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July 27, 2026

Hiding in Plain Sight: Uncovering a Multi-Stage Ransomware Attack Through Behavioral Detection

Darktrace detected a multi-stage ransomware intrusion from its earliest stages, identifying reconnaissance, privilege escalation, lateral movement, command-and-control communications, and data exfiltration before encryption occurred. This analysis highlights how behavioral detection exposed attacker activity using legitimate tools and infrastructure, providing multiple opportunities for early intervention and containment.
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
Alexandra Evzona
Cyber Analyst
ransomware attackDefault blog image
27
Jul 2026

Why ransomware has changed

Ransomware attacks have continued to increase globally, with 698 incidents reported in May 2026, representing a 48% rise compared to 472 incidents in May 2025 [1]. At the same time, the ransomware landscape is evolving. Several major ransomware groups, including LockBit [2], have been disrupted by successful joint law enforcement operations, resulting in a shift away from a small number of dominant actors towards a more fragmented and distributed ecosystem. This is increasingly composed of smaller groups who play a specialized role in the attack, such as initial access brokers, affiliates or developers.

As a result, ransomware tactics, techniques, and procedures (TTPs) are becoming more diverse and less predictable. On top of this, adversaries are leveraging native tools and legitimate penetration testing frameworks to evade detection. Anomaly-based detection is therefore critical to identify pre-ransomware activity, rather than relying on signatures associated with a handful of well-known ransomware groups.

As these attacks often unfold over several days, there is a critical window for defenders to act. In this context, behavioral-based detection plays a vital role in identifying suspicious pre-ransomware activity, and enabling early intervention before encryption or exfiltration occurs.

Inside a modern ransomware intrusion

In early 2026, Darktrace detected activity within a customer’s environment related to a multi-stage ransomware intrusion from the initial compromise. This activity does not appear to be attributable to a specific ransomware group, and no known ransomware payload was observed until the final stage.

The attack aligns with a broader industry trend in which compromised virtual private network (VPN) credentials are used as an entry point, followed by rapid internal reconnaissance and lateral movement using legitimate administrative tools. This growing preference for native tools and legitimate frameworks in cyber-attacks illustrates that it is increasingly unreliable to depend solely on traditional indicators of compromise such as known malware signatures or exploit detection.

The intrusion also involved the use of Sliver, an open-source adversary emulation framework, which is increasingly observed in real-world attacks. Originally designed for penetration testing and red teaming, Sliver has gained traction among threat actors as a stealthier alternative to more heavily signatured frameworks such as Cobalt Strike. As a legitimate framework, its use further complicates detection for security tools that rely on known malicious signatures.

Darktrace’s detection of a ransomware event in a customer’s environment

The initial compromise appears to have occurred via compromised credentials used over the VPN shortly before, or at the onset of the first indicators of suspicious activity. While it remains unclear as to how or when the threat actors gained access to these credentials, the use of initial access brokers (IABs) is a common feature of modern ransomware operations. This suggests that access to the environment may have been established several days or weeks beforehand.

The intrusion unfolded over three days, presenting multiple opportunities for early detection and intervention before ransomware deployment. The attack progressed through a compressed but structured sequence: initial access and reconnaissance were completed within hours, followed by privilege escalation and lateral movement the next day, and culminating in data exfiltration and encryption shortly thereafter. Throughout each stage, distinct behavioral anomalies emerged across the network providing clear indicators of malicious activity well before the ransomware was deployed.

While Darktrace’s Autonomous Response capability was enabled within the customer’s environment, it was not fully configured across the impacted devices, allowing the attack to progress to ransomware deployment. Had Autonomous Response been fully deployed across the affected systems, it could have taken targeted action against the earliest stages of malicious activity, potentially disrupting the intrusion before it escalated.

Figure 1: Timeline of the attack progression.

Day 1: Reconnaissance and privilege escalation

The threat actor gained access via compromised VPN credentials and initiated internal reconnaissance. Darktrace detected anomalous scanning behavior, including unusual port scanning activity and widespread network enumeration.

Specifically, Darktrace detected a high volume of east-west scanning activity across a broad range of ports, with TCP connections targeting ports 21, 80, 445, 4899 and 8080. Associated URIs suggested the use of Nmap, a widely used penetration testing tool. This highlights how attackers often leverage legitimate penetration testing tools for malicious reconnaissance, enabling them to blend into normal network activity and evade traditional signature-based detection methods.

Figure 2: Darktrace's detection of a sharp increase in anomalous internal connections, triggering multiple high-severity model alerts associated with reconnaissance activity.

Several devices were observed using administrative credentials to carry out privileged actions in a manner that was highly anomalous for the environment. This activity was accompanied by behavior consistent with SMB authentication scanning, suggesting efforts to identify and access additional systems. As the activity intensified, an increasing number of devices became involved, signalling lateral movement and further spread across the network.

Darktrace also identified privilege escalation through active directory (AD) replication abuse, specifically via the drsuapi::DRSGetNCChanges function. This technique allows an attacker with sufficient privileges to request directory replication data from a domain controller (DC), enabling them to extract credentials, including password hashes, without directly interacting with user accounts. Commonly associated with ‘DCSync’ attacks, this technique is frequently used to obtain highly privileged credentials and enable further escalation within an environment.

Figure 3: Darktrace’s detection of anomalous AD replication activity indicative of privilege escalation.

This activity was seen alongside the use of the now obsolete SMBv1, repeated NTLM authentication attempts using multiple variations of ‘Administrator’ credentials, reverse DNS scanning, and large-scale network scanning. Darktrace observed widespread use of SMBv1 across the customer’s environment, exposing a significant security weakness. As a legacy protocol with well-documented weaknesses, SMBv1 can be exploited to facilitate lateral movement, allowing the attackers to expand their access following initial compromise.

Day 3: Lateral Movement, Command & Control, and Exfiltration

Two days later, the attacker escalated privileges and expanded their foothold using living-off-the-land (LOTL) techniques such as PSExec, WMI, and RDP. Concurrently, Darktrace identified command-and-control (C2)-style communications consistent with the Sliver framework, alongside rare outbound connections to cloud infrastructure indicating potential data exfiltration. The volume and severity of observed activity increased as attack behavior intensified.

The device was observed conducting extensive lateral movement, leveraging LOTL techniques to evade detection. Activity included WMI execution (e.g. ExecQuery), DCE-RPC activity, SMB sessions and file writes, most of which were successful, as well as the deployment of PSEXESVC.exe via ADMIN$ shares and prolonged RDP sessions. Darktrace identified this behavior as highly anomalous for the environment. Such activity is commonly associated with the transfer of attacker tooling, remote command execution, and the establishment of persistent access across compromised systems.  

Figure 4: Darktrace’s detection of a spike in RPC binding events indicative of potential lateral movement.

On the same day, Darktrace detected C2-style SSL communications originating from multiple internal devices to rare external endpoints. These connections exhibited anomalous characteristics, including invalid SSL certificates and repeated connection patterns resembling beaconing. Analysis of the observed JA3 fingerprint further linked the activity to Sliver, the adversary simulation framework referenced earlier, as the hash has previously been associated with Sliver-related infrastructure [3]. The use of this framework reflects a broader trend of attackers repurposing legitimate offensive security tools for stealthy C2 communications. Connections to 137[.]220[.]59[.]55 (ASN AS20473 AS-VULTR) indicated that the communications were likely routed via a virtual private server (VPS) hosted by Vultr. Attackers often utilize VPS infrastructure from legitimate cloud providers like Vultr to obscure their true origin, blend into benign traffic, and evade IP-based detection mechanisms [4].

Figure 5: Darktrace’s Cyber AI Analyst detection of two linked unusual connections to Vultr infrastructure.

Darktrace also observed a device initiating SSL connections to safedata.s3[.]wasabisys[.]com, an endpoint associated with Wasabi cloud storage. Darktrace recognized that neither the destination nor the associated IP address had previously been observed within the environment.  More than 200 MB of data was subsequently uploaded externally to endpoints sharing the same JA3 client hash, indicating a sustained transfer session and potential data exfiltration to third-party storage. The apparent exfiltration prior to encryption is consistent with a double-extortion ransomware strategy.

Figure 6: Darktrace’s Cyber AI Analyst detection of more than 30 rare outbound connections to a Wasabi cloud storage endpoint, indicative of potential data exfiltration

Day 4: Encryption

The attack culminated in ransomware deployment, marking the transition from suspicious network activity to a business-impacting incident. Using SMB-based propagation, the threat actor encrypted thousands of files across the network, affecting multiple systems and disrupting normal operations. Throughout the encryption event, the legacy SMBv1 protocol was used extensively across multiple internal systems, resulting in a significant increase in newly encrypted files.

Figure 7: Darktrace’s detection of abnormal spikes in SMB activity and associated model alerts, indicative of ransomware encryption and propagation.

Darktrace’s Cyber AI Analyst automatically investigated and correlated the encryption activity and related events into a single incident narrative, providing the customer with real-time visibility into the attack while significantly reducing investigation time.

Figure 8: Darktrace’s Cyber AI Analyst’s investigation into the encryption activity. AI Analyst incident detailing example encryption activity in real time. Related events are automatically correlated and summarized into a clear narrative, reducing investigation time.

Defender action recommendations

What Could Have Stopped the Attack Earlier?

Although the attack ultimately resulted in ransomware deployment, there were multiple opportunities to detect, contain, and disrupt the intrusion before encryption occurred. The following actions could have significantly reduced the overall impact:

Detect and investigate indicators of reconnaissance and lateral movement

  • Unusual scanning
  • Active Directory replication anomalies consistent with DCSync activity
  • Anomalous use of native tools and processes indicative of LOTL attacks
  • Unusual use of common reconnaissance tools such as Nmap and NetScan

Contain compromised credentials and affected devices

  • Disable and reset compromised VPN credentials
  • Isolate devices performing anomalous scanning and lateral movement activity

Block suspicious external communications and data exfiltration

  • Use anomaly-based detection to detect and block repeated outbound connections to rare external infrastructure
  • Prevent data exfiltration to unauthorized cloud storage services such as Wasabi

Conclusion

The incident highlights the importance of anomaly-based detection, particularly against attacks that primarily use native or legitimate tools to evade traditional security measures. Darktrace identified suspicious activity from the first day of the compromise, providing multiple opportunities to disrupt the intrusion before it progressed to lateral movement and data exfiltration.

In this instance, detection was not the limiting factor; response time was. Prompt investigation and containment of devices exhibiting anomalous behavior could have prevented lateral movement, data exfiltration, and ultimately ransomware deployment.

As adversaries increasingly prioritize stealth over custom malware, relying instead on legitimate tools, valid credentials, and trusted infrastructure, traditional signature-based detection becomes less effective. Identifying subtle behavioral deviations early remains critical to disrupting attacks before they escalate into full-scale ransomware incidents.

Credit to Alexandra Evzona (Cyber Analyst), Priya Thapa (Senior Cyber Analyst)
Edited by Ryan Traill (Content Manager)

Appendices

References

[1] https://industrialcyber.co/ransomware/check-point-reports-ransomware-attacks-jump-48-year-over-year-despite-decline-in-overall-cyberattack-activity/

[2] https://www.europol.europa.eu/media-press/newsroom/news/law-enforcement-disrupt-worlds-biggest-ransomware-operation

[3] https://fieldeffect.com/blog/field-effect-mitigates-not-so-simplehelp-exploits-enabling-deployment-of-backdoors

[4] https://www.darktrace.com/blog/from-vps-to-phishing-how-darktrace-uncovered-saas-hijacks-through-virtual-infrastructure-abuse

Indicators of Compromise (IoCs)

IP Addresses

  • 137[.]220[.]59[.]55 – Potential C2 infrastructure (Vultr AS20473)
  • 38[.]27[.]106[.]123 – Wasabi cloud storage endpoint associated with potential data exfiltration
  • 38[.]27[.]106[.]128 – Wasabi cloud storage endpoint associated with potential data exfiltration
  • 38[.]27[.]106[.]117 – Wasabi cloud storage endpoint associated with potential data exfiltration

Domains

  • safedata[.]s3[.]wasabisys[.]com – Potential data exfiltration endpoint
  • *.wasabisys[.]com – Associated Wasabi cloud storage infrastructure

JA3 Fingerprint

  • d6828e30ab66774a91a96ae93be4ae4c – Associated with the Sliver adversary emulation framework

Files

  • Delete[.]me – File observed during reconnaissance activity, commonly associated with NetScan

Darktrace Model Coverage

·       Anomalous Connection / Active Remote Desktop Tunnel

·       Anomalous Connection / Anomalous Remote Registry Service Control

·       Anomalous Connection / Multiple Failed Windows UDP

·       Anomalous Connection / New or Uncommon Service Control

·       Anomalous Connection / New or Uncommon Service Enumeration

·       Anomalous Connection / New User Agent to IP Without Hostname

·       Anomalous Connection / SMB Enumeration

·       Anomalous Connection / Suspicious Activity On High Risk Device

·       Anomalous Connection / Suspicious Read Write Ratio

·       Anomalous Connection / Sustained MIME Type Conversion

·       Anomalous Connection / Uncommon 1 GiB Outbound

·       Anomalous Connection / Unusual Admin RDP Session

·       Anomalous Connection / Unusual Admin SMB Session

·       Anomalous Connection / Unusual SMB Version 1 Connectivity

·       Anomalous File / EXE from Rare External Location

·       Anomalous File / Internal / Additional Extension Appended to SMB File

·       Anomalous Server Activity / Outgoing from Server

·       Compromise / Beaconing Activity To External Rare

·       Compromise / Ransomware / Possible Ransom Note Read

·       Compromise / Ransomware / Ransom or Offensive Words Written to SMB

·       Compromise / Ransomware / Suspicious SMB Activity

·       Device / Anonymous NTLM Logins

·       Device / Attack and Recon Tools

·       Device / Initial Attack Chain Activity

·       Device / Large Number of Model Alerts

·       Device / Long Agent Connection to New Endpoint

·       Device / Multiple Lateral Movement Model Alerts

·       Device / Network Scan

·       Device / New or Uncommon SMB Named Pipe

·       Device / New or Unusual Remote Command Execution

·       Device / New User Agent

·       Device / Possible RPC Lateral Movement

·       Device / Possible SMB/NTLM Brute Force

·       Device / RDP Scan

·       Device / SMB Lateral Movement

·       Device / SMB Session Brute Force (Non-Admin)

·       Device / SMB Version 1 Access Failures

·       Device / Suspicious File Delete Activity

·       Device / Suspicious Network Scan Activity

·       Device / Unusual SMB Error Detected

·       Device / Unusual SMB To Critical Resource

·       Device / Unusual Winreg Operation

·       Unusual Activity / Multiple Failed Internal Connections

·       Unusual Activity / Possible RPC Recon Activity

·       Unusual Activity / Sustained Anomalous SMB Activity

·       Unusual Activity / Unusual External Data to New Endpoint

·       Unusual Activity / Unusual External Data Transfer

·       Unusual Activity / Unusual File Storage Data Transfer

·       Unusual Activity / Unusual Large Internal Transfer

·       User / New Admin Credentials on Client

·       User / NTLM Login from Unauthenticated Device

Autonomous Response Model Alerts

·       Antigena / Network / External Threat / Antigena Ransomware Block

·       Antigena / Network / External Threat / Antigena Suspicious File Block

·       Antigena / Network / Insider Threat / Antigena Active Threat SMB Write Block

·       Antigena / Network / Insider Threat / Antigena Internal Anomalous File Activity

·       Antigena / Network / Insider Threat / Antigena Large Data Volume Outbound Block

·       Antigena / Network / Insider Threat / Antigena Network Scan Block

·       Antigena / Network / Insider Threat / Antigena Unusual Privileged User Activities Block

·       Antigena / Network / Manual / Quarantine Device

·       Antigena / Network / Significant Anomaly / Antigena Alerts Over Time Block

·       Antigena / Network / Significant Anomaly / Antigena Controlled and Model Alert

·       Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Client Block

·       Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Server Block 100

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

MITRE ATT&CK MAPPING

Command and control - Protocol Tunneling - T1572

Command and control – Web Protocols – T1071.001

Credential Access- Exploitation for Credential Access- T1212

Credential Access- Password Guessing- T1110

Discovery- File and Directory Discovery- T1083

Discovery- Network Service Discovery- T1046

Discovery- Network Share Discovery- T1135

Discovery- Remote System Discovery- T1018

Exfiltration- Exfiltration Over C2 Channel- T1041

Exfiltration- Exfiltration to Cloud Storage- T1567

Impact- Data Encrypted for Impact- T1486

Impact- Data Encrypted for Impact- T1486

Impact- Service Stop - T1489

Initial Access- Public-Facing Application- T1190

Lateral Movement- Exploitation of Remote Services- T1210

Lateral Movement- Remote Desktop Protocol- T1021

Lateral Movement- SMB/Windows Admin Shares- T1021

Lateral Movement- Taint Shared Content- T1080

Persistence- Modify Registry- T1112

Privilege Escalation- Exploitation for Privilege Escalation- T0890

Privilege Escalation- Valid Accounts- T1078

Reconnaissance- Scanning IP Blocks- T1595

Reconnaissance- Vulnerability Scanning- T1595

Resource Development- Malware- T1588

Stealth- File Deletion- T1070

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
Alexandra Evzona
Cyber Analyst

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September 22, 2026

Darktrace / SECURE AI: Extending Behavioral Security for the Age of Agentic AI

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AI is moving faster than the controls built to secure it

Over 80% of Darktrace’s customers now use generative AI services, and the average organization interacted with five different AI provides in August 20261. That level of adoption reflects how quickly AI has become embedded in day-to-day business operations. But as adoption accelerates, so do the opportunities for new forms of exposure that often operate outside traditional security controls. Prompts can expose sensitive information, an over-permissioned agent can turn a routine task into a serious security concern, and an employee using an unsanctioned AI tool to get work done can quietly introduce risk long before the security team is aware of its existence.

Securing AI isn’t a nice-to-have. It's an urgent, board-level requirement for any business that wants AI adoption to be an advantage rather than a liability.

Why traditional security controls fall short

The challenge isn’t a lack of AI security tools, it’s that most security solutions weren’t built for the way AI behaves.  

AI systems are adaptive and, by nature, unpredictable. A prompt can be entirely benign in one context and a serious risk in another. An agent's permissions can look reasonable in isolation and dangerous the moment they're combined with what that agent is actually doing. Rule-based controls, built to catch known signatures and static policy violations, simply aren't designed to catch this kind of subtlety. They might be able to tell you what happened, but they can’t tell you if it mattered.  

Effective AI security requires something different: a deep understanding of what normal looks like across every human, system, and agent in an environment, so the earliest signs of drift, misuse, or compromise stand out as they emerge.

Behavioral understanding is our foundation

Darktrace isn’t reinventing itself to secure AI. We’re extending what we already do. For over a decade, Darktrace has been built on a single premise – that every organization has its own unique, evolving way of operating, shaped by how its systems, users, and devices behave. Understanding that is the only reliable way to catch what rules and signatures miss. Our Adaptive AI™ continuously learns the distinct behaviors, relationships, and operational patterns of every enterprise it protects, building a Unique Behavioral Profile that no other vendor can replicate. It's how we've spent years interpreting ambiguity, uncovering subtle intent, and spotting drift before it becomes dangerous across networks, cloud, identities, email, OT, and endpoints. AI is a new domain, but behavioral security isn't a new discipline for us.

Introducing Darktrace / SECURE AI

Darktrace / SECURE AI helps organizations embrace AI innovation without losing control of how it is used. Delivered through the Darktrace Behavioral Defense Platform™, it provides visibility into AI activity across employees, agents, and AI systems, helping security teams understand how AI is being used throughout their business.

Darktrace then applies behavioral understanding to that activity, adding the context needed to distinguish routine usage from genuine risk. By understanding the relationships between users, agents, systems, and data, / SECURE AI helps organizations move beyond simply observing AI usage to understanding risk, governing behavior against policy, and enabling AI adoption with confidence. The result is greater oversight, stronger governance, and the ability to confidently accelerate AI innovation without creating unmanaged risk.

Securing your AI ecosystem

AI risk doesn't originate from a single source, and effective AI security can't focus on just one layer of the problem. Organizations need visibility, understanding, and governance across the entire AI ecosystem, from the prompts users submit and the agents they create, to the development environments where AI is built and the unsanctioned tools operating outside approved channels. Here's how Darktrace / SECURE AI helps organizations secure each of these areas.

Shadow AI management

Darktrace / SECURE AI helps security teams discover unsanctioned AI services and track usage trends over time using Darktrace telemetry and supported SASE integrations such as Microsoft Entra Global Secure Access. It also extends visibility to Model Context Protocol (MCP) usage, helping teams understand where AI tools and agents are connecting to external services. Through Darktrace platform integrations, organizations can block unsanctioned AI usage or quarantine affected devices when needed, helping them reduce exposure and guide users toward approved options.

AI prompt analysis

Prompts reveal what users are asking AI to do, what information they are sharing, and the outcomes they are trying to produce. Darktrace / SECURE AI provides visibility into prompts, sessions, and responses across supported platforms, including Microsoft Copilot, Copilot Studio, ChatGPT Enterprise, Claude, Salesforce, and AWS Bedrock2. Behavioral analysis detects activity such as attempted jailbreaks, sensitive data exposure, and potential indirect prompt injection, while risk scoring helps analysts prioritize the sessions that need attention. Policy Manager maps organizational AI policies against prompt activity and surfaces potential violations, helping teams govern AI use with direct evidence instead of relying on fragmented logs or inferred intent.

AI agent identities and actions

AI agents have their own permissions, roles, relationships, and access to systems and data. Darktrace / SECURE AI brings agent identities together with the users interacting with them, giving security teams visibility into access, sessions, and connections across supported environments. A real-time audit trail helps teams continuously evaluate whether an agent’s activity remains aligned with its intended purpose, so they can identify excessive access or behavioral drift before it becomes a security issue.

AI agent development risk management

Many AI risks are introduced during development, when agents are created, permissions are assigned, and connections to data sources are established. Darktrace / SECURE AI provides visibility across both low-code and high-code environments. In platforms such as AWS Bedrock, teams can examine AI architecture and the agent identities involved in development and deployment. In low-code environments, such as Copilot Studio, they can observe agents as they are created, monitor whether behavior stays aligned with their intended purpose, and connect prompt activity during development with behavior in production. This helps organizations address misconfigurations and excessive permissions before they reach production.

The promise of AI, secured

The question isn't whether to adopt AI, it's whether security teams can enable secure adoption that allows every business to benefit from AI’s potential.

Darktrace / SECURE AI is built to solve this problem – extending a decade of behavioral understanding to the newest, fastest-moving part of the enterprise, using the same principles which already protect people and hybrid infrastructure.

Darktrace / SECURE AI is generally available now. Discover the product, or get a demo today.

[related-resource]

[1] Based on aggregated Darktrace product telemetry across a fleet of ~8,200 observed deployments, measuring generative AI service usage across accounts monitored in August 2026. The 80%+ figure reflects the share of monitored accounts with any generative AI service usage during the same period.

[2] Microsoft, Copilot, ChatGPT, Claude, Salesforce, and Amazon Bedrock are trademarks of their respective owners.

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About the author
Brittany Woodsmall
Senior Product Marketing Manager, AI

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September 17, 2026

The Problem of Re-defining Human Value in the Agentic Age

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Newsfeeds are constantly informing us about the rapid escalation of agentic AI systems. These systems move far beyond simple machine-based computations, and  the focused, defined and bounded assistance that most AI systems started out as.

The next evolution of AI will harness the agentic properties of orchestration, automation, and heightened value-chains in IT, taking on the burden of workflow management, not just workflow delivery.

In nearly all of these instances, promises are made such as ‘this will free up human time’ or ‘this will allow people to focus on higher-order strategy’. However that message is delivered, one thing is clear: in ceding the orchestration and management of work to increasingly sophisticated AI agents and agentic systems, human value will be elevated to a particular and specific layer: the ability to judge its outputs.  As AI takes on more tasks, humans should be able to focus on a higher level of governance; making sure the decisions that AI offers us are ethical, responsible and worthwhile.  

But there are two major problems with that approach.

This blog discusses the problem of how Agentic systems are re-shaping how we review information, where we fit in, and when we make decisions.  It also discusses the problem of how the increased flow of confident, generated information affects the way we make judgement.  This blog considers how human judgement needs to adapt, and how a behavioral defense approach – using techniques pioneered by Darktrace – can help us do that.

The challenge of knowing where human judgement belongs

As we confer more automated decision-making to agentic systems, it might look increasingly less like ‘granting permissions’, and more like ‘surrendering authority’.  

The judgement layer for AI-generated work is not a fixed boundary. We have become used to the idea of a ‘human in the loop’ (HITL) and, historically, relationships between humans and IT systems were reasonably clear and bounded.  Computer and software systems were programmed to carry out certain tasks or automated functions, and humans could control the gates and decision points where actions were undertaken. Even across highly complex computational workflows, human interaction was a controllable node within the process; we were able to configure and regulate. But in the agentic age, where that human interaction sits, and what it can influence shifts every time AI systems are granted autonomy.  

This leads us to the first problem: if humans are moving themselves (or are being moved) into the ‘judgement’ part of the value chain, exactly where and when do we exercise that judgement?  

Humans are no longer the sole shepherds of computer-based or software-controlled outputs.  We are at times at least one step further (and slower) behind the new agentic shepherds.  We might also be blind to what they are doing.  Not only might we be removed and blind to the actions of our AI shepherds, but with the challenge of unknown, unapproved AI systems operating beyond our control, humans might not even know that our work is being shepherded by an AI at all.  Simply put, with the advent of greater levels of autonomy and orchestration, humans are at risk of not even knowing where to apply our newly-extended powers of strategic judgement.

Shadow AI – the use of unapproved AI systems or processes – is a growing threat to the role of effective governance and oversight. Shadow AI isn't just the AI you can't see. Its the AI you already know about being used in an unapproved way. The ability to generate effective oversight of the AI systems you use (or that are used on your behalf) will be increasingly important to ensure that human judgement in the AI value chain is effective, and deliberately placed.

The problem of what makes good judgement

The second problem lies in how flawed human judgement can be.  Humans are historically, notoriously, and, sometimes dangerously, unreliable when it comes to exercising judgement.  Humans are prone to the worst kinds of bias, the seduction of malign influence, and the sometimes-overwhelming urge to succeed. AI has long had a known flaw of operating with sycophancy, providing outputs that tend to agree with or flatter the human user.  But as AI grows ever more effective, there is a risk of both hyper-enablement (where humans increasingly and knowingly enable AI despite potential harm), as well as the greater risk of suggestion. Both of these aspects could skew the newly-elevated input of human judgement.

Imagine a highly competent AI system that has just orchestrated and managed a dizzying array of processes and workflows.  The AI is designed to present the human decision-maker with recommendations; based on analysis, comparison and other programmed factors.  This is where the human judgement layer is enabled.  But what if that judgement is summarily diffused by an AI-based recommendation that emulates the decision, provides plausible but unattractive alternatives, then suggests (or, worse, directs) the human end-user to take a particular course of action.

The risk here is that you are given a recommendation, tailored to your preferences (which the AI has learned, or which you have divulged), and which appears to make perfect sense.  It appears to be a well-weighted recommendation, with sound arguments that tap into our inherent biases or inclinations so that a specific decision-path is followed. With the growth of agentic systems specifically designed to match user profiles (from Cowork agents to ‘digital twin’ models), the likelihood of agentic influence could badly skew human judgement or, at the least, devalue the proposition that humans are taking a higher-layer of strategic control over AI-based decisions.

If AI convincingly recommends something that may be problematic, it can be difficult to discern both accurate data, and the context required to make the right judgement.

Given the two problems described above, the job of exercising valuable human judgement in the agentic age can draw down to these two questions:

  • When should humans intervene in the agentic process?  
  • How can we make the best possible judgement calls?

What humans contribute that AI cannot

For all the flaws that make human judgement unreliable, people have the edge over even the most sophisticated and powerful AI systems when it comes to issues such as ethics and social context.  An AI system can, with startling granularity, rank the value of adopting a new business proposal: offering predictive metrics on costs, returns, market value, time-to-deliver operations, conformance with legal registers, etc.  But it can’t tell if the business proposal is ethically sound, or if the business venture will potentially affect groups outside of the analyzed proposal. It can’t tell you if the CEO has a ‘bad feeling’ about this effort.  It can’t tell you if this is the right thing to do.  

The ability to add social context, balance complex interpersonal dynamics, understand nuance, and to go beyond what seems economically reasonable is where human judgement can add value.  

Human judgement is difficult to encapsulate in metrics. And the way we train our development may need to adapt too. Rather than building up a gradual, experiential knowledge base, we should think about training the skill of judgement itself; especially for an agentic age.

How behavioral security strengthens AI governance

If this all feels like a vicious circle (‘I need AI help to make good judgements’ / ‘AI can twist what I need to judge’) it needn’t be. The key to this is having a defense-in-depth approach, with tools that can actually help.

This is precisely where behavioral security becomes important. The complex and nuanced way that humans exercise judgement is often rooted in our ability to recognize behavior that doesn't look right. We may not always be able to articulate it immediately, but we can often identify when an action, recommendation, or outcome feels inconsistent with the context around it. As AI systems take on more responsibility across the decision chain, preserving that ability to recognize meaningful deviations becomes increasingly important.

Darktrace’s / SECURE AI is designed to do exactly that. It applies behavioral security to AI ecosystems, helping organizations understand how people, AI tools, identities, and agents interact across the business. By learning the patterns of normal AI usage and surfacing activity that deviates from those patterns, it provides security teams with the context needed to investigate risk, understand unusual behavior, and make informed governance decisions. Rather than relying solely on predefined rules or assumptions, this behavioral understanding helps organizations distinguish between expected AI activity and behavior that warrants closer scrutiny.

This matters because we are already in an era of information overload. If humans are expected to elevate their value through strategic judgement, the ability to do this without being overwhelmed by data (good or bad) will be critical.  

We need the ability to discern when we're being misled by AI, and whether our judgement calls are being made on the basis of accurate, contextual information. Darktrace / SECURE AI provides that additional layer of defensive security for activity we cannot easily see. Whether it is suspected Shadow AI or skewed recommendations, the net result is a protected organization, where users can more effectively use AI to make positive judgements.

For those where that judgement is a critical skill (both individuals, as well as those working in security teams), improving our metacognition - the ability to understand information in a broader context - will supercharge the value of human judgement. When those judgements are grounded in context rather than assumptions we have better information to make sound decisions.

Conclusion

Human judgement is a skill that is honed over time and experience.  Darktrace’s / SECURE AI employs the same principles, but at machine-speed. Rather than influencing or directing, Darktrace / SECURE AI offers AI-enabled assurance; providing human-based judgement with the right context to make a balanced decision.  

What we judge can be valued by the legitimacy of its outputs. For AI, those outputs are valued on the speed and accuracy of the information provided.  Increasingly for humans, the value of our outputs will be based on the validity of our judgement, and how we justify our decisions in ways that engineer confidence.  

Humans often know more than we can express, while AI is prone to expressing more than it truly understands. Humans can bridge the context AI often fails to appreciate. When that judgement is supported by relevant, impartial AI systems, this is the future space where good AI governance will be exercised.

Discover Darktrace / SECURE AI.

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About the author
Jason Lusted
AI Governance Advisor
Your data. Our AI.
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