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November 7, 2022

[Part 1] Analysis of a Raccoon Stealer v1 Infection

Darktrace’s SOC team observed a fast-paced compromise involving Raccoon Stealer v1. See which steps the Raccoon Stealer v1 took to extract company data!
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
Mark Turner
SOC Shift Supervisor
Written by
Sam Lister
Specialist Security Researcher
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07
Nov 2022

Introduction

Towards the end of March 2022, the operators of Raccoon Stealer announced the closure of the Raccoon Stealer project [1]. In May 2022, Raccoon Stealer v2 was unleashed onto the world, with huge numbers of cases being detected across Darktrace’s client base. In this series of blog posts, we will follow the development of Raccoon Stealer between March and September 2022. We will first shed light on how Raccoon Stealer functioned before its demise, by providing details of a Raccoon Stealer v1 infection which Darktrace’s SOC saw within a client network on the 18th March 2022. In the follow-up post, we will provide details about the surge in Raccoon Stealer v2 cases that Darktrace’s SOC has observed since May 2022.  

What is Raccoon Stealer?

The misuse of stolen account credentials is a primary method used by threat actors to gain initial access to target environments [2]. Threat actors have several means available to them for obtaining account credentials. They may, for example, distribute phishing emails which trick their recipients into divulging account credentials. Alternatively, however, they may install information-stealing malware (i.e, info-stealers) onto users’ devices. The results of credential theft can be devastating. Threat actors may use the credentials to gain access to an organization’s SaaS environment, or they may use them to drain users’ online bank accounts or cryptocurrency wallets. 

Raccoon Stealer is a Malware-as-a-Service (MaaS) info-stealer first publicized in April 2019 on Russian-speaking hacking forums. 

Figure 1: One of the first known mentions of Raccoon Stealer on a Russian-speaking hacking forum named ‘Hack Forums’ on the 13th April 2019

The team of individuals behind Raccoon Stealer provide a variety of services to their customers (known as ‘affiliates’), including access to the info-stealer, an easy-to-use automated backend panel, hosting infrastructure, and 24/7 customer support [3]. 

Once Raccoon Stealer affiliates gain access to the info-stealer, it is up to them to decide how to distribute it. Since 2019, affiliates have been observed distributing the info-stealer via a variety of methods, such as exploit kits, phishing emails, and fake cracked software websites [3]/[4]. Once affiliates succeed in installing Raccoon Stealer onto target systems, the info-stealer will typically seek to obtain sensitive information saved in browsers and cryptocurrency wallets. The info-stealer will then exfiltrate the stolen data to a Command and Control (C2) server. The affiliate can then use the stolen data to conduct harmful follow-up activities. 

Towards the end of March 2022, the team behind Raccoon Stealer publicly announced that they would be suspending their operations after one of their core developers was killed during the Russia-Ukraine conflict [5]. 

Figure 2: Raccoon Stealer resignation post on March 25th 2022

Recent details shared by the US Department of Justice [6]/[7] indicate that it was in fact the arrest, rather than the death, of a key Raccoon Stealer operator which led the Raccoon Stealer team to suspend their operations [8].  

The closure of the Raccoon Stealer project, which ultimately resulted from the FBI-backed dismantling of Raccoon Stealer’s infrastructure in March 2022, did not last long, with the completion of Raccoon Stealer v2 being announced on the Raccoon Stealer Telegram channel on the 17th May 2022 [9]. 

 

Figure 3: Telegram post about new version of Raccoon Stealer

In the second part of this blog series, we will provide details of the recent surge in Raccoon Stealer v2 activity. In this post, however, we will provide insight into how the old version of Raccoon Stealer functioned just before its demise, by providing details of a Raccoon Stealer v1 infection which occurred on the 18th March 2022. 

Attack Details

On the 18th March, at around 13:00 (UTC), a user’s device within a customer’s network was seen contacting several websites providing fake cracked software. 

Figure 4: The above figure — obtained from the Darktrace Event Log for the infected device — highlights its connections to cracked software websites such as ‘licensekeysfree[.]com’ and ‘hdlicense[.]com’ before contacting ‘lion-files[.]xyz’ and ‘www.mediafire[.]com’

The user’s attempt to download cracked software from one of these websites resulted in their device making an HTTP GET request with a URI string containing ‘autodesk-revit-crack-v2022-serial-number-2022’ to an external host named ‘lion-filez[.]xyz’

Figure 5: Screenshot from hdlicense[.]com around the time of the infection shows a “Download” button linking to the ‘lion-filez[.]xyz’ endpoint

The device’s HTTP GET request to lion-filez[.]xyz was immediately followed by an HTTPS connection to the file hosting service, www.mediafire[.]com. Given that threat actors are known to abuse platforms such as MediaFire and Discord CDN to host their malicious payloads, it is likely that the user’s device downloaded the Raccoon Stealer v1 sample over its HTTPS connection to www.mediafire[.]com.  

After installing the info-stealer sample, the user’s device was seen making an HTTP GET request with the URI string ‘/g_shock_casio_easy’ to 194.180.191[.]185. The endpoint responded to the request with data related to a Telegram channel named ‘G-Shock’.

Figure 6: Telegram channel ‘@g_shock_casio_easy’

The returned data included the Telegram channel’s description, which in this case, was a base64 encoded and RC4 encrypted string of characters [10]/[11]. The Raccoon Stealer sample decoded and decrypted this string of characters to obtain its C2 IP address, 188.166.49[.]196. This technique used by Raccoon Stealer v1 closely mirrors the espionage method known as ‘dead drop’ — a method in which an individual leaves a physical object such as papers, cash, or weapons in an agreed hiding spot so that the intended recipient can retrieve the object later on without having to come in to contact with the source. In this case, the operators of Raccoon Stealer ‘left’ the malware’s C2 IP address within the description of a Telegram channel. Usage of this method allowed the operators of Raccoon Stealer to easily change the malware’s C2 infrastructure.  

After obtaining the C2 IP address from the ‘G-Shock’ Telegram channel, the Raccoon Stealer sample made an HTTP POST request with the URI string ‘/’ to the C2 IP address, 188.166.49[.]196. This POST request contained a Windows GUID,  a username, and a configuration ID. These details were RC4 encrypted and base64 encoded [12]. The C2 server responded to this HTTP POST request with JSON-formatted configuration information [13], including an identifier string, URL paths for additional files, along with several other fields. This configuration information was also concealed using RC4 encryption and base64 encoding.  

Figure 7- Fields within the JSON-formatted configuration data [13]

In this case, the server’s response included the identifier string ‘hv4inX8BFBZhxYvKFq3x’, along with the following URL paths:

  • /l/f/hv4inX8BFBZhxYvKFq3x/77d765d8831b4a7d8b5e56950ceb96b7c7b0ed70
  • /l/f/hv4inX8BFBZhxYvKFq3x/0cb4ab70083cf5985b2bac837ca4eacb22e9b711
  • /l/f/hv4inX8BFBZhxYvKFq3x/5e2a950c07979c670b1553b59b3a25c9c2bb899b
  • /l/f/hv4inX8BFBZhxYvKFq3x/2524214eeea6452eaad6ea1135ed69e98bf72979

After retrieving configuration data, the user’s device was seen making HTTP GET requests with the above URI strings to the C2 server. The C2 server responded to these requests with legitimate library files such as sqlite3.dll. Raccoon Stealer uses these libraries to extract data from targeted applications. 

Once the Raccoon Stealer sample had collected relevant data, it made an HTTP POST request with the URI string ‘/’ to the C2 server. This posted data likely included a ZIP file (named with the identifier string) containing stolen credentials [13]. 

The observed infection chain, which lasted around 20 minutes, consisted of the following steps:

1. User’s device installs Raccoon Stealer v1 samples from the user attempting to download cracked software

2. User’s device obtains the info-stealer’s C2 IP address from the description text of a Telegram channel

3. User’s device makes an HTTP POST request with the URI string ‘/’ to the C2 server. The request contains a Windows GUID,  a username, and a configuration ID. The response to the request contains configuration details, including an identifier string and URL paths for additional files

4. User’s device downloads library files from the C2 server

5. User’s device makes an HTTP POST request with the URI string ‘/’ to the C2 server. The request contains stolen data

Darktrace Coverage 

Although RESPOND/Network was not enabled on the customer’s deployment, DETECT picked up on several of the info-stealer’s activities. In particular, the device’s downloads of library files from the C2 server caused the following DETECT/Network models to breach:

  • Anomalous File / Masqueraded File Transfer
  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Zip or Gzip from Rare External Location
  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Multiple EXE from Rare External Locations
Figure 8: Event Log for the infected device shows 'Anomalous File / Masqueraded File Transfer' model breach after the device's download of a library file from the C2 server

Since the customer was subscribed to the Darktrace Proactive Threat Notification (PTN) service, they were proactively notified of the info-stealer’s activities. The quick response by Darktrace’s 24/7 SOC team helped the customer to contain the infection and to prevent further damage from being caused. Having been alerted to the info-stealer activity by the SOC team, the customer would also have been able to change the passwords for the accounts whose credentials were exfiltrated.

If RESPOND/Network had been enabled on the customer’s deployment, then it would have blocked the device’s connections to the C2 server, which would have likely prevented any stolen data from being exfiltrated.

Conclusion

Towards the end of March 2022, the team behind Raccoon Stealer announced that they would be suspending their operations. Recent developments suggest that the arrest of a core Raccoon Stealer developer was responsible for this suspension. Just before the Raccoon Stealer team were forced to shut down, Darktrace’s SOC team observed a Raccoon Stealer infection within a client’s network. In this post, we have provided details of the network-based behaviors displayed by the observed Raccoon Stealer sample. Since these v1 samples are no longer active, the details provided here are only intended to provide historical insight into the development of Raccoon Stealer’s operations and the activities carried out by Raccoon Stealer v1 just before its demise. In the next post of this series, we will discuss and provide details of Raccoon Stealer v2 — the new and highly prolific version of Raccoon Stealer. 

Thanks to Stefan Rowe and the Threat Research Team for their contributions to this blog.

References

[1] https://twitter.com/3xp0rtblog/status/1507312171914461188

[2] https://www.gartner.com/doc/reprints?id=1-29OTFFPI&ct=220411&st=sb

[3] https://www.cybereason.com/blog/research/hunting-raccoon-stealer-the-new-masked-bandit-on-the-block

[4] https://www.cyberark.com/resources/threat-research-blog/raccoon-the-story-of-a-typical-infostealer

[5] https://www.bleepingcomputer.com/news/security/raccoon-stealer-malware-suspends-operations-due-to-war-in-ukraine/

[6] https://www.justice.gov/usao-wdtx/pr/newly-unsealed-indictment-charges-ukrainian-national-international-cybercrime-operation

[7] https://www.youtube.com/watch?v=Fsz6acw-ZJY

[8] https://riskybiznews.substack.com/p/raccoon-stealer-dev-didnt-die-in

[9] https://medium.com/s2wblog/raccoon-stealer-is-back-with-a-new-version-5f436e04b20d

[10] https://blog.cyble.com/2021/10/21/raccoon-stealer-under-the-lens-a-deep-dive-analysis/

[11] https://decoded.avast.io/vladimirmartyanov/raccoon-stealer-trash-panda-abuses-telegram/

[12] https://blogs.blackberry.com/en/2021/09/threat-thursday-raccoon-infostealer

[13] https://cyberint.com/blog/research/raccoon-stealer/

Appendices

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
Mark Turner
SOC Shift Supervisor
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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