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September 18, 2024

FortiClient EMS Exploited: Attack Chain & Post Exploitation Tactics

Read about the methods used to exploit FortiClient EMS and the critical post-exploitation tactics that affect cybersecurity defenses.
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
Emily Megan Lim
Cyber Analyst
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18
Sep 2024

Cyber attacks on internet-facing systems

In the first half of 2024, the Darktrace Threat Research team observed multiple campaigns of threat actors targeting vulnerabilities in internet-facing systems, including Ivanti CS/PS appliances, Palo Alto firewall devices, and TeamCity on-premises.

These systems, which are exposed to the internet, are often targeted by threat actors to gain initial access to a network. They are constantly being scanned for vulnerabilities, known or unknown, by opportunistic actors hoping to exploit gaps in security. Unfortunately, this exposure remains a significant blind spot for many security teams, as monitoring edge infrastructure can be particularly challenging due to its distributed nature and the sheer volume of external traffic it processes.

In this blog, we discuss a vulnerability that was exploited in Fortinet’s FortiClient Endpoint Management Server (EMS) and the post-exploitation activity that Darktrace observed across multiple customer environments.

What is FortiClient EMS?

FortiClient is typically used for endpoint security, providing features such as virtual private networks (VPN), malware protection, and web filtering. The FortiClient EMS is a centralized platform used by administrators to enforce security policies and manage endpoint compliance. As endpoints are remote and distributed across various locations, the EMS needs to be accessible over the internet.

However, being exposed to the internet presents significant security risks, and exploiting vulnerabilities in the system may give an attacker unauthorized access. From there, they could conduct further malicious activities such as reconnaissance, establishing command-and-control (C2), moving laterally across the network, and accessing sensitive data.

CVE-2023-48788

CVE-2023-48788 is a critical SQL injection vulnerability in FortiClient EMS that can allow an attacker to gain unauthorized access to the system. It stems from improper neutralization of special elements used in SQL commands, which allows attackers to exploit the system through specially crafted requests, potentially leading to Remote Code Execution (RCE) [1]. This critical vulnerability was given a CVSS score of 9.8 and can be exploited without authentication.

The affected versions of FortiClient EMS include:

  • FortiClient EMS 7.2.0 to 7.2.2 (fixed in 7.2.3)
  • FortiClient EMS 7.0.1 to 7.0.10 (fixed in 7.0.11)

The vulnerability was publicly disclosed on March 12, 2024, and an exploit proof of concept was released by Horizon3.ai on March 21 [2]. Starting from March 24, almost two weeks after the initial disclosure, Darktrace began to observe at least six instances where the FortiClient EMS vulnerability had likely been exploited on customer networks. Seemingly exploited devices in multiple customer environments were observed performing anomalous activities, including the installation of Remote Monitoring and Management (RMM) tools, which was also reported by other security vendors around the same time [3].

Darktrace’s Coverage

Initial Access

To understand how the vulnerability can be exploited to gain initial access, we first need to explain some components of the FortiClient EMS:

  • The service FmcDaemon.exe is used for communication between the EMS and enrolled endpoint clients. It listens on port 8013 for incoming client connections.
  • Incoming requests are then sent to FCTDas.exe, which translates requests from other server components into SQL requests. This service interacts with the Microsoft SQL database.
  • Endpoint clients communicate with the FmcDaemon on the server on port 8013 by default.

Therefore, an SQL injection attack can be performed by crafting a malicious payload and sending it over port 8013 to the server. To carry out RCE, an attacker may send further SQL statements to enable and use the xp_cmdshell functionality of the Microsoft SQL server [2].

Shortly before post-exploitation activity began, Darktrace had observed incoming connections to some of the FortiClient EMS devices over port 8013 from the external IPs 77.246.103[.]110, 88.130.150[.]101, and 45.155.141[.]219. This likely represented the threat actors sending an SQL injection payload over port 8013 to the EMS device to validate the exploit.

Establish C2

After exploiting the vulnerability and gaining access to an EMS device on one customer network, two additional devices were seen with HTTP POST requests to 77.246.103[.]110 and 212.113.106[.]100 with a new PowerShell user agent.

Interestingly, the IP 212.113.106[.]100 has been observed in various other campaigns where threat actors have also targeted internet-facing systems and exploited other vulnerabilities. Open-source intelligence (OSINT) suggests that this indicator of compromise (IoC) is related to the Sliver C2 framework and has been used by threat actors such as APT28 (Fancy Bear) and APT29 (Cozy Bear) [4].

Unusual file downloads were also observed on four devices, including:

  • “SETUP.MSI” from 212.32.243[.]25 and 89.149.200[.]91 with a cURL user agent
  • “setup.msi” from 212.113.106[.]100 with a Windows Installer user agent
  • “run.zip” from 95.181.173[.]172 with a PowerShell user agent

The .msi files would typically contain the RMM tools Atera or ScreenConnect [5]. By installing RMM tools for C2, attackers can leverage their wide range of functionalities to carry out various tasks, such as file transfers, without the need to install additional tools. As RMM tools are designed to maintain a stable connection to remote systems, they may also allow the attackers to ensure persistent access to the compromised systems.

A scan of the endpoint 95.181.173[.]172 shows various other files such as “RunSchedulerTask.ps1” and “anydesk.exe” being hosted.

Screenshot of the endpoint 95.181.173[.]172 hosting various files [6].
Figure 1: Screenshot of the endpoint 95.181.173[.]172 hosting various files [6].

Shortly after these unusual file downloads, many of the devices were also seen with usage of RMM tools such as Splashtop, Atera, and AnyDesk. The devices were seen connecting to the following endpoints:

  • *[.]relay.splashtop[.]com
  • agent-api[.]atera[.]com
  • api[.]playanext[.]com with user agent AnyDesk/8.0.9

RMM tools have a wide range of legitimate capabilities that allow IT administrators to remotely manage endpoints. However, they can also be repurposed for malicious activities, allowing threat actors to maintain persistent access to systems, execute commands remotely, and even exfiltrate data. As the use of RMM tools can be legitimate, they offer threat actors a way to perform malicious activities while blending into normal business operations, which could evade detection by human analysts or traditional security tools.

One device was also seen making repeated SSL connections to a self-signed endpoint “azure-documents[.]com” (104.168.140[.]84) and further HTTP POSTs to “serv1[.]api[.]9hits[.]com/we/session” (128.199.207[.]131). Although the contents of these connections were encrypted, they were likely additional infrastructure used for C2 in addition to the RMM tools that were used. Self-signed certificates may also be used by an attacker to encrypt C2 communications.

Internal Reconnaissance

Following the exploit, two of the compromised devices then started to conduct internal reconnaissance activity. The following figure shows a spike in the number of internal connections made by one of the compromised devices on the customer’s environment, which typically indicates a network scan.

Advanced Search results of internal connections made an affected device.
Figure 2: Advanced Search results of internal connections made an affected device.

Reconnaissance tools such as Advanced Port Scanner (“www[.]advanced-port-scanner[.]com”) and Nmap were also seen being used by one of the devices to conduct scanning activities. Nmap is a network scanning tool commonly used by security teams for legitimate purposes like network diagnostics and vulnerability scanning. However, it can also be abused by threat actors to perform network reconnaissance, a technique known as Living off the Land (LotL). This not only reduces the need for custom or external tools but also reduces the risk of exposure, as the use of a legitimate tool in the network is unlikely to raise suspicion.

Privilege Escalation

In another affected customer network, the threat actor’s attempt to escalate their privileges was also observed, as a FortiClient EMS device was seen with an unusually large number of SMB/NTLM login failures, indicative of brute force activity. This attempt was successful, and the device was later seen authenticating with the credential “administrator”.

Figure 3: Advanced Search results of NTLM (top) and SMB (bottom) login failures.

Lateral Movement

After escalating privileges, attempts to move laterally throughout the same network were seen. One device was seen transferring the file “PSEXESVC.exe” to another device over SMB. This file is associated with PsExec, a command-line tool that allows for remote execution on other systems.

The threat actor was also observed leveraging the DCE-RPC protocol to move laterally within the network. Devices were seen with activity such as an increase in new RPC services, unusual requests to the SVCCTL endpoint, and the execution of WMI commands. The DCE-RPC protocol is typically used to facilitate communication between services on different systems and can allow one system to request services or execute commands on another.

These are further examples of LotL techniques used by threat actors exploiting CVE-2023-48788, as PsExec and the DCE-RPC protocol are often also used for legitimate administrative operations.

Accomplish Mission

In most cases, the threat actor’s end goal was not clearly observed. However, Darktrace did detect one instance where an unusually large volume of data had been uploaded to “put[.]io”, a cloud storage service, indicating that the end goal of the threat actor had been to steal potentially sensitive data.

In a recent investigation of a Medusa ransomware incident that took place in July 2024, Darktrace’s Threat Research team found that initial access to the environment had likely been gained through a FortiClient EMS device. An incoming connection from 209.15.71[.]121 over port 8013 was seen, suggesting that CVE-2023-48788 had been exploited. The device had been compromised almost three weeks before the ransomware was actually deployed, eventually resulting in the encryption of files.

Mitigating risk with proactive exposure management and real-time detection

Threat actors have continued to exploit unpatched vulnerabilities in internet-facing systems to gain initial access to a network. This highlights the importance of addressing and patching vulnerabilities as soon as they are disclosed and a fix is released. However, due to the rapid nature of exploitation, this may not always be enough. Furthermore, threat actors may even be exploiting vulnerabilities that are not yet publicly known.

As the end goals for a threat actor can differ – from data exfiltration to deploying ransomware – the post-exploitation behavior can also vary from actor to actor. However, AI security tools such as Darktrace / NETWORK can help identify and alert for post-exploitation behavior based on abnormal activity seen in the network environment.

Despite CVE-2023-48788 having been publicly disclosed and fixed in March, it appears that multiple threat actors, such as the Medusa ransomware group, have continued to exploit the vulnerability on unpatched systems. With new vulnerabilities being disclosed almost every other day, security teams may find it challenging continuously patch their systems.

As such, Darktrace / Proactive Exposure Management could also alleviate the workload of security teams by helping them identify and prioritize the most critical vulnerabilities in their network.

Insights from Darktrace’s First 6: Half-year threat report for 2024

First 6: half year threat report darktrace screenshot

Darktrace’s First 6: Half-Year Threat Report 2024 highlights the latest attack trends and key threats observed by the Darktrace Threat Research team in the first six months of 2024.

  • Focuses on anomaly detection and behavioral analysis to identify threats
  • Maps mitigated cases to known, publicly attributed threats for deeper context
  • Offers guidance on improving security posture to defend against persistent threats

Appendices

Credit to Emily Megan Lim (Cyber Security Analyst) and Ryan Traill (Threat Content Lead)

References

[1] https://nvd.nist.gov/vuln/detail/CVE-2023-48788

[2] https://www.horizon3.ai/attack-research/attack-blogs/cve-2023-48788-fortinet-forticlientems-sql-injection-deep-dive/

[3] https://redcanary.com/blog/threat-intelligence/cve-2023-48788/

[4] https://www.fortinet.com/blog/threat-research/teamcity-intrusion-saga-apt29-suspected-exploiting-cve-2023-42793

[5] https://redcanary.com/blog/threat-intelligence/cve-2023-48788/

[6] https://urlscan.io/result/3678b9e2-ad61-4719-bcef-b19cadcdd929/

List of IoCs

IoC - Type - Description + Confidence

  • 212.32.243[.]25/SETUP.MSI - URL - Payload
  • 89.149.200[.]9/SETUP.MSI - URL - Payload
  • 212.113.106[.]100/setup.msi - URL - Payload
  • 95.181.173[.]172/run.zip - URL - Payload
  • serv1[.]api[.]9hits[.]com - Domain - Likely C2 endpoint
  • 128.199.207[.]131 - IP - Likely C2 endpoint
  • azure-documents[.]com - Domain - C2 endpoint
  • 104.168.140[.]84 - IP - C2 endpoint
  • 77.246.103[.]110 - IP - Likely C2 endpoint
  • 212.113.106[.]100 - IP - C2 endpoint

Darktrace Model Detections

Anomalous Connection / Callback on Web Facing Device

Anomalous Connection / Multiple HTTP POSTs to Rare Hostname

Anomalous Connection / New User Agent to IP Without Hostname

Anomalous Connection / Posting HTTP to IP Without Hostname

Anomalous Connection / Powershell to Rare External

Anomalous Connection / Rare External SSL Self-Signed

Anomalous Connection / Suspicious Self-Signed SSL

Anomalous Server Activity / Rare External from Server

Anomalous Server Activity / New User Agent from Internet Facing System

Anomalous Server Activity / Server Activity on New Non-Standard Port - External

Compliance / Remote Management Tool On Server

Device / New User Agent

Device / New PowerShell User Agent

Device / Attack and Recon Tools

Device / ICMP Address Scan

Device / Network Range Scan

Device / Network Scan

Device / RDP Scan

Device / Suspicious SMB Scanning Activity

Anomalous Connection / Multiple SMB Admin Session

Anomalous Connection / New or Uncommon Service Control

Anomalous Connection / Unusual Admin SMB Session

Device / Increase in New RPC Services

Device / Multiple Lateral Movement Breaches

Device / New or Uncommon WMI Activity

Device / New or Unusual Remote Command Execution

Device / SMB Lateral Movement

Device / Possible SMB/NTLM Brute Force

Unusual Activity / Successful Admin Brute-Force Activity

User / New Admin Credentials on Server

Unusual Activity / Enhanced Unusual External Data Transfer

Unusual Activity / Unusual External Data Transfer

Unusual Activity / Unusual External Data to New Endpoint

Device / Large Number of Model Breaches

Device / Large Number of Model Breaches from Critical Network Device

MITRE ATT&CK Mapping

Tactic – ID: Technique

Initial Access – T1190: Exploit Public-Facing Application

Resource Development – T1587.003: Develop Capabilities: Digital Certificates

Resource Development – T1608.003: Stage Capabilities: Install Digital Certificate

Command and Control – T1071.001: Application Layer Protocol: Web Protocols

Command and Control – T1219: Remote Access Software

Execution – T1059.001: Command and Scripting Interpreter: PowerShell

Reconnaissance – T1595: Active Scanning

Reconnaissance – T1590.005: Gather Victim Network Information: IP Addresses

Discovery – T1046: Network Service Discovery

Credential Access – T1110: Brute Force

Defense Evasion,Initial Access,Persistence,Privilege Escalation – T1078: Valid Accounts

Lateral Movement – T1021.002: Remote Services: SMB/Windows Admin Shares

Lateral Movement – T1021.003: Remote Services: Distributed Component Object Model

Execution – T1569.002: System Services: Service Execution

Execution – T1047: Windows Management Instrumentation

Exfiltration – T1041: Exfiltration Over C2 Channel

Exfiltration – T1567.002: Exfiltration Over Web Service: Exfiltration to Cloud Storage

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
Emily Megan Lim
Cyber Analyst

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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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June 25, 2026

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

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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.

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About the author
Nabil Zoldjalali
VP, Field CISO
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