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May 28, 2024

Stemming the Citrix Bleed Vulnerability with Darktrace’s ActiveAI Security Platform

This blog delves into Darktrace’s investigation into the exploitation of the Citrix Bleed vulnerability on the network of a customer in late 2023. Darktrace’s Self-Learning AI ensured the customer was well equipped to track the post-compromise activity and identify affected devices.
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
Vivek Rajan
Cyber Analyst
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28
May 2024

What is Citrix Bleed?

Since August 2023, cyber threat actors have been actively exploiting one of the most significant critical vulnerabilities disclosed in recent years: Citrix Bleed. Citrix Bleed, also known as CVE-2023-4966, remained undiscovered and even unpatched for several months, resulting in a wide range of security incidents across business and government sectors [1].

How does Citrix Bleed vulnerability work?

The vulnerability, which impacts the Citrix Netscaler Gateway and Netscaler ADC products, allows for outside parties to hijack legitimate user sessions, thereby bypassing password and multifactor authentication (MFA) requirements.

When used as a means of initial network access, the vulnerability has resulted in the exfiltration of sensitive data, as in the case of Xfinity, and even the deployment of ransomware variants including Lockbit [2]. Although Citrix has released a patch to address the vulnerability, slow patching procedures and the widespread use of these products has resulted in the continuing exploitation of Citrix Bleed into 2024 [3].

How Does Darktrace Handle Citrix Bleed?

Darktrace has demonstrated its proficiency in handling the exploitation of Citrix Bleed since it was disclosed back in 2023; its anomaly-based approach allows it to efficiently identify and inhibit post-exploitation activity as soon as it surfaces.  Rather than relying upon traditional rules and signatures, Darktrace’s Self-Learning AI enables it to understand the subtle deviations in a device’s behavior that would indicate an emerging compromise, thus allowing it to detect anomalous activity related to the exploitation of Citrix Bleed.

In late 2023, Darktrace identified an instance of Citrix Bleed exploitation on a customer network. As this customer had subscribed to the Proactive Threat Notification (PTN) service, the suspicious network activity surrounding the compromise was escalated to Darktrace’s Security Operation Center (SOC) for triage and investigation by Darktrace Analysts, who then alerted the customer’s security team to the incident.

Darktrace’s Coverage

Initial Access and Beaconing of Citrix Bleed

Darktrace’s initial detection of indicators of compromise (IoCs) associated with the exploitation of Citrix Bleed actually came a few days prior to the SOC alert, with unusual external connectivity observed from a critical server. The suspicious connection in question, a SSH connection to the rare external IP 168.100.9[.]137, lasted several hours and utilized the Windows PuTTY client. Darktrace also identified an additional suspicious IP, namely 45.134.26[.]2, attempting to contact the server. Both rare endpoints had been linked with the exploitation of the Citrix Bleed vulnerability by multiple open-source intelligence (OSINT) vendors [4] [5].

Darktrace model alert highlighting an affected device making an unusual SSH connection to 168.100.9[.]137 via port 22.
Figure 1: Darktrace model alert highlighting an affected device making an unusual SSH connection to 168.100.9[.]137 via port 22.

As Darktrace is designed to identify network-level anomalies, rather than monitor edge infrastructure, the initial exploitation via the typical HTTP buffer overflow associated with this vulnerability fell outside the scope of Darktrace’s visibility. However, the aforementioned suspicious connectivity likely constituted initial access and beaconing activity following the successful exploitation of Citrix Bleed.

Command and Control (C2) and Payload Download

Around the same time, Darktrace also detected other devices on the customer’s network conducting external connectivity to various endpoints associated with remote management and IT services, including Action1, ScreenConnect and Fixme IT. Additionally, Darktrace observed devices downloading suspicious executable files, including “tniwinagent.exe”, which is associated with the tool Total Network Inventory. While this tool is typically used for auditing and inventory management purposes, it could also be leveraged by attackers for the purpose of lateral movement.

Defense Evasion

In the days surrounding this compromise, Darktrace observed multiple devices engaging in potential defense evasion tactics using the ScreenConnect and Fixme IT services. Although ScreenConnect is a legitimate remote management tool, it has also been used by threat actors to carry out C2 communication [6]. ScreenConnect itself was the subject of a separate critical vulnerability which Darktrace investigated in early 2024. Meanwhile, CISA observed that domains associated with Fixme It (“fixme[.]it”) have been used by threat actors attempting to exploit the Citrix Bleed vulnerability [7].

Reconnaissance and Lateral Movement

A few days after the detection of the initial beaconing communication, Darktrace identified several devices on the customer’s network carrying out reconnaissance and lateral movement activity. This included SMB writes of “PSEXESVC.exe”, network scanning, DCE-RPC binds of numerous internal devices to IPC$ shares and the transfer of compromise-related tools. It was at this point that Darktrace’s Self-Learning AI deemed the activity to be likely indicative of an ongoing compromise and several Enhanced Monitoring models alerted, triggering the aforementioned PTNs and investigation by Darktrace’s SOC.

Darktrace observed a server on the network initiating a wide range of connections to more than 600 internal IPs across several critical ports, suggesting port scanning, as well as conducting unexpected DCE-RPC service control (svcctl) activity on multiple internal devices, amongst them domain controllers. Additionally, several binds to server service (srvsvc) and security account manager (samr) endpoints via IPC$ shares on destination devices were detected, indicating further reconnaissance activity. The querying of these endpoints was also observed through RPC commands to enumerate services running on the device, as well as Security Account Manager (SAM) accounts.  

Darktrace also identified devices performing SMB writes of the WinRAR data compression tool, in what likely represented preparation for the compression of data prior to data exfiltration. Further SMB file writes were observed around this time including PSEXESVC.exe, which was ultimately used by attackers to conduct remote code execution, and one device was observed making widespread failed NTLM authentication attempts on the network, indicating NTLM brute-forcing. Darktrace observed several devices using administrative credentials to carry out the above activity.

In addition to the transfer of tools and executables via SMB, Darktrace also identified numerous devices deleting files through SMB around this time. In one example, an MSI file associated with the patch management and remediation service, Action1, was deleted by an attacker. This legitimate security tool, if leveraged by attackers, could be used to uncover additional vulnerabilities on target networks.

A server on the customer’s network was also observed writing the file “m.exe” to multiple internal devices. OSINT investigation into the executable indicated that it could be a malicious tool used to prevent antivirus programs from launching or running on a network [8].

Impact and Data Exfiltration

Following the initial steps of the breach chain, Darktrace observed numerous devices on the customer’s network engaging in data exfiltration and impact events, resulting in additional PTN alerts and a SOC investigation into data egress. Specifically, two servers on the network proceeded to read and download large volumes of data via SMB from multiple internal devices over the course of a few hours. These hosts sent large outbound volumes of data to MEGA file storage sites using TLS/SSL over port 443. Darktrace also identified the use of additional file storage services during this exfiltration event, including 4sync, file[.]io, and easyupload[.]io. In total the threat actor exfiltrated over 8.5 GB of data from the customer’s network.

Darktrace Cyber AI Analyst investigation highlighting the details of a data exfiltration attempt.
Figure 2: Darktrace Cyber AI Analyst investigation highlighting the details of a data exfiltration attempt.

Finally, Darktrace detected a user account within the customer’s Software-as-a-Service (SaaS) environment conducting several suspicious Office365 and AzureAD actions from a rare IP for the network, including uncommon file reads, creations and the deletion of a large number of files.

Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled on the network and the post-exploitation activity was able to progress until the customer was made aware of the attack by Darktrace’s SOC team. Had RESPOND been active and configured in autonomous response mode at the time of the attack, it would have been able to promptly contain the post-exploitation activity by blocking external connections, shutting down any C2 activity and preventing the download of suspicious files, blocking incoming traffic, and enforcing a learned ‘pattern of life’ on offending devices.

Conclusion

Given the widespread use of Netscaler Gateway and Netscaler ADC, Citrix Bleed remains an impactful and potentially disruptive vulnerability that will likely continue to affect organizations who fail to address affected assets. In this instance, Darktrace demonstrated its ability to track and inhibit malicious activity stemming from Citrix Bleed exploitation, enabling the customer to identify affected devices and enact their own remediation.

Darktrace’s anomaly-based approach to threat detection allows it to identify such post-exploitation activity resulting from the exploitation of a vulnerability, regardless of whether it is a known CVE or a zero-day threat. Unlike traditional security tools that rely on existing threat intelligence and rules and signatures, Darktrace’s ability to identify the subtle deviations in a compromised device’s behavior gives it a unique advantage when it comes to identifying emerging threats.

Credit to Vivek Rajan, Cyber Analyst, Adam Potter, Cyber Analyst

Appendices

Darktrace Model Coverage

Device / Suspicious SMB Scanning Activity

Device / ICMP Address Scan

Device / Possible SMB/NTLM Reconnaissance

Device / Network Scan

Device / SMB Lateral Movement

Device / Possible SMB/NTLM Brute Force

Device / Suspicious Network Scan Activity

User / New Admin Credentials on Server

Anomalous File / Internal::Unusual Internal EXE File Transfer

Compliance / SMB Drive Write

Device / New or Unusual Remote Command Execution

Anomalous Connection / New or Uncommon Service Control

Anomalous Connection / Rare WinRM Incoming

Anomalous Connection / Unusual Admin SMB Session

Device / Unauthorised Device

User / New Admin Credentials on Server

Anomalous Server Activity / Outgoing from Server

Device / Long Agent Connection to New Endpoint

Anomalous Connection / Multiple Connections to New External TCP Port

Device / New or Uncommon SMB Named Pipe

Device / Multiple Lateral Movement Model Breaches

Device / Large Number of Model Breaches

Compliance / Remote Management Tool On Server

Device / Anomalous RDP Followed By Multiple Model Breaches

Device / SMB Session Brute Force (Admin)

Device / New User Agent

Compromise / Large Number of Suspicious Failed Connections

Unusual Activity / Unusual External Data Transfer

Unusual Activity / Enhanced Unusual External Data Transfer

Device / Increased External Connectivity

Unusual Activity / Unusual External Data to New Endpoints

Anomalous Connection / Data Sent to Rare Domain

Anomalous Connection / Uncommon 1 GiB Outbound

Anomalous Connection / Active Remote Desktop Tunnel

Anomalous Server Activity / Anomalous External Activity from Critical Network Device

Compliance / Possible Unencrypted Password File On Server

Anomalous Connection / Suspicious Read Write Ratio and Rare External

Device / Reverse DNS Sweep]

Unusual Activity / Possible RPC Recon Activity

Anomalous File / Internal::Executable Uploaded to DC

Compliance / SMB Version 1 Usage

Darktrace AI Analyst Incidents

Scanning of Multiple Devices

Suspicious Remote Service Control Activity

SMB Writes of Suspicious Files to Multiple Devices

Possible SSL Command and Control to Multiple Devices

Extensive Suspicious DCE-RPC Activity

Suspicious DCE-RPC Activity

Internal Downloads and External Uploads

Unusual External Data Transfer

Unusual External Data Transfer to Multiple Related Endpoints

MITRE ATT&CK Mapping

Technique – Tactic – ID – Sub technique of

Network Scanning – Reconnaissance - T1595 - T1595.002

Valid Accounts – Defense Evasion, Persistence, Privilege Escalation, Initial Access – T1078 – N/A

Remote Access Software – Command and Control – T1219 – N/A

Lateral Tool Transfer – Lateral Movement – T1570 – N/A

Data Transfers – Exfiltration – T1567 – T1567.002

Compressed Data – Exfiltration – T1030 – N/A

NTLM Brute Force – Brute Force – T1110 - T1110.001

AntiVirus Deflection – T1553 - NA

Ingress Tool Transfer   - COMMAND AND CONTROL - T1105 - NA

Indicators of Compromise (IoCs)

204.155.149[.]37 – IP – Possible Malicious Endpoint

199.80.53[.]177 – IP – Possible Malicious Endpoint

168.100.9[.]137 – IP – Malicious Endpoint

45.134.26[.]2 – IP – Malicious Endpoint

13.35.147[.]18 – IP – Likely Malicious Endpoint

13.248.193[.]251 – IP – Possible Malicious Endpoint

76.223.1[.]166 – IP – Possible Malicious Endpoint

179.60.147[.]10 – IP – Likely Malicious Endpoint

185.220.101[.]25 – IP – Likely Malicious Endpoint

141.255.167[.]250 – IP – Malicious Endpoint

106.71.177[.]68 – IP – Possible Malicious Endpoint

cat2.hbwrapper[.]com – Hostname – Likely Malicious Endpoint

aj1090[.]online – Hostname – Likely Malicious Endpoint

dc535[.]4sync[.]com – Hostname – Likely Malicious Endpoint

204.155.149[.]140 – IP - Likely Malicious Endpoint

204.155.149[.]132 – IP - Likely Malicious Endpoint

204.155.145[.]52 – IP - Likely Malicious Endpoint

204.155.145[.]49 – IP - Likely Malicious Endpoint

References

  1. https://www.axios.com/2024/01/02/citrix-bleed-security-hacks-impact
  2. https://www.csoonline.com/article/1267774/hackers-steal-data-from-millions-of-xfinity-customers-via-citrix-bleed-vulnerability.html
  3. https://www.cybersecuritydive.com/news/citrixbleed-security-critical-vulnerability/702505/
  4. https://www.virustotal.com/gui/ip-address/168.100.9.137
  5. https://www.virustotal.com/gui/ip-address/45.134.26.2
  6. https://www.trendmicro.com/en_us/research/24/b/threat-actor-groups-including-black-basta-are-exploiting-recent-.html
  7. https://www.cisa.gov/news-events/cybersecurity-advisories/aa23-325a
  8. https://www.file.net/process/m.exe.html
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
Vivek Rajan
Cyber Analyst

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June 25, 2026

Shadow AI Detection: The First Step Toward Securing AI

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Why shadow AI is emerging  

Imagine you’re an employee under pressure, deadlines stacking up, repetitive tasks piling higher by the day. You find a free AI tool online that promises to automate the work in seconds; no approvals are needed. It feels like a simple win, paste in some data, write a quick prompt, and move faster.

But in that moment, something changed.  

Sensitive customer information is entered into a tool your organization doesn’t monitor, doesn’t govern, and can’t see and suddenly, that data is no longer where it should be, and no one knows where it’s gone.

This is the reality of Shadow AI: employees using unsanctioned AI tools to move faster, while unintentionally creating risk that exists entirely outside visibility and control.  

This is not just a one off case, research across businesses indicate that nearly half of employees report using unsanctioned AI tools, often prioritizing speed and productivity over security. Additionally, 51% of employees report connecting AI tools to work systems or apps without IT approval, creating significant operational risk where the average cost of security incidents in organizations with a high level of shadow AI usage can reach $670k.

While shadow AI is often top of mind for security professionals, it is just one component of how AI use can increase risk. Understanding and managing shadow AI use should be considered as part of a broader, comprehensive risk management strategy that aims to secure AI systems, including human and agent identities, interactions, human-AI partnerships, and behaviors operating across the digital enterprise from visibility and governance through detection, response, and recovery.  

Effective risk management calls for a layered and interdisciplinary strategy. It requires addressing issues across governance and visibility; identity, access and agent control, data security and privacy, secure MLOps / LLMOps, runtime security, behavior-based detection, autonomous response and recovery.  

This blog explores a specific governance and visibility use case linked to shadow AI and reveals the challenges it presents as well as the defensive strategies that security teams can adopt.

Why shadow AI is hard to detect  

When it comes to AI, what organizations can easily see does not always reflect the full scope of AI activity occurring within the tools, applications, and workflows used across an enterprise. As a result, organizations using traditional rule-based methods to flag unusual activity may struggle to distinguish unsanctioned AI usage from legitimate operational behavior, particularly as SaaS applications, APIs, and orchestration layers increasingly have AI embedded into normal business workflows. Identifying threats using previously observed intelligence or depending on hard to maintain allow and block lists does not provide a dynamic enough strategy to manage risk. Also, many organizations are focusing on identifying Shadow AI in their governed infrastructure, like gateways, endpoints, or SASE, which is foundational. But, organizations require visibility and Shadow AI detection across all networked infrastructure from on-prem, hybrid, data centers, and cloud infrastructure that may not have endpoint agent visibility. This uncovers the utilization of MCP, data flows, and autonomous agents across these domains.

For example, employees interact with AI assistants across approved SaaS platforms every day. However, browser extensions and other types of plug-ins can route prompts that include enterprise data to embedded AI services in ways that are not visible to the security team. AI enabled workflows may invoke multiple APIs, orchestration layers, and cloud services behind the scenes, making it difficult for traditional security tooling to determine where data is processed, stored, or retransmitted. Because much of this activity occurs within trusted browser sessions and encrypted SaaS traffic, conventional network monitoring, DLP, and application allowlisting controls often lack the context needed to accurately identify or govern these interactions

Identifying AI tools in the environment is one part of the equation. Understanding the behavior surrounding their use is where the real challenge lies. An AI application is not inherently risky, but the way users or other assets interact with it may be. Sensitive data exposure, abnormal access patterns, and misuse of AI-assisted workflows often appear legitimate in isolation and only become visible through behavioral analysis across the broader environment.  

What Shadow AI visibility does and doesn’t show

Comprehensive Shadow AI visibility allows organizations to answer several important questions:

  • What types of AI are we using? What AI platforms, agents, MCP clients/servers, and services are active across the enterprise?  
  • Who is using AI services? Which users, business units, or systems are interacting with those AI services?  
  • Is our data safe? Is sensitive or regulated data being exposed through prompts, workflows, or integrations?  
  • Are AI systems behaving as expected? Are AI systems behaving anomalously or operating outside approved governance processes?  
  • Are our AI systems under attack? Is an attacker attempting to manipulate prompts, influence agent behavior, or abuse AI-enabled workflows?

Answering these questions is foundational to broader AI governance efforts. However, it is limited to helping teams understand initial interactions and fails to offer insight into dependencies and outcomes that are critical to securing AI across an enterprise.  

Deeper visibility that includes the ability to understand dependencies and outcomes are not always available in AI security point products. Answering the questions below requires understanding runtime behavior and operational outcomes:  

  • What actions did the AI interaction trigger?  
  • What systems, applications, or data did it access? Did the AI operate beyond its intended permissions or scope?  
  • Could a low-risk interaction lead to high-risk outcomes?  
  • What is the risk and context understanding of an anomalous activity to assist in prioritization of analysis and autonomous response action?

The distinction between these two sets of questions offers two different layers of AI security. The first set of questions focuses on discovery and interaction visibility. The second set focuses on providing visibility that includes the context and outcomes that are critical for managing follow-on risks associated with obfuscated downstream activities.  

Together, these layers help organizations move beyond simply identifying AI usage toward understanding how AI behaves operationally across the enterprise.

How organizations are addressing shadow AI

Most organizations still approach shadow AI as an application control problem, relying on policies, browser restrictions, and allow/block lists. However, AI adoption is evolving faster than most governance processes can realistically keep pace with. New assistants, plugins, and embedded AI features appear continuously, creating pressure to enable business productivity while simultaneously containing risk.  

Existing governance processes were designed for a more traditional SaaS adoption cycle, where new applications could be reviewed, approved, and monitored over longer time horizons. AI adoption operates differently. New capabilities can appear overnight inside existing platforms employees already use, making it difficult for security and governance teams to maintain an accurate understanding of enterprise AI exposure. This means that many organizations are experiencing significant operational overhead, particularly in large environments where AI usage is decentralized across teams, departments, and third-party services.  

Where should organizations start when securing their AI systems?

Shadow AI identification is an on-going critical component for AI Risk/Governance Boards as well as security organizations. As organizations seek AI certifications like ISO 42001 AI Management Systems, visibility into all AI adoption from enterprise use to custom innovation and development is crucial. Shadow AI identification provides organizations with the visibility needed to decide whether an AI tool should be brought into governed environments to reduce data loss (DLP) risks or whether policies should be established and enforced to restrict their use.

As organizations rapidly innovate and adopt AI, they are taking on more and more risk. Organizations need to have a strategy in place to mitigate the assumed risk, especially with third-party adoption. Visibility, monitoring, governance enforcement, behavioral-based detection of non-deterministic systems, and autonomous investigation and containment becomes critical to mitigating the risk of AI systems.  

How Darktrace secures AI and shadow AI

Attackers are using AI to move faster, scale tactics, and make threats more adaptive and convincing. Internally, organizations are grappling with new forms of risk created by generative AI, autonomous agents, shadow AI, and increasingly complex digital environments.

Darktrace helps organizations protect both people and AI in a world where AI is now central to how business gets done. Darktrace / SECURE AI helps organizations discover and control shadow AI by surfacing unsanctioned or unexpected AI activity where it appears – including MCP detections, distinguishing misuse of legitimate tools and unapproved services, and applying policy to contain data exposure while guiding users toward sanctioned options.

Stay up to date on AI security

Sign up for the Secure AI Readiness Program here: This gives you exclusive access to the latest news on the latest AI threats, updates on emerging approaches shaping AI security, and insights into the latest innovations, including Darktrace’s ongoing work in this area.

Ready to talk with a Darktrace expert on securing AI? Register here to receive practical guidance on the AI risks that matter most to your business, paired with clarity on where to focus first across governance, visibility, risk reduction, and long-term readiness.  

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Nicole Carignan
SVP, Security & AI Strategy, Field CISO

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June 25, 2026

From Click to Command: Behavioral Detection of AppleScript-Led MacOS Intrusions

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Introduction

Darktrace’s Threat Research team is publishing this analysis to help defenders understand an active pattern of macOS tradecraft observed in multiple customer environments. This post summarizes the behaviors observed, how they were assessed, and what defenders can do now.

Across multiple environments, Darktrace observed a consistent MacOS intrusion pattern beginning with ClickFix-style user-assisted “update” execution and transitioning into AppleScript-driven post-compromise activity and sustained outbound signaling.

While individual indicators were low-confidence, the repeated convergence of weak behavioral signals — including HTTP POST beaconing, rare or IP-only destinations, SSL anomalies, and abnormal client characteristics — provided a defensible indication of command-and-control establishment Darktrace detection and response in these cases was driven by behavior over artifacts. In the highest-confidence instances, automated containment disrupted outbound signaling before sustained tasking could occur.

Background

ClickFix-style activity typically relies on user-assisted execution and plausible “update” pretexting, followed by post-execution use of native tools to keep the footprint light. In MacOS environments, AppleScript and other built-in scripting mechanisms enable flexible post-compromise workflows while minimizing stable file-based indicators.

Following execution, affected devices exhibited a consistent behavioral pattern. AppleScript or equivalent native scripting activity was observed initiating follow-on workflows, after which outbound communications began to establish a structured rhythm.

These communications were characterized by repeated HTTP POST requests to low-prevalence or IP-only endpoints, often combined with unusual SSL properties and client identifiers that diverged from baseline device behavior. Individually, these signals were weak. When correlated across time and devices, they formed a pattern consistent with control establishment rather than benign software activity.

In higher-confidence cases, Autonomous Response actions were able to reduce or halt outbound signaling, interrupting the attacker’s ability to maintain control.

Detection Timeline

In representative cases, the sequence unfolded as follows:

Stage 1 – Initial Execution

Initial activity began with suspicious or masqueraded execution on a MacOS endpoint, consistent with ClickFix-style user deception.

Stage 2 – Post-Execution Scripting

This was followed closely by native scripting activity, most commonly AppleScript, indicating the transition into post-execution workflow.

Stage 3 – Outbound Communications

Outbound communications then emerged, initially sporadic but quickly forming a consistent cadence of HTTP POST requests to rare external endpoints.

Stage 4 – Anomaly Convergence

As activity persisted, additional anomalies became visible — unusual SSL characteristics, abnormal user agents, and connections to infrastructure with no prior network prevalence.

Stage 5 – Autonomous Response

In the most mature stages of the activity, automated containment actions disrupted outbound communications on affected devices, limiting the attacker’s ability to continue tasking while investigations progressed.

Darktrace coverage and detections

The following use-case highlights systems likely affected by malicious macOS intrusion activity linked by Microsoft to the Democratic People’s Republic of Korea (DPRK) [1], with indications of suspicious behavior observed between March 1 and May 3, 2026. The activity overlaps with patterns described in recent reporting on DPRK-nexus MacOS intrusions [1], though attribution confidence in this case remains moderate and based on behavioral alignment rather than solely infrastructure linkage.

Analyst confidence emerged through the correlation of multiple weak signals across time and devices. This included model coverage for rare external communications, sustained beaconing patterns, repeated HTTP POSTs, and anomalous client characteristics. Where enabled, Autonomous Response actions disrupted the most active outbound paths to reduce the attacker’s ability to maintain control while Darktrace’s investigation continued.

Notably, this highly anomalous behavior included:

  • Outbound connections to the rare external endpoint, zoom[.]uswebob[.]us associated with IP address, 148.72.73[.]98 [2][3] over port 443
  • Outbound connections to the rare external endpoint, check02id[.]com associated with IP address, 83.136.210[.]180 [4] over port 7365
  • Outbound connections to the rare external endpoints, 104.145.210[.]107 [5] over port 8443 and 83.136.208[.]48 [6] over port 443
  • Outbound connections to the rare external endpoint, 83.136.208[.]246 [7] over port 6783 with observed URI `/api/daemon` and a PowerShell user agent

Darktrace’s detection initially highlighted a desktop device (running MacOS) engaging in anomalous behavior as early as March 12, 2026. Starting on March 12, the source device triggered a ‘Possible Doppelganger Attack’ alert including connectivity to the hostname "zoom[.]uswebob[.]us · 148.72.73[.]98" over port 443 (TCP, HTTPS, H2). This model highlights a device connecting to a location that is rare but masquerades as legitimate software, such as Zoom in this case, a commonly used technique to blend into expected traffic [2] [3].

 Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.
Figure 1: Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.

This was followed roughly seven later by a connection to 104.145.210[.]107 over port 8443, during which approximately 250 KiB of data of inbound data and 30 MiB of outbound data was observed, triggering the ‘Unusual Activity / Unusual External Data to New Endpoint’ in Darktrace.

Quickly after this connection, Darktrace’s Autonomous Response intervened, blocking the device’s access to the unusual external location and halting the data exfiltration attempt.

Figure 2: Darktrace’s detection of unusual data exfiltration, shortly followed by an Autonomous Response action to block it.

The device continued to consistently trigger model alerts relating to unusual external connectivity, including 'Posting HTTP to IP Without Hostname', 'Anomalous Connection / Rare External SSL Self-Signed' alerts, until well after 3 PM that day.

Figure 3: Additional external connectivity to new IP without a hostname, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 4: Continued external SSL connectivity to IP 83.136.208[.]48, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 5: Continued external HTTP connectivity to hostname, check02id[.]com · 83.136.210[.]180, alongside an anomalous ‘Go-http-client/1,1’ user agent.

From March 13 to March 28, the device continued exhibit unusual connectivity to various endpoints (e.g., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180), with the 'Multiple HTTP POSTs to Rare Hostname' model consistently triggering.

Windows OS Case

Pivoting over to an additional device, this time running Windows OS, anomalous behavior was also observed between March 30 and April 20. Notably, on March 30, the device was observed making a large number of suspicious external connection attempts to 83.136.208[.]246 over port 6783, all of which failed.

A further indicator was observed on April 1 with PowerShell connectivity to the same rare endpoint (83.136.208[.]246, port 6783), using the URI '/api/daemon' and the user agent 'Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920'.  Additional alerts included 'New User Agent to IP Without Hostname' and 'Anomalous Github Download', alongside activity involving the same endpoint.

Figure 6 : ‘Anomalous Powershell to Rare External Destination’ and ‘Github Download’ model alerts. This behavior involved connectivity with the endpoints ‘83.136.208[.]246’ and ‘github[.]com’.

The device continued triggering 'Posting HTTP to IP Without Hostname' & 'PowerShell to External Rare' alerts between April 4 and April 20 across multiple related endpoints (i.e., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180).

Darktrace’s Autonomous Response capability was able to block suspicious PowerShell attempts to unusual external locations, as shown below in an example from April 20.

Figure 7:  Autonomous Response intervening to block an unusual PowerShell connection to an external destination.

Cyber AI Analyst investigations

In higher-confidence instances, Darktrace’s Cyber AI Analyst investigations helped connect otherwise separate model alerts into a single incident narrative, highlighting the attacker’s progression from post-execution scripting into sustained outbound signaling. This contextual stitching is particularly valuable in macOS scenarios where static artefacts are limited, and behavioral sequencing defines the intrusion.

Cyber AI Analyst investigations highlighted alerts on March 12, including unusual repeated connections and possible SSL command-and-control (C2) to multiple endpoints:

Figure 8: Cyber AI Analyst investigation linking events into a unified incident.

Autonomous Response

In addition to the containment actions detailed earlier, Autonomous Response implemented multiple additional measures to contain suspicious activity throughout the course of this attack. Whenever unusual external connectivity was detected, Darktrace blocked it, closing down potential C2 channels. Likewise, when data exfiltration attempts were identified, these connections were stopped to prevent the potential loss of sensitive data.

Figure 9: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in mid-March.

Furthermore, in cases where a device was deemed to have carried out a significant number of anomalous activities, Darktrace enforced a “pattern of life” on the device, preventing it from deviating from its expected behavior while allowing legitimate business operations to continue uninterrupted.

Figure 10: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in April, including the “Enforce Pattern of Life” action.

Conclusion

macOS intrusion tradecraft continues to shift toward native tooling and lightweight control channels designed to evade signature-led controls.

The repeated convergence of rare destinations, POST-based signaling, and anomalous client behavior — observed across time and across devices — provided sufficient evidence to act early and with confidence.

As macOS tradecraft continues to evolve, the defender advantage increasingly lies not in signatures, but in the ability to reason from behavior.

Credit to Justin Torres (Senior Cyber Analyst), Nathaniel Jones (VP, Security & AI Strategy, FCISO)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Alert Coverage:

/ NETWORK-based model alerts:

·       Anomalous Connection::Multiple HTTP POSTs to Rare Hostname

·       Anomalous Connection::Rare External SSL Self-Signed

·       Anomalous Connection::Powershell to Rare External

·       Anomalous Connection::New User Agent to IP Without Hostname

·       Anomalous Connection::Posting HTTP to IP Without Hostname

·       Compromise::Fast Beaconing to DGA

·       Compromise::Large Number of Suspicious Failed Connections

·       Device::Anomalous Github Download

·       Device::New PowerShell User Agent

·       Unusual Activity::Unusual External Data to New Endpoint

/ NETWORK-based Autonomous Response model alerts:

·       Antigena / Network::Significant Anomaly::Antigena Significant Anomaly from Client Block

·       Antigena / Network::Significant Anomaly::Antigena Controlled and Model Breach

·       Antigena / Network::Significant Anomaly::Antigena Breaches Over Time Block

Indicators of Compromise (IoCs)

IP/Hostname:

·       zoom[.]uswebob[.]us · 148.72.73[.]98

·       83.136.208[.]246

·       check02id[.]com · 83.136.210[.]180

·       83.136.208[.]48

·       104.145.210[.]107

URIs:

·       /api/daemon

Destination Port Usage:

·       6783

·       5202

·       443

·       7365

·       8443

ASN:

·       AS400897 PETROSKY

·       AS398256 AS-ULTAHOST

User agents:

·       Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920

·       Go-http-client/1.1

·       curl/8.7.1

MITRE ATT&CK Mapping

(Technique Name - Tactic - ID - Sub-Technique of)

·       Browser Session Hijacking - COLLECTION - T1185

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

·       Install Digital Certificate - RESOURCE DEVELOPMENT - T1608.003 - T1608

·       PowerShell - EXECUTION - T1059.001 - T1059

·       Domain Generation Algorithms - COMMAND AND CONTROL - T1568.002 - T1568

·       Non-Standard Port - COMMAND AND CONTROL - T1571

·       Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

·       Web Service - COMMAND AND CONTROL - T1102

·       Code Repositories - COLLECTION - T1213.003 - T1213

·       Exploitation of Remote Services - LATERAL MOVEMENT - T1210

·       Exfiltration Over C2 Channel - EXFILTRATION - T1041

·       Exfiltration to Cloud Storage - EXFILTRATION - T1567.002 - T1567

References:

[1] https://www.microsoft.com/en-us/security/blog/2026/04/16/dissecting-sapphire-sleets-macos-intrusion-from-lure-to-compromise/

[2] https://radar.securityalliance.org/advisory-on-dprk-unc1069-fake-microsoft-teams-and-zoom-calls/

[3] https://www.virustotal.com/gui/domain/uswebob.us

[4] https://www.virustotal.com/gui/ip-address/83.136.210.180/community

[5] https://www.virustotal.com/gui/ip-address/104.145.210.107/community

[6] https://www.virustotal.com/gui/ip-address/83.136.208.48/community

[7] https://www.virustotal.com/gui/ip-address/83.136.208.246/community

[8] https://www.darktrace.com/blog/applescript-abuse-unpacking-a-macos-phishing-campaign

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About the author
Justin Torres
Cyber Analyst
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