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July 27, 2023

Revealing Outlaw's Returning Features & New Tactics

Darktrace's investigation of the latest Outlaw crypto-mining operation, covering the resurgence of old tactics along with the emergence of new ones.
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
Adam Potter
Senior Cyber Analyst
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27
Jul 2023

What is Outlaw Cryptocurrency Mining Operation?

The cybersecurity community has been aware of the threat of Outlaw cryptocurrency mining operation, and its affiliated activities since as early as 2018. Despite its prominence, Outlaw remains largely elusive to researchers and analysts due to its ability to adapt its tactics, procedures, and payloads.

Outlaw gained notoriety in 2018 as security researchers began observing the creation of affiliated botnets.[1][2]  Researchers gave Outlaw  its name based on the English translation of the “Haiduc” tool observed during their initial activity on compromised devices.[3],[4] By 2019, much of the initial Outlaw activity  focused on the targeting of Internet of Things (IoT) devices and other internet facing servers, reportedly focusing operations in China and on Chinese devices.[5],[6]  From the outset, mining operations featured as a core element of botnets created by the group.[7] This initial focus may have been a sign of caution by threat actors or a preliminary means of testing procedures and operation efficacy. Regardless, Outlaw actors inevitably expanded scope, targeting larger organizations and a wider range of internet facing devices across geographic scope.

Following a short period of inactivity, security researchers began to observe new Outlaw activity, showcasing additional capabilities such as the ability to kill existing crypto-mining processes on devices, thereby reclaiming devices already compromised by crypto-jacking. [8],[9]

Latest News on Outlaw

Although the more recently observed incidents of Outlaw did demonstrate some new tactics, many of its procedures remained the same, including its unique bundling of payloads that combine crypto-mining and botnet capabilities. [10] In conjunction, the continued use of mining-specific payloads and growth of affiliated botnets has bolstered the belief that Outlaw actors historically prioritizes financial gain, in lieu of overt political objectives.

Given the tendency for malicious actors to share tools and capabilities, true attribution of threat or threat group is extremely difficult in the wild. As such, a genuine survey of activity from the group across a customer base has not always been possible. Therefore, we will present an updated look into more recent activity associated with Outlaw detected across the Darktrace customer base.  

Darktrace vs Outlaw

Since late 2022, Darktrace has observed a rise in probable cyber incidents involving indicators of compromise (IoCs) associated with Outlaw. Given its continued prevalence and relative dearth of information, it is essential to take a renewed look at the latest campaign activity associated with threats like Outlaw to avoid making erroneous assumptions and to ensure the threat posed is correctly characterized.

While being aware of previous IoCs and tactics known to be employed in previous campaigns will go some way to protecting against future Outlaw attacks, it is paramount for organizations to arm themselves with an autonomous intelligent decision maker that can identify malicious activity, based on recognizing deviations from expected patterns of behavior, and take preventative action to effectively defend against such a versatile threat.

Darktrace’s anomaly-based approach to threat detection means it is uniquely positioned to detect novel campaign activity by recognizing subtle deviations in affected devices’ behavior that would have gone unnoticed by traditional security tools relying on rules, signatures and known IoCs.

Outlaw Attack Overview & Darktrace Coverage

From late 2022 through early 2023, Darktrace identified multiple cyber events involving IP addresses, domains, and payloads associated with Outlaw on customer networks. In this recent re-emergence of campaign activity, Darktrace identified numerous attack vectors and IoCs that had previously been associated with Outlaw, however it also observed significant deviations from previous campaigns.

Returning Features

As outlined in a previous blog, past iterations of Outlaw compromises include four identified, distinct phases:

1. Targeting of internet facing devices via SSH brute-forcing

2. Initiation of crypto-mining operations

3. Download of shell script and/or botnet malware payloads

4. Outgoing external SSH scanning to propagate the botnet

Nearly all affected devices analyzed by Darktrace were tagged as internet facing, as identified in previous campaigns, supporting the notion that Outlaw continues to focus on easily exposed devices. In addition to this, Darktrace observed three other core returning features from previous Outlaw campaigns in affected devices between late 2022 and early 2023:

1. Gzip and/or Script Download

2. Beaconing Activity (Command and Control)

3. Crypto-mining

Gzip and/or Script Download

Darktrace observed numerous devices downloading the Dota malware, a strain that is previously known to have been associated with the Outlaw botnet, as either a gzip file or a shell script from rare external hosts.

In some examples, IP addresses that provided the payload were flagged by open-source intelligence (OSINT) sources as having engaged in widespread SSH brute-forcing activities. While the timing of the payload transfer to the device was not consistent, download of gzip files featured prominently during directly observed or potentially affiliated activity. Moreover, Darktrace detected multiple devices performing HTTP requests for shell scripts (.sh) according to detected connection URIs. Darktrace DETECT was able to identify these anomalous connections due to the rarity of the endpoint, payloads, and connectivity for the devices.

Figure 1: Darktrace Cyber AI Analyst technical details summary from an incident during the analysis timeframe that highlights a breach device retrieving the anomalous shell scripts using wget.

Beaconing Activity – Command and Control (C2) Endpoint

Across all Outlaw activity identified by Darktrace, devices engaged in some form of beaconing behavior, rather than one-off connections to IPs associated with Outlaw. While the use of application protocol was not uniform, repeated connectivity to rare external IP addresses related to Outlaw occurred across many analyzed incidents. Darktrace’s Self-Learning AI understood that this beaconing activity represented devices deviating from their expected patterns of life and was able to bring it to the immediate attention of customer security teams.

Figure 2: Model breach log details showing sustained, repeated connectivity to Outlaw affiliated endpoint over port 443, indicating potential C2 activity.

Crypto-mining

In almost every incident of Outlaw identified across the fleet, Darktrace detected some form of cryptocurrency mining activity. Devices affected by Outlaw were consistently observed making anomalous connections to external endpoints associated with crypto-mining operations. Furthermore, the Minergate protocol appeared consistently across hosts; even when devices did not make direct crypto-mining commands, such hosts attempted connections to external entities that were known to support crypto-mining operations.

Figure 3: Advanced Search results showing a sudden spike in mining activity from a device observed connecting to Outlaw-affiliated IP addresses. Such crypto-mining activity was observed consistently across analyzed incidents.

Is Outlaw Using New Tactics?

While in the past, Outlaw activity was identified through a systematic kill chain, recent investigations conducted by Darktrace show significant deviations from this.

For instance, affected devices do not necessarily follow the previously outlined kill chain directly as they did previously. Instead, Darktrace observed affected devices exhibiting these phases in differing orders, repeating steps, or missing out attack phases entirely.

It is essential to study such variation in the kill chain to learn more about the threat of Outlaw and how threat actors are continuing to use it is varying ways. These discrepancies in kill chain elements are likely impacted by visibility into the networks and devices of Darktrace customers, with some relevant activity falling outside of Darktrace’s purview. This is particularly true for internet-exposed devices and hosts that repeatedly performed the same anomalous activity (such as making Minergate requests). Moreover, some devices involved in Outlaw activity may have already been compromised prior to Darktrace’s visibility into the network. As such, these conclusions must be evaluated with a degree of uncertainty.

SSH Activity

Although external SSH connectivity was apparent in some of the incidents detected by Darktrace, it was not directly related to brute-forcing activity. Affected devices did receive anomalous incoming SSH connections, however, wide ranging SSH failed connectivity following the initiation of mining operations by compromised devices was not readily apparent across analyzed compromises. Connections over port 22 were more frequently associated with beaconing and/or C2 activity to endpoints associated with Outlaw, than with potential brute-forcing. As such, Darktrace could not, with high confidence correlate such SSH activity to brute-forcing. This could suggest that threat actors are now portioning or rotation of botnet devices for different operations, for example dividing between botnet expansion and mining operations.

Command line tools

In cases of Outlaw investigated by Darktrace, there was also a degree of variability involving the tools used to retrieve payloads. On the networks of customers affected by Outlaw, Darktrace DETECT identified the use of user agents and command line tools that it considered to be out of character for the network and its devices.

When retrieving the Dota malware payload or shell script data, compromised devices frequently relied on numerous versions of wget and curl user agents. Although the use of such tools as a tactic cannot be definitively linked to the crypto-mining campaign, the employment of varying and/or outdated native command line tools attests to the procedural flexibility of Outlaw campaigns, and its potential for continued evolution.

Figure 4: Breach log data showing use of curl and wget tools to connect to IP addresses associated with Outlaw.

Outlaw in 2023

Given Outlaw’s widespread notoriety and its continued activities, it is likely to remain a prominent threat to organizations and security teams across the threat landscape in 2023 and beyond.

As Darktrace has observed within its customer base from late 2022 through early 2023, activity linked with the Outlaw cryptocurrency mining campaign continues to transpire, offering security teams and research a renewed look at how it has evolved and adapted over the years. While many of its features and tactics appear to have remained consistent, Darktrace has identified numerous signs of Outlaw deviating from its previously known activities.

While relying on previously established IoCs and known tactics from previous campaigns will go some way to protecting an organization’s network from Outlaw compromises, there is a greater need than ever to go further than this. Rather than depending on a list of known-bads or traditional signatures and rules, Darktrace’s anomaly-based approach to threat detection and unparallel autonomous response capabilities mean it is uniquely positioned to DETECT and RESPOND to Outlaw activity, regardless of how it evolves in the future.

Credit to: Adam Potter, Cyber Analyst, Nahisha Nobregas, SOC Analyst, and Ryan Traill, Threat Content Lead

Relevant DETECT Model Breaches:

Compliance / Incoming SSH  

Device / New User Agent and New IP

Device / New User Agent  

Anomalous Connection / New User Agent to IP Without Hostname  

Compromise / Crypto Currency Mining Activity  

Anomalous File / Internet Facing System File Download  

Anomalous Server Activity / New User Agent from Internet Facing System  

Anomalous File / Zip or Gzip from Rare External Location  

Anomalous File / Script from Rare External Location  

Anomalous Connection / Multiple Failed Connections to Rare Endpoint  

Compromise / Large Number of Suspicious Failed Connections  

Anomalous Server Activity / Outgoing from Server  

Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

Indicators of Compromise

Indicator - Type - Description

/dota3.tar.gz​

File  URI​

Outlaw  payload​

/tddwrt7s.sh​

File  URI​

Outlaw  payload​

73e5dbafa25946ed636e68d1733281e63332441d​

SHA1  Hash​

Outlaw  payload​

debian-package[.]center​

Hostname​

Outlaw  C2 endpoint​

161.35.236[.]24​

IP  address​

Outlaw  C2 endpoint​

138.68.115[.]96​

IP  address​

Outlaw C2  endpoint​

67.205.134[.]224​

IP  address​

Outlaw C2  endpoint​

138.197.212[.]204​

IP  address​

Outlaw C2  endpoint​

45.9.148[.]59 ​

IP  address​

Possible  Outlaw C2 endpoint​

45.9.148[.]117​

IP  address​

Outlaw C2  endpoint​

45.9.148[.]125​

IP  address​

Outlaw C2  endpoint​

45.9.148[.]129​

IP  address​

Outlaw C2  endpoint​

45.9.148[.]99 ​

IP  address​

Outlaw C2  endpoint​

45.9.148[.]234​

IP  address​

Possible  Outlaw C2 endpoint​

45.9.148[.]236​

IP  address​

Possible  Outlaw C2 endpoint​

159.203.102[.]122​

IP  address​

Outlaw C2  endpoint​

159.203.85[.]196​

IP  address​

Outlaw C2  endpoint​

159.223.235[.]198​

IP  address​

Outlaw C2  endpoint​

MITRE ATT&CK Mapping

Tactic -Technique

Initial Access -T1190  Exploit - Public Facing Application

Command and Control - T1071 - Application - Layer Protocol

T1071.001 - Application Layer Protocol: Web Protocols

Impact - T1496 Resource Hijacking

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
Adam Potter
Senior 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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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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