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February 29, 2024

Protecting Against AlphV BlackCat Ransomware

Learn how Darktrace AI is combating AlphV BlackCat ransomware, including the details of this ransomware and how to protect yourself from it.
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
Sam Lister
Specialist Security Researcher
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29
Feb 2024

As-a-Service malware trending

Throughout the course of 2023, “as-a-Service” strains of malware remained the most consistently observed threat type to affect Darktrace customers, mirroring their overall prominence across the cyber threat landscape. With this trend expected to continue throughout 2024, organizations and their security teams should be prepared to defend their network against increasingly versatile and tailorable malware-as-a-service (MaaS) and ransomware-as-a-service (RaaS) strains [1].

What is ALPHV ransomware?

The ALPHV ransomware, also known as ‘BlackCat’ or ‘Noberus’, is one example of a RaaS strain that has been prominent across the threat landscape over the last few years.

ALPHV is a ransomware strain coded in the Rust programming language. The ransomware is sold as part of the RaaS economy [2], with samples of the ransomware being provided and sold by a criminal group (the RaaS ‘operator’) to other cybercriminals (the RaaS ‘affiliates’) who then gain entry to organizations' networks with the intention of detonating the ransomware and demanding ransom payments.

ALPHV was likely first used in the wild back in November 2021 [3]. Since then, it has become one of the most prolific ransomware strains, with the Federal Bureau of Investigation (FBI) reporting nearly USD 300 million in ALPHV ransom payments as of September 2023 [4].

In December 2023, the FBI and the US Department of Justice announced a successful disruption campaign against the ALPHV group, which included a takedown of the their data leak site, and the release of a decryption tool for the ransomware strain [5], and in February 2024, the US Department of State announced  a reward of up to USD 10 million for information leading to the identification or location of anyone occupying a key leadership position in the group operating the ALPHV ransomware strain [6].

The disruption campaign against the ransomware group appeared to have been successful, as evidenced by the recent, significant decline in ALPHV attacks, however, it would not be surprising for the group to simply return with new branding, in a similar vein to its apparent predecessors, DarkSide and BlackMatter [7].

How does ALPHV ransomware work?

ALPHV affiliates have been known to employ a variety of methods to progress towards their objective of detonating ALPHV ransomware [4]. In the latter half of 2023, ALPHV affiliates were observed using malicious advertising (i.e, malvertising) to deliver a Python-based backdoor-dropper known as 'Nitrogen' to users' devices [8][12]. These malvertising operations consisted in affiliates setting up malicious search engine adverts for tools such as WinSCP and AnyDesk.

Users' interactions with these adverts led them to sites resembling legitimate software distribution sites. Users' attempts to download software from these spoofed sites resulted in the delivery of a backdoor-dropping malware sample dubbed 'Nitrogen' to their devices. Nitrogen has been observed dropping a variety of command-and-control (C2) implants onto users' devices, including Cobalt Strike Beacon and Sliver C2. ALPHV affiliates often used the backdoor access afforded to them by these C2 implants to conduct reconnaissance and move laterally, in preparation for detonating ALPHV ransomware payloads.

Darktrace Detection of ALPHV Ransomware

During October 2023, Darktrace observed several cases of ALPHV affiliates attempting to infiltrate organizations' networks via the use of malvertising to socially engineer users into downloading and installing Nitrogen from impersonation websites such as 'wireshhark[.]com' and wìnscp[.]net (i.e, xn--wnscp-tsa[.]net).

While the attackers managed to bypass traditional security measures and evade detection by using a device from the customer’s IT team to perform its malicious activity, Darktrace DETECT™ swiftly identified the subtle indicators of compromise (IoCs) in the first instance. This swift detection of ALPHV, along with Cyber AI Analyst™ autonomously investigating the wide array of post-compromise activity, provided the customer with full visibility over the attack enabling them to promptly initiate their remediation and recovery efforts.

Unfortunately, in this incident, Darktrace RESPOND™ was not fully deployed within their environment, hindering its ability to autonomously counter emerging threats. Had RESPOND been fully operational here, it would have effectively contained the attack in its early stages, avoiding the eventual detonation of the ALPHV ransomware.

Figure 1: Timeline of the ALPHV ransomware attack.

In mid-October, a member of the IT team at a US-based Darktrace customer attempted to install the network traffic analysis software, Wireshark, onto their desktop. Due to the customer’s configuration, Darktrace's visibility over this device was limited to its internal traffic, despite this it was still able to identify and alert for a string of suspicious activity conducted by the device.

Initially, Darktrace observed the device making type A DNS requests for 'wiki.wireshark[.]org' immediately before making type A DNS requests for the domain names 'www.googleadservices[.]com', 'allpcsoftware[.]com', and 'wireshhark[.]com' (note the two 'h's). This pattern of activity indicates that the device’s user was redirected to the website, wireshhark[.]com, as a result of the user's interaction with a sponsored Google Search result pointing to allpcsoftware[.]com.

At the time of analysis, navigating to wireshhark[.]com directly from the browser search bar led to a YouTube video of Rick Astley's song "Never Gonna Give You Up". This suggests that the website, wireshhark[.]com, had been configured to redirect users to this video unless they had arrived at the website via the relevant sponsored Google Search result [8].

Although it was not possible to confirm this with certainty, it is highly likely that users who visited the website via the appropriate sponsored Google Search result were led to a fake website (wireshhark[.]com) posing as the legitimate website, wireshark[.]com. It seems that the actors who set up this fake version of wireshark[.]com were inspired by the well-known bait-and-switch technique known as 'rickrolling', where users are presented with a desirable lure (typically a hyperlink of some kind) which unexpectedly leads them to a music video of Rick Astley's "Never Gonna Give You Up".

After being redirected to wireshhark[.]com, the user unintentionally installed a malware sample which dropped what appears to be Cobalt Strike onto their device. The presence of Cobalt Strike on the user's desktop was evidenced by the subsequent type A DNS requests which the device made for the domain name 'pse[.]ac'. These DNS requests were responded to with the likely Cobalt Strike C2 server address, 194.169.175[.]132. Given that Darktrace only had visibility over the device’s internal traffic, it did not observe any C2 connections to this Cobalt Strike endpoint. However, the desktop's subsequent behavior suggests that a malicious actor had gained 'hands-on-keyboard' control of the device via an established C2 channel.

Figure 2: Advanced Search data showing an customer device being tricked into visiting the fake website, wireshhark[.]com.

Since the malicious actor had gained control of an IT member's device, they were able to abuse the privileged account credentials to spread Python payloads across the network via SMB and the Windows Management Instrumentation (WMI) service. The actor was also seen distributing the Windows Sys-Internals tool, PsExec, likely in an attempt to facilitate their lateral movement efforts. It was normal for this IT member's desktop to distribute files across the network via SMB, which meant that this malicious SMB activity was not, at first glance, out of place.

Figure 3: Advanced Search data showing that it was normal for the IT member's device to distribute files over SMB.

However, Darktrace DETECT recognized that the significant spike in file writes being performed here was suspicious, even though, on the surface, it seemed ‘normal’ for the device. Furthermore, Darktrace identified that the executable files being distributed were attempting to masquerade as a different file type, potentially in an attempt to evade the detection of traditional security tools.

Figure 4: Event Log data showing several Model Breaches being created in response to the IT member's DEVICE's SMB writes of Python-based executables.

An addition to DETECT’s identification of this unusual activity, Darktrace’s Cyber AI Analyst launched an autonomous investigation into the ongoing compromise and was able to link the SMB writes and the sharing of the executable Python payloads, viewing the connections as one lateral movement incident rather than a string of isolated events. After completing its investigation, Cyber AI Analyst was able to provide a detailed summary of events on one pane of glass, ensuring the customer could identify the affected device and begin their remediation.

Figure 5: Cyber AI Analyst investigation summary highlighting the IT member's desktop’s lateral movement activities.

C2 Activity

The Python payloads distributed by the IT member’s device were likely related to the Nitrogen malware, as evidenced by the payloads’ names and by the network behaviours which they engendered.  

Figure 6: Advanced Search data showing the affected device reaching out to the C2 endpoint, pse[.]ac, and then distributing Python-based executable files to an internal domain controller.

The internal devices to which these Nitrogen payloads were distributed immediately went on to contact C2 infrastructure associated with Cobalt Strike. These C2 connections were made over SSL on ports 443 and 8443.  Darktrace identified the attacker moving laterally to an internal SQL server and an internal domain controller.

Figure 7: Advanced Search data showing an internal SQL server contacting the Cobalt Strike C2 endpoint, 194.180.48[.]169, after receiving Python payloads from the IT member’s device.
Figure 8: Event Log data showing several DETECT model breaches triggering in response to an internal SQL server’s C2 connections to 194.180.48[.]169.

Once more, Cyber AI Analyst launched its own investigation into this activity and was able to successfully identify a series of separate SSL connections, linking them together into one wider C2 incident.

Figure 9: Cyber AI Analyst investigation summary highlighting C2 connections from the SQL server.

Darktrace observed the attacker using their 'hands-on-keyboard' access to these systems to elevate their privileges, conduct network reconnaissance (primarily port scanning), spread Python payloads further across the network, exfiltrate data from the domain controller and transfer a payload from GitHub to the domain controller.

Figure 10: Cyber AI Analyst investigation summary an IP address scan carried out by an internal domain controller.
Figure 12: Event Log data showing an internal domain controller contacting GitHub around the time that it was in communication with the C2 endpoint, 194.180.48[.]169.
Figure 13: Event Log data showing a DETECT model breach being created in response to an internal domain controller's large data upload to the C2 endpoint, 194.180.48[.]169.

After conducting extensive reconnaissance and lateral movement activities, the attacker was observed detonating ransomware with the organization's VMware environment, resulting in the successful encryption of the customer’s VMware vCenter server and VMware virtual machines. In this case, the attacker took around 24 hours to progress from initial access to ransomware detonation.  

If the targeted organization had been signed up for Darktrace's Proactive Threat Notification (PTN) service, they would have been promptly notified of these suspicious activities by the Darktrace Security Operations Center (SOC) in the first instance, allowing them to quickly identify affected devices and quarantine them before the compromise could escalate.

Additionally, given the quantity of high-severe alerts that triggered in response to this attack, Darktrace RESPOND would, under normal circumstances, have inhibited the attacker's activities as soon as they were identified by DETECT. However, due to RESPOND not being configured to act on server devices within the customer’s network, the attacker was able to seamlessly move laterally through the organization's server environment and eventually detonate the ALPHV ransomware.

Nevertheless, Darktrace was able to successfully weave together multiple Cyber AI Analyst incidents which it generated into a thread representing the chain of behavior that made up this attack. The thread of Incident Events created by Cyber AI Analyst provided a substantial account of the attack and the steps involved in it, which significantly facilitated the customer’s post-incident investigation efforts.  

Figure 14: Darktrace's AI Analyst weaved together 33 of the Incident Events it created together into a thread representing the attacker’s chain of behavior.

Conclusion

It is expected for malicious cyber actors to revise and upgrade their methods to evade organizations’ improving security measures. The continued improvement of email security tools, for example, has likely created a need for attackers to develop new means of Initial Access, such as the use of Microsoft Teams-based malware delivery.

This fast-paced ALPHV ransomware attack serves as a further illustration of this trend, with the actor behind the attack using malvertising to convince an unsuspecting user to download the Python-based malware, Nitrogen, from a fake Wireshark site. Unbeknownst to the user, this stealthy malware dropped a C2 implant onto the user’s device, giving the malicious actor the ‘hands-on-keyboard’ access they needed to move laterally, conduct network reconnaissance, and ultimately detonate ALPHV ransomware.

Despite the non-traditional initial access methods used by this ransomware actor, Darktrace DETECT was still able to identify the unusual patterns of network traffic caused by the attacker’s post-compromise activities. The large volume of alerts created by Darktrace DETECT were autonomously investigated by Darktrace’s Cyber AI Analyst, which was able to weave together related activities of different devices into a comprehensive timeline of the attacker’s operation. Given the volume of DETECT alerts created in response to this ALPHV attack, it is expected that Darktrace RESPOND would have autonomously inhibited the attacker’s operation had the capability been appropriately configured.

As the first post-compromise activities Darktrace observed in this ALPHV attack were seemingly performed by a member of the customer’s IT team, it may have looked normal to a human or traditional signature and rules-based security tools. To Darktrace’s Self-Learning AI, however, the observed activities represented subtle deviations from the device’s normal pattern of life. This attack, and Darktrace’s detection of it, is therefore a prime illustration of the value that Self-Learning AI can bring to the task of detecting anomalies within organizations’ digital estates.

Credit to Sam Lister, Senior Cyber Analyst, Emma Foulger, Principal Cyber Analyst

Appendices

Darktrace DETECT Model Breaches

- Compliance / SMB Drive Write

- Compliance / High Priority Compliance Model Breach

- Anomalous File / Internal / Masqueraded Executable SMB Write

- Device / New or Uncommon WMI Activity

- Anomalous Connection / New or Uncommon Service Control

- Anomalous Connection / High Volume of New or Uncommon Service Control

- Device / New or Uncommon SMB Named Pipe

- Device / Multiple Lateral Movement Model Breaches

- Device / Large Number of Model Breaches  

- SMB Writes of Suspicious Files (Cyber AI Analyst)

- Suspicious Remote WMI Activity (Cyber AI Analyst)

- Suspicious DCE-RPC Activity (Cyber AI Analyst)

- Compromise / Connection to Suspicious SSL Server

- Compromise / High Volume of Connections with Beacon Score

- Anomalous Connection / Suspicious Self-Signed SSL

- Anomalous Connection / Anomalous SSL without SNI to New External

- Compromise / Suspicious TLS Beaconing To Rare External

- Compromise / Beacon to Young Endpoint

- Compromise / SSL or HTTP Beacon

- Compromise / Agent Beacon to New Endpoint

- Device / Long Agent Connection to New Endpoint

- Compromise / SSL Beaconing to Rare Destination

- Compromise / Large Number of Suspicious Successful Connections

- Compromise / Slow Beaconing Activity To External Rare

- Anomalous Server Activity / Outgoing from Server

- Device / Multiple C2 Model Breaches

- Possible SSL Command and Control (Cyber AI Analyst)

- Unusual Repeated Connections (Cyber AI Analyst)

- Device / ICMP Address Scan

- Device / RDP Scan

- Device / Network Scan

- Device / Suspicious Network Scan Activity

- Scanning of Multiple Devices (Cyber AI Analyst)

- ICMP Address Scan (Cyber AI Analyst)

- Device / Anomalous Github Download

- Unusual Activity / Unusual External Data Transfer

- Device / Initial Breach Chain Compromise

MITRE ATT&CK Mapping

Resource Development techniques:

- Acquire Infrastructure: Malvertising (T1583.008)

Initial Access techniques:

- Drive-by Compromise (T1189)

Execution techniques:

- User Execution: Malicious File (T1204.002)

- System Services: Service Execution (T1569.002)

- Windows Management Instrumentation (T1047)

Defence Evasion techniques:

- Masquerading: Match Legitimate Name or Location (T1036.005)

Discovery techniques:

- Remote System Discovery (T1018)

- Network Service Discovery (T1046)

Lateral Movement techniques:

- Remote Services: SMB/Windows Admin Shares

- Lateral Tool Transfer (T1570)

Command and Control techniques:

- Application Layer Protocol: Web Protocols (T1071.001)

- Encrypted Channel: Asymmetric Cryptography (T1573.002)

- Non-Standard Port (T1571)

- Ingress Tool Channel (T1105)

Exfiltration techniques:

- Exfiltration Over C2 Channel (T1041)

Impact techniques:

- Data Encrypted for Impact (T1486)

List of Indicators of Compromise

- allpcsoftware[.]com

- wireshhark[.]com

- pse[.]ac • 194.169.175[.]132

- 194.180.48[.]169

- 193.42.33[.]14

- 141.98.6[.]195

References  

[1] https://darktrace.com/threat-report-2023

[2] https://www.microsoft.com/en-us/security/blog/2022/05/09/ransomware-as-a-service-understanding-the-cybercrime-gig-economy-and-how-to-protect-yourself/

[3] https://www.bleepingcomputer.com/news/security/alphv-blackcat-this-years-most-sophisticated-ransomware/

[4] https://www.cisa.gov/news-events/cybersecurity-advisories/aa23-353a

[5] https://www.justice.gov/opa/pr/justice-department-disrupts-prolific-alphvblackcat-ransomware-variant

[6] https://www.state.gov/u-s-department-of-state-announces-reward-offers-for-criminal-associates-of-the-alphv-blackcat-ransomware-variant/

[7] https://www.bleepingcomputer.com/news/security/blackcat-alphv-ransomware-linked-to-blackmatter-darkside-gangs/

[8] https://www.trendmicro.com/en_us/research/23/f/malvertising-used-as-entry-vector-for-blackcat-actors-also-lever.html

[9] https://news.sophos.com/en-us/2023/07/26/into-the-tank-with-nitrogen/

[10] https://www.esentire.com/blog/persistent-connection-established-nitrogen-campaign-leverages-dll-side-loading-technique-for-c2-communication

[11] https://www.esentire.com/blog/nitrogen-campaign-2-0-reloads-with-enhanced-capabilities-leading-to-alphv-blackcat-ransomware

[12] https://www.esentire.com/blog/the-notorious-alphv-blackcat-ransomware-gang-is-attacking-corporations-and-public-entities-using-google-ads-laced-with-malware-warns-esentire

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
Sam Lister
Specialist Security Researcher

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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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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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