Blog
/
Network
/
January 17, 2024

Detecting Trusted Network Relationship Abuse

Discover how Darktrace DETECT and the SOC team responded to a network compromise via a trusted partner relationship with this case study.
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
Written by
Taylor Breland
Analyst Team Lead, San Francisco
Default blog image
17
Jan 2024

Trusted relationships between organizations and third parties have become an increasingly popular target for cyber threat actors to gain access to sensitive networks. These relationships are typically granted by organizations to external or adjacent entities and allow for the access of internal resources for business purposes.1 Trusted network relations can exist between constituent elements of an overarching corporation, IT-service providers and their customers, and even implicitly between IT product vendors and their customers.

Several high-profile compromises have occurred due to the leveraging of privileged network access by such third parties. One prominent example is the 2016 DNC network attack, in which the trust between the Democratic Congressional Campaign Committee (DCCC) and the Democratic National Committee (DNC) was exploited. Supply chain attacks, which also leverage the implicit trust between IT vendors and customers, are also on the rise with some estimates projecting that by 2025, almost half of all organizations will be impact by supply chain compromises.2 These trends may also be attributed to the prevalence of remote work as well as the growth in IT-managed service providers.3

Given the nature of such network relationships and threat techniques, signatures-based detection is heavily disadvantaged in the identification and mitigation of such trust abuses; network administrators cannot as easily use firewalls to block IPs that need access to networks. However, Darktrace DETECT™, and its Self-Learning AI, has proven successful in the identification and mitigation of these compromises. In September 2023, Darktrace observed an incident involving the abuse of such a trusted relationship on the network of a healthcare provider.

Attack Overview

In early September 2023, a Darktrace customer contacted the Darktrace Security Operations Center (SOC) through the Ask the Expert™ (ATE) service requesting assistance with suspicious activity detected on their network. Darktrace had alerted the customer’s security team to an unknown device that had appeared on their network and proceeded to perform a series of unexpected activities, including reconnaissance, lateral movement, and attempted data exfiltration.

Unfortunately for this customer, Darktrace RESPOND™ was not enabled in autonomous response mode at the time of this compromise, meaning any preventative actions suggested by RESPOND had to be applied manually by the customer’s security team after the fact.  Nevertheless, Darktrace’s prompt identification of the suspicious activity and the SOC’s investigation helped to disrupt the intrusion in its early stages, preventing it from developing into a more disruptive compromise.

Initial Access

Darktrace initially observed a new device that appeared within the customers internal network with a Network Address Translated (NAT) IP address that suggested remote access from a former partner organization’s network. Further investigation carried out by the customer revealed that poor credential policies within the partner’s organization had likely been exploited by attackers to gain access to a virtual desktop interface (VDI) machine.

Using the VDI appliance of a trusted associate, the threat actor was then able to gain access to the customer’s environment by utilizing NAT remote access infrastructure. Devices within the customer’s network had previously been utilized for remote access from the partner network when such activity was permitted and expected. Since then, access to this network was thought to have been removed for all parties. However, it became apparent that the remote access functionality remained operational. While the customer also had firewalls within the environment, a misconfiguration at the time of the attack allowed inbound port access to the remote environment resulting in the suspicious device joining the network on August 29, 2023.

Internal Reconnaissance

Shortly after the device joined the network, Darktrace observed it carrying out a string of internal reconnaissance activity. This activity was initiated with internal ICMP address connectivity, followed by internal TCP connection attempts to a range of ports associated with critical services like SMB, RDP, HTTP, RPC, and SSL. The device was also detected attempting to utilize privileged credentials, which were later identified as relating to a generic multi-purpose administrative account. The threat actor proceeded to conduct further internal reconnaissance, including reverse DNS sweeps, while also attempting to use six additional user credentials.

In addition to the widespread internal connectivity, Darktrace observed persistent connection attempts focused on the RDP and SMB protocols. Darktrace also detected additional SMB enumeration during this phase of the attacker’s reconnaissance. This reconnaissance activity largely attempted to access a wide variety of SMB shares, previously unseen by the host to identify available share types and information available for aggregation. As such, the breach host conducted a large spike in SMB writes to the server service (srvsvc) endpoint on a range of internal hosts using the credential: extramedwb. SMB writes to this endpoint traditionally indicate binding attempts.

Beginning on August 31, Darktrace identified a new host associated with the aforementioned NAT IP address. This new host appeared to have taken over as the primary host conducting the reconnaissance and lateral movement on the network taking advantage of the VDI infrastructure. Like the previous host, this one was observed sustaining reconnaissance activity on August 31, featuring elevated SMB enumeration, SMB access failures, RDP connection attempts, and reverse DNS sweeps.  The attackers utilized several credentials to execute their reconnaissance, including generic and possibly default administrative credentials, including “auditor” and “administrator”.

Figure 1: Advanced Search query highlighting anomalous activity from the second observed remote access host over the course of one week surrounding the time of the breach.

Following these initial detections by Darktrace DETECT, Darktrace’s Cyber AI Analyst™ launched an autonomous investigation into the scanning and privileged internal connectivity and linked these seemingly separate events together into one wider internal reconnaissance incident.

Figure 2: Timeline of an AI Analyst investigation carried out between August 29 and August 31, 2023, during which it detected an increased volume of scanning and unusual privileged internal connectivity.

Lateral Movement

Following the reconnaissance activity performed by the new host observed exploiting the remote access infrastructure, Darktrace detected an increase in attempts to move laterally within the customer’s network, particularly via RPC commands and SMB file writes.

Specifically, the threat actor was observed attempting RPC binds to several destination devices, which can be used in the calling of commands and/or the creation of services on destination devices. This activity was highlighted in repeated failed attempts to bind to the ntsvcs named pipe on several destination devices within the network. However, given the large number of connection attempts, Darktrace did also detect a number of successful RPC connections.

Darktrace also detected a spike in uncommon service control (SVCCTL) ExecMethod, Create, and Start service operations from the breach device.

Figure 3: Model breach details noting the affected device performing unsuccessful RPC binds to endpoints not supported on the destination device.

Additional lateral movement activity was performed using the SMB/NTLM protocols. The affected device also conducted a series of anonymous NTLM logins, whereby NTLM authentication attempts occurred without a named client principal, to a range of internal hosts. Such activity is highly indicative of malicious or unauthorized activity on the network. The host also employed the outdated SMB version 1 (SMBv1) protocol during this phase of the kill chain. The use of SMBv1 often represents a compliance issue for most networks due to the high number of exploitable vulnerabilities associated with this version of the protocol.

Lastly, Darktrace identified the internal transfer of uncommon executables, such as ‘TRMtZSqo.exe’, via SMB write. The breach device was observed writing this file to the hidden administrative share (ADMIN$) on a destination server. Darktrace recognized that this activity was highly unusual for the device and may have represented the threat actor transferring a malicious payload to the destination server for further persistence, data aggregation, and/or command and control (C2) operations. Further SMB writes of executable files, and the subsequent delete of these binaries, were observed from the device at this time. For example, the additional executable ‘JAqfhBEB.exe’ was seen being deleted by the breach device. This deletion, paired with the spike in SVCCTL Create and Start operations occurring, suggests the transfer, execution, and removal of persistence and data harvesting binaries within the network.

Figure 4: AI Analyst details highlighting the SMB file writes of the unusual executable from the remote access device during the compromise.

Conclusion

Ultimately, Darktrace was able to successfully identify and alert for suspicious activity being performed by a threat actor who had gained unauthorized access to the customer’s network by abusing one of their trusted relationships.

The identification of scanning, RPC commands and SMB sessions directly assisted the customer in their response to contain and mitigate this intrusion. The investigation carried out by the Darktrace SOC enabled the customer to promptly triage and remediate the attack, mitigating the potential damage and preventing the compromise from escalating further. Had Darktrace RESPOND been enabled in autonomous response mode at the time of the attack, it would have been able to take swift action to inhibit the scanning, share enumerations and file write activity, thereby thwarting the attacker’s network reconnaissance and lateral movement attempts.

By exploiting trusted relationships between organizations, threat actors are often able to bypass traditional signatured-based security methods that have previously been reconfigured to allow and trust connections from and to specific endpoints. Rather than relying on the configurations of specific rules and permitted IP addresses, ports, and devices, Darktrace DETECT’s anomaly-based approach to threat detection meant it was able to identify suspicious network activity at the earliest stage, irrespective of the offending device and whether the domain or relationship was trusted.

Credit to Adam Potter, Cyber Security Analyst, Taylor Breland, Analyst Team Lead, San Francisco.

Darktrace DETECT Model Breach Coverage:

  • Device / ICMP Address Scan
  • Device / Network Scan
  • Device / Suspicious SMB Scanning Activity
  • Device / RDP Scan
  • Device / Possible SMB/NTLM Reconnaissance
  • Device / Reverse DNS Sweep
  • Anomalous Connection / SMB Enumeration
  • Device / Large Number of Model Breaches
  • Anomalous Connection / Suspicious Activity On High Risk Device
  • Unusual Activity / Possible RPC Recon Activity
  • Device / Anonymous NTLM Logins
  • Anomalous Connection / Unusual SMB Version 1 Connectivity
  • Device / Repeated Unknown RPC Service Bind Errors
  • Anomalous Connection / New or Uncommon Service Control
  • Compliance / SMB Drive Write
  • Anomalous File / Internal / Unusual Internal EXE File Transfer
  • Device / Multiple Lateral Movement Model Breaches

AI Analyst Incidents:

  • Scanning of Multiple Devices
  • Extensive Unusual RDPConnections
  • SMB Write of Suspicious File
  • Suspicious DCE-RPC Activity

MITRE ATT&CK Mapping

  • Tactic: Initial Access
  • Technique: T1199 - Trusted Relationship
  • Tactic: Discovery
  • Technique:
  • T1018 - Remote System Discovery
  • T1046 - Network Service Discovery
  • T1135 - Network Share Discovery
  • T1083 - File and Directory Discovery
  • Tactic: Lateral Movement
  • Technique:
  • T1570 - Lateral Tool Transfer
  • T1021 - Remote Services
  • T1021.002 - SMB/Windows Admin Shares
  • T1021.003 - Distributed Component Object Model
  • T1550 - Use Alternate Authentication Material

References

1https://attack.mitre.org/techniques/T1199/

2https://www.cloudflare.com/learning/insights-supply-chain-attacks/

3https://newsroom.cisco.com/c/r/newsroom/en/us/a/y2023/m09/companies-reliance-on-it-managed-services-increases-in-2023-sector-valued-at-us-472-billion-globally.html#:~:text=IT%20channel%20partners%20selling%20managed,US%24419%20billion%20in%202022.

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
Written by
Taylor Breland
Analyst Team Lead, San Francisco

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

/

AI

/

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