unusual events across several devices on August 20. Notably, it includes the “Unusual External Data Transfer” event, which corresponds to the anomalous 2 GB data upload to the known Akira-associated endpoint 66.165.243[.]39.
Figure 8: Cyber AI Analyst incident view highlighting multiple unusual events across several devices on August 20. Notably, it includes the “Unusual External Data Transfer” event, which corresponds to the anomalous 2 GB data upload to the known Akira-associated endpoint 66.165.243[.]39.

Cyber AI Analyst

Throughout the course of the attack, Darktrace’s Cyber AI Analyst autonomously investigated the anomalous activity as it unfolded and correlated related events into a single, cohesive incident. Rather than treating each alert as isolated, Cyber AI Analyst linked them together to reveal the broader narrative of compromise. This holistic view enabled the customer to understand the full scope of the attack, including all associated activities and affected assets that might otherwise have been dismissed as unrelated.

Overview of Cyber AI Analyst’s investigation, correlating all related internal and external security events across affected devices into a single pane of glass.
Figure 9: Overview of Cyber AI Analyst’s investigation, correlating all related internal and external security events across affected devices into a single pane of glass.

Containing the attack

In response to the multiple anomalous activities observed across the network, Darktrace's Autonomous Response initiated targeted mitigation actions to contain the attack. These included:

  • Blocking connections to known malicious or rare external endpoints, such as 137.184.243[.]69, 66.165.243[.]39, and advanced-ip-scanner[.]com.
  • Blocking internal traffic to sensitive ports, including 88 (Kerberos), 3389 (RDP), and 49339 (DCE-RPC), to disrupt lateral movement and credential abuse.
  • Enforcing a block on all outgoing connections from affected devices to contain potential data exfiltration and C2 activity.
Autonomous Response actions taken by Darktrace on an affected device, including the blocking of malicious external endpoints and internal service ports.
Figure 10: Autonomous Response actions taken by Darktrace on an affected device, including the blocking of malicious external endpoints and internal service ports.

Managed Detection and Response

As this customer was an MDR subscriber, multiple Enhanced Monitoring alerts—high-fidelity models designed to detect activity indicative of compromise—were triggered across the network. These alerts prompted immediate investigation by Darktrace’s SOC team.

Upon determining that the activity was likely linked to an Akira ransomware attack, Darktrace analysts swiftly acted to contain the threat. At around 08:05 UTC, devices suspected of being compromised were quarantined, and the customer was promptly notified, enabling them to begin their own remediation procedures without delay.

A wider campaign?

Darktrace’s SOC and Threat Research teams identified at least three additional incidents likely linked to the same campaign. All targeted organizations were based in the US, spanning various industries, and each have indications of using SonicWall VPN, indicating it had likely been targeted for initial access.

Across these incidents, similar patterns emerged. In each case, a suspicious executable named “vmwaretools” was downloaded from the endpoint 85.239.52[.]96 using the user agent “Wget”, bearing some resemblance to the file downloads seen in the incident described here. Data exfiltration was also observed via SSH to the endpoints 107.155.69[.]42 and 107.155.93[.]154, both of which belong to the same ASN also seen in the incident described in this blog: S29802 HVC-AS. Notably, 107.155.93[.]154 has been reported in OSINT as an indicator associated with Akira ransomware activity [15]. Further recent Akira ransomware cases have been observed involving SonicWall VPN, where no similar executable file downloads were observed, but SSH exfiltration to the same ASN was. These overlapping and non-overlapping TTPs may reflect the blurring lines between different affiliates operating under the same RaaS.

Lessons from the campaign

This campaign by Akira ransomware actors underscores the critical importance of maintaining up-to-date patching practices. Threat actors continue to exploit previously disclosed vulnerabilities, not just zero-days, highlighting the need for ongoing vigilance even after patches are released. It also demonstrates how misconfigurations and overlooked weaknesses can be leveraged for initial access or privilege escalation, even in otherwise well-maintained environments.

Darktrace’s observations further reveal that ransomware actors are increasingly relying on legitimate administrative tools, such as WinRM, to blend in with normal network activity and evade detection. In addition to previously documented Kerberos-based credential access techniques like Kerberoasting and pass-the-hash, this campaign featured the use of UnPAC the hash to extract NTLM hashes via PKINIT and U2U authentication for lateral movement or privilege escalation.

Credit to Emily Megan Lim (Senior Cyber Analyst), Vivek Rajan (Senior Cyber Analyst), Ryan Traill (Analyst Content Lead), and Sam Lister (Specialist Security Researcher)

Appendices

Darktrace Model Detections

Anomalous Connection / Active Remote Desktop Tunnel

Anomalous Connection / Data Sent to Rare Domain

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous Connection / Possible Data Staging and External Upload

Anomalous Connection / Rare WinRM Incoming

Anomalous Connection / Rare WinRM Outgoing

Anomalous Connection / Uncommon 1 GiB Outbound

Anomalous Connection / Unusual Admin RDP Session

Anomalous Connection / Unusual Incoming Long Remote Desktop Session

Anomalous Connection / Unusual Incoming Long SSH Session

Anomalous Connection / Unusual Long SSH Session

Anomalous File / EXE from Rare External Location

Anomalous Server Activity / Anomalous External Activity from Critical Network Device

Anomalous Server Activity / Outgoing from Server

Anomalous Server Activity / Rare External from Server

Compliance / Default Credential Usage

Compliance / High Priority Compliance Model Alert

Compliance / Outgoing NTLM Request from DC

Compliance / SSH to Rare External Destination

Compromise / Large Number of Suspicious Successful Connections

Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

Device / Anomalous Certificate Download Activity

Device / Anomalous SSH Followed By Multiple Model Alerts

Device / Anonymous NTLM Logins

Device / Attack and Recon Tools

Device / ICMP Address Scan

Device / Large Number of Model Alerts

Device / Network Range Scan

Device / Network Scan

Device / New User Agent To Internal Server

Device / Possible SMB/NTLM Brute Force

Device / Possible SMB/NTLM Reconnaissance

Device / RDP Scan

Device / Reverse DNS Sweep

Device / Suspicious SMB Scanning Activity

Device / UDP Enumeration

Unusual Activity / Unusual External Data to New Endpoint

Unusual Activity / Unusual External Data Transfer

User / Multiple Uncommon New Credentials on Device

User / New Admin Credentials on Client

User / New Admin Credentials on Server

Enhanced Monitoring Models

Compromise / Anomalous Certificate Download and Kerberos Login

Device / Initial Attack Chain Activity

Device / Large Number of Model Alerts from Critical Network Device

Device / Multiple Lateral Movement Model Alerts

Device / Suspicious Network Scan Activity

Unusual Activity / Enhanced Unusual External Data Transfer

Antigena/Autonomous Response Models

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

Antigena / Network / External Threat / Antigena Suspicious Activity Block

Antigena / Network / External Threat / Antigena Suspicious File Block

Antigena / Network / Insider Threat / Antigena Large Data Volume Outbound Block

Antigena / Network / Insider Threat / Antigena Network Scan Block

Antigena / Network / Insider Threat / Antigena Unusual Privileged User Activities Block

Antigena / Network / Manual / Quarantine Device

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

Antigena / Network / Significant Anomaly / Antigena Controlled and Model Alert

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

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

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

Antigena / Network / Significant Anomaly / Antigena Significant Server Anomaly Block

Antigena / Network / Significant Anomaly / Repeated Antigena Alerts

List of Indicators of Compromise (IoCs)

·      66.165.243[.]39 – IP Address – Data exfiltration endpoint

·      107.155.69[.]42 – IP Address – Probable data exfiltration endpoint

·      107.155.93[.]154 – IP Address – Likely Data exfiltration endpoint

·      137.184.126[.]86 – IP Address – Possible C2 endpoint

·      85.239.52[.]96 – IP Address – Likely C2 endpoint

·      hxxp://85.239.52[.]96:8000/vmwarecli  – URL – File download

·      hxxp://137.184.126[.]86:8080/vmwaretools – URL – File download

MITRE ATT&CK Mapping

Initial Access – T1190 – Exploit Public-Facing Application

Reconnaissance – T1590.002 – Gather Victim Network Information: DNS

Reconnaissance – T1590.005 – Gather Victim Network Information: IP Addresses

Reconnaissance – T1592.004 – Gather Victim Host Information: Client Configurations

Reconnaissance – T1595 – Active Scanning

Discovery – T1018 – Remote System Discovery

Discovery – T1046 – Network Service Discovery

Discovery – T1083 – File and Directory Discovery

Discovery – T1135 – Network Share Discovery

Lateral Movement – T1021.001 – Remote Services: Remote Desktop Protocol

Lateral Movement – T1021.004 – Remote Services: SSH

Lateral Movement – T1021.006 – Remote Services: Windows Remote Management

Lateral Movement – T1550.002 – Use Alternate Authentication Material: Pass the Hash

Lateral Movement – T1550.003 – Use Alternate Authentication Material: Pass the Ticket

Credential Access – T1110.001 – Brute Force: Password Guessing

Credential Access – T1649 – Steal or Forge Authentication Certificates

Persistence, Privilege Escalation – T1078 – Valid Accounts

Resource Development – T1588.001 – Obtain Capabilities: Malware

Command and Control – T1071.001 – Application Layer Protocol: Web Protocols

Command and Control – T1105 – Ingress Tool Transfer

Command and Control – T1573 – Encrypted Channel

Collection – T1074 – Data Staged

Exfiltration – T1041 – Exfiltration Over C2 Channel

Exfiltration – T1048 – Exfiltration Over Alternative Protocol

References

[1] https://thehackernews.com/2025/08/sonicwall-investigating-potential-ssl.html

[2] https://www.sonicwall.com/support/notices/gen-7-and-newer-sonicwall-firewalls-sslvpn-recent-threat-activity/250804095336430

[3] https://psirt.global.sonicwall.com/vuln-detail/SNWLID-2024-0015

[4] https://arcticwolf.com/resources/blog/arctic-wolf-observes-akira-ransomware-campaign-targeting-sonicwall-sslvpn-accounts/

[5] https://www.rapid7.com/blog/post/dr-akira-ransomware-group-utilizing-sonicwall-devices-for-initial-access/

[6] https://www.ic3.gov/AnnualReport/Reports/2024_IC3Report.pdf

[7] https://www.cisa.gov/news-events/cybersecurity-advisories/aa24-109a

[8] https://blog.talosintelligence.com/akira-ransomware-continues-to-evolve/

[9] https://www.ransomware.live/map?year=2025&q=akira

[10] https://attack.mitre.org/groups/G1024/
[11] https://labs.lares.com/fear-kerberos-pt2/#UNPAC

[12] https://www.thehacker.recipes/ad/movement/kerberos/unpac-the-hash

[13] https://www.s-rminform.com/latest-thinking/derailing-akira-cyber-threat-intelligence)

[14] https://fieldeffect.com/blog/update-akira-ransomware-group-targets-sonicwall-vpn-appliances

[15] https://arcticwolf.com/resources/blog/arctic-wolf-observes-july-2025-uptick-in-akira-ransomware-activity-targeting-sonicwall-ssl-vpn/

Continue reading
About the author
Emily Megan Lim
Cyber Analyst

Blog

/

Email

/

September 30, 2025

Out of Character: Detecting Vendor Compromise and Trusted Relationship Abuse with Darktrace

vendor email compromiseDefault blog imageDefault blog image

What is Vendor Email Compromise?

Vendor Email Compromise (VEC) refers to an attack where actors breach a third-party provider to exploit their access, relationships, or systems for malicious purposes. The initially compromised entities are often the target’s existing partners, though this can extend to any organization or individual the target is likely to trust.

It sits at the intersection of supply chain attacks and business email compromise (BEC), blending technical exploitation with trust-based deception. Attackers often infiltrate existing conversations, leveraging AI to mimic tone and avoid common spelling and grammar pitfalls. Malicious content is typically hosted on otherwise reputable file sharing platforms, meaning any shared links initially seem harmless.

While techniques to achieve initial access may have evolved, the goals remain familiar. Threat actors harvest credentials, launch subsequent phishing campaigns, attempt to redirect invoice payments for financial gain, and exfiltrate sensitive corporate data.

Why traditional defenses fall short

These subtle and sophisticated email attacks pose unique challenges for defenders. Few busy people would treat an ongoing conversation with a trusted contact with the same level of suspicion as an email from the CEO requesting ‘URGENT ASSISTANCE!’ Unfortunately, many traditional secure email gateways (SEGs) struggle with this too. Detecting an out-of-character email, when it does not obviously appear out of character, is a complex challenge. It’s hardly surprising, then, that 83% of organizations have experienced a security incident involving third-party vendors [1].  

This article explores how Darktrace detected four different vendor compromise campaigns for a single customer, within a two-week period in 2025.  Darktrace / EMAIL successfully identified the subtle indicators that these seemingly benign emails from trusted senders were, in fact, malicious. Due to the configuration of Darktrace / EMAIL in this customer’s environment, it was unable to take action against the malicious emails. However, if fully enabled to take Autonomous Response, it would have held all offending emails identified.

How does Darktrace detect vendor compromise?

The answer lies at the core of how Darktrace operates: anomaly detection. Rather than relying on known malicious rules or signatures, Darktrace learns what ‘normal’ looks like for an environment, then looks for anomalies across a wide range of metrics. Despite the resourcefulness of the threat actors involved in this case, Darktrace identified many anomalies across these campaigns.

Different campaigns, common traits

A wide variety of approaches was observed. Individuals, shared mailboxes and external contractors were all targeted. Two emails originated from compromised current vendors, while two came from unknown compromised organizations - one in an associated industry. The sender organizations were either familiar or, at the very least, professional in appearance, with no unusual alphanumeric strings or suspicious top-level domains (TLDs). Subject line, such as “New Approved Statement From [REDACTED]” and “[REDACTED] - Proposal Document” appeared unremarkable and were not designed to provoke heightened emotions like typical social engineering or BEC attempts.

All emails had been given a Microsoft Spam Confidence Level of 1, indicating Microsoft did not consider them to be spam or malicious [2]. They also passed authentication checks (including SPF, and in some cases DKIM and DMARC), meaning they appeared to originate from an authentic source for the sender domain and had not been tampered with in transit.  

All observed phishing emails contained a link hosted on a legitimate and commonly used file-sharing site. These sites were often convincingly themed, frequently featuring the name of a trusted vendor either on the page or within the URL, to appear authentic and avoid raising suspicion. However, these links served only as the initial step in a more complex, multi-stage phishing process.

A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Figure 1: A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.
Figure 2: Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.

If followed, the recipient would be redirected, sometimes via CAPTCHA, to fake Microsoft login pages designed to capturing credentials, namely http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html and https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html#.

The latter made use of homoglyphs to deceive the user, with a link referencing ‘s3cure0line’, rather than ‘secureonline’. Post-incident investigation using open-source intelligence (OSINT) confirmed that the domains were linked to malicious phishing endpoints [3] [4].

Fake Microsoft login page designed to harvest credentials.
Figure 3: Fake Microsoft login page designed to harvest credentials.
Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.
Figure 4: Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.

Darktrace Anomaly Detection

Some senders were unknown to the network, with no previous outbound or inbound emails. Some had sent the email to multiple undisclosed recipients using BCC, an unusual behavior for a new sender.  

Where the sender organization was an existing vendor, Darktrace recognized out-of-character behavior, in this case it was the first time a link to a particular file-sharing site had been shared. Often the links themselves exhibited anomalies, either being unusually prominent or hidden altogether - masked by text or a clickable image.

Crucially, Darktrace / EMAIL is able to identify malicious links at the time of processing the emails, without needing to visit the URLs or analyze the destination endpoints, meaning even the most convincing phishing pages cannot evade detection – meaning even the most convincing phishing emails cannot evade detection. This sets it apart from many competitors who rely on crawling the endpoints present in emails. This, among other things, risks disruption to user experience, such as unsubscribing them from emails, for instance.

Darktrace was also able to determine that the malicious emails originated from a compromised mailbox, using a series of behavioral and contextual metrics to make the identification. Upon analysis of the emails, Darktrace autonomously assigned several contextual tags to highlight their concerning elements, indicating that the messages contained phishing links, were likely sent from a compromised account, and originated from a known correspondent exhibiting out-of-character behavior.

A summary of the anomalous email, confirming that it contained a highly suspicious link.
Figure 5: Tags assigned to offending emails by Darktrace / EMAIL.

Figure 6: A summary of the anomalous email, confirming that it contained a highly suspicious link.

Out-of-character behavior caught in real-time

In another customer environment around the same time Darktrace / EMAIL detected multiple emails with carefully crafted, contextually appropriate subject lines sent from an established correspondent being sent to 30 different recipients. In many cases, the attacker hijacked existing threads and inserted their malicious emails into an ongoing conversation in an effort to blend in and avoid detection. As in the previous, the attacker leveraged a well-known service, this time ClickFunnels, to host a document containing another malicious link. Once again, they were assigned a Microsoft Spam Confidence Level of 1, indicating that they were not considered malicious.

The legitimate ClickFunnels page used to host a malicious phishing link.
Figure 7: The legitimate ClickFunnels page used to host a malicious phishing link.

This time, however, the customer had Darktrace / EMAIL fully enabled to take Autonomous Response against suspicious emails. As a result, when Darktrace detected the out-of-character behavior, specifically, the sharing of a link to a previously unused file-sharing domain, and identified the likely malicious intent of the message, it held the email, preventing it from reaching recipients’ inboxes and effectively shutting down the attack.

Figure 8: Darktrace / EMAIL’s detection of malicious emails inserted into an existing thread.*

*To preserve anonymity, all real customer names, email addresses, and other identifying details have been redacted and replaced with fictitious placeholders.

Legitimate messages in the conversation were assigned an Anomaly Score of 0, while the newly inserted malicious emails identified and were flagged with the maximum score of 100.

Key takeaways for defenders

Phishing remains big business, and as the landscape evolves, today’s campaigns often look very different from earlier versions. As with network-based attacks, threat actors are increasingly leveraging legitimate tools and exploiting trusted relationships to carry out their malicious goals, often staying under the radar of security teams and traditional email defenses.

As attackers continue to exploit trusted relationships between organizations and their third-party associates, security teams must remain vigilant to unexpected or suspicious email activity. Protecting the digital estate requires an email solution capable of identifying malicious characteristics, even when they originate from otherwise trusted senders.

Credit to Jennifer Beckett (Cyber Analyst), Patrick Anjos (Senior Cyber Analyst), Ryan Traill (Analyst Content Lead), Kiri Addison (Director of Product)

Appendices

IoC - Type - Description + Confidence  

- http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html#p – fake Microsoft login page

- https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html# - link to domain used in homoglyph attack

MITRE ATT&CK Mapping  

Tactic – Technique – Sub-Technique  

Initial Access - Phishing – (T1566)  

References

1.     https://gitnux.org/third-party-risk-statistics/

2.     https://learn.microsoft.com/en-us/defender-office-365/anti-spam-spam-confidence-level-scl-about

3.     https://www.virustotal.com/gui/url/5df9aae8f78445a590f674d7b64c69630c1473c294ce5337d73732c03ab7fca2/detection

4.     https://www.virustotal.com/gui/url/695d0d173d1bd4755eb79952704e3f2f2b87d1a08e2ec660b98a4cc65f6b2577/details

The content provided in this blog is published by Darktrace for general informational purposes only and reflects our understanding of cybersecurity topics, trends, incidents, and developments at the time of publication. While we strive to ensure accuracy and relevance, the information is provided “as is” without any representations or warranties, express or implied. Darktrace makes no guarantees regarding the completeness, accuracy, reliability, or timeliness of any information presented and expressly disclaims all warranties.

Nothing in this blog constitutes legal, technical, or professional advice, and readers should consult qualified professionals before acting on any information contained herein. Any references to third-party organizations, technologies, threat actors, or incidents are for informational purposes only and do not imply affiliation, endorsement, or recommendation.

Darktrace, its affiliates, employees, or agents shall not be held liable for any loss, damage, or harm arising from the use of or reliance on the information in this blog.

The cybersecurity landscape evolves rapidly, and blog content may become outdated or superseded. We reserve the right to update, modify, or remove any content

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