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December 16, 2024

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

File transfer applications are prime targets for ransomware groups due to their critical role in business operations. Recent vulnerabilities in Cleo's MFT software, namely CVE-2024-50623 and CVE-2024-55956, highlight ongoing risks. Read more about the Darktrace Threat Research team’s investigation into these vulnerabilities.
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.
Written by
Maria Geronikolou
Cyber Analyst
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16
Dec 2024

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

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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

Get the latest insights on emerging cyber threats

Attackers are adapting, are you ready? This report explores the latest trends shaping the cybersecurity landscape and what defenders need to know.

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.
Written by
Maria Geronikolou
Cyber Analyst

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July 24, 2026

Darktrace / EMAIL Expands Behavioral Defense Across Email and Collaboration Workflows

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Email and collaboration tools do more than carry messages. They are where organizations approve payments, share sensitive data, reset credentials, and make thousands of everyday decisions. Increasingly, they are interfaces through which humans direct AI agents in their daily activity. Email, Slack and Teams are high volume, rich with sensitive data, and an easy place to hide malicious activity.

The opportunity isn’t lost on bad actors. Darktrace / EMAIL detected more than 32 million high-confidence phishing emails globally in 2025, and 70% of those messages passed DMARC authentication.  Phishing is increasingly difficult to detect and familiar trust signals alone are not enough. People and security teams need to understand how a message fits the normal behavior of the sender, recipient, and organization. They also need to correlate activity across platforms to spot threats that span multiple channels.

To effectively secure against today’s evolved threats, security teams need to act at two levels: they need to help each employee make a safer decision ‘in the moment’, and they need to understand the wider patterns that may expose the business to risk.

Darktrace is introducing four new capabilities in Darktrace / EMAIL to address both challenges. The new features explain suspicious content more clearly to end users, strengthen the capabilities of Darktrace / Adaptive Human Defense with richer guidance, let organizations define their own patterns for detecting sensitive data in messages, and give security teams a process-level view of risk across email and collaboration workflows.

Darktrace / EMAIL Inbox Analysis highlights risky content within your emails

A warning is more useful when it explains what the user should look at. To help do that, we’ve expanded Darktrace / EMAIL’s Inbox Analysis Add-In to highlight potentially dangerous content within the body of emails that Darktrace / EMAIL flags as potentially suspicious or high risk.  

The add-in can highlight language designed to create urgency, financial references, requests for payment, suspicious links, and content that is unusual for the sender. Each highlighted element includes a pop up that explains why it may be suspicious. Instead of asking an employee to accept a verdict without context, the analysis helps them examine the message and make a more informed decision.

Enhanced Just-In-Time Training Banners in Darktrace / Adaptive Human Defense

Enhanced Just-In-Time Training Banners build on the same principle. The banners now include a contextual header, actionable advice, and specific detection context. This gives employees more useful guidance at the point of risk without adding unnecessary information or cognitive load.

Together, the capabilities help turn a warning into a short learning moment. Employees can see what looks unusual, understand what action to take, and build their judgment.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention

Sensitive data is different for every business. Standard categories such as payment card details or government identifiers matter, but organizations also have their own customer codes, project names, research formats, account structures, and internal identifiers.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention allows administrators to write custom expressions for the data their organization needs to protect. Matched content can trigger existing model actions and data loss prevention (DLP) workflows, extending Darktrace's DLP capabilities.

This extends data loss detection beyond a fixed library of common data types. Security teams can apply controls to information that is sensitive in the context of their own organization and adapt those controls as the business changes.

Introducing Email and Collaboration Workflow Risk Posture Dashboards

Some of the most important risks are not isolated events. They are repeated ways of working that create an opening for error, misuse, or attack. For example, a payment request may be one suspicious message, but a recurring approval workflow that relies on weak verification is a business process risk.

The new Email and Collaboration Workflow Risk Posture Dashboard analyzes email and collaboration data across Email, Microsoft Teams, Slack and Zoom to provide a process-level view of risk in the organization. These may include financial authorization workflows, sensitive data sharing patterns, and activity that could expose credentials.

The dashboard brings these patterns into a view and provides actionable recommendations. This helps security teams determine where to investigate or strengthen controls, where ownership needs to be clarified, and where the business may need to change a risky process. It gives CISOs a clearer view of how human and communication risk is embedded in everyday operations, not only where individual alerts occur.

Behavior connects the individual decision to the wider risk

These capabilities build on Darktrace’s unique behavioral approach to security. We use Adaptive AI to learn how people and AI normally behave within an organization, creating the context needed to recognize when activity changes.

Within the Darktrace Behavioral Defense Platform, Darktrace / EMAIL helps protect people against phishing, account takeover, data exfiltration, and human risk across email and collaboration tools. The new capabilities extend that protection in both directions. They give employees clearer context for the decision in front of them, while giving security leaders a broader view of the workflows and behavior that create risk across the organization.

The result is not simply more alerts. It is a better understanding of why something is risky, what action to take, and where the organization can reduce risk before a familiar process becomes an easy route for an attacker.

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Carlos Gray
Senior Product Marketing Manager, Email

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July 24, 2026

When Guardrails Break: Why Securing AI Requires Behavioral Detection and Autonomous Containment

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Bottom line up front: Governance, guardrails, identity controls, and secure development are necessary to secure AI, but they are not sufficient. AI systems are probabilistic, adaptive, and non-deterministic. Therefore, organizations need two critical layers of security:

  1. Behavioral-based detection that can identify when AI begins to act outside its intended purpose; and  
  2. Surgical, explainable autonomous containment that can stop risky activity before it causes material damage.  

That capability depends on multiple specialized AI models working together, not one LLM making every decision.

Organizations are embedding AI into development, business operations, and security workflows faster than most security programs can adapt. The risk is no longer limited to the model. It extends across prompts, data, identities, agents, memory, APIs, tools, permissions, and the trust relationships connecting them.

In my recent blog, Securing AI: Analysis of the Complete Security Stack with Governance and Controls, I outlined a defense-in-depth strategy spanning governance, identity, data security, secure development, runtime detection, autonomous containment, and recovery. The most urgent requirement across that architecture is the ability to understand how AI behaves in practice and contain it when that behavior becomes risky.  

Why non-deterministic systems require behavioral-based detection

Traditional controls remain foundational. Organizations need least privilege, strong identity controls, secure-by-design architecture, data governance, AI inventories, guardrails, testing, and clear boundaries on autonomy.

But deterministic controls, which assume predictable and repeatable behavior, cannot fully secure non-deterministic systems, where the same input may not always produce the same outcome.

AI agents can interpret the same instruction differently, chain individually authorized actions into an unsafe outcome, or pursue a legitimate goal through a method the organization did not anticipate. One of the most recent examples of this is the incident that OpenAI and Hugging Face jointly disclosed, where an autonomous agent escaped its intended testing boundaries and compromised Hugging Face infrastructure.  

An agent may have permission to access data and invoke a tool, but that does not mean every use of that access is appropriate. It is not enough to know whether an action is allowed. Organizations need to know whether it makes sense.

  • Is this normal for this agent?  
  • Is it acting within its intended purpose?  
  • Is it accessing unusual data, invoking an unexpected tool, or beginning to drift?  
  • Do a series of ordinary-looking actions become risky when viewed together?

Behavioral-based detection specific to an environment or organization with an understanding of context and risk enables provides the needed detection engineering for AI systems. It learns normal activity across people, systems, data, devices, and AI agents, then identifies deviations and evaluates their risk, intent, and context. This enables detection of misuse, abuse, compromise, manipulation, and unintended behavior even when no known attack signature or explicit policy violation exists.

Why accuracy is the foundation for SOC optimization

AI will only improve the SOC if it produces accurate, explainable, and actionable outcomes.

If analysts must manually validate every AI-generated finding because they cannot understand the evidence or confidence behind it, automation has not reduced workload. It has moved the workload. False positives increase fatigue. False negatives cause the most risk and damage to organizations. Inaccurate autonomous actions can disrupt critical operations.

Accuracy is therefore more than a model-performance metric. It is the prerequisite for analyst trust, SOC optimization, and safe autonomous response.

That accuracy is unlikely to come from one model.

Generative AI is valuable for natural-language analysis, summarization, and human interaction. But an LLM should not be the sole analytical engine for behavioral-based detection, investigation, risk assessment, and containment. Interpretability and consistency are required for high-consequence security decisions.

A stronger architecture uses multiple specialized AI systems collaboratively:  

  • Behavioral models can establish normal activity.  
  • Unsupervised learning can identify novel anomalies.  
  • Graph analysis can evaluate relationships among agents, identities, systems, and tools.  
  • Other models can correlate events, investigate competing hypotheses, and assess risk.  
  • Semantic models can analyze language where behavior-based language analysis is needed but this can be used in tandem with vector embeddings, graph neural networks, and a variety of other AI systems.

Each model contributes a different analytical perspective. Their outputs can corroborate one another, improving accuracy and creating a more reliable basis for response. The objective is not one model operating as an oracle. It is layered, adaptive intelligence designed to produce decisions the SOC can understand and trust.

Autonomous containment is required to secure autonomous systems

Many SOCs remain hesitant to trust LLM-based agents with autonomous containment. That concern is reasonable. A poorly selected response can isolate the wrong asset, stop a critical workflow, block a legitimate identity, or create more operational damage than the original incident.

But relying exclusively on human response is also not viable.

AI systems can operate at machine speed. They can expose sensitive data, execute workflows, modify records, call tools, or propagate actions across connected systems before an analyst can investigate and intervene. The behavior may be unintentional, the result of an agent optimizing toward a goal, or caused by misuse, compromise, prompt injection, or offensive AI.

Intent affects the investigation. It does not change the need to stop the damage.

Organizations need autonomous response, but it must be surgical and explainable. The objective is not to shut down an entire agent, user, application, or business process whenever an anomaly occurs. It is to interrupt the specific risky behavior: block an unusual connection, constrain a tool call, stop an abnormal data transfer, or temporarily limit an agent when it is performing anomalous, risky activity.  

That buys humans time. It stops the spread, limits damage, and allows the SOC to investigate without unnecessarily disrupting the business.

Layered, Adaptive AI provides a path forward

Darktrace has spent more than a decade researching and operationalizing layered, behavioral, Adaptive AI that learns a specific organization rather than relying only on historic attacks or predefined signatures.

The approach is designed to understand normal behavior, identify anomalous activity, assess its risk, correlate related events, autonomously investigate, and, when necessary, apply targeted containment while normal operations continue.

That sequence matters. Autonomous response cannot simply be added to the end of an LLM workflow. Trusted containment depends on broad visibility, continuous behavioral understanding, multiple analytical techniques, risk and context evaluation, autonomous investigation, explainability, and precise response actions.

This represents a more responsible model for security autonomy: not automation for its own sake, but controlled autonomy built to improve security outcomes and protect business operations.

Security must enable AI adoption

The answer for security teams is not to block AI. Organizations are adopting it to improve productivity, accelerate development, and create new business value.

But innovation without behavioral detection and autonomous containment is not sustainable.

Organizations should continue investing in governance, identity, least privilege, data security, secure MLOps, guardrails, testing, evaluation, validation, verification, kill switches, rollback, and forensic readiness. At the same time, they cannot wait for every governance program to mature before addressing runtime risk.

Behavioral-based detection and autonomous containment provide an immediate layer of resilience. They allow organizations to detect exploitation and risky AI behavior they did not anticipate, contain it at machine speed, and preserve human control over broader remediation.

The future of AI security will not be defined by a single model making every decision. It will be defined by multiple specialized AI systems working collaboratively, with sufficient accuracy, transparency, and context to support trusted autonomous action.

Surgical, explainable autonomous containment is no longer a future capability. It is a requirement for scaling AI securely today.

Learn how to build a defense-in-depth strategy for securing AI at scale in our talk at Black Hat on August 5 at 3:15 PM.  

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