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Flexible Deployment for the New Era of Email Security

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19
Apr 2023
19
Apr 2023
In a crowded market for ICES vendors, those who can offer flexible deployment will remain ahead of the game. This blog explores how vendors can leverage APIs, journaling, cloud and on-premise deployment to provide bespoke in-depth defense for every organization.

With the widespread adoption of cloud email services, security vendors are collaborating with cloud providers to offer faster and more seamless ways of rolling out security solutions like API-driven one-click deployment. These new methods of deployment can install in seconds, reduce the risk of email disruption and scale without any additional configurations.  

Third-party SEGs (Secure Email Gateways) traditionally provided the foundation for email security and operations, operating via an on-premises or virtual appliance or a cloud service. SEGs process and screen all email traffic according to a set of pre-defined rules to protect against phishing attacks. In order to implement, these solutions require organizations to reroute their mail exchange (MX) record to direct emails towards the SEG.

In recent years Microsoft and Google have leveled up their security significantly, making valuable extensions to foundational email security. However, it is just that, foundational. The current email threat landscape has led to more sophisticated malware delivery techniques and social engineering tactics, creating demand for advanced email security solutions that can collaborate with native vendors and combine diverse approaches to provide in-depth defense – for example, the established partnership between Darktrace and Microsoft. Indeed, Gartner reported that the industry is moving towards a combination of native provider security and API-based vendors, allowing for full-breadth coverage of the variety of use cases.

API-driven deployment  

With cloud email services now ubiquitous for almost every business, it makes sense for email security vendors to leverage these cloud services for deployment. Because these products co-exist with, rather than replace, the in-built security of cloud email, they don’t require rerouting the domain name services mail exchanger (DNS MX) record. Instead, vendors can offer seamless delivery of their products by using APIs, which integrate fully via cloud applications without affecting the email delivery path – making installation and uninstallation straightforward while offering uninterrupted workflows.  

And communication doesn’t stop at email; in the world of hybrid work, email is just one of the tools employees use to connect and send sensitive information. APIs allow security solutions to integrate with other collaboration tools – including Microsoft Teams, Slack, Salesforce and Dropbox – to allow for full visibility of an organization beyond just the inbox.

API + Journaling  

While APIs are unmistakably the future of deployment, they can also be easily augmented. That’s where API+Journaling comes in. Where API-only analyzes emails after they have passed through initial cloud security, and has the ability to quarantine or return them to the inbox post-delivery, API with added journaling in Microsoft 365 takes the raw email data before it enters the inbox to analyze in parallel with the provider’s native security.  

As both scenarios take place at machine speed the difference is often imperceptible, but there can be instances where API-only is marginally slower – in certain cases even a second can be detrimental when dealing with such a critical communication platform as email. For these organizations, journaling reduces latency to ensure best in class detection speeds, as much as 30 times faster than API-only.

Diagram infographic depicting the workflow of a sent email after the deployment of Darktrace.
Figure 1: Darktrace deploys in parallel, without any changes to the delivery path and no risk of operational outage

Darktrace/Email: Flexible Deployment to Suit You  

In a crowded market for ICES vendors, those who can offer flexible deployment will remain ahead of the game. Organizations should be able to choose from speedy deployment using API-only, or longer deployment with journaling – with the option to deploy via cloud or on-premise.  

Darktrace/Email offers the best of both worlds – giving customers the choice of deployment via API or API+Journaling in Microsoft 365 to meet their organization’s needs. Equally, they can choose to deploy fully via cloud or fully on premise, whichever best suits their team setup. Either way, there’s no change to the email path. With 1-click deployment that installs in seconds, or 5-minute deployment with added journaling – it can scale from just a handful of inboxes to tens of thousands, without any re-routing or additional configurations aside from accepting permissions.

Diagram infographic illustrating the quick installation of Darktrace via API.
Figure 2: 1-Click deployment installs in seconds via API, with advanced API+Journaling options for reduced latency.

Added features increase the efficiency of workflows to benefit teams – such as the ability to recuperate a delivered message from a user’s inbox post-delivery, whether it is in bulk or a single email. Seamless integration within the email application creates an intuitive user experience, introducing non-invasive banners and simple AI analysis inside the inbox.  

Security teams can also get a clearer picture of how effective their current email solution is, as emails aren’t stopped by the SEG before reaching the provider – allowing for improved visibility from first deployment.  

Darktrace works with email providers to take advantage of their native security and combine it with our Self-Learning AI, offering flexibility without compromising on speed of deployment. This approach enhances detection by leveraging the same API connections to gather additional context from other SaaS applications like Microsoft Teams and SharePoint – hardening defenses across the organization.

INSIDE THE SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
AUTHOR
ABOUT ThE AUTHOR
Carlos Gray
Product Manager

Carlos Gonzalez Gray is a Product Marketing Manager at Darktrace. Based in the Madrid Office, Carlos engages with the global product team to ensure each product supports the company’s overall strategy and goals throughout their entire lifecycle. Previous to his position in the product team, Carlos worked as a Cyber Technology Specialist where he specialized in the OT sector protecting critical infrastructure.  His background as a consultant in Spain to IBEX 35 companies led him to become well versed in matters of compliance, auditing and data privacy as well. Carlos holds an Honors BA in Political Science and a Masters in Cybersecurity from IE University.

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 Attack trends: Cloud-based cyber-attacks and the rise of alternative initial access methods

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29
Apr 2024

What is the primary entry point for malware attacks?

Phishing attacks targeting employee inboxes are the most common initial access method used by malicious threat actors to deliver malware.

Because email remains the lifeblood of how organizations operate attackers continue to develop new techniques for creating more convincing and sophisticated phishing messages at scale.

What are new entry points cyber attackers are using?

While traditional phishing attacks are very common for attackers, they are not the only method threat actors are using to initiate malware delivery and other malicious campaigns of cyber disruption.

For its End of Year Threat Report, Darktrace analyzed attacks targeting customer environments. While email remains the most common means of attempted initial compromise, the second half of 2023 saw a significant rise in alternative initial access methods.

Much of this is taking advantage of cloud-base applications and collaboration tools including Dropbox, Microsoft Teams, and SharePoint which have become fundamental to how organizations operate in the era of hybrid work.

DarkGate exploits Microsoft Teams

Darktrace analysts have seen threat actors attempting to infect target networks with malware by leveraging Microsoft Teams and SharePoint.  

In one example, Darktrace detected an attacker delivering DarkGate a trojan used to download other malware, by sending messages and attachments in Microsoft Teams and SharePoint.

The External Access functionality in Microsoft Teams allows users to contact people who aren’t in their organization. It’s designed as a tool to aid collaboration, but threat actors have realized they can abuse it for their own gain.  

Users are told to lookout for suspicious email phishing messages, but often this thinking isn’t applied to Microsoft Teams and other collaboration platforms.  

Messages from outside the organization are marked with a note that they are coming from an external source, but a well-designed phishing message with an urgent call to action can persuade the target to ignore this, driving them towards an external SharePoint URL, which tricks the user into downloading and installing malware.

Because this happens outside of the inbox, the activity can be missed by traditional email security solutions. Fortunately, in this case, it was detected by Darktrace DETECT and the activity was contained by Darktrace RESPOND before it could drop any additional malware.  

Dropbox has established itself as a leading cloud storage service by allowing users to share and access files, no matter where they are in the world or what device they’re using. But while this is legitimate and useful for organizations, it has also opened a new avenue for threat actors to exploit.

Dropbox as an attack vector

Darktrace recently detected attackers attempting to leverage Dropbox as an initial access method. Emails from ‘no-reply@dropbox[.]com’ – a legitimate email address – were sent to employees at a Darktrace customer.

The emails contained a link to push users towards to a PDF file hosted on Dropbox, which in turn contained a phishing link which if followed, took users to a convincing looking spoof of a Microsoft 365 login page designed to steal usernames and passwords.

A user fell victim to this campaign, unwittingly entering their Microsoft 365 credentials. Shortly after that, Darktrace/Apps started to see suspicious activity relating to the account, with multiple logins from unusual locations which had never been associated with the account previously.  

While many traditional security solutions successfully detect and disrupt email-based attacks, many struggle with cloud-based apps and services like Dropbox, Microsoft 365 and others.  

There are several reasons for this, including the way in which the use of multiple different cloud services fragments the attack surface, making it hard for network administrators to keep track of everything, alongside the way in which some security solutions don’t take behavior into account in a system which can be accessed from anywhere. That means even from the other side of the world, attackers who have the right cloud credentials could access the network, potentially without being disrupted.  

Why are attackers turning to alternative access methods?

Attackers are turning to alternative methods because delivering malicious links and payloads via cloud-based services potentially bypasses traditional cybersecurity protections. That, combined with how attackers can take legitimate login credentials to access system means attackers actions can’t be easily traced.  

This rise in alternative initial access methods is likely a result of the continued development and enhancement of traditional email security solutions. But in the cat and mouse game of cybersecurity, threat actors continue to evolve new techniques to get by defenses.  

Darktrace’s Self-Learning AI learns the unique digital environment and patterns of each business, meaning it can recognize subtle deviations in activity, even within cloud services, helping to mitigate and neutralize attacks and helping to keep your organization safe from cyber disruption.

Learn more about Darktrace

Join Darktrace LIVE half-day event to understand the reality versus the hype surrounding AI and how to achieve cyber resilience.

For more information on emerging threats read the Darktrace End of Year Threat Report 2023 here.

To learn more about Darktrace’s latest innovations watch the Darktrace Virtual Innovation Launch video here.  

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A Thorn in Attackers’ Sides: How Darktrace Uncovered a CACTUS Ransomware Infection

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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.

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.
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].

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.
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.

Numerous failed connections from the affected server to multiple other internal devices over port 445, indicating SMB scanning activity.
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.

Kerberos login failures being carried out by the initial infected device. The destination device detected was an internal DNS server.
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.

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 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.
CACTUS ransomware extensions, “.cts1” and “.cts7”, being appended to files 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.

Attackers attempting to remove evidence of their activity by deleting files with appendage “.cts1”.
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

Appendices

References

[1] https://www.kroll.com/en/insights/publications/cyber/cactus-ransomware-prickly-new-variant-evades-detection

[2] https://www.bleepingcomputer.com/news/security/cactus-ransomware-exploiting-qlik-sense-flaws-to-breach-networks/

[3] https://explore.avertium.com/resource/new-ransomware-strains-cactus-and-3am

[4] https://www.soitron.com/cyber-attackers-abuse-holidays/

[5] https://arcticwolf.com/resources/blog/qlik-sense-exploited-in-cactus-ransomware-campaign/

Darktrace DETECT Models

Compromise / Agent Beacon (Long Period)

Anomalous Connection / PowerShell to Rare External

Device / New PowerShell User Agent

Device / Suspicious SMB Scanning Activity

Anomalous File / EXE from Rare External Location

Anomalous Connection / Unusual Internal Remote Desktop

User / Kerberos Password Brute Force

Compromise / Ransomware / Ransom or Offensive Words Written to SMB

Unusual Activity / Anomalous SMB Delete Volume

Anomalous Connection / Multiple Connections to New External TCP Port

Compromise / Slow Beaconing Activity To External Rare  

Compromise / SSL Beaconing to Rare Destination  

Anomalous Server Activity / Rare External from Server  

Compliance / Remote Management Tool On Server

Compromise / Agent Beacon (Long Period)  

Compromise / Suspicious File and C2  

Device / Internet Facing Device with High Priority Alert  

Device / Large Number of Model Breaches  

Anomalous File / Masqueraded File Transfer

Anomalous File / Internet facing System File Download  

Anomalous Server Activity / Outgoing from Server

Device / Initial Breach Chain Compromise  

Compromise / Agent Beacon (Medium Period)  

Compromise / Agent Beacon (Long Period)  

List of IoCs

IoC - Type - Description

zohoservice[.]net: 45.61.147[.]176 - Domain name: IP Address - Hosting payload over HTTP

Mozilla/5.0 (Windows NT; Windows NT 10.0; en-US) WindowsPowerShell/5.1.17763.2183 - User agent -PowerShell user agent

.cts1 - File extension - Malicious appendage

.cts7- File extension - Malicious appendage

cAcTuS.readme.txt - Filename -Ransom note

putty.zip – Filename - Initial payload: ZIP containing PuTTY Link

MITRE ATT&CK Mapping

Tactic - Technique  - SubTechnique

Web Protocols: COMMAND AND CONTROL - T1071 -T1071.001

Powershell: EXECUTION - T1059 - T1059.001

Exploitation of Remote Services: LATERAL MOVEMENT - T1210 – N/A

Vulnerability Scanning: RECONAISSANCE     - T1595 - T1595.002

Network Service Scanning: DISCOVERY - T1046 - N/A

Malware: RESOURCE DEVELOPMENT - T1588 - T1588.001

Drive-by Compromise: INITIAL ACCESS - T1189 - N/A

Remote Desktop Protocol: LATERAL MOVEMENT – 1021 -T1021.001

Brute Force: CREDENTIAL ACCESS        T – 1110 - N/A

Data Encrypted for Impact: IMPACT - T1486 - N/A

Data Destruction: IMPACT - T1485 - N/A

File Deletion: DEFENSE EVASION - T1070 - T1070.004

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About the author
Tiana Kelly
Deputy Team Lead, London & Cyber Analyst
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