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February 9, 2022

The Impact of Conti Ransomware on OT Systems

Learn how ransomware can spread throughout converged IT/OT environments, and how Self-Learning AI empowers organizations to contain these threats.
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
Dr. Oakley Cox-Robinson
Senior Director of Product
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09
Feb 2022

Ransomware has taken the world by storm, and IT is not the only technology affected. Operational Technology (OT), which is increasingly blending with IT, is also susceptible to ransomware tactics, techniques, and procedures (TTPs). And when ransomware strikes OT, the effects have the potential to be devastating.

Here, we will look at a ransomware attack that spread from IT to OT systems. The attack was detected by Darktrace AI.

This threat find demonstrates a use case of Darktrace’s technology that delivers immense value to organizations with OT: spotting and stopping ransomware at its earliest stages, before the damage is done. This is particularly helpful for organizations with interconnected enterprise and industrial environments, as it means:

  1. Emerging attacks can be contained in IT before they spread laterally into OT, and even before they spread from device to device in IT;
  2. Organizations gain granular visibility into their industrial environments, detecting deviations from normal activity, and quick identification of remediating actions.

Threat find: Ransomware and crypto-mining hijack affecting IT and OT systems

Darktrace recently identified an aggressive attack targeting an OT R&D investment firm in EMEA. The attack originally started as a crypto-mining campaign and later evolved into ransomware. This organization deployed Darktrace in a digital estate containing both IT and OT assets that spanned over 3,000 devices.

If the organization had deployed Darktrace’s Autonomous Response technology in active mode, this threat would have been stopped in its earliest stages. Even in the absence of Autonomous Response, however, mere human attention would have stopped this attack’s progression. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware. In this case, however, the security team was not monitoring Darktrace’s interface, and so the attack was allowed to proceed.

Compromised OT devices

This threat find will focus on the attack techniques used to take over two OT devices, specifically, a HMI (human machine interface), and an ICS Historian used to collect and log industrial data. These OT devices were both VMware virtual machines running Windows OS, and were compromised as part of a wider Conti ransomware infection. Both devices were being used primarily within an industrial control system (ICS), running a popular ICS software package and making regular connections to an industrial cloud platform.

These devices were thus part of an ICSaaS (ICS-as-a-Service) environment, using virtualised and Cloud platforms to run analytics, update threat intelligence, and control the industrial process. As previously highlighted by Darktrace, the convergence of cloud and ICS increases a network’s attack surface and amplifies cyber risk.

Attack lifecycle

Opening stages

The initial infection of the OT devices occurred when a compromised Domain Controller (DC) made unusual Active Directory requests. The devices made subsequent DCE-RPC binds for epmapper, often used by attackers for command execution, and lsarpc, used by attackers to abuse authentication policies and escalate privileges.

The payload was delivered when the OT devices used SMB to connect to the sysvol folder on the DC and read a malicious executable file, called SetupPrep.exe.

Figure 1: Darktrace model breaches across the whole network from initial infection on October 21 to the detonation on November 15.

Figure 2: ICS reads on the HMI in the lead up, during, and following detonation of the ransomware.

Device encryption and lateral spread

The malicious payload remained dormant on the OT devices for three weeks. It seems the attacker used the time to install crypto-mining malware elsewhere on the network and consolidate their foothold.

On the day the ransomware detonated, the attacker used remote management tools to initiate encryption. The PSEXEC tool was used on an infected server (separate from the original DC) to remotely execute malicious .dll files on the compromised OT devices.

The devices then attempted to make command and control (C2) connections to rare external endpoints using suspicious ports. Like in many ICS networks, sufficient network segregation had been implemented to prevent the HMI device from making successful connections to the Internet and the C2 communications failed. But worryingly, the failed C2 did not prevent the attack from proceeding or the ransomware from detonating.

The Historian device made successful C2 connections to around 40 unique external endpoints. Darktrace detected beaconing-type behavior over suspicious TCP/SSL ports including 465, 995, 2078, and 2222. The connections were made to rare destination IP addresses that did not specify the Server Name Indication (SNI) extension hostname and used self-signed and/or expired SSL certificates.

Both devices enumerated network SMB shares and wrote suspicious shell scripts to network servers. Finally, the devices used SMB to encrypt files stored in network shares, adding a file extension which is likely to be unique to this victim and which will be called ABCXX for the purpose of this blog. Most encrypted files were uploaded to the folder in which the file was originally located, but in some instances were moved to the images folder.

During the encryption, the device was using the machine account to authenticate SMB sessions. This is in contrast to other ransomware incidents that Darktrace has observed, in which admin or service accounts are compromised and abused by the attacker. It is possible that in this instance the attacker was able to use ‘Living off the Land’ techniques (for example the use of lsarpc pipe) to give the machine account admin privileges.

Examples of files being encrypted and moved:

  • SMB move success
  • File: new\spbr0007\0000006A.bak
  • Renamed: new\spbr0007\0000006A.bak.ABCXX
  • SMB move success
  • File: ActiveMQ\readme.txt
  • Renamed: Images\10j0076kS1UA8U975GC2e6IY.488431411265952821382.png.ABCXX

Detonation of ransomware

Upon detonation, the ransomware note readme.txt was written by the ICS to targeted devices as part of the encryption activity.

The final model breached by the device was “Unresponsive ICS Device” as the device either stopped working due to the effects of the ransomware, or was removed from the network.

Figure 3: abc-histdev — external connections filtered on destination port 995 shows C2 connections starting around one hour before encryption began.

How the attack bypassed the rest of the security stack

In this threat find, there were a number of factors which resulted in the OT devices becoming compromised.

The first is IT/OT convergence. The ICS network was insufficiently segregated from the corporate network. This means that devices could be accessed by the compromised DC during the lateral movement stage of the attack. As OT becomes more reliant on IT, ensuring sufficient segregation is in place, or that an attacker can not circumvent such segregation, is becoming an ever increasing challenge for security teams.

Another reason is that the attacker used attack methods which leverage Living off the Land techniques to compromise devices with no discrimination as to whether they were part of an IT or OT network. Many of the machines used to operate ICS networks, including the devices highlighted here, rely on operating systems vulnerable to the kinds of TTPs observed here and that are regularly employed by ransomware groups.

Darktrace insights

Darktrace’s Cyber AI Analyst was able to stitch together many disparate forms of unusual activity across the compromised devices to give a clear security narrative containing details of the attack. The incident report for the Historian server is shown below. This provides a clear illustration of how Cyber AI Analyst can close any skills or communication gap between IT and OT specialists.

Figure 4: Cyber AI Analyst of the Historian server (abc-histdev). It investigated and reported the C2 communication (step 2) that started just before network reconnaissance using TCP scanning (step 3) and the subsequent file encryption over SMB (step 4).

In total, the attacker’s dwell time within the digital estate was 25 days. Unfortunately, it lead to disruption to operational technology, file encryption and financial loss. Altogether, 36 devices were crypto-mining for over 20 days – followed by nearly 100 devices (IT and OT) becoming encrypted following the detonation of the ransomware.

If it were active, Autonomous Response would have neutralized this activity, containing the damage before it could escalate into crisis. Darktrace’s Self-Learning AI gave clear indications of an ongoing compromise in the month prior to the detonation of ransomware, and so any degree of human attention toward Darktrace’s revelations would have stopped the attack.

Autonomous Response is highly configurable, and so, in industrial environments — whether air-gapped OT or converged IT/OT ecosystems — Antigena can be deployed in a variety of manners. In human confirmation mode, human operators need to give the green light before the AI takes action. Antigena can also be deployed only in the higher levels of the Purdue model, or the “IT in OT,” protecting the core assets from fast-moving attacks like ransomware.

Ransomware and interconnected IT/OT systems

ICS networks are often operated by machines that rely on operating systems which can be affected by TTPs regularly employed by ransomware groups — that is, TTPs such as Living off the Land, which do not discriminate between IT and OT.

The threat that ransomware poses to organizations with OT, including critical infrastructure, is so severe that the Cyber Infrastructure and Security Agency (CISA) released a fact sheet concerning these threats in the summer of 2021, noting the risk that IT attacks pose to OT networks:

“OT components are often connected to information technology (IT) networks, providing a path for cyber actors to pivot from IT to OT networks… As demonstrated by recent cyber incidents, intrusions affecting IT networks can also affect critical operational processes even if the intrusion does not directly impact an OT network.”

Major ransomware attacks against the Colonial Pipeline and JBS Foods demonstrate the potential for ransomware affecting OT to cause severe economic disruption on a national and international scale. And ransomware can wreak havoc on OT systems regardless of whether they directly target OT systems.

As industrial environments continue to converge and evolve — be they IT/OT, ICSaaS, or simply poorly segregated legacy systems — Darktrace stands ready to contain attacks before the damage is done. It is time for organizations with industrial environments to take the quantum leap forward that Darktrace’s Self-Learning AI is uniquely positioned to provide.

Thanks to Darktrace analysts Ash Brice and Andras Balogh for their insights on the above threat find.

Discover more on how Darktrace protects OT environments from ransomware

Darktrace model detections

HMI in chronological order at time of detonation:

  • Anomalous Connection / SMB Enumeration
  • Anomalous File / Internal / Unusual SMB Script Write
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • ICS / Unusual Data Transfer By OT Device
  • ICS / Unusual Unresponsive ICS Device

Historian

  • ICS / Rare External from OT Device
  • Anomalous Connection / Anomalous SSL without SNI to New External
  • Anomalous Connection / Multiple Connections to New External TCP Port
  • ICS / Unusual Activity From OT Device
  • Anomalous Connection / SMB Enumeration
  • Anomalous Connection / Suspicious Activity On High Risk Device
  • Unusual Activity / SMB Access Failures
  • Device / Large Number of Model Breaches
  • ICS / Unusual Data Transfer By OT Device
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Device / SMB Lateral Movement
  • Compromise / Ransomware / Suspicious SMB Activity [Enhanced Monitoring]
  • Device / Multiple Lateral Movement Model Breaches [Enhanced Monitoring]

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
Dr. Oakley Cox-Robinson
Senior Director of Product

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June 24, 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 24, 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
Your data. Our AI.
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