How a Mimecast miss led to a wide scale email compromise
04
Oct 2020
04
Oct 2020
A logistics company was recently hit by a successful email attack that slipped through Mimecast and led to a compromised account, with the attacker accessing several sensitive files before sending out over 1000 emails to other employees. This blog details how Darktrace’s AI was able to detect the activity when legacy tools could not.
In the last few years, email attacks have rapidly increased in volume and sophistication, with well-researched and convincing impersonation attacks accompanying rising cases of account takeovers. Their sophistication has particularly accelerated over the course of 2020, with globally pertinent news and more businesses embracing new ways of working proving to be fertile content for email attacks.
In this threat landscape, traditional email tools – which create rules for what ‘bad’ emails look like based on past campaigns – are missing these novel and sophisticated hoax emails.
This blog looks at an Australian logistics company that had Mimecast operating in its Microsoft 365 environment, but moved to an autonomous approach to email security when a malicious email — deemed benign by all other tools — was detected by Darktrace’s AI.
The company was trialling Antigena Email which was installed in passive mode, meaning it wasn’t configured to actively interfere. However, looking into the email dashboard allows us to see what actions the technology would have taken – and the consequences of relying purely on gateways to stop advanced threats.
Without AI taking action, compromising one employee’s email account was all the attacker needed to continue making headway throughout the business. The attacker accessed several sensitive files, gathering details of employees and credit card transactions, and then began communicating with others in the organization, sending out over two hundred further emails to take hold of more employee accounts. This activity was picked up in real time by Darktrace’s Microsoft 365 SaaS Module.
Details of the attack
The company was under sustained attack from a cyber-criminal who had already performed account hijacks on a number of their trusted partners. Abusing their trusted relationships, the attacker sent out several tailored emails from these partners’ accounts to the Australian company. All used the same convention in the subject – RFP for [compromised company’s name] – and all appeared to be credential harvesting.
Figure 1: A sample of the malicious emails from the hijacked accounts; the red icon indicating that Antigena Email would have held these emails back
Each of these emails contained a malicious payload, which was a file storage (SharePoint) link, hidden behind the below text. It’s likely the attacker did this to bypass mail link analysis. Mimecast did rewrite the link for analysis, but it failed to identify it as malicious.
Figure 2: Darktrace surfaces the text behind which the link was hidden
When clicked on, the link took the victim to a fake Microsoft login page for credential harvesting. This was an accurate replica of a genuine login page and sent email and password combinations directly to the attacker for further account compromise.
Figure 3: The fake Microsoft login page
A number of employees read the email, including the CEO; however only one person – a general manager – appeared to get their email account hijacked by the attacker.
Figure 4: An interactive snapshot of Antigena Email’s user interface
About three hours after opening the malicious email, an anomalous SaaS login was detected on the account from an IP address not seen across the business before.
Open source analysis of the IP address showed that it was a high fraud risk ISP, which runs anonymizing VPNs and servers – this may have been how the attacker overcame geofencing rules.
Shortly afterwards, Darktrace detected an anonymous sharing link being created for a password file.
Figure 5: Darktrace’s SaaS Module revealing the anomalous creation of a link
Darktrace revealed that this file was subsequently accessed by the anomalous IP address. Deeper analysis showed that the attacker repeated this methodology, making previously protected resources publicly available, before immediately accessing them publicly via the same IP address. Darktrace AI observed the attacker accessing potentially sensitive information, including a file that appeared to hold information about credit card transactions, as well as a document containing passwords.
Figure 6: Darktrace’s SaaS Console surfaces the unusual activity on the compromised account
Perpetuating the attack
The following day, after the attacker had exhausted all sensitive information they could elicit from the compromised email account, they then used that account to send out further malicious emails to trusted business associates using the same methodology as before – sending fake and targeted RFPs in an attempt to compromise credentials. Darktrace’s SaaS Module identified this anomalous behavior, graphically revealing that the attacker sent out over 1,600 tailored emails over the course of 25 minutes.
Figure 7: A graphical representation of the burst of emails sent over a 25 minute period
Why AI is needed to fight modern email threats
For the logistics company in question, this incident served as a wake-up call. The Managed Security Service Provider (MSSP) running their cloud security was completely unaware of the account takeover, which was detected by Darktrace’s SaaS Module. The organization realised that today’s email security challenge requires best in class technologies that can not only prevent phishing emails from reaching the inbox, but detect account takeovers and malicious outbound emails sent from a compromised account.
This incident caused the organization to deploy Antigena Email in active mode, allowing the technology to stop the most subtle and targeted threats that attempt to enter through the inbox based on its nuanced and contextual understanding of the normal ‘pattern of life’ for every user and device.
The reality is, hundreds of emails like this trick not only humans, but traditional security tools every day. It’s clear that when it comes to the growing email security challenge, the status quo is no longer good enough. With the modern workforce more dispersed and agile than ever, there is a growing need to protect remote users across SaaS collaboration platforms, whilst neutralizing email attacks before they reach the inbox.
Thanks to Darktrace analyst Liam Dermody for his insights on the above threat find.
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Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
AUTHOR
ABOUT ThE AUTHOR
Dan Fein
VP, Product
Based in New York, Dan joined Darktrace’s technical team in 2015, helping customers quickly achieve a complete and granular understanding of Darktrace’s product suite. Dan has a particular focus on Darktrace/Email, ensuring that it is effectively deployed in complex digital environments, and works closely with the development, marketing, sales, and technical teams. Dan holds a Bachelor’s degree in Computer Science from New York University.
A Thorn in Attackers’ Sides: How Darktrace Uncovered a CACTUS Ransomware Infection
24
Apr 2024
What is CACTUS Ransomware?
In May 2023, Kroll Cyber Threat Intelligence Analysts identified CACTUS as a new ransomware strain that had been actively targeting large commercial organizations since March 2023 [1]. CACTUS ransomware gets its name from the filename of the ransom note, “cAcTuS.readme.txt”. Encrypted files are appended with the extension “.cts”, followed by a number which varies between attacks, e.g. “.cts1” and “.cts2”.
As the cyber threat landscape adapts to ever-present fast-paced technological change, ransomware affiliates are employing progressively sophisticated techniques to enter networks, evade detection and achieve their nefarious goals.
How does CACTUS Ransomware work?
In the case of CACTUS, threat actors have been seen gaining initial network access by exploiting Virtual Private Network (VPN) services. Once inside the network, they may conduct internal scanning using tools like SoftPerfect Network Scanner, and PowerShell commands to enumerate endpoints, identify user accounts, and ping remote endpoints. Persistence is maintained by the deployment of various remote access methods, including legitimate remote access tools like Splashtop, AnyDesk, and SuperOps RMM in order to evade detection, along with malicious tools like Cobalt Strike and Chisel. Such tools, as well as custom scripts like TotalExec, have been used to disable security software to distribute the ransomware binary. CACTUS ransomware is unique in that it adopts a double-extortion tactic, stealing data from target networks and then encrypting it on compromised systems [2].
At the end of November 2023, cybersecurity firm Arctic Wolf reported instances of CACTUS attacks exploiting vulnerabilities on the Windows version of the business analytics platform Qlik, specifically CVE-2023-41266, CVE-2023-41265, and CVE-2023-48365, to gain initial access to target networks [3]. The vulnerability tracked as CVE-2023-41266 can be exploited to generate anonymous sessions and perform HTTP requests to unauthorized endpoints, whilst CVE-2023-41265 does not require authentication and can be leveraged to elevate privileges and execute HTTP requests on the backend server that hosts the application [2].
Darktrace’s Coverage of CACTUS Ransomware
In November 2023, Darktrace observed malicious actors leveraging the aforementioned method of exploiting Qlik to gain access to the network of a customer in the US, more than a week before the vulnerability was reported by external researchers.
Here, Qlik vulnerabilities were successfully exploited, and a malicious executable (.exe) was detonated on the network, which was followed by network scanning and failed Kerberos login attempts. The attack culminated in the encryption of numerous files with extensions such as “.cts1”, and SMB writes of the ransom note “cAcTuS.readme.txt” to multiple internal devices, all of which was promptly identified by Darktrace DETECT™.
While traditional rules and signature-based detection tools may struggle to identify the malicious use of a legitimate business platform like Qlik, Darktrace’s Self-Learning AI was able to confidently identify anomalous use of the tool in a CACTUS ransomware attack by examining the rarity of the offending device’s surrounding activity and comparing it to the learned behavior of the device and its peers.
Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled in autonomous response mode during their encounter with CACTUS ransomware meaning that attackers were able to successfully escalate their attack to the point of ransomware detonation and file encryption. Had RESPOND been configured to autonomously act on any unusual activity, Darktrace could have prevented the attack from progressing, stopping the download of any harmful files, or the encryption of legitimate ones.
Cactus Ransomware Attack Overview
Holiday periods have increasingly become one of the favoured times for malicious actors to launch their attacks, as they can take advantage of the festive downtime of organizations and their security teams, and the typically more relaxed mindset of employees during this period [4].
Following this trend, in late November 2023, Darktrace began detecting anomalous connections on the network of a customer in the US, which presented multiple indicators of compromise (IoCs) and tactics, techniques and procedures (TTPs) associated with CACTUS ransomware. The threat actors in this case set their attack in motion by exploiting the Qlik vulnerabilities on one of the customer’s critical servers.
Darktrace observed the server device making beaconing connections to the endpoint “zohoservice[.]net” (IP address: 45.61.147.176) over the course of three days. This endpoint is known to host a malicious payload, namely a .zip file containing the command line connection tool PuttyLink [5].
Darktrace’s Cyber AI Analyst was able to autonomously identify over 1,000 beaconing connections taking place on the customer’s network and group them together, in this case joining the dots in an ongoing ransomware attack. AI Analyst recognized that these repeated connections to highly suspicious locations were indicative of malicious command-and-control (C2) activity.
Figure 1: Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.
The infected device was then observed downloading the file “putty.zip” over a HTTP connection using a PowerShell user agent. Despite being labelled as a .zip file, Darktrace’s detection capabilities were able to identify this as a masqueraded PuttyLink executable file. This activity resulted in multiple Darktrace DETECT models being triggered. These models are designed to look for suspicious file downloads from endpoints not usually visited by devices on the network, and files whose types are masqueraded, as well as the anomalous use of PowerShell. This behavior resembled previously observed activity with regards to the exploitation of Qlik Sense as an intrusion technique prior to the deployment of CACTUS ransomware [5].
Figure 2: The downloaded file’s URI highlighting that the file type (.exe) does not match the file's extension (.zip). Information about the observed PowerShell user agent is also featured.
Following the download of the masqueraded file, Darktrace observed the initial infected device engaging in unusual network scanning activity over the SMB, RDP and LDAP protocols. During this activity, the credential, “service_qlik” was observed, further indicating that Qlik was exploited by threat actors attempting to evade detection. Connections to other internal devices were made as part of this scanning activity as the attackers attempted to move laterally across the network.
Figure 3: Numerous failed connections from the affected server to multiple other internal devices over port 445, indicating SMB scanning activity.
The compromised server was then seen initiating multiple sessions over the RDP protocol to another device on the customer’s network, namely an internal DNS server. External researchers had previously observed this technique in CACTUS ransomware attacks where an RDP tunnel was established via Plink [5].
A few days later, on November 24, Darktrace identified over 20,000 failed Kerberos authentication attempts for the username “service_qlik” being made to the internal DNS server, clearly representing a brute-force login attack. There is currently a lack of open-source intelligence (OSINT) material definitively listing Kerberos login failures as part of a CACTUS ransomware attack that exploits the Qlik vulnerabilities. This highlights Darktrace’s ability to identify ongoing threats amongst unusual network activity without relying on existing threat intelligence, emphasizing its advantage over traditional security detection tools.
Figure 4: Kerberos login failures being carried out by the initial infected device. The destination device detected was an internal DNS server.
In the month following these failed Kerberos login attempts, between November 26 and December 22, Darktrace observed multiple internal devices encrypting files within the customer’s environment with the extensions “.cts1” and “.cts7”. Devices were also seen writing ransom notes with the file name “cAcTuS.readme.txt” to two additional internal devices, as well as files likely associated with Qlik, such as “QlikSense.pdf”. This activity detected by Darktrace confirmed the presence of a CACTUS ransomware infection that was spreading across the customer’s network.
Figure 5: The model, 'Ransom or Offensive Words Written to SMB', triggered in response to SMB file writes of the ransom note, ‘cAcTuS.readme.txt’, that was observed on the customer’s network.
Figure 6: CACTUS ransomware extensions, “.cts1” and “.cts7”, being appended to files on the customer’s network.
Following this initial encryption activity, two affected devices were observed attempting to remove evidence of this activity by deleting the encrypted files.
Figure 7: Attackers attempting to remove evidence of their activity by deleting files with appendage “.cts1”.
Conclusion
In the face of this CACTUS ransomware attack, Darktrace’s anomaly-based approach to threat detection enabled it to quickly identify multiple stages of the cyber kill chain occurring in the customer’s environment. These stages ranged from ‘initial access’ by exploiting Qlik vulnerabilities, which Darktrace was able to detect before the method had been reported by external researchers, to ‘actions on objectives’ by encrypting files. Darktrace’s Self-Learning AI was also able to detect a previously unreported stage of the attack: multiple Kerberos brute force login attempts.
If Darktrace’s autonomous response capability, RESPOND, had been active and enabled in autonomous response mode at the time of this attack, it would have been able to take swift mitigative action to shut down such suspicious activity as soon as it was identified by DETECT, effectively containing the ransomware attack at the earliest possible stage.
Learning a network’s ‘normal’ to identify deviations from established patterns of behaviour enables Darktrace’s identify a potential compromise, even one that uses common and often legitimately used administrative tools. This allows Darktrace to stay one step ahead of the increasingly sophisticated TTPs used by ransomware actors.
Credit to Tiana Kelly, Cyber Analyst & Analyst Team Lead, Anna Gilbertson, Cyber Analyst
The State of AI in Cybersecurity: How AI will impact the cyber threat landscape in 2024
22
Apr 2024
About the AI Cybersecurity Report
We surveyed 1,800 CISOs, security leaders, administrators, and practitioners from industries around the globe. Our research was conducted to understand how the adoption of new AI-powered offensive and defensive cybersecurity technologies are being managed by organizations.
Are organizations feeling the impact of AI-powered cyber threats?
Nearly three-quarters (74%) state AI-powered threats are now a significant issue. Almost nine in ten (89%) agree that AI-powered threats will remain a major challenge into the foreseeable future, not just for the next one to two years.
However, only a slight majority (56%) thought AI-powered threats were a separate issue from traditional/non AI-powered threats. This could be the case because there are few, if any, reliable methods to determine whether an attack is AI-powered.
Identifying exactly when and where AI is being applied may not ever be possible. However, it is possible for AI to affect every stage of the attack lifecycle. As such, defenders will likely need to focus on preparing for a world where threats are unique and are coming faster than ever before.
Are security stakeholders concerned about AI’s impact on cyber threats and risks?
The results from our survey showed that security practitioners are concerned that AI will impact organizations in a variety of ways. There was equal concern associated across the board – from volume and sophistication of malware to internal risks like leakage of proprietary information from employees using generative AI tools.
What this tells us is that defenders need to prepare for a greater volume of sophisticated attacks and balance this with a focus on cyber hygiene to manage internal risks.
One example of a growing internal risks is shadow AI. It takes little effort for employees to adopt publicly-available text-based generative AI systems to increase their productivity. This opens the door to “shadow AI”, which is the use of popular AI tools without organizational approval or oversight. Resulting security risks such as inadvertent exposure of sensitive information or intellectual property are an ever-growing concern.
Are organizations taking strides to reduce risks associated with adoption of AI in their application and computing environment?
71.2% of survey participants say their organization has taken steps specifically to reduce the risk of using AI within its application and computing environment.
16.3% of survey participants claim their organization has not taken these steps.
These findings are good news. Even as enterprises compete to get as much value from AI as they can, as quickly as possible, they’re tempering their eager embrace of new tools with sensible caution.
Still, responses varied across roles. Security analysts, operators, administrators, and incident responders are less likely to have said their organizations had taken AI risk mitigation steps than respondents in other roles. In fact, 79% of executives said steps had been taken, and only 54% of respondents in hands-on roles agreed. It seems that leaders believe their organizations are taking the needed steps, but practitioners are seeing a gap.
Do security professionals feel confident in their preparedness for the next generation of threats?
A majority of respondents (six out of every ten) believe their organizations are inadequately prepared to face the next generation of AI-powered threats.
The survey findings reveal contrasting perceptions of organizational preparedness for cybersecurity threats across different regions and job roles. Security administrators, due to their hands-on experience, express the highest level of skepticism, with 72% feeling their organizations are inadequately prepared. Notably, respondents in mid-sized organizations feel the least prepared, while those in the largest companies feel the most prepared.
Regionally, participants in Asia-Pacific are most likely to believe their organizations are unprepared, while those in Latin America feel the most prepared. This aligns with the observation that Asia-Pacific has been the most impacted region by cybersecurity threats in recent years, according to the IBM X-Force Threat Intelligence Index.
The optimism among Latin American respondents could be attributed to lower threat volumes experienced in the region, but it's cautioned that this could change suddenly (1).
What are biggest barriers to defending against AI-powered threats?
The top-ranked inhibitors center on knowledge and personnel. However, issues are alluded to almost equally across the board including concerns around budget, tool integration, lack of attention to AI-powered threats, and poor cyber hygiene.
The cybersecurity industry is facing a significant shortage of skilled professionals, with a global deficit of approximately 4 million experts (2). As organizations struggle to manage their security tools and alerts, the challenge intensifies with the increasing adoption of AI by attackers. This shift has altered the demands on security teams, requiring practitioners to possess broad and deep knowledge across rapidly evolving solution stacks.
Educating end users about AI-driven defenses becomes paramount as organizations grapple with the shortage of professionals proficient in managing AI-powered security tools. Operationalizing machine learning models for effectiveness and accuracy emerges as a crucial skill set in high demand. However, our survey highlights a concerning lack of understanding among cybersecurity professionals regarding AI-driven threats and the use of AI-driven countermeasures indicating a gap in keeping pace with evolving attacker tactics.
The integration of security solutions remains a notable problem, hindering effective defense strategies. While budget constraints are not a primary inhibitor, organizations must prioritize addressing these challenges to bolster their cybersecurity posture. It's imperative for stakeholders to recognize the importance of investing in skilled professionals and integrated security solutions to mitigate emerging threats effectively.
1. IBM, X-Force Threat Intelligence Index 2024, Available at: https://www.ibm.com/downloads/cas/L0GKXDWJ
2. ISC2, Cybersecurity Workforce Study 2023, Available at: https://media.isc2.org/-/media/Project/ISC2/Main/Media/ documents/research/ISC2_Cybersecurity_Workforce_Study_2023.pdf?rev=28b46de71ce24e6ab7705f6e3da8637e
![Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.](https://assets-global.website-files.com/626ff4d25aca2edf4325ff97/662971c1cf09890fd46729a1_Screenshot%202024-04-24%20at%201.55.10%20PM.png)
