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November 21, 2018

How Black Hats Take Advantage of Black Friday

The retail industry must be willing to adapt its cyber defenses against an ever-evolving adversary, or it may end Black Friday firmly in the red.
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
Justin Fier
SVP, Red Team Operations
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21
Nov 2018

From Thanksgiving to Cyber Monday, shoppers across the globe will splurge tens of billions of dollars on everything from pillows to parkas to Pokémon pajamas.

U.S. consumers alone spent a record $19.62 billion last Black Friday weekend — on just online purchases. And while the number of customers at brick-and-mortar stores declined 4% from 2016, e-commerce sales were 18% higher in 2017, when for the first time more Americans shopped online than in person. There is every reason to suspect that a virtually unprecedented volume of virtual cash is about to change hands, presenting an equally unprecedented opportunity for a massive holiday cyber-heist. Here’s what such a heist might look like:

Proof of concept

While the incentive for cyber-crime during this Black Friday weekend is historically unparalleled, it has long been the holiday of choice for criminals. On Cyber Monday of 2014, for instance, a DNS provider was hit by a relatively rudimentary DDoS attack that nonetheless disrupted its clients’ websites. More advanced DDoS attacks launched by modern Mirai botnets — like the 2016 Dyn attack that crippled many of the Internet’s top websites — would be devastating on Black Friday, when companies like Amazon reel in upwards of a million dollars per minute. And for smaller retailers, a ransomware or DDoS attack this weekend poses existential risk, both because of lost revenue and because of reputational damage in such a highly competitive industry.

Prior to last year’s Black Friday weekend, experts anticipated more than 50 million attacks on businesses during peak shopping days, and cyber-criminals did not disappoint. Darktrace detected a 70% uptick in significant threats facing its retail clients during the holiday season, from November and December, compared to the previous two months, an uptick that helps explain why cyber-crime cost the world $600 billion last year. At least in the short term, it appears that online crime does pay — especially after Thanksgiving.

Mode of attack

As forensics continue to improve and CCTVs rapidly proliferate, the in-person criminal heist has largely been replaced by online robbery, which leaves no fingerprints and can be seen by no camera. One example: the annual amount of money stolen in U.S. bank robberies — the quintessential heist — has fallen by more than 60% since 2003, while cyber-crimes like credit card fraud have simultaneously skyrocketed. This transition to digital larceny makes financial sense as well, given that less than 10% of the world’s currency still exists as physical cash.

Indeed, identity theft is even more lucrative than bank robbery if done at scale, yet it entails far less risk for the perpetrators. Stolen credit card numbers can each sell for $100 on the Dark Web, rendering crimes like the Target breach — which took place during Black Friday weekend in 2013 and exposed 40 million debit and credit accounts — extremely profitable. With more than 100 million Americans and close to a billion global shoppers online during the holiday season, ’tis certainly the season for a large-scale assault on personal information.

But perhaps the most revolutionary aspect of cyber-heists is that they need not even steal anything to make off with loot. Faced with a well-timed ransomware attack, retailers often simply hand over their cash to remain operational: 70% of businesses paid the ransom after attacks in 2016, prompting criminals to quadruple their average demand. And on the busiest shopping day in history, there’s no telling how exorbitant these demands might be.

Cyber-threats that are specifically aimed at the retail sector make the challenge of security even more difficult for defenders, since much like a targeted traditional heist, they exploit their victims’ unique vulnerabilities. The numbers validate common sense here: insights from across Darktrace’s customer base reveal that these key retail threats — which include personalized phishing attacks, Cloud and SaaS attacks, as well as trojans — are more than twice as likely to become high-priority incidents as the average threat. With so much money on the line, every retailer should expect to confront targeted attacks throughout the weekend.

Bypassing the defenses

From ransomware to data exfiltration, one can make an educated guess about the kinds of threats facing retailers this Black Friday. But the truth is that no one knows exactly what the next global cyber-attack will look like, particularly given the enormous incentive for criminals to create an entirely new attack strain — or even a new type of attack altogether. Several recent, state-sponsored exploits have proven that the financial and technical backing exists to produce malware sophisticated enough to deliver a serious blow to the U.S. economy.

Innovative attacks pose a fundamental problem for traditional security tools, which rely on knowledge of past incidents to stop future ones. By updating their predefined notions of what constitutes a cyber-threat when a breach occurs, the best of these tools stop previously known attacks, but they are nonetheless blind to unknown threats. Many retailers have deployed Darktrace’s AI cyber security because it doesn’t presume to know what tomorrow’s attack will look like; rather, Darktrace learns on the job to differentiate between normal and abnormal behavior. But while such adaptive security is the only approach that stands a chance in today’s fast-changing threat landscape, most retailers have yet to make the switch.

In this era of DNA forensics and near-ubiquitous surveillance, the criminal heist has not disappeared — it’s digitized. And while retail companies prepare themselves for the generic cyber-threats of the past, very few are in a position to counter a never-before-seen attack that, like a physical heist, has been planned for months to exploit their unique security blind spots. As we inch closer to zero hour, the industry must be willing to adapt its cyber defenses against an ever-evolving adversary, or it may end Black Friday firmly in the red.

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
Justin Fier
SVP, Red Team Operations

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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
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