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.
Why Organizations are Moving to Label-free, Behavioral DLP for Outbound Email
Modern data loss doesn’t always look like a regex match. It can look like everyday communication slightly out of context. Here’s how a domain specific language model paired with behavioral learning protects labeled and unlabeled data without slowing business down.
Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with Darktrace
During a customer trial of Darktrace / EMAIL and Darktrace / IDENTITY, Darktrace detected an adversary-in-the-middle (AiTM) attack that compromised a user’s Office 365 account via a business email compromise (BEC) phishing email. Following the breach, the compromised account was used to launch both internal and external phishing campaigns.
How Darktrace is ending email security silos with new capabilities in cross-domain detection, DLP, and native Microsoft integrations
Darktrace is delivering a major evolution in email security, uniting true AI-powered cross-domain detection, label-free behavioral DLP, and Microsoft-native automation – to catch the 17% of threats that SEGs miss.
Threat actors frequently exploit ongoing world events to trick users into opening and executing malicious files. Darktrace security researchers recently identified a threat group using reports around the arrest of Venezuelan President Nicolàs Maduro on January 3, 2025, as a lure to deliver backdoor malware.
Technical Analysis
While the exact initial access method is unknown, it is likely that a spear-phishing email was sent to victims, containing a zip archive titled “US now deciding what’s next for Venezuela.zip”. This file included an executable named “Maduro to be taken to New York.exe” and a dynamic-link library (DLL), “kugou.dll”.
The binary “Maduro to be taken to New York.exe” is a legitimate binary (albeit with an expired signature) related to KuGou, a Chinese streaming platform. Its function is to load the DLL “kugou.dll” via DLL search order. In this instance, the expected DLL has been replaced with a malicious one with the same name to load it.
Figure 1: DLL called with LoadLibraryW.
Once the DLL is executed, a directory is created C:\ProgramData\Technology360NB with the DLL copied into the directory along with the executable, renamed as “DataTechnology.exe”. A registry key is created for persistence in “HKCU\Software\Microsoft\Windows\CurrentVersion\Run\Lite360” to run DataTechnology.exe --DATA on log on.
Figure 2. Registry key added for persistence.
Figure 3: Folder “Technology360NB” created.
During execution, a dialog box appears with the caption “Please restart your computer and try again, or contact the original author.”
Figure 4. Message box prompting user to restart.
Prompting the user to restart triggers the malware to run from the registry key with the command --DATA, and if the user doesn't, a forced restart is triggered. Once the system is reset, the malware begins periodic TLS connections to the command-and-control (C2) server 172.81.60[.]97 on port 443. While the encrypted traffic prevents direct inspection of commands or data, the regular beaconing and response traffic strongly imply that the malware has the ability to poll a remote server for instructions, configuration, or tasking.
Conclusion
Threat groups have long used geopolitical issues and other high-profile events to make malicious content appear more credible or urgent. Since the onset of the war in Ukraine, organizations have been repeatedly targeted with spear-phishing emails using subject lines related to the ongoing conflict, including references to prisoners of war [1]. Similarly, the Chinese threat group Mustang Panda frequently uses this tactic to deploy backdoors, using lures related to the Ukrainian war, conventions on Tibet [2], the South China Sea [3], and Taiwan [4].
The activity described in this blog shares similarities with previous Mustang Panda campaigns, including the use of a current-events archive, a directory created in ProgramData with a legitimate executable used to load a malicious DLL and run registry keys used for persistence. While there is an overlap of tactics, techniques and procedures (TTPs), there is insufficient information available to confidently attribute this activity to a specific threat group. Users should remain vigilant, especially when opening email attachments.
Credit to Tara Gould (Malware Research Lead) Edited by Ryan Traill (Analyst Content Lead)
Indicators of Compromise (IoCs)
172.81.60[.]97 8f81ce8ca6cdbc7d7eb10f4da5f470c6 - US now deciding what's next for Venezuela.zip 722bcd4b14aac3395f8a073050b9a578 - Maduro to be taken to New York.exe aea6f6edbbbb0ab0f22568dcb503d731 - kugou.dll
Under Medusa’s Gaze: How Darktrace Uncovers RMM Abuse in Ransomware Campaigns
What is Medusa Ransomware in 2025?
In 2025, the Medusa Ransomware-as-a-Service (RaaS) emerged as one of the top 10 most active ransomware threat actors [1]. Its growing impact prompted a joint advisory from the US Cybersecurity and Infrastructure Security Agency (CISA) and the Federal Bureau of Investigation (FBI) [3]. As of January 2026, more than 500 organizations have fallen victim to Medusa ransomware [2].
Darktrace previously investigated Medusa in a 2024 blog, but the group’s rapid expansion and new intelligence released in late 2025 has lead Darktrace’s Threat Research team to investigate further. Recent findings include Microsoft’s research on Medusa actors exploiting a vulnerability in Fortra’s GoAnywhere MFT License Servlet (CVE-2025-10035)[4] and Zencec’s report on Medusa’s abuse of flaws in SimpleHelp’s remote support software (CVE-2024-57726, CVE-2024-57727, CVE-2024-57728) [5].
Reports vary on when Medusa first appeared in the wild. Some sources mention June 2021 as the earliest sightings, while others point to late 2022, when its developers transitioned to the RaaS model, as the true beginning of its operation [3][11].
Madusa Ransomware history and background
The group behind Medusa is known by several aliases, including Storm-1175 and Spearwing [4] [7]. Like its mythological namesake, Medusa has many “heads,” collaborating with initial access brokers (IABs) and, according to some evidence, affiliating with Big Game Hunting (BGH) groups such as Frozen Spider, as well as the cybercriminal group UNC7885 [3][6][13].
Use of Cyrillic in its scripts, activity on Russian-language cybercrime forums, slang unique to Russian criminal subcultures, and avoidance of targets in Commonwealth of Independent States (CIS) countries suggest that Medusa operates from Russia or an allied state [11][12].
Medusa ransomware should not be confused with other similarly named malware, such as the Medusa Android Banking Trojan, the Medusa Botnet/Medusa Stealer, or MedusaLocker ransomware. It is easily distinguishable from these variants because it appends the extension .MEDUSA to encrypted files and drops the ransom note !!!READ_ME_MEDUSA!!!.txt on compromised systems [8].
Who does Madusa Ransomware target?
The group appears to show little restraint, indiscriminately attacking organizations across all sectors, including healthcare, and is known to employ triple extortion tactics whereby sensitive data is encrypted, victims are threatened with data leaks, and additional pressure is applied through DDoS attacks or contacting the victim’s customers, rather than the more common double extortion model [13].
Madusa Ransomware TTPs
To attain initial access, Medusa actors typically purchase access to already compromised devices or accounts via IABs that employ phishing, credential stuffing, or brute-force attacks, and also target vulnerable or misconfigured Internet-facing systems.
Between December 2023 and November 2025, Darktrace observed multiple cases of file encryption related to Medusa ransomware across its customer base. When enabled, Darktrace’s Autonomous Response capability intervened early in the attack chain, blocking malicious activity before file encryption could begin.
Some of the affected were based in Europe, the Middle East and Africa (EMEA), others in the Americas (AMS), and the remainder in the Asia-Pacific and Japan region. The most impacted sectors were financial services and the automotive industry, followed by healthcare, and finally organizations in arts, entertainment and recreation, ICT, and manufacturing.
Remote Monitoring and Management (RMM) tool abuse
In most customer environments where Medusa file encryption attempts were observed, and in one case where the compromise was contained before encryption, unusual external HTTP connections associated with JWrapper were also detected. JWrapper is a legitimate tool designed to simplify the packaging, distribution, and management of Java applications, enabling the creation of executables that run across different operating systems. Many of the destination IP addresses involved in this activity were linked to SimpleHelp servers or associated with Atera.
Medusa actors appear to favor RMM tools such as SimpleHelp. Unpatched or misconfigured SimpleHelp RMM servers can serve as an initial access vector to the victims’ infrastructure. After gaining access to SimpleHelp management servers, the threat actors edit server configuration files to redirect existing SimpleHelp RMM agents to communicate with unauthorized servers under their control.
The SimpleHelp tool is not only used for command-and-control (C2) and enabling persistence but is also observed during lateral movement within the network, downloading additional attack tools, data exfiltration, and even ransomware binary execution. Other legitimate remote access tools abused by Medusa in a similar manner to evade detection include Atera, AnyDesk, ScreenConnect, eHorus, N-able, PDQ Deploy/Inventory, Splashtop, TeamViewer, NinjaOne, Navicat, and MeshAgent [4][5][15][16][17].
Data exfiltration
Another correlation among Darktrace customers affected by Medusa was observed during the data exfiltration phase. In several environments, data was exfiltrated to the endpoints erp.ranasons[.]com or pruebas.pintacuario[.]mx (143.110.243[.]154, 144.217.181[.]205) over ports 443, 445, and 80. erp.ranasons[.]com was seemingly active between November 2024 and September 2025, while pruebas.pintacuario[.]mx was seen from November 2024 to March 2025. Evidence suggests that pruebas.pintacuario[.]mx previously hosted a SimpleHelp server [22][23].
Apart from RMM tools, Medusa is also known to use Rclone and Robocopy for data exfiltration [3][19]. During one Medusa compromise detected in mid-2024, the customer’s data was exfiltrated to external destinations associated with the Ngrok proxy service using an SSH-2.0-rclone client.
Medusa Compromise Leveraging SimpleHelp
In Q4 2025, Darktrace assisted a European company impacted by Medusa ransomware. The organization had partial Darktrace / NETWORK coverage and had configured Darktrace’s Autonomous Response capability to require manual confirmation for all actions. Despite these constraints, data received through the customer’s security integration with CrowdStrike Falcon enabled Darktrace analysts to reconstruct the attack chain, although the initial access vector remains unclear due to limited visibility.
In late September 2025, a device out of the scope of Darktrace's visibility began scanning the network and using RDP, NTLM/SMB, DCE_RPC, and PowerShell for lateral movement.
CrowdStrike “Defense Evasion: Disable or Modify Tools” alerts related to a suspicious driver (c:\windows\[0-9a-b]{4}.exe) and a PDQ Deploy executable (share=\\<device_hostname>\ADMIN$ file=AdminArsenal\PDQDeployRunner\service-1\exec\[0-9a-b]{4}.exe) suggest that the attackers used the Bring Your Own Vulnerable Driver (BYOVD) technique to terminate antivirus processes on network devices, leveraging tools such as KillAV or AbyssWorker along with the PDQ Software Deployment solution [19][26].
A few hours later, Darktrace observed the same device that had scanned the network writing Temp\[a-z]{2}.exe over SMB to another device on the same subnet. According to data from the CrowdStrike alert, this executable was linked to an RMM application located at C:\Users\<compromised_user>\Documents\[a-z]{2}.exe. The same compromised user account later triggered a CrowdStrike “Command and Control: Remote Access Tools” alert when accessing C:\ProgramData\JWrapper-Remote Access\JWrapper-Remote Access Bundle-[0-9]{11}\JWrapperTemp-[0-9]{10}-[0-9]{1}-app\bin\windowslauncher.exe [27].
Figure 1: An executable file associated with the SimpleHelp RMM tool being written to other devices using the SMB protocol, as detected by Darktrace.
Soon after, the destination device and multiple other network devices began establishing connections to 31.220.45[.]120 and 213.183.63[.]41, both of which hosted malicious SimpleHelp RMM servers. These C2 connections continued for more than 20 days after the initial compromise.
CrowdStrike integration alerts for the execution of robocopy . "c:\windows\\" /COPY:DT /E /XX /R:0 /W:0 /NP /XF RunFileCopy.cmd /IS /IT commands on several Windows servers, suggested that this utility was likely used to stage files in preparation for data exfiltration [19].
Around two hours later, Darktrace detected another device connecting to the attacker’s SimpleHelp RMM servers. This internal server had ‘doc’ in its hostname, indicating it was likely a file server. It was observed downloading documents from another internal server over SMB and uploading approximately 70 GiB of data to erp.ranasons[.]com (143.110.243[.]154:443).
Figure 2: Data uploaded to erp.ranasons[.]com and the number of model alerts from the exfiltrating device, represented by yellow and orange dots.
Darktrace’s Cyber AI Analyst autonomously investigated the unusual connectivity, correlating the separate C2 and data exfiltration events into a single incident, providing greater visibility into the ongoing attack.
Figure 3: Cyber AI Analyst identified a file server making C2 connections to an attacker-controlled SimpleHelp server (213.183.63[.]41) and exfiltrating data to erp.ranasons[.]com.
Figure 4: The same file server that connected to 213.183.63[.]41 and exfiltrated data to erp.ranasons[.]com was also observed attempting to connect to an IP address associated with Moscow, Russia (193.37.69[.]154:7070).
One of the devices connecting to the attacker's SimpleHelp RMM servers was also observed downloading 35 MiB from [0-9]{4}.filemail[.]com. Filemail, a legitimate file-sharing service, has reportedly been abused by Medusa actors to deliver additional malicious payloads [11].
Figure 5: A device controlled remotely via SimpleHelp downloading additional tooling from the Filemail file-sharing service.
Finally, integration alerts related to the ransomware binary, such as c:\windows\system32\gaze.exe and <device_hostname>\ADMIN$ file=AdminArsenal\PDQDeployRunner\service-1\exec\gaze.exe, along with “!!!READ_ME_MEDUSA!!!.txt” ransom notes were observed on network devices. This indicates that file encryption in this case was most likely carried out directly on the victim hosts rather than via the SMB protocol [3].
Conclusion
Threat actors, including nation-state actors and ransomware groups like Medusa, have long abused legitimate commercial RMM tools, typically used by system administrators for remote monitoring, software deployment, and device configuration, instead of relying on remote access trojans (RATs).
Attackers employ existing authorized RMM tools or install new remote administration software to enable persistence, lateral movement, data exfiltration, and ingress tool transfer. By mimicking legitimate administrative behavior, RMM abuse enables attackers to evade detection, as security software often implicitly trusts these tools, allowing attackers to bypass traditional security controls [28][29][30].
To mitigate such risks, organizations should promptly patch publicly exposed RMM servers and adopt anomaly-based detection solutions, like Darktrace / NETWORK, which can distinguish legitimate administrative activity from malicious behavior, applying rapid response measures through its Autonomous Response capability to stop attacks in their tracks.
Darktrace delivers comprehensive network visibility and Autonomous Response capabilities, enabling real-time detection of anomalous activity and rapid mitigation, even if an organization fall under Medusa’s gaze.
Credit to Signe Zaharka (Principal Cyber Analyst) and Emma Foulger (Global Threat Research Operations Lead
Edited by Ryan Traill (Analyst Content Lead)
Appendices
List of Indicators of Compromise (IoCs)
IoC - Type - Description + Confidence + Time Observed
185.108.129[.]62 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - March 7, 2023
185.126.238[.]119 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - November 26-27, 2024
213.183.63[.]41 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - November 28, 2024 - Sep 30, 2025
213.183.63[.]42 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - July 4 -9 , 2024
31.220.45[.]120 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - September 12 - Oct 20 , 2025
91.92.246[.]110 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - May 24, 2024
45.9.149[.]112:15330 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - June 21, 2024
89.36.161[.]12 IP address Malicious SimpleHelp server observed during Medusa attacks (High confidence) - June 26-28, 2024
193.37.69[.]154:7070 IP address Suspicious RU IP seen on a device being controlled via SimpleHelp and exfiltrating data to a Medusa related endpoint - September 30 - October 20, 2025
erp.ranasons[.]com·143.110.243[.]154 Hostname Data exfiltration destination - November 27, 2024 - September 30, 2025
pruebas.pintacuario[.]mx·144.217.181[.]205 - Hostname Data exfiltration destination - November 27, 2024 - March 26, 2025
lirdel[.]com · 44.235.83[.]125/a.msi (1b9869a2e862f1e6a59f5d88398463d3962abe51e19a59) File & hash Atera related file downloaded with PowerShell - June 20, 2024
wizarr.manate[.]ch/108.215.180[.]161:8585/$/1dIL5 File Suspicious file observed on one of the devices exhibiting unusual activity during a Medusa compromise - February 28, 2024
!!!READ_ME_MEDUSA!!!.txt" File - Ransom note
*.MEDUSA - File extension File extension added to encrypted files
gaze.exe – File - Ransomware binary
Darktrace Model Coverage
Darktrace / NETWORK model detections triggered during connections to attacker controlled SimpleHelp servers:
Anomalous Connection/Anomalous SSL without SNI to New External
Anomalous Connection/Multiple Connections to New External UDP Port
Anomalous Connection/New User Agent to IP Without Hostname
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![Data uploaded to erp.ranasons[.]com and the number of model alerts from the exfiltrating device, represented by yellow and orange dots.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/69601f43842f8016c3898afd_Screenshot%202026-01-08%20at%201.18.52%E2%80%AFPM.png)
![Cyber AI Analyst identified a file server making C2 connections to an attacker-controlled SimpleHelp server (213.183.63[.]41) and exfiltrating data to erp.ranasons[.]com.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/69601f524d01b4d269313c38_Screenshot%202026-01-08%20at%201.19.06%E2%80%AFPM.png)
![The same file server that connected to 213.183.63[.]41 and exfiltrated data to erp.ranasons[.]com was also observed attempting to connect to an IP address associated with Moscow, Russia (193.37.69[.]154:7070).](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/69601f6a598a3380572e284e_Screenshot%202026-01-08%20at%201.19.32%E2%80%AFPM.png)
