Learn how Darktrace leveraged generative AI tools to detect and combat phishing email campaigns. Discover how AI is reshaping cybersecurity strategies.
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
Germaine Tan
VP, Security & AI Strategy, Field CISO
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26
Sep 2023
Stopping the bad while allowing the good
Since its inception, email has been regarded as one of the most important tools for businesses, revolutionizing communication and allowing global teams to become even more connected. But besides organizations heavily relying on email for their daily operations, threat actors have also recognized that the inbox is one of the easiest ways to establish an initial foothold on the network.
Today, not only are phishing campaigns and social engineering attacks becoming more prevalent, but the level of sophistication of these attacks are also increasing with the help of generative AI tools that allow for the creation of hyper-realistic emails with minimal errors, effectively lowering the barrier to entry for threat actors. These diverse and stealthy types of attacks evade traditional email security tools based on rules and signatures, because they are less likely to contain the low-sophistication markers of a typical phishing attack.
In a situation where the sky is the limit for attackers and security teams are lean, how can teams equip themselves to tackle these threats? How can they accurately detect increasingly realistic malicious emails and neutralize these threats before it is too late? And importantly, how can email security block these threats while allowing legitimate emails to flow freely?
Instead of relying on past attack data, Darktrace’s Self-Learning AI detects the slightest deviation from a user’s pattern of life and responds autonomously to contain potential threats, stopping novel attacks in their tracks before damage is caused. It doesn’t define ‘good’ and ‘bad’ like traditional email tools, rather it understands each user and what is normal for them – and what’s not.
This blog outlines how Darktrace / EMAIL™ used its understanding of ‘normal’ to accurately detect and respond to a sustained phishing campaign targeting a real-life company.
Responding to a sustained phishing attack
Over the course of 24 hours, Darktrace detected multiple emails containing different subjects, all from different senders to different recipients in one organization. These emails were sent from different IP addresses, but all came from the same autonomous system number (ASN).
Figure 1: The sender freemail addresses and subject lines all followed a certain format. The subject lines followed the format of “<First name> <Last name>”, possibly to induce curiosity. The senders were all freemail accounts and contained first names, last names and some numbers, showing the attempts to make these email addresses appear legitimate.
The emails themselves had many suspicious indicators. All senders had no prior association with the recipient, and the emails generated a high general inducement score. This score is generated by structural and non-specific content analysis of the email – a high score indicates that the email is trying to induce the recipient into taking a particular action, which may lead to account compromise.
Additionally, each email contained a visually prominent link to a file storage service, hidden behind a shortened bit.ly link. The similarities across all these emails pointed to a sustained campaign targeting the organization by a single threat actor.
Figure 2: One of the emails is shown above. Like all the other emails, it contained a highly suspicious and shortened link.
Figure 3: In another one of the emails, the link observed had similar characteristics. But this email stands out from the rest. The sender's name seems to be randomly set – the 3 alphabets are close to each other on the keyboard.
With all these suspicious indicators, many models were breached. This drove up the anomaly score, causing Darktrace/Email to hold all suspicious emails from the recipients’ inboxes, safeguarding the recipients from potential account compromise and disallowing the threats from taking hold in the network.
Imagining a phishing attack without Darktrace/Email
So what could have happened if Darktrace had not withheld these emails, and the recipients had clicked on the links? File storage sites have a wide variety of uses that allow attackers to be creative in their attack strategy. If the user had clicked on the shortened link, the possible consequences are numerous. The link could have led to a login page for unsuspecting victims to input their credentials, or it could have hosted malware that would automatically download if the link was clicked. With the compromised credentials, threat actors could even bypass MFA, change email rules, or gain privileged access to a network. The downloaded malware might also be a keylogger, leading to cryptojacking, or could open a back door for threat actors to return to at a later time.
Figure 4: Darktrace / EMAIL highlights suspicious link characteristics and provides an option to preview the pages.
Figure 5: At the point of writing, both links could not be reached. This could be because they were one-time unique links created specifically for the user, and can no longer be accessed once the campaign has ceased.
The limits of traditional email security tools
Secure email gateways (SEGs) and static AI security tools may have found it challenging to detect this phishing campaign as malicious. While Darktrace was able to correlate these emails to determine that a sustained phishing campaign was taking place, the pattern among these emails is far too generic for specific rules as set in traditional security tools. If we take the characteristic of the freemail account sender as an example, setting a rule to block all emails from freemail accounts may lead to more legitimate emails being withheld, since these addresses have a variety of uses.
With these factors in mind, these emails could have easily slipped through traditional security filters and led to a devastating impact on the organization.
Conclusion
As threat actors step up their attacks in sophistication, prioritizing email security is more crucial than ever to preserving a safe digital environment. In response to these challenges, Darktrace / EMAIL offers a set-and-forget solution that continuously learns and adapts to changes in the organization.
Through an evolving understanding of every environment in which it is deployed, its threat response becomes increasingly precise in neutralizing only the bad, while allowing the good – delivering email security that doesn’t come at the expense of business growth.
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.
Out of Character: Detecting Vendor Compromise and Trusted Relationship Abuse with Darktrace
Phishing emails from compromised vendors are increasingly difficult to distinguish from genuine correspondence. They challenge workers, security teams and traditional email SEGs alike. Anomaly detection can be a game-changer in spotting the subtle signs of these meticulous attacks.
Darktrace Collaborates with Microsoft: Unifying Email Security with a Shared Vision
Darktrace and Microsoft have joined forces to enhance email security through a new integration, unifying threat response and quarantine capabilities. This collaboration strengthens defenses and streamlines visibility for security teams, reflecting a shared vision for proactive cyber protection.
Tracking a Dragon: Investigating a DragonForce-affiliated ransomware attack with Darktrace
What is DragonForce?
DragonForce is a Ransomware-as-a-Service (RaaS) platform that emerged in late 2023, offering broad-scale capabilities and infrastructure to threat actors. Recently, DragonForce has been linked to attacks targeting the UK retail sector, resulting in several high-profile cases [1][2]. Moreover, the group launched an affiliate program offering a revenue share of roughly 20%, significantly lower than commissions reported across other RaaS platforms [3].
This Darktrace case study examines a DragonForce-linked RaaS infection within the manufacturing industry. The earliest signs of compromise were observed during working hours in August 2025, where an infected device started performing network scans and attempted to brute-force administrative credentials. After eight days of inactivity, threat actors returned and multiple devices began encrypting files via the SMB protocol using a DragonForce-associated file extension. Ransom notes referencing the group were also dropped, suggesting the threat actor is claiming affiliation with DragonForce, though this has not been confirmed.
Despite Darktrace’s detection of the attack in its early stages, the customer’s deployment did not have Darktrace’s Autonomous Response capability configured, allowing the threat to progress to data exfiltration and file encryption.
Darktrace's Observations
While the initial access vector was not clearly defined in this case study, it was likely achieved through common methods previously employed out by DragonForce affiliates. These include phishing emails leveraging social engineering tactics, exploitation of public-facing applications with known vulnerabilities, web shells, and/or the abuse of remote management tools.
Darktrace’s analysis identified internal devices performing internal network scanning, brute-forcing credentials, and executing unusual Windows Registry operations. Notably, Windows Registry events involving "Schedule\Taskcache\Tasks" contain subkeys for individual tasks, storing GUIDs that can be used to locate and analyze scheduled tasks. Additionally, Control\WMI\Security holds security descriptors for WMI providers and Event Tracing loggers that use non-default security settings respectively.
Furthermore, Darktrace identified data exfiltration activity over SSH, including connections to an ASN associated with a malicious hosting service geolocated in Russia.
1. Network Scan & Brute Force
Darktrace identified anomalous behavior in late August to early September 2025, originating from a source device engaging in internal network scanning followed by brute-force attempts targeting administrator credential, including “administrator”, “Admin”, “rdpadmin”, “ftpadmin”.
Upon further analysis, one of the HTTP connections seen in this activity revealed the use of the user agent string “OpenVAS-VT”, suggesting that the device was using the OpenVAS vulnerability scanner. Subsequently, additional devices began exhibiting network scanning behavior. During this phase, a file named “delete.me” was deleted by multiple devices using SMB protocol. This file is commonly associated with network scanning and penetration testing tool NetScan.
2. Windows Registry Key Update
Following the scanning phase, Darktrace observed the initial device then performing suspicious Winreg operations. This included the use of the ”BaseRegOpenKey” function across multiple registry paths.
Additional operations such as “BaseRegOpenKey” and “BaseRegQueryValue” were also seen around this time. These operations are typically used to retrieve specific registry key values and allow write operations to registry keys.
The registry keys observed included “SYSTEM\CurrentControlSet\Control\WMI\Security” and “Software\Microsoft\Windows NT\CurrentVersion\Schedule\Taskcache\Tasks”. These keys can be leveraged by malicious actors to update WMI access controls and schedule malicious tasks, respectively, both of which are common techniques for establishing persistence within a compromised system.
3. New Administrator Credential Usage
Darktrace subsequently detected the device using a highly privileged credential, “administrator”, via a successful Kerberos login for the first time. Shortly after, the same credential was used again for a successful SMB session.
These marked the first instances of authentication using the “administrator” credential across the customer’s environment, suggesting potential malicious use of the credential following the earlier brute-force activity.
Figure 1: Darktrace’s detection of administrator credentials being used in Kerberos login events by an infected device.
Figure 2: Darktrace’s detection of administrator credentials being used in SMB sessions by an infected device.
4. Data Exfiltration
Prior to ransomware deployment, several infected devices were observed exfiltrating data to the malicious IP 45.135.232[.]229 via SSH connections [7][8]. This was followed by the device downloading data from other internal devices and transferring an unusually large volume of data to the same external endpoint.
The IP address was first seen on the network on September 2, 2025 - the same date as the observed data exfiltration activity preceding ransomware deployment and encryption.
Further analysis revealed that the endpoint was geolocated in Russia and registered to the malicious hosting provider Proton66. Multiple external researchers have reported malicious activity involving the same Proton66 ASN (AS198953 Proton66 OOO) as far back as April 2025. These activities notably included vulnerability scanning, exploitation attempts, and phishing campaigns, which ultimately led to malware [4][5][6].
Data Exfiltration Endpoint details.
Endpoint: 45.135.232[.]229
ASN: AS198953 Proton66 OOO
Transport protocol: TCP
Application protocol: SSH
Destination port: 22
Figure 3: Darktrace’s summary of the external IP 45.135.232[.]229, first detected on September 2, 2025. The right-hand side showcases model alerts triggered related to this endpoint including multiple data exfiltration related model alerts.
Further investigation into the endpoint using open-source intelligence (OSINT) revealed that it led to a Microsoft Internet Information Services (IIS) Manager console webpage. This interface is typically used to configure and manage web servers. However, threat actors have been known to exploit similar setups, using fake certificate warnings to trick users into downloading malware, or deploying malicious IIS modules to steal credentials.
Figure 4: Live screenshot of the destination (45.135.232[.]229), captured via OSINT sources, displaying a Microsoft IIS Manager console webpage.
5. Ransomware Encryption & Ransom Note
Multiple devices were later observed connecting to internal devices via SMB and performing a range of actions indicative of file encryption. This suspicious activity prompted Darktrace’s Cyber AI Analyst to launch an autonomous investigation, during which it pieced together associated activity and provided concrete timestamps of events for the customer’s visibility.
During this activity, several devices were seen writing a file named “readme.txt” to multiple locations, including network-accessible webroot paths such as inetpub\ and wwwroot\. This “readme.txt” file, later confirmed to be the ransom note, claimed the threat actors were affiliated with DragonForce.
At the same time, devices were seen performing SMB Move, Write and ReadWrite actions involving files with the “.df_win” extension across other internal devices, suggesting that file encryption was actively occurring.
Figure 5: Darktrace’s detection of SMB events (excluding Read events) where the device was seen moving or writing files with the “.df_win” extension.
Figure 6: Darktrace’s detection of a spike in SMB Write events with the filename “readme.txt” on September 9, indicating the start of file encryption.
Conclusion
The rise of Ransomware-as-a-Service (RaaS) and increased attacker customization is fragmenting tactics, techniques, and procedures (TTPs), making it increasingly difficult for security teams to prepare for and defend against each unique intrusion. RaaS providers like DragonForce further complicate this challenge by enabling a wide range of affiliates, each with varying levels of sophistication [9].
In this instance, Darktrace was able to identify several stages of the attack kill chain, including network scanning, the first-time use of privileged credentials, data exfiltration, and ultimately ransomware encryption. Had the customer enabled Darktrace’s Autonomous Response capability, it would have taken timely action to interrupt the attack in its early stages, preventing the eventual data exfiltration and ransomware detonation.
Credit to Justin Torres, Senior Cyber Analyst, Nathaniel Jones, VP, Security & AI Strategy, FCISO, & Emma Foulger, Global Threat Research Operations Lead.
Darktrace Cyber AI Analyst Coverage/Investigation Events:
· Web Application Vulnerability Scanning of Multiple Devices
· Port Scanning
· Large Volume of SMB Login Failures
· Unusual RDP Connections
· Widespread Web Application Vulnerability Scanning
· Unusual SSH Connections
· Unusual Repeated Connections
· Possible Application Layer Reconnaissance Activity
· Unusual Administrative Connections
· Suspicious Remote WMI Activity
· Extensive Unusual Administrative Connections
· Suspicious Directory Replication Service Activity
· Scanning of Multiple Devices
· Unusual External Data Transfer
· SMB Write of Suspicious File
· Suspicious Remote Service Control Activity
· Access of Probable Unencrypted Password Files
· Internal Download and External Upload
· Possible Encryption of Files over SMB
· SMB Writes of Suspicious Files to Multiple Devices
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.
WSUS Exploited: Darktrace’s Analysis of Post-Exploitation Activities Related to CVE-2025-59287
Introduction
On October 14, 2025, Microsoft disclosed a new critical vulnerability affecting the Windows Server Update Service (WSUS), CVE-2025-59287. Exploitation of the vulnerability could allow an unauthenticated attacker to remotely execute code [1][6].
WSUS allows for centralized distribution of Microsoft product updates [3]; a server running WSUS is likely to have significant privileges within a network making it a valuable target for threat actors. While WSUS servers are not necessarily expected to be open to the internet, open-source intelligence (OSINT) has reported thousands of publicly exposed instances that may be vulnerable to exploitation [2].
Microsoft’s initial ‘Patch Tuesday’ update for this vulnerability did not fully mitigate the risk, and so an out-of-band update followed on October 23 [4][5] . Widespread exploitation of this vulnerability started to be observed shortly after the security update [6], prompting CISA to add CVE-2025-59287 to its Known Exploited Vulnerability Catalog (KEV) on October 24 [7].
Attack Overview
The Darktrace Threat Research team have recently identified multiple potential cases of CVE-2025-59287 exploitation, with two detailed here. While the likely initial access method is consistent across the cases, the follow-up activities differed, demonstrating the variety in which such a CVE can be exploited to fulfil each attacker’s specific goals.
The first signs of suspicious activity across both customers were detected by Darktrace on October 24, the same day this vulnerability was added to CISA’s KEV. Both cases discussed here involve customers based in the United States.
Case Study 1
The first case, involving a customer in the Information and Communication sector, began with an internet-facing device making an outbound connection to the hostname webhook[.]site. Observed network traffic indicates the device was a WSUS server.
OSINT has reported abuse of the workers[.]dev service in exploitation of CVE-2025-59287, where enumerated network information gathered through running a script on the compromised device was exfiltrated using this service [8].
In this case, the majority of connectivity seen to webhook[.]site involved a PowerShell user agent; however, cURL user agents were also seen with some connections taking the form of HTTP POSTs. This connectivity appears to align closely with OSINT reports of CVE-2025-59287 post-exploitation behaviour [8][9].
Connections to webhook[.]site continued until October 26. A single URI was seen consistently until October 25, after which the connections used a second URI with a similar format.
Later on October 26, an escalation in command-and-control (C2) communication appears to have occurred, with the device starting to make repeated connections to two rare workers[.]dev subdomains (royal-boat-bf05.qgtxtebl.workers[.]dev & chat.hcqhajfv.workers[.]dev), consistent with C2 beaconing. While workers[.]dev is associated with the legitimate Cloudflare Workers service, the service is commonly abused by malicious actors for C2 infrastructure. The unusual connections to both webhook[.]site and workers[.]dev triggered multiple alerts in Darktrace, including high-fidelity Enhanced Monitoring alerts and Autonomous Response actions.
Infrastructure insight
Hosted on royal-boat-bf05.qgtxtebl.workers[.]dev is a Microsoft Installer file (MSI) named v3.msi.
Figure 1: Screenshot of v3.msi content.
Contained in the MSI file is two Cabinet files named “Sample.cab” and “part2.cab”. After extracting the contents of the cab files, a file named “Config” and a binary named “ServiceEXE”. ServiceEXE is the legitimate DFIR tool Velociraptor, and “Config” contains the configuration details, which include chat.hcqhajfv.workers[.]dev as the server_url, suggesting that Velociraptor is being used as a tunnel to the C2. Additionally, the configuration points to version 0.73.4, a version of Velociraptor that is vulnerable to CVE-2025-6264, a privilege escalation vulnerability.
Figure 2: Screenshot of Config file.
Velociraptor, a legitimate security tool maintained by Rapid7, has been used recently in malicious campaigns. A vulnerable version of tool has been used by threat actors for command execution and endpoint takeover, while other campaigns have used Velociraptor to create a tunnel to the C2, similar to what was observed in this case [10] .
The workers[.]dev communication continued into the early hours of October 27. The most recent suspicious behavior observed on the device involved an outbound connection to a new IP for the network - 185.69.24[.]18/singapure - potentially indicating payload retrieval.
The payload retrieved from “/singapure” is a UPX packed Windows binary. After unpacking the binary, it is an open-source Golang stealer named “Skuld Stealer”. Skuld Stealer has the capabilities to steal crypto wallets, files, system information, browser data and tokens. Additionally, it contains anti-debugging and anti-VM logic, along with a UAC bypass [11].
Figure 3: A timeline outlining suspicious activity on the device alerted by Darktrace.
Case Study 2
The second case involved a customer within the Education sector. The affected device was also internet-facing, with network traffic indicating it was a WSUS server
Suspicious activity in this case once again began on October 24, notably only a few seconds after initial signs of compromise were observed in the first case. Initial anomalous behaviour also closely aligned, with outbound PowerShell connections to webhook[.]site, and then later connections, including HTTP POSTs, to the same endpoint with a cURL user agent.
While Darktrace did not observe any anomalous network activity on the device after October 24, the customer’s security integration resulted in an additional alert on October 27 for malicious activity, suggesting that the compromise may have continued locally.
By leveraging Darktrace’s security integrations, customers can investigate activity across different sources in a seamless manner, gaining additional insight and context to an attack.
Figure 4: A timeline outlining suspicious activity on the device alerted by Darktrace.
Conclusion
Exploitation of a CVE can lead to a wide range of outcomes. In some cases, it may be limited to just a single device with a focused objective, such as exfiltration of sensitive data. In others, it could lead to lateral movement and a full network compromise, including ransomware deployment. As the threat of internet-facing exploitation continues to grow, security teams must be prepared to defend against such a possibility, regardless of the attack type or scale.
By focussing on detection of anomalous behaviour rather than relying on signatures associated with a specific CVE exploit, Darktrace is able to alert on post-exploitation activity regardless of the kind of behaviour seen. In addition, leveraging security integrations provides further context on activities beyond the visibility of Darktrace / NETWORKTM, enabling defenders to investigate and respond to attacks more effectively.
With adversaries weaponizing even trusted incident response tools, maintaining broad visibility and rapid response capabilities becomes critical to mitigating post-exploitation risk.
Credit to Emma Foulger (Global Threat Research Operations Lead), Tara Gould (Threat Research Lead), Eugene Chua (Principal Cyber Analyst & Analyst Team Lead), Nathaniel Jones (VP, Security & AI Strategy, Field CISO),
o royal-boat-bf05.qgtxtebl.workers[.]dev – Hostname – Likely C2 Infrastructure
o royal-boat-bf05.qgtxtebl.workers[.]dev/v3.msi - URI – Likely payload
o chat.hcqhajfv.workers[.]dev – Hostname – Possible C2 Infrastructure
o 185.69.24[.]18 – IP address – Possible C2 Infrastructure
o 185.69.24[.]18/bin.msi - URI – Likely payload
o 185.69.24[.]18/singapure - URI – Likely payload
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
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![Darktrace’s summary of the external IP 45.135.232[.]229, first detected on September 2, 2025. The right-hand side showcases model alerts triggered related to this endpoint including multiple data exfiltration related model alerts.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/690baa3e2f4def9f29b1ecae_Screenshot%202025-11-05%20at%2011.48.57%E2%80%AFAM.png)
![Live screenshot of the destination (45.135.232[.]229), captured via OSINT sources, displaying a Microsoft IIS Manager console webpage.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/690baa68a5b7b13fba715069_Screenshot%202025-11-05%20at%2011.49.52%E2%80%AFAM.png)
