Blog
/
Network
/
February 11, 2025

Defending Against Living-off-the-Land Attacks: Anomaly Detection in Action

Discover how Darktrace detected and responded to cyberattacks using Living-off-the-Land (LOTL) tactics to exploit trusted services and tools on customer networks.
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
Alexandra Sentenac
Cyber Analyst
Default blog image
11
Feb 2025

What is living-off-the-land?

Threat actors employ a variety of techniques to compromise target networks, including exploiting unpatched vulnerabilities, abusing misconfigurations, deploying backdoors, and creating custom malware. However, these methods generate a lot of noise and are relatively easy for network and host-based monitoring tools to detect, especially once indicators of compromise (IoCs) and tactics, techniques, and procedures (TTPs) are published by the cybersecurity community.

Living-off-the-Land (LOTL) techniques, however, allow attacks to remain nearly invisible to Endpoint Detection and Response (EDR) tools – leveraging trusted protocols, applications and native systems to carry out malicious activity. While mitigations exist, they are often poorly implemented. The Cybersecurity and Infrastructure Security Agency (CISA) found that some organizations “lacked security baselines, allowing [Living-off-the-Land binaries (LOLBins)] to execute and leaving analysts unable to identify anomalous activity” and “organizations did not appropriately tune their detection tools to reduce alert noise, leading to an unmanageable level of alerts to sift through and action" [1].

Darktrace / NETWORK addresses this challenge across Information Technology (IT), Operational Technology (OT), and cloud environments by continuously analyzing network traffic and identifying deviations from normal behavior with its multi-layered AI – helping organizations detect and respond to LOTL attacks in real time.

Darktrace’s detection of LOTL attacks

This blog will review two separate attacks detected by Darktrace that leveraged LOTL techniques at several stages of the intrusion.

Case A

Reconnaissance

In September 2024, a malicious actor gained access to a customer network via their Virtual Private Network (VPN) from two desktop devices that had no prior connection history. Over two days, the attacker conducted multiple network scans, targeting ports associated with Remote Desktop Protocol (RDP) and NTLM authentication. Darktrace detected this unusual activity, triggering multiple alerts for scanning and enumeration activity.

Unusual NTLM authentication attempts using default accounts like “Guest” and “Administrator” were detected. Two days after the initial intrusion, suspicious DRSGetNCChanges requests were observed on multiple domain controllers (DCs), targeting the Directory Replication Service RPC interface (i.e., drsuapi) – a technique used to extract account hashes from DCs. This process can be automated using tools like Mimikatz's DcSync and DCShadow

Around the same time, attacker-controlled devices were seen presenting an admin credential and another credential potentially granting access to Cisco Firewall systems, suggesting successful privilege escalation. Due to the severity of this activity, Darktrace’s Autonomous Response was triggered to prevent the device from further deviation from its normal behavior. However, because Autonomous Response was configured in Human Confirmation mode, the response actions had to be manually applied by the customer.

Cyber AI Analyst Critical Incident showing the unusual DRSGetNCChanges requests following unusual scanning activity.
Figure 1: Cyber AI Analyst Critical Incident showing the unusual DRSGetNCChanges requests following unusual scanning activity.

Lateral movement

Darktrace also detected anomalous RDP connections to domain controllers, originating from an attacker-controlled device using admin and service credentials. The attacker then successfully pivoted to a likely RDP server, leveraging the RDP protocol – one of the most commonly used for lateral movement in network compromises observed by Darktrace.

Cyber Analyst Incident displaying unusual RDP lateral movement connections
Figure 2: Cyber Analyst Incident displaying unusual RDP lateral movement connections.

Tooling

Following an incoming RDP connection, one of the DCs made a successful GET request to the URI '/download/122.dll' on the 100% rare IP, 146.70.145[.]189. The request returned an executable file, which open-source intelligence (OSINT) suggests is likely a CobaltStrike C2 sever payload [2] [3]. Had Autonomous Response been enabled here, it would have blocked all outgoing traffic from the DC allowing the customer to investigate and remediate.

Additionally, Darktrace detected a suspicious CreateServiceW request to the Service Control (SVCCTL) RPC interface on a server. The request executed commands using ‘cmd.exe’ to perform the following actions

  1. Used ‘tasklist’ to filter processes named ”lsass.exe” (Local Security Authority Subsystem Service) to find its specific process ID.
  2. Used “rundll32.exe” to execute the MiniDump function from the “comsvcs.dll” library, creating a memory dump of the “lsass.exe” process.
  3. Saved the output to a PNG file in a temporary folder,

Notably, “cmd.exe” was referenced as “CMd.EXE” within the script, likely an attempt to evade detection by security tools monitoring for specific keywords and patterns.

Model Alert Log showing the unusual SVCCTL create request.
Figure 3: Model Alert Log showing the unusual SVCCTL create request.

Over the course of three days, this activity triggered around 125 Darktrace / NETWORK alerts across 11 internal devices. In addition, Cyber AI Analyst launched an autonomous investigation into the activity, analyzing and connecting 16 separate events spanning multiple stages of the cyber kill chain - from initial reconnaissance to payload retrieval and lateral movement.

Darktrace’s comprehensive detection enabled the customer’s security team to remediate the compromise before any further escalation was observed.

Case B

Between late 2023 and early 2024, Darktrace identified a widespread attack that combined insider and external threats, leveraging multiple LOTL tools for reconnaissance and lateral movement within a customer's network.

Reconnaissance

Initially, Darktrace detected the use of a new administrative credential by a device, which then made unusual RDP connections to multiple internal systems, including a 30-minute connection to a DC. Throughout the attack, multiple unusual RDP connections using the new administrative credential “%admin!!!” were observed, indicating that this protocol was leveraged for lateral movement.

The next day, a Microsoft Defender Security Integration alert was triggered on the device due to suspicious Windows Local Security Authority Subsystem Service (LSASS) credential dump behavior. Since the LSASS process memory can store operating system and domain admin credentials, obtaining this sensitive information can greatly facilitate lateral movement within a network using legitimate tools such as PsExec or Windows Management Instrumentation (WMI) [4]. Security integrations with other security vendors like this one can provide insights into host-based processes, which are typically outside of Darktrace’s coverage. Darktrace’s anomaly detection and network activity monitoring help prioritize the investigation of these alerts.

Three days later, the attacker was observed logging into the DC and querying tickets for the Lightweight Directory Access Protocol (LDAP) service using the default credential “Administrator.” This activity, considered new by Darktrace, triggered an Autonomous Response action that blocked further connections on Kerberos port 88 to the DC. LDAP provides a central location to access and manage data about computers, servers, users, groups, and policies within a network. LDAP enumeration can provide valuable Active Directory (AD) object information to an attacker, which can be used to identify critical attack paths or accounts with high privileges.

Lateral movement

Following the incoming RDP connection, the DC began scanning activities, including RDP and Server Block Message (SMB) services, suggesting the attacker was using remote access for additional reconnaissance. Outgoing RDP connection attempts to over 100 internal devices were observed, with around 5% being successful, highlighting the importance of this protocol for the threat actor’s lateral movement.

Around the same time, the DC made WMI, PsExec, and service control connections to two other DCs, indicating further lateral movement using native administrative protocols and tools. These functions can be leveraged by attackers to query system information, run malicious code, and maintain persistent access to compromised devices while avoiding traditional security tool alarms. In this case, requested services included the IWbemServices (used to access WMI services) and IWbemFetchSmartEnum (used to retrieve a network-optimized enumerator interface) interfaces, with ExecQuery operations detected for the former. This method returns an enumerable collection of IWbemClassObject interface objects based on a query.

Additionally, unusual Windows Remote Management (WinRM) connections to another domain controller were observed. WinRM is a Microsoft protocol that allows systems to exchange and access management information over HTTP(S) across a network, such as running executables or modifying the registry and services.

Cyber AI Analyst Incident showing unusual WMI activity between the two DCs.
Figure 4: Cyber AI Analyst Incident showing unusual WMI activity between the two DCs.

The DC was also detected writing the file “PSEXESVC.exe” to the “ADMIN$” share of another internal device over the SMB file transfer network protocol. This activity was flagged as highly unusual by Darktrace, as these two devices had not previously engaged in this type of SMB connectivity.

It is rare for an attacker to immediately find the information or systems they are after, making it likely they will need to move around the network before achieving their objectives. Tools such as PsExec enable attackers to do this while largely remaining under the radar. With PsExec, attackers who gain access to a single system can connect to and execute commands remotely on other internal systems, access sensitive information, and spread their attack further into the environment.

Model Alert Event Log showing the new write of the file “PSEXESVC.exe” by one of the compromised devices over an SMB connection initiated at an unusual time.
Figure 5. Model Alert Event Log showing the new write of the file “PSEXESVC.exe” by one of the compromised devices over an SMB connection initiated at an unusual time.

Darktrace further observed the DC connecting to the SVCCTL endpoint on a remote device and performing the CreateServiceW operation, which was flagged as highly unusual based on previous behavior patterns between the two devices. Additionally, new ChangeServiceConfigW operations were observed from another device.

Aside from IWbemServices requests seen on multiple devices, Darktrace also detected multiple internal devices connecting to the ITaskSchedulerService interface over DCE-RPC and performing new SchRpcRegisterTask operations, which register a task on the destination system. Attackers can exploit the task scheduler to facilitate the initial or recurring execution of malicious code by a trusted system process, often with elevated permissions. The creation of these tasks was considered new or highly unusual and triggered several anomalous ITaskScheduler activity alerts.

Conclusion

As pointed out by CISA, threat actors frequently exploit the lack of implemented controls on their target networks, as demonstrated in the incidents discussed here. In the first case, VPN access was granted to all domain users, providing the attacker with a point of entry. In the second case, there were no restrictions on the use of RDP within the targeted network segment, allowing the attackers to pivot from device to device.

Darktrace assists security teams in monitoring for unusual use of LOTL tools and protocols that can be leveraged by threat actors to achieve a wide range of objectives. Darktrace’s Self-Learning AI sifts through the network traffic noise generated by these trusted tools, which are essential to administrators and developers in their daily tasks, and highlights any anomalous and potentially unexpected use.

Credit to Alexandra Sentenac (Senior Cyber Analyst) and Ryan Traill (Analyst Content Lead)

References

[1] https://www.cisa.gov/sites/default/files/2024-02/Joint-Guidance-Identifying-and-Mitigating-LOTL_V3508c.pdf

[2] https://www.virustotal.com/gui/ip-address/146.70.145.189/community

[3] https://www.virustotal.com/gui/file/cc9a670b549d84084618267fdeea13f196e43ae5df0d88e2e18bf5aa91b97318

[4]https://www.microsoft.com/en-us/security/blog/2022/10/05/detecting-and-preventing-lsass-credential-dumping-attacks

MITRE Mapping

INITIAL ACCESS - External Remote Services

DISCOVERY - Remote System Discovery

DISCOVERY - Network Service Discovery

DISCOVERY - File and Directory Discovery

CREDENTIAL ACCESS – OS Credential Dumping: LSASS Memory

LATERAL MOVEMENT - Remote Services: Remote Desktop Protocol

LATERAL MOVEMENT - Remote Services: SMB/Windows Admin Shares

EXECUTION - System Services: Service Execution

PERSISTENCE - Scheduled Task

COMMAND AND CONTROL - Ingress Tool Transfer

Darktrace Model Detections

Case A

Device / Suspicious Network Scan Activity

Device / Network Scan

Device / ICMP Address Scan

Device / Reverse DNS Sweep

Device / Suspicious SMB Scanning Activity

Device / Possible SMB/NTLM Reconnaissance

Anomalous Connection / Unusual Admin SMB Session

Device / SMB Session Brute Force (Admin)

Device / Possible SMB/NTLM Brute Force

Device / SMB Lateral Movement

Device / Anomalous NTLM Brute Force

Anomalous Connection / SMB Enumeration

Device / SMB Session Brute Force (Non-Admin)

Device / Anomalous SMB Followed By Multiple Model Breaches

Anomalous Connection / Possible Share Enumeration Activity

Device / RDP Scan

Device / Anomalous RDP Followed By Multiple Model Breaches

Anomalous Connection / Unusual Admin RDP Session

Anomalous Connection / Active Remote Desktop Tunnel

Anomalous Connection / Anomalous DRSGetNCChanges Operation

Anomalous Connection / High Priority DRSGetNCChanges

Compliance / Default Credential Usage

User / New Admin Credentials on Client

User / New Admin Credentials on Server

Device / Large Number of Model Breaches from Critical Network Device

User / New Admin Credential Ticket Request

Compromise / Unusual SVCCTL Activity

Anomalous Connection / New or Uncommon Service Control

Anomalous File / Script from Rare External Location

Anomalous Server Activity / Anomalous External Activity from Critical Network Device

Anomalous File / EXE from Rare External Location

Anomalous File / Numeric File Download

Device / Initial Breach Chain Compromise

Device / Multiple Lateral Movement Model Breaches

Device / Large Number of Model Breaches

Compromise / Multiple Kill Chain Indicators

Case B

User / New Admin Credentials on Client

Compliance / Default Credential Usage

Anomalous Connection / SMB Enumeration

Device / Suspicious SMB Scanning Activity

Device / RDP Scan

Device / New or Uncommon WMI Activity

Device / Anomaly Indicators / New or Uncommon WMI Activity Indicator

Device / New or Unusual Remote Command Execution

Anomalous Connection / New or Uncommon Service Control

Anomalous Connection / Active Remote Desktop Tunnel

Compliance / SMB Drive Write

Anomalous Connection / Anomalous DRSGetNCChanges Operation

Device / Multiple Lateral Movement Model Breaches

Device / Anomalous ITaskScheduler Activity

Anomalous Connection / Unusual Admin RDP Session

Device / Large Number of Model Breaches from Critical Network Device

Compliance / Default Credential Usage

IOC - Type - Description/Probability

146.70.145[.]189 - IP Address - Likely C2 Infrastructure

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
Alexandra Sentenac
Cyber Analyst

More in this series

No items found.

Blog

/

Network

/

June 24, 2026

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

applescript-led mac os intrusionDefault blog imageDefault blog image

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

Continue reading
About the author
Justin Torres
Cyber Analyst

Blog

/

/

June 24, 2026

A New Security Challenge: The Curious Case of Prompt Language Analysis

Default blog imageDefault blog image

Why prompt analysis is emerging as a key AI security challenge

If securing AI has been one of the defining cybersecurity conversations of the past year, prompt analysis is quickly becoming one of its most interesting frontiers.

Security leaders are under pressure to understand how AI is being used across the business. In some organizations, that means governing employee use of chatbots. In others, it means overseeing copilots embedded into SaaS platforms, monitoring coding assistants, or assessing the growing footprint of autonomous agents. However different these use cases may appear on the surface, they share a common factor: humans and machines are usually interacting with enterprise systems through language.  

How prompt language differs from traditional security telemetry

For years, defenders have become used to working with familiar forms of telemetry: email traffic, network connections, API calls, endpoint processes, authentication events. Prompt language is different. It is not simply another log source. It is an expression of intent, instruction, curiosity, urgency, and sometimes manipulation. It reflects the end-goal of a user or agent, but not always with enough surrounding context to interpret the risk correctly.

Why existing security approaches only partially explain prompt risk

A growing number of vendors are approaching the task of securing AI from the angle they know best. Perimeter vendors are extending web or browser controls into AI usage. Identity vendors are emphasizing agent permissions and access governance. Data security and DLP providers are focusing on content inspection and exfiltration risk. All of these perspectives matter, but individually can’t fully explain the problem.

The challenge with securing AI is not just that a new application category has emerged. It is that language has become a new operating layer in the enterprise.

Employees now use prompts to summarize documents, generate code, analyze spreadsheets, query internal knowledge, and trigger multi-step actions through agents. In each case, prompt language acts as the interface between human intent and machine execution. That makes prompts incredibly valuable from a security perspective as they can hint at misuse, policy violations, data exposure, or attempts to circumvent controls. However, they can also be deeply ambiguous when viewed in isolation. That ambiguity is the heart of the issue.

Prompts as behavioral signals, not just text to classify

A prompt by itself tells you what was asked. It does not necessarily tell you whether the request is expected, risky, accidental, or entirely legitimate in context. Two nearly identical prompts can carry very different meanings depending on the role and function of who issued them, what systems they can access, and what actions followed. In other words, prompts are not just text to classify. They are behavioral signals to interpret.

Example: How context changes prompt risk entirely

Consider a common enterprise scenario. An employee is pulled into a new project with an aggressive deadline. Almost overnight, their use of AI tools spikes. They begin prompting more frequently, working across unfamiliar documents, querying new data sources, and interacting with more systems than usual to accelerate delivery. Viewed narrowly, this may look suspicious. Prompt volume increases, file access patterns change, API and SaaS activity rise. From some vantage points, it may resemble insider risk or unmanaged AI usage.

But now add context. Imagine that, earlier that day, the employee received instructions from a senior leader asking them to support a time-sensitive initiative. Their communication history shows that this leader is a legitimate reporting-line superior. Their recent collaboration patterns align with the new project team. Their subsequent activity, while unusual for that individual’s baseline, is consistent with the business task they were assigned.

What initially looked like a risk event may actually be a normal response to business pressure. Without the surrounding context of communication, organizational relationships, and broader behavioral patterns, prompt activity alone could generate more noise than insight.

The reverse is also true. A prompt may appear benign on the surface while the context around it suggests elevated risk. A request that seems routine could originate from a compromised user, a newly connected external agent, a shadow AI workflow, or a user acting outside their normal role. The language itself may not contain anything obviously malicious, but the surrounding conditions may tell a very different story.

What security teams need to analyze prompts effectively

The future of prompt analysis is not just about understanding language. It is about understanding language in context.

To do that well, security teams need more than prompt inspection. They need to understand:

  • Who is issuing the prompt, whether human or agent
  • How that identity normally behaves across the enterprise
  • What systems, data, and workflows are connected to the interaction
  • Which relationships and communications explain the surrounding activity
  • Whether the downstream actions align with expected business behavior

When those layers are absent, prompt analysis can become another isolated control surface: useful in theory, but limited in practice. Security teams may detect unusual wording but miss the operational function behind it, overreact to benign changes in behavior, or miss subtle misuse because the prompt itself did not appear dangerous.

How organizations should think about prompt analysis going forward

Security teams have seen this pattern before. In the cloud, posture without runtime context left important gaps. In identity, access control without behavioral understanding missed misuse that looked legitimate on paper. In data security, content inspection without business context often created friction without resolving risk. AI is exposing the same lesson again: controls are strongest when they are coordinated, not isolated. As organizations work to secure AI and identify gaps across their security operations, prompt analysis will become an increasingly important source of insight, but only as part of a broader strategy.

Prompt analysis will undoubtedly become more common, as prompts are one of the clearest windows into how people and agents are using AI systems. However, what matters most is not simply collecting prompts or filtering dangerous phrases, but being able to place that language inside a wider behavioral and operational picture.

Organizations that already have a broader understanding of how work gets done across the enterprise will be better positioned to make sense of prompt language as this category matures. They will be better able to distinguish urgency from abuse, experimentation from exfiltration, and productive AI adoption from hidden risk.

Figure 1: Darktrace / SECURE AI reconstructs the full sequence of events, showing every user and agent interaction in context, with risky prompts highlighted and categorized, including PII, sensitive data, and other policy violations.

At Darktrace, this is the key lesson emerging from the market: prompt language does matter, but it does not stand alone. It is most valuable when treated as a new behavioral input that can enrich understanding across the enterprise, not as a self-contained source of truth.

Why prompts become less useful when analyzed in isolation

The curious case of prompt language analysis, then, is this: the more important prompts become, the less useful they are in a vacuum.

The real opportunity is not just to see what was asked. It is to understand why it was asked, what it meant in that moment, and what happened next.

For a deeper look at how organizations are approaching this challenge from the strengths of prompt analysis to its limitations in isolation see Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches, which expands on the role prompt-level controls play within a broader, context-driven security strategy.

Continue reading
About the author
Nabil Zoldjalali
VP, Field CISO
Your data. Our AI.
Elevate your network security with Darktrace AI