Blog
/
Network
/
June 3, 2024

The Price of Admission: Countering Stolen Credentials with Darktrace

This blog examines a network compromise that stemmed from the purchase of leaked credentials from the dark web. Credentials purchased from dark web marketplaces allow unauthorized access to internal systems. Such access can be used to exfiltrate data, disrupt operations, or deploy malware.
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
Charlotte Thompson
Cyber Analyst
Default blog image
03
Jun 2024

Using leaked credentials to gain unauthorized access

Dark web marketplaces selling sensitive data have increased accessibility for malicious actors, similar to Ransomware-as-a-Service (RaaS), lowering the barrier to entry usually associated with malicious activity. By utilizing leaked credentials, malicious actors can easily gain unauthorized access to accounts and systems which they can leverage to carry out malicious activities like data exfiltration or malware deployment.

Usage of leaked credentials by malicious actors is a persistent concern for both organizations and security providers. Google Cloud’s ‘H1 2024 Threat Horizons Report’ details that initial access seen in 2.9% of cloud compromises observed on Google Cloud resulted from leaked credential usage [1], with the ‘IBM X-Force Threat Intelligence Index 2024’ reporting 71% year-on-year increase in cyber-attacks which utilize stolen or compromised credentials [2].

Darktrace coverage of leaked credentials

In early 2024, one Darktrace customer was compromised by a malicious actor after their internal credentials had been leaked on the dark web. Subsequent attack phases were detected by Darktrace/Network and the customer was alerted to the suspicious activity via the Proactive Threat Notification (PTN) service, following an investigation by Darktrace’s Security Operation Center (SOC).

Darktrace detected a device on the network of a customer in the US carrying out a string of anomalous activity indicative of network compromise. The device was observed using a new service account to authenticate to a Virtual Private Network (VPN) server, before proceeding to perform a range of suspicious activity including internal reconnaissance and lateral movement.

Malicious actors seemingly gained access to a previously unused service account for which they were able to set up multi-factor authentication (MFA) to access the VPN. As this MFA setup was made possible by the configuration of the customer’s managed service provider (MSP), the initial access phase of the attack fell outside of Darktrace’s purview.

Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled on the network at the time of the attack. Had RESPOND been active, it would have been able to autonomously act against the malicious activity by disabling users, strategically blocking suspicious connections and limiting devices to their expected patterns of activity.

Attack timeline of leaked credentials spotted by darktrace

Network Scanning Activity

On February 22, 2024, Darktrace detected the affected device performing activity indicative of network scanning, namely initiating connections on multiple ports, including ports 80, 161 389 and 445, to other internal devices. While many of these internal connection attempts were unsuccessful, some successful connections were observed.

Devices on a network can gather information about other internal devices by performing network scanning activity. Defensive scanning can be used to support network security, allowing internal security teams to discover vulnerabilities and potential entry points that require their attention, however attackers are also able to take advantage of such information, such as open ports and services available on internal devices, with offensive scanning.

Brute Force Login Attempts

Darktrace proceeded to identify the malicious actor attempting to access a previously unused service account for which they were able to successfully establish MFA to access the organization’s VPN. As the customer’s third-party MSP had been configured to allow all users to login to the organization’s VPN using MFA, this login was successful. Moreover, the service account had never previously been used and MFA and never been established, allowing the attacker to leverage it for their own nefarious means.

Darktrace/Network identified the attacker attempting to authenticate over the Kerberos protocol using a total of 30 different usernames, of which two were observed successfully authenticating. There was a total of 6 successful Kerberos logins identified from two different credentials.  Darktrace also observed over 100 successful NTLM attempts from the same device for multiple usernames including “Administrator” and “mail”. These credentials were later confirmed by the customer to have been stolen and leaked on the dark web.

Advanced Search query results showing the usernames that successfully authenticated via NTLM.
Figure 1: Advanced Search query results showing the usernames that successfully authenticated via NTLM.

Even though MFA requirements had been satisfied when the threat actor accessed the organization’s VPN, Darktrace recognized that this activity represented a deviation from its previously learned behavior.

Malicious actors frequently attempt to gain unauthorized access to accounts and internal systems by performing login attempts using multiple possible usernames and passwords. This type of brute-force activity is typically accomplished using computational power via the use of software or scripts to attempt different username/password combinations until one is successful.

By purchasing stolen credentials from dark web marketplaces, attackers are able to significantly increase the success rate of brute-force attacks and, if they do gain access, they can easily act on their objectives, be that exfiltrating sensitive data or moving through their target networks to further the compromise.

Share Enumeration

Around 30 minutes after the initial network scanning activity, the compromised device was observed performing SMB enumeration using one of the aforementioned accounts. Darktrace understood that this activity was suspicious as the device had never previously been used to perform SMB activity and had not been tagged as a security device.

Darktrace/Network identifying the suspicious SMB enumeration performed by the compromised device.
Figure 2: Darktrace/Network identifying the suspicious SMB enumeration performed by the compromised device.

Such enumeration can be used by malicious actors to gain insights into the structures and configurations of a target device, view permissions associated with shared resources, and also view general identifying information about the system.

Darktrace further identified that the device connected to the named pipe “srvsvc”. By enumerating over srvsvc, a threat actor is able to request a list of all available SMB shares on a destination device, enabling further data gathering as part of network reconnaissance. Srvsvc also provides access to remote procedure call (RPC) for various services on a destination device.

At this stage, a Darktrace/Network Enhanced Monitoring model was triggered for lateral movement activity taking place on the customer’s network. As this particular customer was subscribed to the PTN service, the Enhanced Monitoring model alert was promptly triaged and investigated by the Darktrace SOC. The customer was alerted to the emerging activity and given full details of the incident and the SOC team’s investigation.

Attack and Reconnaissance Tool Usage

A few minutes later, Darktrace observed the device making a connection with a user agent associated with the Nmap network scanning tool, “Mozilla/5.0 (compatible; Nmap Scripting Engine; https://nmap.org/book/nse[.]html)”. While these tools are often used legitimately by an organization’s security team, they can also be used maliciously by attackers to exploit vulnerabilities that attackers may have unearthed during earlier reconnaissance activity.

As such services are often seen as normal network traffic, attackers can often use them to bypass traditional security measures. Darktrace’s Self-Learning AI, however, was able to recognize that the affected device was not a security device and therefore not expected to carry out such activity, even if it was using a legitimate Nmap service.

Darktrace/Network identifying the compromised device using the Nmap scanning tool.
Figure 3: Darktrace/Network identifying the compromised device using the Nmap scanning tool.

Further Lateral Movement

Following this suspicious Nmap usage, Darktrace observed a range of additional anomalous SMB activity from the aforementioned compromised account. The affected device attempted to establish almost 900 SMB sessions, as well as performing 65 unusual file reads from 29 different internal devices and over 300 file deletes for the file “delete.me” from over 100 devices using multiple paths, including ADMIN$, C$, print$.

Darktrace also observed the device making several DCE-RPC connections associated with Active Directory Domain enumeration, including DRSCrackNames and DRSGetNCChanges; a total of more than 1000 successful DCE-RPC connection were observed to a domain controller.

As this customer did not have Darktrace/Network's autonomous response deployed on their network, the above detailed lateral movement and network reconnaissance activity was allowed to progress unfettered, until Darktrace’s SOC alerted the customer’s security team to take urgent action. The customer also received follow-up support through Darktrace’s Ask the Expert (ATE) service, allowing them to contact the analyst team directly for further details and support on the incident.

Thanks to this early detection, the customer was able to quickly identify and disable affected user accounts, effectively halting the attack and preventing further escalation.

Conclusions

Given the increasing trend of ransomware attackers exfiltrating sensitive data for double extortion and the rise of information stealers, stolen credentials are commonplace across dark web marketplaces. Malicious actors can exploit these leaked credentials to drastically lower the barrier to entry associated with brute-forcing access to their target networks.

While implementing well-configured MFA and enforcing regular password changes can help protect organizations, these measures alone may not be enough to fully negate the advantage attackers gain with stolen credentials.

In this instance, an attacker used leaked credentials to compromise an unused service account, allowing them to establish MFA and access the customer’s VPN. While this tactic may have allowed the attacker to evade human security teams and traditional security tools, Darktrace’s AI detected the unusual use of the account, indicating a potential compromise despite the organization’s MFA requirements being met. This underscores the importance of adopting an intelligent decision maker, like Darktrace, that is able to identify and respond to anomalies beyond standard protective measures.

Credit to Charlotte Thompson, Cyber Security Analyst, Ryan Traill, Threat Content Lead

Appendices

Darktrace DETECT Model Coverage

-       Device / Suspicious SMB Scanning Activity (Model Alert)

-       Device / ICMP Address Scan (Model Alert)

-       Device / Network Scan (Model Alert)

-       Device / Suspicious LDAP Search Operation (Model Alert)

-       User / Kerberos Username Brute Force (Model Alert)

-       Device / Large Number of Model Breaches (Model Alert)

-       Anomalous Connection / SMB Enumeration (Model Alert)

-       Device / Multiple Lateral Movement Model Breaches (Enhanced Monitoring Model Alert)

-       Device / Possible SMB/NTLM Reconnaissance (Model Alert)

-       Anomalous Connection / Possible Share Enumeration Activity (Model Alert)

-       Device / Attack and Recon Tools (Model Alert)

MITRE ATT&CK Mapping

Tactic – Technique - Code

INITIAL ACCESS - Hardware Additions     -T1200

DISCOVERY - Network Service Scanning -T1046

DISCOVERY - Remote System Discovery - T1018

DISCOVERY - Domain Trust Discovery      - T1482

DISCOVERY - File and Directory Discovery - T1083

DISCOVERY - Network Share Discovery - T1135

RECONNAISSANCE - Scanning IP Blocks - T1595.001

RECONNAISSANCE - Vulnerability Scanning - T1595.002

RECONNAISSANCE - Client Configurations - T1592.004

RECONNAISSANCE - IP Addresses - T1590.005

CREDENTIAL ACCESS - Brute Force - T1110

LATERAL MOVEMENT - Exploitation of Remote Services -T1210

References

  1. 2024 Google Cloud Threat Horizons Report
    https://services.google.com/fh/files/misc/threat_horizons_report_h12024.pdf
  2. IBM X-Force Threat Intelligence Index 2024
    https://www.ibm.com/reports/threat-intelligence
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
Charlotte Thompson
Cyber Analyst

More in this series

No items found.

Blog

/

Network

/

June 24, 2026

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

applescript-led mac os intrusionDefault blog imageDefault blog image

Introduction

Darktrace’s Threat Research team is publishing this analysis to help defenders understand an active pattern of macOS tradecraft observed in multiple customer environments. This post summarizes the behaviors observed, how they were assessed, and what defenders can do now.

Across multiple environments, Darktrace observed a consistent MacOS intrusion pattern beginning with ClickFix-style user-assisted “update” execution and transitioning into AppleScript-driven post-compromise activity and sustained outbound signaling.

While individual indicators were low-confidence, the repeated convergence of weak behavioral signals — including HTTP POST beaconing, rare or IP-only destinations, SSL anomalies, and abnormal client characteristics — provided a defensible indication of command-and-control establishment Darktrace detection and response in these cases was driven by behavior over artifacts. In the highest-confidence instances, automated containment disrupted outbound signaling before sustained tasking could occur.

Background

ClickFix-style activity typically relies on user-assisted execution and plausible “update” pretexting, followed by post-execution use of native tools to keep the footprint light. In MacOS environments, AppleScript and other built-in scripting mechanisms enable flexible post-compromise workflows while minimizing stable file-based indicators.

Following execution, affected devices exhibited a consistent behavioral pattern. AppleScript or equivalent native scripting activity was observed initiating follow-on workflows, after which outbound communications began to establish a structured rhythm.

These communications were characterized by repeated HTTP POST requests to low-prevalence or IP-only endpoints, often combined with unusual SSL properties and client identifiers that diverged from baseline device behavior. Individually, these signals were weak. When correlated across time and devices, they formed a pattern consistent with control establishment rather than benign software activity.

In higher-confidence cases, Autonomous Response actions were able to reduce or halt outbound signaling, interrupting the attacker’s ability to maintain control.

Detection Timeline

In representative cases, the sequence unfolded as follows:

Stage 1 – Initial Execution

Initial activity began with suspicious or masqueraded execution on a MacOS endpoint, consistent with ClickFix-style user deception.

Stage 2 – Post-Execution Scripting

This was followed closely by native scripting activity, most commonly AppleScript, indicating the transition into post-execution workflow.

Stage 3 – Outbound Communications

Outbound communications then emerged, initially sporadic but quickly forming a consistent cadence of HTTP POST requests to rare external endpoints.

Stage 4 – Anomaly Convergence

As activity persisted, additional anomalies became visible — unusual SSL characteristics, abnormal user agents, and connections to infrastructure with no prior network prevalence.

Stage 5 – Autonomous Response

In the most mature stages of the activity, automated containment actions disrupted outbound communications on affected devices, limiting the attacker’s ability to continue tasking while investigations progressed.

Darktrace coverage and detections

The following use-case highlights systems likely affected by malicious macOS intrusion activity linked by Microsoft to the Democratic People’s Republic of Korea (DPRK) [1], with indications of suspicious behavior observed between March 1 and May 3, 2026. The activity overlaps with patterns described in recent reporting on DPRK-nexus MacOS intrusions [1], though attribution confidence in this case remains moderate and based on behavioral alignment rather than solely infrastructure linkage.

Analyst confidence emerged through the correlation of multiple weak signals across time and devices. This included model coverage for rare external communications, sustained beaconing patterns, repeated HTTP POSTs, and anomalous client characteristics. Where enabled, Autonomous Response actions disrupted the most active outbound paths to reduce the attacker’s ability to maintain control while Darktrace’s investigation continued.

Notably, this highly anomalous behavior included:

  • Outbound connections to the rare external endpoint, zoom[.]uswebob[.]us associated with IP address, 148.72.73[.]98 [2][3] over port 443
  • Outbound connections to the rare external endpoint, check02id[.]com associated with IP address, 83.136.210[.]180 [4] over port 7365
  • Outbound connections to the rare external endpoints, 104.145.210[.]107 [5] over port 8443 and 83.136.208[.]48 [6] over port 443
  • Outbound connections to the rare external endpoint, 83.136.208[.]246 [7] over port 6783 with observed URI `/api/daemon` and a PowerShell user agent

Darktrace’s detection initially highlighted a desktop device (running MacOS) engaging in anomalous behavior as early as March 12, 2026. Starting on March 12, the source device triggered a ‘Possible Doppelganger Attack’ alert including connectivity to the hostname "zoom[.]uswebob[.]us · 148.72.73[.]98" over port 443 (TCP, HTTPS, H2). This model highlights a device connecting to a location that is rare but masquerades as legitimate software, such as Zoom in this case, a commonly used technique to blend into expected traffic [2] [3].

 Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.
Figure 1: Initial connectivity observed to the rare external hostname, zoom[.]uswebob[.]us · 148.72.73[.]98, over port 443.

This was followed roughly seven later by a connection to 104.145.210[.]107 over port 8443, during which approximately 250 KiB of data of inbound data and 30 MiB of outbound data was observed, triggering the ‘Unusual Activity / Unusual External Data to New Endpoint’ in Darktrace.

Quickly after this connection, Darktrace’s Autonomous Response intervened, blocking the device’s access to the unusual external location and halting the data exfiltration attempt.

Figure 2: Darktrace’s detection of unusual data exfiltration, shortly followed by an Autonomous Response action to block it.

The device continued to consistently trigger model alerts relating to unusual external connectivity, including 'Posting HTTP to IP Without Hostname', 'Anomalous Connection / Rare External SSL Self-Signed' alerts, until well after 3 PM that day.

Figure 3: Additional external connectivity to new IP without a hostname, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 4: Continued external SSL connectivity to IP 83.136.208[.]48, including connectivity to 83.136.208[.]246, alongside an anomalous ‘curl/8.7.1’ user agent and ‘/api/daemon’ URI.
Figure 5: Continued external HTTP connectivity to hostname, check02id[.]com · 83.136.210[.]180, alongside an anomalous ‘Go-http-client/1,1’ user agent.

From March 13 to March 28, the device continued exhibit unusual connectivity to various endpoints (e.g., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180), with the 'Multiple HTTP POSTs to Rare Hostname' model consistently triggering.

Windows OS Case

Pivoting over to an additional device, this time running Windows OS, anomalous behavior was also observed between March 30 and April 20. Notably, on March 30, the device was observed making a large number of suspicious external connection attempts to 83.136.208[.]246 over port 6783, all of which failed.

A further indicator was observed on April 1 with PowerShell connectivity to the same rare endpoint (83.136.208[.]246, port 6783), using the URI '/api/daemon' and the user agent 'Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920'.  Additional alerts included 'New User Agent to IP Without Hostname' and 'Anomalous Github Download', alongside activity involving the same endpoint.

Figure 6 : ‘Anomalous Powershell to Rare External Destination’ and ‘Github Download’ model alerts. This behavior involved connectivity with the endpoints ‘83.136.208[.]246’ and ‘github[.]com’.

The device continued triggering 'Posting HTTP to IP Without Hostname' & 'PowerShell to External Rare' alerts between April 4 and April 20 across multiple related endpoints (i.e., 83.136.208[.]48, 83.136.208[.]246, check02id[.]com · 83.136.210[.]180).

Darktrace’s Autonomous Response capability was able to block suspicious PowerShell attempts to unusual external locations, as shown below in an example from April 20.

Figure 7:  Autonomous Response intervening to block an unusual PowerShell connection to an external destination.

Cyber AI Analyst investigations

In higher-confidence instances, Darktrace’s Cyber AI Analyst investigations helped connect otherwise separate model alerts into a single incident narrative, highlighting the attacker’s progression from post-execution scripting into sustained outbound signaling. This contextual stitching is particularly valuable in macOS scenarios where static artefacts are limited, and behavioral sequencing defines the intrusion.

Cyber AI Analyst investigations highlighted alerts on March 12, including unusual repeated connections and possible SSL command-and-control (C2) to multiple endpoints:

Figure 8: Cyber AI Analyst investigation linking events into a unified incident.

Autonomous Response

In addition to the containment actions detailed earlier, Autonomous Response implemented multiple additional measures to contain suspicious activity throughout the course of this attack. Whenever unusual external connectivity was detected, Darktrace blocked it, closing down potential C2 channels. Likewise, when data exfiltration attempts were identified, these connections were stopped to prevent the potential loss of sensitive data.

Figure 9: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in mid-March.

Furthermore, in cases where a device was deemed to have carried out a significant number of anomalous activities, Darktrace enforced a “pattern of life” on the device, preventing it from deviating from its expected behavior while allowing legitimate business operations to continue uninterrupted.

Figure 10: Autonomous Response actions implemented by Darktrace in response to suspicious connectivity in April, including the “Enforce Pattern of Life” action.

Conclusion

macOS intrusion tradecraft continues to shift toward native tooling and lightweight control channels designed to evade signature-led controls.

The repeated convergence of rare destinations, POST-based signaling, and anomalous client behavior — observed across time and across devices — provided sufficient evidence to act early and with confidence.

As macOS tradecraft continues to evolve, the defender advantage increasingly lies not in signatures, but in the ability to reason from behavior.

Credit to Justin Torres (Senior Cyber Analyst), Nathaniel Jones (VP, Security & AI Strategy, FCISO)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Alert Coverage:

/ NETWORK-based model alerts:

·       Anomalous Connection::Multiple HTTP POSTs to Rare Hostname

·       Anomalous Connection::Rare External SSL Self-Signed

·       Anomalous Connection::Powershell to Rare External

·       Anomalous Connection::New User Agent to IP Without Hostname

·       Anomalous Connection::Posting HTTP to IP Without Hostname

·       Compromise::Fast Beaconing to DGA

·       Compromise::Large Number of Suspicious Failed Connections

·       Device::Anomalous Github Download

·       Device::New PowerShell User Agent

·       Unusual Activity::Unusual External Data to New Endpoint

/ NETWORK-based Autonomous Response model alerts:

·       Antigena / Network::Significant Anomaly::Antigena Significant Anomaly from Client Block

·       Antigena / Network::Significant Anomaly::Antigena Controlled and Model Breach

·       Antigena / Network::Significant Anomaly::Antigena Breaches Over Time Block

Indicators of Compromise (IoCs)

IP/Hostname:

·       zoom[.]uswebob[.]us · 148.72.73[.]98

·       83.136.208[.]246

·       check02id[.]com · 83.136.210[.]180

·       83.136.208[.]48

·       104.145.210[.]107

URIs:

·       /api/daemon

Destination Port Usage:

·       6783

·       5202

·       443

·       7365

·       8443

ASN:

·       AS400897 PETROSKY

·       AS398256 AS-ULTAHOST

User agents:

·       Mozilla/5.0 (Windows NT; Windows NT 10.0; fr-FR) WindowsPowerShell/5.1.26100.7920

·       Go-http-client/1.1

·       curl/8.7.1

MITRE ATT&CK Mapping

(Technique Name - Tactic - ID - Sub-Technique of)

·       Browser Session Hijacking - COLLECTION - T1185

·       Web Protocols - COMMAND AND CONTROL - T1071.001 - T1071

·       Install Digital Certificate - RESOURCE DEVELOPMENT - T1608.003 - T1608

·       PowerShell - EXECUTION - T1059.001 - T1059

·       Domain Generation Algorithms - COMMAND AND CONTROL - T1568.002 - T1568

·       Non-Standard Port - COMMAND AND CONTROL - T1571

·       Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

·       Web Service - COMMAND AND CONTROL - T1102

·       Code Repositories - COLLECTION - T1213.003 - T1213

·       Exploitation of Remote Services - LATERAL MOVEMENT - T1210

·       Exfiltration Over C2 Channel - EXFILTRATION - T1041

·       Exfiltration to Cloud Storage - EXFILTRATION - T1567.002 - T1567

References:

[1] https://www.microsoft.com/en-us/security/blog/2026/04/16/dissecting-sapphire-sleets-macos-intrusion-from-lure-to-compromise/

[2] https://radar.securityalliance.org/advisory-on-dprk-unc1069-fake-microsoft-teams-and-zoom-calls/

[3] https://www.virustotal.com/gui/domain/uswebob.us

[4] https://www.virustotal.com/gui/ip-address/83.136.210.180/community

[5] https://www.virustotal.com/gui/ip-address/104.145.210.107/community

[6] https://www.virustotal.com/gui/ip-address/83.136.208.48/community

[7] https://www.virustotal.com/gui/ip-address/83.136.208.246/community

[8] https://www.darktrace.com/blog/applescript-abuse-unpacking-a-macos-phishing-campaign

Continue reading
About the author
Justin Torres
Cyber Analyst

Blog

/

/

June 24, 2026

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

Default blog imageDefault blog image

Why prompt analysis is emerging as a key AI security challenge

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

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

How prompt language differs from traditional security telemetry

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

Why existing security approaches only partially explain prompt risk

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

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

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

Prompts as behavioral signals, not just text to classify

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

Example: How context changes prompt risk entirely

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

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

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

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

What security teams need to analyze prompts effectively

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

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

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

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

How organizations should think about prompt analysis going forward

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

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

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

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

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

Why prompts become less useful when analyzed in isolation

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

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

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

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