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November 10, 2021

How Cyber Monday Is A Cyber Security Nightmare

Discover why Cyber Monday poses a cybersecurity nightmare and how security teams need to prepare for the 'hacking season' in this blog post by Darktrace.
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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.
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10
Nov 2021

As Black Friday and Cyber Monday approach, retailers are gearing up for what is predicted to be a holiday season worth around $214 billion in e-commerce sales. They are not alone in making special preparations: in the cyber-criminal underworld, hackers are looking to use the influx of limited-time offers to incite a sense of urgency and lure victims with phishing emails disguised as Black Friday deals.

And as the holiday season draws nearer, another familiar attack vector threatens to dampen the festive cheer. With security teams enjoying well-earned breaks, upcoming public holidays present the perfect opportunity for ransomware attackers to strike. We covered this topic in detail earlier this year, and over the Fourth of July bank holiday weekend, the ‘largest ever ransomware attack’ wreaked havoc across the world, affecting up to 1,500 organizations.

With sophisticated festive phishing and the recent well-documented surge in ransomware, the stage is set for this holiday season to be one filled with cyber disruption. Security teams need all the help they can get to face this year’s ‘hacking season’ with best-in-class technology that keeps a watchful eye over the digital enterprise 365 days a year.

Attacks know no boundaries

Most of us tend to use personal email addresses for our holiday shopping, but in an era of remote and hybrid working, this can easily have knock-on effects, granting attackers a backdoor into the corporate sphere. The pandemic has seen a greater number of organizations focused on enabling remote and flexible working in whatever ways possible to ‘get the job done.’

BYOD (‘Bring Your Own Device’) has seen a surge in popularity to enable flexible working, increase efficiency, reduce costs, and give employees the opportunity to use IT they feel comfortable with.

From a digital perspective, this has led to increasing convergence of our personal and professional lives. Phishing emails that target personal email accounts – often using more relaxed email security measures – therefore put organizations at risk. Malicious executable files may grant an attacker access to the device, and from here they can pivot into corporate activity, and infiltrate an organization through a single, careless employee.

It’s not just BYOD users who are at risk. Despite the warnings, password reuse continues to be widespread, meaning a successful credential-grab on a personal account can potentially give attackers the keys to a wide range of corporate accounts, whether it’s Microsoft 365 or any number of other internal systems.

A longer holiday calendar expands the attack ‘calendar’ surface

This year, disruptions in the global supply chain are already causing problems for shipping and delays. In response, retailers like Best Buy are offering special deals well ahead of Black Friday with the price promise that they’ll refund the difference should the price drop further on the day itself.

This extends the time period in which these offers are promoted, and thereby the attack ‘calendar’ surface, gifting attackers an extra few weeks through which to launch seasonal scams.

And we know from experience that attackers can get creative, not only with emails disguised as Black Friday offers and promotions, but also spoofing attacks posing as delivery firms, or other third-party logistics suppliers. They will try anything which might induce a click on a link or attachment.

They see you when you’re sleeping: Hackers won’t take holiday

During public holidays, IT and security teams drastically reduce in size. Attackers know this, and it no longer comes as a surprise when some of the largest cyber-attacks of the year are detonated during this time. Adopting reliable autonomous security, and in particular autonomous response, has never been more important in ensuring organizations stay protected.

With opportunistic hackers looking to spoil the holiday season for some quick returns, we cannot rely on human teams alone. Human beings are fallible: they get tired, they need breaks, and they get complacent. One simple misconfiguration can leave an unprotected device exposed to the Internet, opening up the wider digital ecosystem to attack.

Breaches are inevitable, and organizations are no longer throwing all their resources into stopping an attacker from getting inside. The focus is increasingly shifting to being able to spot their behavior once they do get in, and taking autonomous action at machine speed to minimize cyber disruption.

Self-Learning AI does exactly this, learning every user and device in the organization from the ground up, without relying on static rules or signatures, and with no pre-conceptions of what constitutes a ‘threat’. And unlike humans, the technology works around the clock, without needing breaks or unwinding as the year draws to an end.

Darktrace’s AI learns ‘self’ across the entire digital estate, from the email layer, to the cloud, network, and endpoints. And crucially, Autonomous Response takes action on behalf of security teams, and can respond to ransomware in under 10 seconds, minimizing disruption, and saving teams from facing the new year with a lengthy and costly incident clean-up.

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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.
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June 24, 2026

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

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Why prompt analysis is emerging as a key AI security challenge

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

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

How prompt language differs from traditional security telemetry

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

Why existing security approaches only partially explain prompt risk

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

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

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

Prompts as behavioral signals, not just text to classify

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

Example: How context changes prompt risk entirely

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

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

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

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

What security teams need to analyze prompts effectively

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

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

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

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

How organizations should think about prompt analysis going forward

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

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

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

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

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

Why prompts become less useful when analyzed in isolation

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

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

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

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About the author
Nabil Zoldjalali
VP, Field CISO

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June 23, 2026

Advancing the Use of Frontier AI in Cybersecurity: Darktrace Joins the OpenAI Daybreak Cyber Partner Program to Explore Defensive AI Integrations

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Darktrace joins the OpenAI Daybreak Cyber Partner Program

Today, we announced that Darktrace is joining the OpenAI Daybreak Cyber Partner Program. We’ll be partnering with OpenAI to explore how their cyber capabilities can be integrated within Darktrace products and services to bring new capabilities to our customers.

This partnership is an exciting opportunity to bring together Darktrace’s behavioral AI modelling of the organization with OpenAI’s advanced contextual capabilities to create a new level of understanding for security teams. To understand the impact, it’s helpful to start with how we think about the problem.  

At Darktrace, we built our AI in support of the core belief that cybersecurity needs to understand the business it is defending. That's why our Self-Learning AI is designed to help organizations understand normal and abnormal behavior for each organization across their digital environment, including users and identities, networks and cloud, email and collaboration tools, and now AI systems and agents with the rollout of Darktrace / SECURE AI™.  

Our goal was never simply to spot known attacks faster. It was to help defenders understand how their organization behaves, potential risks and impact, and where disruption could take hold so they could prepare for the unknown threats that they may not have seen or even imagined before.  

That’s exactly what is happening across the threat landscape today. Attacks keep changing; techniques shift, infrastructure evolves, and attackers move with more speed, precision, and context. And now they have even more AI and automation on their side. Attackers are exploiting identities, trusted services, SaaS applications, and business workflows. They are not always breaking in; often, the threat may come from within the organization in the form of insider threat or even rogue agents.  

In this reality, defenders need a combination of deep AI modelling of the organization and AI that can connect identified threats to concrete business context, translating this information into real world value, and allow action before risk becomes disruption.

That is the opportunity we see in partnering with OpenAI.  

What is the OpenAI Daybreak Cyber Partner Program and why is Darktrace joining

The OpenAI Daybreak Cyber Partner Program is focused on advancing the safe use of AI for cybersecurity. As part of the program’s next phase, OpenAI is working with a select group of trusted partners including Darktrace on scoped product integrations, managed services, and partner-delivered defensive capabilities. We’ll be exploring how OpenAI’s advanced frontier AI capabilities can support defenders in the tools and workflows they already use each day.

For Darktrace, this is a natural extension of our expertise and the work we have been doing for a decade: safely and securely applying the most effective AI techniques in combination to understand organizations, detecting malicious activity at the earliest indicators, and helping cyber defenders act faster.  

By using the advanced models and more precise safeguards available in the OpenAI Daybreak Cyber Partner Program, Darktrace and OpenAI will combine Darktrace’s real-time behavioral understanding of an organization's digital estate with OpenAI's ability to interpret wider business context.  

This is a unique and powerful combination of insights that could give organizations deeper context on technical risk and help them prioritize workloads and investigations based on potential impact to revenue, operations, and resilience. It can also provide security teams and executives with intelligence into which events matter most to the business, why they matter, and what action to take. Not just finding, for instance, that an agent is compromised, but highlighting that the compromised agent could shut down order fulfilment within the next three hours.  

Why the Darktrace and OpenAI partnership matters for defenders

Security teams today have more attack surface, more complex environments to protect, and an increasing volume of threats. The ability to act quickly is critical, but they also need to be able to focus on the risks that could have the greatest business impact.

That is especially important as attackers use AI to scale phishing, automate reconnaissance, find weaknesses, and blend into normal business activity. At the same time, organizations and their employees are using AI to innovate, which introduces an even broader attack surface and new set of risks. Defenders need AI that can operate across the same complexity, but safely, transparently, and in service of building more resilience. And they need a way to safely adopt, govern, and defend AI across their organizations.

Joining the OpenAI Daybreak Cyber Partner Program is another step in that direction. We are still early in this work, and we will take a careful, disciplined approach. But the direction is clear: protecting organizations requires AI that understands the business, not just the attack.

At Darktrace, that is exactly where we remain focused and why we are so excited about this partnership with OpenAI.  

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