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February 17, 2021

Compromised 2FA: Preventing Microsoft Account Takeovers

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17
Feb 2021
Discover how Darktrace's Microsoft 365 connector detected and investigated a 2FA-compromised Microsoft account takeover. Learn these preventative measures!

What is Two-factor authentication (2FA)?

2FA is now relied upon by almost a third of businesses. It requires a user to present more than one method of identification when logging into an account. This prevents cyber-criminals from simply using password credentials to hack a system; instead, extra security layers, such as biometrics (inherence), personal information (knowledge), or a code sent to your phone or email (possession), are required to gain access to an account.

What happens when 2FA has been compromised?

Darktrace recently observed this exact scenario when a Microsoft 365 account was hijacked and the attacker temporarily changed the authentication settings so that the SMS codes were sent to their phone. The attack attempted to blend into the user activity and remain undetected. However, Darktrace was able to identify the account compromise from subtle anomalies in the user’s behavior, including suspicious logins, unusual email rule creations, and file deletions.

There has been a sharp increase in these SaaS-based attacks, which comes as no surprise as companies increasingly rely on SaaS platforms to conduct their remote business. Microsoft 365 is now used regularly across organizations for email, user management, file storage and sharing. This phenomenon has widened the attack surface and provides great opportunities for cyber-criminals. SaaS platforms are often siloed, and security teams tend to lack visibility over them and struggle to correlate events across these multiple platforms.

Darktrace Cyber AI protects the entire SaaS environment, providing full coverage over Microsoft 365 and Azure platforms. In this case, the customer was using the Microsoft 365 module. Despite the attack bypassing all other security tools, it was identified by Darktrace’s Microsoft 365 connector and investigated by Cyber AI Analyst – the world’s first AI investigation technology, which automatically triages, interprets, and reports on the full scope of security incidents.

How a Microsoft account was compromised through 2FA

An account belonging to a user on the financial team of a company with around 10,000 Microsoft 365 users was recently compromised. The initial infection most likely happened because the employee had clicked on a malicious link in a phishing email.

Figure 1: A timeline of the attack

Darktrace began detecting suspicious logins into the Microsoft 365 account from unusual locations in the US and Ghana. These logins successfully passed the multi-factor authentication (MFA) security, as the attacker had subtly manipulated the user’s details, modifying the registered phone number so the authentication text message went directly to them.

Figure 2: Darktrace’s dedicated SaaS console surfaces unusual activity across Microsoft 365

2FA can be compromised using several tactics. It may be hacked via a SIM swapping attack or through the use of a malicious OAuth application. An attacker could even resort to a phishing or social-engineering attack, and work in real time to use the one-time password at the same time as the victim enters it on the phishing page.

Following the unusual logins, Darktrace observed that the attacker had changed email rules for the compromised user’s account, as well as several shared inboxes, including one related to credit control.

During this time, the attacker was seen accessing multiple emails in the compromised user’s inbox. The attacker may have been scouring the inbox for sensitive data, or familiarizing themselves with the user’s normal activity and writing style, enabling them to craft believable phishing emails impersonating the account owner. The attacker also deleted multiple emails for that user in an attempt to cover their tracks.

While the rest of the organization’s security stack was blind to this threat, Darktrace’s Microsoft 365 connector detected the anomalous behavior and launched an automated investigation with Cyber AI Analyst. The security team then responded, before the attacker was able to fully exploit some of the critical shared mailboxes.

Had the hacker been able to continue, they would have been able to access intellectual property (IP) and sensitive financial data about the organization and its customers. This could have served as ammunition for future fraudulent payment requests, which have been known to cost organizations tens of thousands of dollars.

Cyber AI Analyst investigates 2FA threat

Trained on hundreds of expert cyber analysts, Cyber AI Analyst conducts autonomous investigations on the full range of threats – including SaaS account compromise. In this case, it stitched together the anomalous login and user behavior and generated a natural language summary of the incident, ready for review. A human analyst would have taken an average of three hours to do this. Yet Cyber AI Analyst did it in a matter of seconds, delivering a 92% time saving.

Figure 3: A demonstration of how Cyber AI Analyst reports on unusual logins and file access

Concluding thoughts

The dynamic workforce is more dispersed than ever, relying on SaaS applications and sprawling IT systems to host valuable data. In this digitally globalized world, cyber security must also be ubiquitous, providing full visibility across the digital environment.

This cyber-attack was targeted and sophisticated. The attack had used compromised credentials so no bruteforce activity was seen prior to the successful logins. Furthermore, the attacker passed the two-factor authentication, as well as covering their tracks through deleted emails and blending into legitimate user activity.

Darktrace AI, however, detected the subtle anomalies in the user’s behavior and thus identified that there was an unwanted presence in the environment. Darktrace is able to cover attacks in cloud and SaaS across the entire attack lifecycle – from an initial spear phishing email to full account takeover – even when other security methods, such as 2FA, have been compromised. In these attacks, early detection and response is key. There could have been significant financial and reputational repercussions had Darktrace not detected the attack.

Thanks to Darktrace analyst Brianna Leddy for her insights on the above threat find.

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
Max Heinemeyer
Chief Product Officer

Max is a cyber security expert with over a decade of experience in the field, specializing in a wide range of areas such as Penetration Testing, Red-Teaming, SIEM and SOC consulting and hunting Advanced Persistent Threat (APT) groups. At Darktrace, Max is closely involved with Darktrace’s strategic customers & prospects. He works with the R&D team at Darktrace, shaping research into new AI innovations and their various defensive and offensive applications. Max’s insights are regularly featured in international media outlets such as the BBC, Forbes and WIRED. Max holds an MSc from the University of Duisburg-Essen and a BSc from the Cooperative State University Stuttgart in International Business Information Systems.

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Darktrace Recognized in the Gartner® Magic Quadrant™ for Email Security Platforms

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Darktrace has been recognized in the first ever Gartner Magic Quadrant for Email Security Platforms (ESP).  As a Challenger, we have been recognized based on our Ability to Execute and Completeness of Vision.

The Gartner Magic Quadrant for Email Security is designed to help organizations evaluate which email security solutions might be the best fit for their needs by providing a visual representation of the market vendors and the strengths and cautions of different vendors. We encourage our customers to read the full report to get the complete picture.

Darktrace / EMAIL has a unique AI approach to identifying threats, including NLP and behavioral analysis, instead of traditional security measures like signatures and sandboxing – providing protection against advanced attacks like Business Email Compromise (BEC) and spear phishing. We believe our AI-first approach delivers high-quality solutions that our customers trust, allowing them to stay ahead of sophisticated threats that other tools miss.  

We’re proud of Darktrace’s rapid growth, geographic scale, and ability to execute effectively in the email security market, which reflect our commitment to delivering high-quality, reliable solutions that meet the evolving needs of our customers.

What do we believe makes Darktrace the fastest growing email security solution on the market?

An AI-first approach to innovation: Catching the threats others miss

As one of the founders of the ICES category, Darktrace has a long history of innovation, backed by over 200 patents. While other email security solutions are only just starting to apply machine learning (ML) techniques to outdated methods like signature analysis, reputation lists, and sandboxing, Darktrace has redefined the approach to email threat detection with its pioneering AI-driven anomaly detection engine.

Traditional ESPs often miss advanced threats because they rely on rules and signatures that focus on payloads and blindly trust known sources. This approach requires constant updates and frequently fails to detect threats like Business Email Compromise and Spear Phishing. In contrast, Darktrace / EMAIL uses advanced anomaly detection to identify the most sophisticated threats by focusing on unusual patterns and behaviors. This innovative approach has consistently delivered superior detection, stopping on average 58% of the threats that other solutions in the security stack miss.1

But our AI-first approach doesn’t stop at the inbox. At Darktrace, we transcend the limitations of traditional email security by leveraging a platform that unifies insights across multiple domains, providing robust protection against multi-domain threats. Our award-winning solutions defend the most popular attack vectors, including email, messaging, network, and identity protection. By combining signals from all domains, we establish unique behavioral profiles for each device and user, significantly enhancing detection precision.  

This pioneering approach has led to introducing industry-first advancements like QR code analysis and automated incident investigations, alongside game-changing functionality including:

  • Microsoft Teams security with advanced messaging analysis: The ability to identify critical early phishing and insider threats across both email and Microsoft Teams messaging.  
  • AI analyst narratives for improved end user reporting: that reduces phishing investigations by 60% by exposing unique narratives that provide the context of each received email and give feedback to each employee as they interact with their mail.2
  • Mailbox Security Assistant: to perform advanced behavioral browser analysis and stop malicious links within webpages, detecting and remediating 70% more malicious phishing links than traditional tools.3  
  • AI based, autonomous data loss prevention: to immediately secure your organization from misdirected emails, insider threats, and data loss—both classified and unclassified- without any administrative overhead.

Customer trust that fuels exponential growth

With almost 5,000 customers in under 5 years, we've doubled the growth rate of other vendors in the email security market. Our rapid market penetration, fueled by customer satisfaction and pioneering technology, showcases our revolutionary approach and sets new industry standards. 

Darktrace’s exceptional customer retention is fueled by an unparalleled customer experience, extensive regional support, dedicated account teams, and cutting-edge scalable technology. We pride ourselves on having a global network with local expertise, consisting of 110 worldwide offices which provide local language and technical support to offer multilingual, in-house assistance to our customer base.

Check it out – Darktrace / EMAIL has the highest percentage of 5-star ratings with a 4.8 rating on Gartner® Peer Insights™.4

Supporting every stage of your email security journey

Darktrace / EMAIL supports your security maturity journey, from first time security buyers to mature security stacks looking to augment their existing ESPs – by handling advanced threats without extensive tuning. And unlike other solutions that create a siloed and parallel solution, it works harmoniously with native email providers to create a modern email security stack. That’s why Darktrace performs well with first-time email security buyers and has strong renewal rates.

Integrating with Microsoft and Google via API, we replace traditional Secure Email Gateways (SEGs) with a modern, comprehensive email security stack. By combining approaches, our solution merges attack-centric analysis, which learns attack patterns and threat intelligence, with a business-centric approach that understands user behavior and inbox activity to deliver a unified stack that defends the entire threat spectrum – leading Darktrace to be recognized as Microsoft Partner of the year UK 2024.  

Our user-friendly, self-learning AI solution requires minimal tuning and deployment, making it perfect for customers looking for a highly usable but lightly configurable solution that will accompany them throughout their lifetime as they mature their email security stack in line with the evolving threat landscape.

Learn more

Get complimentary access to the full Gartner® Magic Quadrant™ for Email Security Platforms here.

To learn more about Darktrace / EMAIL or to get a free demo, check out the product hub.

References

1 From September 1 – December 31 2023, 58% of the phishing emails analyzed by Darktrace / EMAIL had already passed through native spam filtering and email security controls. (Darktrace End of Year Threat Report 2023)

2 When customers deployed the Darktrace / EMAIL Outlook Add-in there was a 60% decrease in incorrectly reported phishing emails. Darktrace Internal Research, 2024

3 Once a user reports phishing that contains a link, an automated second level triage engages our link analysis infrastructure expanding the signals analyzed. Darktrace Internal Research, 2024

4 Based on 252 reviews as of 19th December 2024

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About the author
Carlos Gray
Product Manager

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December 17, 2024

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Inside the SOC

Cleo File Transfer Vulnerability: Patch Pitfalls and Darktrace’s Detection of Post-Exploitation Activities

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File transfer applications: A target for ransomware

File transfer applications have been a consistent target, particularly for ransomware groups, in recent years because they are key parts of business operations and have trusted access across different parts of an organization that include potentially confidential and personal information about an organization and its employees.

Recent targets of ransomware criminals includes applications like Acellion, Moveit, and GoAnywhere [1]. This seems to have been the case for Cleo’s managed file transfer (MFT) software solutions and the vulnerability CVE-2024-50623.

Threat overview: Understanding Cleo file transfer vulnerability

This vulnerability was believed to have been patched with the release of version 5.8.0.21 in late October 2024. However, open-source intelligence (OSINT) reported that the Clop ransomware group had managed to bypass the initial patch in late November, leading to the successful exploitation of the previously patched CVE.

In the last few days Cleo has published a new vulnerability, CVE-2024-55956, which is not a patch bypass of the CVE-2024-50623 but rather another vulnerability. This is also an unauthenticated file write vulnerability but while CVE-2024-50623 allows for both reading and writing arbitrary files, the CVE-2024-55956 only allows for writing arbitrary files and was addressed in version 5.8.0.24 [2].

Darktrace Threat Research analysts have already started investigating potential signs of devices running the Cleo software with network traffic supporting this initial hypothesis.

Comparison of CVE-2024-50623 and CVE-2024-55956

While CVE-2024-50623 was initially listed as a cross-site scripting issue, it was updated on December 10 to reflect unrestricted file upload and download. This vulnerability could lead to remote code execution (RCE) in versions of Cleo’s Harmony, VLTrader, and LexiCom products prior to 5.8.0.24. Attackers could leverage the fact that files are placed in the "autorun" sub-directory within the installation folder and are immediately read, interpreted, and evaluated by the susceptible software [3].

CVE-2024-55956, refers to an unauthenticated user who can import and execute arbitrary Bash or PowerShell commands on the host system by leveraging the default settings of the Autorun directory [4]. Both CVEs have occurred due to separate issues in the “/Synchronization” endpoint.

Investigating post exploitation patterns of activity on Cleo software

Proof of exploitation

Darktrace’s Threat Research analysts investigated multiple cases where devices identified as likely running Cleo software were detected engaging in unusual behavior. Analysts also attempted to identify any possible association between publicly available indicators of compromise (IoCs) and the exploitation of the vulnerability, using evidence of anomalous network traffic.

One case involved an Internet-facing device likely running Cleo VLTrader software (based on its hostname) reaching out to the 100% rare Lithuanian IP 181.214.147[.]164 · AS 15440 (UAB Baltnetos komunikacijos).

This activity occurred in the early hours of December 8 on the network of a customer in the energy sector. Darktrace detected a Cleo server transferring around over 500 MB of data over multiple SSL connections via port 443 to the Lithuanian IP. External research reported that this IP appears to be a callback IP observed in post-exploitation activity of vulnerable Cleo devices [3].

While this device was regularly observed sending data to external endpoints, this transfer represented a small increase in data sent to public IPs and coupled with the rarity of the destination, triggered a model alert as well as a Cyber AI Analyst Incident summarizing the transfer. Unfortunately, due to the encrypted connection no further analysis of the transmitted data was possible. However, due to the rarity of the activity, Darktrace’s Autonomous Response intervened and prevented any further connections to the IP.

 Model Alert Event Log show repeated connections to the rare IP, filtered with the rarity metric.
Figure 1: Model Alert Event Log show repeated connections to the rare IP, filtered with the rarity metric.
Shows connections to 181.214.147[.]164 and the amount of data transferred.
Figure 2: Shows connections to 181.214.147[.]164 and the amount of data transferred.

On the same day, external connections were observed to the external IP 45.182.189[.]225, along with inbound SSL connections from the same endpoint. OSINT has also linked this IP to the exploitation of Cleo software vulnerabilities [5].

Outgoing connections from a Cleo server to an anomalous endpoint.
Figure 3: Outgoing connections from a Cleo server to an anomalous endpoint.
 Incoming SSL connections from the external IP 45.182.189[.]225.
Figure 4: Incoming SSL connections from the external IP 45.182.189[.]225.

Hours after the last connection to 181.214.147[.]164, the integration detection tool from CrowdStrike, which the customer had integrated with Darktrace, issued an alert. This alert provided additional visibility into host-level processes and highlighted the following command executed on the Cleo server:

“D:\VLTrader\jre\bin\java.exe" -jar cleo.4889

Figure 5: The executed comand “D:\VLTrader\jre\bin\java.exe" -jar cleo.4889 and the Resource Location: \Device\HarddiskVolume3\VLTrader\jre\bin\java.exe.

Three days later, on December 11, another CrowdStrike integration alert was generated, this time following encoded PowerShell command activity on the server. This is consistent with post-exploitation activity where arbitrary PowerShell commands are executed on compromised systems leveraging the default settings of the Autorun directory, as highlighted by Cleo support [6]. According to external researchers , this process initiates connections to an external IP to retrieve JAR files with webshell-like functionality for continued post-exploitation [3]. The IP embedded in both commands observed by Darktrace was 38.180.242[.]122, hosted on ASN 58061(Scalaxy B.V.). There is no OSINT associating this IP with Cleo vulnerability exploitation at the time of writing.

Another device within the same customer network exhibited similar data transfer and command execution activity around the same time, suggesting it had also been compromised through this vulnerability. However, this second device contacted a different external IP, 5.45.74[.]137, hosted on AS 58061 (Scalaxy B.V.).

Like the first device, multiple connections to this IP were detected, with almost 600 MB of data transferred over the SSL protocol.

The Security Integration Detection Model that was triggered  and the PowerShell command observed
Figure 6: The Security Integration Detection Model that was triggered  and the PowerShell command observed
 Incoming connections from the external IP 38.180.242[.]122.
Figure 7: Incoming connections from the external IP 38.180.242[.]122.
Connections to the external IP 5.45.74[.]137.
Figure 8: Connections to the external IP 5.45.74[.]137.
Figure 9: Autonomous Response Actions triggered during the suspicious activities

While investigating potential Cleo servers involved in similar outgoing data activity, Darktrace’s Threat Research team identified two additional instances of likely Cleo vulnerability exploitation used to exfiltrate data outside the network. In those two instances, unusual outgoing data transfers were observed to the IP 176.123.4[.]22 (AS 200019, AlexHost SRL), with around 500 MB of data being exfiltrated over port 443 in one case (the exact volume could not be confirmed in the other instance). This IP was found embedded in encoded PowerShell commands examined by external researchers in the context of Cleo vulnerability exploitation investigations.

Conclusion

Overall, Cleo software represents a critical component of many business operations, being utilized by over 4,000 organizations worldwide. This renders the software an attractive target for threat actors who aim at exploiting internet-facing devices that could be used to compromise the software’s direct users but also other dependent industries resulting in supply chain attacks.

Darktrace / NETWORK was able to capture traffic linked to exploitation of CVE-2024-50623 within models that triggered such as Unusual Activity / Unusual External Data to New Endpoint while its Autonomous Response capability successfully blocked the anomalous connections and exfiltration attempts.

Information on new CVEs, how they're being exploited, and whether they've been patched can be fast-changing, sometimes limited and often confusing. Regardless, Darktrace is able to identify and alert to unusual behavior on these systems, indicating exploitation.

Credit to Maria Geronikolou, Alexandra Sentenac, Emma Fougler, Signe Zaharka and the Darktrace Threat Research team

Insights from Darktrace’s First 6: Half-year threat report for 2024

First 6: half year threat report darktrace screenshot

Darktrace’s First 6: Half-Year Threat Report 2024 highlights the latest attack trends and key threats observed by the Darktrace Threat Research team in the first six months of 2024.

  • Focuses on anomaly detection and behavioral analysis to identify threats
  • Maps mitigated cases to known, publicly attributed threats for deeper context
  • Offers guidance on improving security posture to defend against persistent threats

Appendices

References

[1] https://blog.httpcs.com/en/file-sharing-and-transfer-software-the-new-target-of-hackers/

[2] https://attackerkb.com/topics/geR0H8dgrE/cve-2024-55956/rapid7-analysis

[3] https://www.huntress.com/blog/threat-advisory-oh-no-cleo-cleo-software-actively-being-exploited-in-the-wild

[4] https://nvd.nist.gov/vuln/detail/CVE-2024-55956

[5] https://arcticwolf.com/resources/blog/cleopatras-shadow-a-mass-exploitation-campaign/

[6] https://support.cleo.com/hc/en-us/articles/28408134019735-Cleo-Product-Security-Advisory-CVE-Pending

[7] https://support.cleo.com/hc/en-us/articles/360034260293-Local-HTTP-Users-Configuration

Darktrace Model Alerts

Anomalous Connection / Data Sent to Rare Domain

Unusual Activity / Unusual External Data to New Endpoint

Unusual Activity / Unusual External Data Transfer

Device / Internet Facing Device with High Priority Alert

Anomalous Server Activity / Rare External from Server

Anomalous Connection / New User Agent to IP Without Hostname

Security Integration / High Severity Integration Incident

Security Integration / Low Severity Integration Detection

Autonomous Response Model Detections

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

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

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

Cyber AI Analyst Incidents

Unusual External Data Transfer

MITRE ATT&CK Mapping

Tactic – Technique

INITIAL ACCESS – Exploit Public-Facing Application

COMMAND AND CONTROL – Application Layer Protocol (Web Protocols)

COMMAND AND CONTROL – Encrypted Channel

PERSISTENCE – Web Shell

EXFILTRATION - Exfiltration Over C2 Channel

IoC List

IoC       Type    Description + Probability

181.214.147[.]164      IP Address       Likely C2 Infrastructure

176.123.4[.]22            IP Address       Likely C2 Infrastructure

5.45.74[.]137               IP Address           Possible C2 Infrastructure

38.180.242[.]122        IP Address       Possible C2 Infrastructure

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About the author
Maria Geronikolou
Cyber Analyst
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