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August 4, 2020

How to Prevent Spear Phishing Attacks Post Twitter Hack

Twitter confirmed spear phishing as the cause of last month's attack. Learn about the limits of current defenses against spear phishing and how AI can stop it.
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
Dan Fein
VP, Product
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04
Aug 2020

Twitter has now confirmed that it was a “phone spear phishing attack” targeting a small number of their employees that allowed hackers to access 130 high-profile user accounts and fool thousands of people into giving away money via bitcoin.

Spear phishing involves targeted texts or emails aimed at individuals in an attempt to ‘hook’ them into opening an attachment or malicious link. This attack highlights the limitations in the security controls adopted by even some of the largest and most tech-savvy organizations out there, who continue to fall victim to this well-known attack technique.

The incident has been described by Twitter as a “coordinated social engineering attack” that “successfully targeted employees with access to internal systems and tools.”

Though the specific nature of the attack remains unclear, it likely followed a similar pattern to the series of threat finds detailed elsewhere on the Darktrace Blog: impersonating trusted colleagues or platforms, such as WeTransfer, Microsoft Teams or even Twitter itself, with an urgent message coaxing an employee into clicking on a disguised URL and inputting their credentials on a fake login page.

When an employee inputs their credentials, that data is recorded and beaconed back to the attacker, who will then use these login details to access internal systems — which, in this case, allowed them to subsequently take control of celebrities’ Twitter accounts and send out the damaging Tweets that left thousands out of pocket.

Training the workforce is not enough

Twitter says in a statement that this incident has forced them to “accelerate several of [their] pre-existing security workstreams.” But the suggestion that they will continue to organize “ongoing company-wide phishing exercises throughout the year” indicates an over-reliance on the ability of humans to identify these malicious email attacks that are getting more and more advanced, and harder to distinguish from genuine communication.

Cyber-criminals are now using AI to create fake profiles, personalize messages and replicate communication patterns, at a speed and scale that no human ever could. In this threat landscape, there can no longer be a reliance solely on educating the workforce, as the difference between a malicious email and legitimate communication becomes almost imperceptible. This has led to an acceptance that we must rely on technology to help us catch the subtle signs of attack, when humans alone fail to do so.

The legacy approach: no playbook for new attacks

The majority of communications security systems are not where they need to be, and this is particularly true for the email realm. Most tools in use today rely on static blacklists of rules and signatures that analyze emails in isolation, against known ‘bads’. Methods like looking for IP addresses or file hashes associated with phishing have had limited success in stopping attackers, who have devised simple techniques to bypass them.

As we have explored previously, attackers are constantly changing their approach, purchasing new domains en masse, experimenting with novel strains of malware, and manipulating headers to get around common validation checks. It is due to these developments that Secure Email Gateways (SEGs) become antiquated almost the moment they are updated.

The mean lifetime of an attack has reduced from 2.1 days in 2018 to 0.5 days in 2020. As soon as an SEG identifies a domain or a file hash as malicious, cyber-criminals change their attack infrastructure and launch a new wave of fresh attacks. Their fundamental means of operation renders legacy security tools incapable of evolving with the threat landscape, and it is for this reason that over 94% of cyber-attacks today start with an email.

How Cyber AI catches the threats others miss

However, one area where email security has seen great progress even in the last two years is the application of AI to spot the subtle features of advanced email attacks, even those that leverage novel malware. This approach allows security tools to move away from the binary decision-making that comes with asking “Is this email ‘bad’?” and moving to the far more useful question of “does this belong?”

This form of what we’re calling ‘layered AI’ combines supervised and unsupervised machine learning, enabling it to spot the subtle deviations from learned ‘patterns of life’ that are indicative of a cyber-threat.

Supervised machine learning models can be trained on millions of emails to find subtle patterns undetectable by humans and detect new variations of known threat types. These models are able to find the real-world intentions behind an email: by training on millions of spear phishing emails, for example, a system can find patterns associated with this type of email attack and accurately classify a future email as spear phishing.

In addition, unsupervised machine learning models can be trained on all available email data for an organization to find unknown variations of unknown threat types — that is, the ‘unknown unknowns,’ the combinations never before seen. Ultimately this is what enables a system to ask that critical question “does this belong?” and spot genuine anomalies that fall outside of the norm.

Layering both of these applications of AI allows us to make determinations such as: ‘this is a phishing email and it doesn’t belong’, dramatically improving the system’s accuracy and allowing it to interrupt only the malicious emails – since there could be phishy-looking emails that are legitimate! It also enables us to act in proportion to the threat identified: locking links and attachments in some cases, or holding back emails entirely in others.

This form of ‘layered AI’ requires an advanced understanding of mathematics and machine learning that takes years of research and development. With that experience, Cyber AI has proven itself capable of catching the full range of advanced attacks targeting the inbox, from spear phishing and impersonation attempts, to account takeovers and supply chain attacks. Once implemented, it takes only a week before any new organization can derive value, and thousands of customers now rely on Cyber AI to protect both their email realm and wider network.

Plenty more phish in the sea

This will not be the last time this year that a cyber-attack caused by spear phishing makes the headlines. Just this week, it was revealed that Russian-backed cyber-criminals stole sensitive documents on US-UK trade talks after successful spear phishing, and the technique may well have played a part in ongoing vaccine research espionage that surfaced in July.

With the US presidential race heating up, it was recently revealed that fewer than 3 out of 10 election administrators have basic controls to prevent phishing. This attack method may come to not only damage organizations and their reputation, but also to undermine the trust that serves as the bedrock of democracy. Now is the time to start recognizing the very real threat that email attackers represent, and to prepare our defenses accordingly.

Learn more about AI email security

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
Dan Fein
VP, Product

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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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