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May 12, 2021

How AI Protects Critical Infrastructure From Ransomware

Explore the role of AI in safeguarding critical infrastructure from ransomware, as revealed by Darktrace's latest insights.
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
David Masson
VP, Field CISO
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12
May 2021

Modern Threats to OT Environments

At the 2021 RSA cyber security conference, US Secretary of Homeland Security Alejandro Mayorkas made an era-defining statement regarding the cyber security landscape: “Let me be clear: ransomware now poses a national security threat.”

Last weekend, Mayorkas’ words rang true. A ransomware attack on the Colonial Pipeline – responsible for nearly half of the US East Coast’s diesel, gasoline, and jet fuel – resulted in the shutdown of a critical fuel network supplying a number of Eastern states.

The fallout from the attack demonstrated how widespread and damaging the consequences of ransomware can be. Against critical infrastructure and utilities, cyber-attacks have the potential to disrupt supplies, harm the environment, and even threaten human lives.

Though full details remain to be confirmed, the attack is reported to have been conducted by an affiliate of the cyber-criminal group called DarkSide, and likely leveraged common remote desktop tools. Remote access has been enabled as an exploitable vulnerability within critical infrastructure by the shift to remote work that many organizations made last year, including those with Industrial Control Systems (ICS) and Operational Technology (OT).

The rise of industrial ransomware

Ransomware against industrial environments is on the rise, with a reported 500% increase since 2018. Oftentimes, these threats leverage the convergence of IT and OT systems, first targeting IT before pivoting to OT. This was seen with the EKANS ransomware that included ICS processes in its ‘kill list’, as well as the Cring ransomware that compromised ICS after first exploiting a vulnerability in a virtual private network (VPN).

It remains to be seen whether the initial attack vector in the Colonial Pipeline compromise exploited a technical vulnerability, compromised credentials, or a targeted spear phishing campaign. It has been reported that the attack first impacted IT systems, and that Colonial then shut down OT operations as a safety precaution. Colonial confirms that the ransomware “temporarily halted all pipeline operations and affected some of our IT systems,” showing that, ultimately, both OT and IT were affected. This is a great example of how many OT systems depend on IT, such that an IT cyber-attack has the ability to take down OT and ICS processes.

In addition to locking down systems, the threat actors also stole 100GB of sensitive data from Colonial. This kind of double extortion attack — in which data is exfiltrated before files are encrypted — has unfortunately become the norm rather than the exception, with over 70% of ransomware attacks involving exfiltration. Some ransomware gangs have even announced that they are dropping encryption altogether in favor of data theft and extortion methods.

Earlier this year, Darktrace defended against a double extortion ransomware attack waged against a critical infrastructure organization, which also leveraged common remote access tools. This blog will outline the threat find in depth, showing how Darktrace’s self-learning AI responded autonomously to an attack strikingly similar to the Colonial Pipeline incident.

Darktrace threat find

Ransomware against electric utilities equipment supplier

In an attack against a North American equipment supplier for electrical utilities earlier this year, Darktrace/OT demonstrated its ability to protect critical infrastructure against double extortion ransomware that targeted organizations with ICS and OT.

The ransomware attack initially targeted IT systems, and, thanks to self-learning Cyber AI, was stopped before it could spill over into OT and disrupt operations.

The attacker first compromised an internal server in order to exfiltrate data and deploy ransomware over the course of 12 hours. The short amount of time between initial compromise and deployment is unusual, as ransomware threat actors often wait several days to spread stealthily as far across the cyber ecosystem as possible before striking.

Figure 1: A timeline of the attack

How did the attack bypass the rest of the security stack?

The attacker leveraged ‘Living off the Land’ techniques to blend into the business’ normal ‘patterns of life’, using a compromised admin credential and a remote management tool approved by the organization, in its attempts to remain undetected.

Darktrace commonly sees the abuse of legitimate remote management software in attackers’ arsenal of techniques, tactics, and procedures (TTPs). Remote access is also becoming an increasingly common vector of attack in ICS attacks in particular. For example, in the cyber-incident at the Florida water treatment facility last February, attackers exploited a remote management tool in attempts to manipulate the treatment process.

The specific strain of ransomware deployed by this attacker also successfully evaded detection by anti-virus by using a unique file extension when encrypting files. These forms of ‘signatureless’ ransomware easily slip past legacy approaches to security that rely on rules, signatures, threat feeds, and lists of documented Common Vulnerabilities and Exposures (CVEs), as these are methods that can only detect previously documented threats.

The only way to detect never-before-seen threats like signatureless ransomware is for a technology to find anomalous behavior, rather than rely on lists of ‘known bads’. This can be achieved with self-learning technology, which spots even the most subtle deviations from the normal ‘patterns of life’ for all devices, users, and all the connections between them.

Darktrace insights

Initial compromise and establishing foothold

Despite the abuse of a legitimate tool and the absence of known signatures, Darktrace/OT was able to use a holistic understanding of normal activity to detect the malicious activity at multiple points in the attack lifecycle.

The first clear sign of an emerging threat that was alerted by Darktrace was the unusual use of a privileged credential. The device also served an unusual remote desktop protocol (RDP) connection from a Veeam server shortly before the incident, indicating that the attacker may have moved laterally from elsewhere in the network.

Three minutes later, the device initiated a remote management session which lasted 21 hours. This allowed the attacker to move throughout the broader cyber ecosystem while remaining undetected by traditional defences. Darktrace, however, was able to detect unusual remote management usage as another early warning indicative of an attack.

Double threat part one: Data exfiltration

One hour after the initial compromise, Darktrace detected unusual volumes of data being sent to a 100% rare cloud storage solution, pCloud. The outbound data was encrypted using SSL, but Darktrace created multiple alerts relating to large internal downloads and external uploads that were a significant deviation from the device’s normal ‘pattern of life’.

The device continued to exfiltrate data for nine hours. Analysis of the files downloaded by the device, which were transferred using the unencrypted SMB protocol, suggests that they were sensitive in nature. Fortunately, Darktrace was able to pinpoint the specific files that were exfiltrated so that the customer could immediately evaluate the potential implications of the compromise.

Double threat part two: File encryption

A short time later, at 01:49 local time, the compromised device began encrypting files in a SharePoint back-up share drive. Over the next three and a half hours, the device encrypted over 13,000 files on at least 20 SMB shares. In total, Darktrace produced 23 alerts for the device in question, which amounted to 48% of all the alerts produced in the corresponding 24-hour period.

Darktrace’s Cyber AI Analyst then automatically launched an investigation, identifying the internal data transfers and the file encryption over SMB. From this, it was able to present incident reports that connected the dots among these disparate anomalies, piecing them together into a coherent security narrative. This put the security team in a position to immediately take remediating action.

If the customer had been using Darktrace’s autonomous response technology, there is no doubt the activity would have been halted before significant volumes of data could have been exfiltrated or files encrypted. Fortunately, after seeing both the alerts and Cyber AI Analyst reports, the customer was able to use Darktrace’s ‘Ask the Expert’ (ATE) service for incident response to mitigate the impact of the attack and assist with disaster recovery.

Figure 2: AI Analyst Incident reporting an unusual reprogram command using the MODBUS protocol. The incident includes a plain English summary, relevant technical information, and the investigation process used by the AI.  

Detecting the threat before it could disrupt critical infrastructure

The targeted supplier was overseeing OT and had close ties to critical infrastructure. By facilitating the early-stage response, Darktrace prevented the ransomware from spreading further onto the factory floor. Crucially, Darktrace also minimized operational disruption, helping to avoid the domino effect which the attack could have had, affecting not only the supplier itself, but also the electric utilities that this supplier supports.

As both the recent Colonial Pipeline incident and the above threat find reveal, ransomware is a pressing concern for organizations overseeing industrial operations across all forms of critical infrastructure, from pipelines to the power grid and its suppliers. With self-learning AI, these attack vectors can be dealt with before the damage is done through real-time threat detection, autonomous investigations, and — if activated — targeted machine-speed response.

Looking forward: Using Self-Learning AI to protect critical infrastructure across the board

In late April, the Biden administration announced an ambitious effort to “safeguard US critical infrastructure from persistent and sophisticated threats.” The Department of Energy’s (DOE) 100-day plan specifically seeks technologies “that will provide cyber visibility, detection, and response capabilities for industrial control systems of electric utilities.”

The Biden administration’s cyber sprint clearly calls for a technology that protects critical energy infrastructure, rather than merely best practice measures and regulations. As seen in the above threat find, Darktrace AI is a powerful technology that leverages unsupervised machine learning to autonomously safeguard critical infrastructure and its suppliers with machine speed and precision.

Darktrace enhances detection, mitigation, and forensic capabilities to detect  sophisticated and novel attacks, along with insider threats and pre-existing infections, using Self-Learning Cyber AI, without rules, signatures, or lists of CVEs. Incident investigations provided in real time by Cyber AI Analyst jumpstart remediation with actionable insights, containing emerging attacks at their early stages, before they escalate into crisis.

Enable near real-time situational awareness and response capabilities

Darktrace immediately understands, identifies, and investigates all anomalous activity in ICS/OT networks, whether human or machine driven. Additionally, Darktrace actions targeted response where appropriate to neutralize threats, either actively or in human confirmation mode. Because Self-learning AI adapts alongside evolutions in the ecosystem, organizations benefit from real-time awareness with no tuning or human input necessary

Deploy technologies to increase visibility of threats in ICS and OT systems

Darktrace contextualizes security events, adapts to novel techniques, and translates findings into a security narrative that can be actioned by humans in minutes. Delivering a unified view across IT and OT systems.

Darktrace detects, investigates, and responds to threats at higher Purdue levels and in IT systems before they ‘spill over’ into OT. ‘Plug and play’ deployment seamlessly integrates with technological architecture, presenting 3D network topology with granular visibility into all users, devices, and subnets.

Darktrace's asset identification continuously catalogues all ICS/OT devices and identifies and investigates all threatening activity indicative of emerging attacks – be it ICS ransomware, APTs, zero-day exploits, insider threats, pre-existing infections, DDoS, crypto-mining, misconfigurations, or never-before-seen attacks.

Thanks to Darktrace analyst Oakley Cox for his insights on the above threat find.

Darktrace model detections:

  • Initial compromise:
  • User / New Admin Credential on Client
  • Data exfiltration:
  • Anomalous Connection / Uncommon 1 GiB Outbound
  • Anomalous Connection / Low and Slow Exfiltration
  • Device / Anomalous SMB Followed by Multiple Model Breaches
  • Anomalous Connection / Download and Upload
  • File encryption:
  • Compromise / Ransomware / Suspicious SMB Activity
  • Anomalous Connection / SMB Enumeration
  • Device / Anomalous RDP Followed by Multiple Model Breaches
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Anomalous Connection / Sustained MIME Type Conversion
  • Anomalous Connection / Suspicious Read Write Ratio
  • Device / Multiple Lateral Movement Model Breaches

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
David Masson
VP, Field CISO

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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
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