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March 30, 2023

Email Security & Future Innovations: Educating Employees

As online attackers change to targeted and sophisticated attacks, Darktrace stresses the importance of protection and utilizing steady verification codes.
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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30
Mar 2023

In an escalating threat landscape with email as the primary target, IT teams need to move far beyond traditional methods of email security that haven’t evolved fast enough – they’re trained on historical attack data, so only catch what they’ve seen before. By design, they are permanently playing catch up to continually innovating attackers, taking an average of 13 days to recognize new attacks[1]

Phishing attacks are getting more targeted and sophisticated as attackers innovate in two key areas: delivery tactics, and social engineering. On the malware delivery side, attackers are increasingly ‘piggybacking’ off the legitimate infrastructure and reputations of services like SharePoint and OneDrive, as well as legitimate email accounts, to evade security tools. 

To evade the human on the other end of the email, attackers are tapping into new social engineering tactics, exploiting fear, uncertainty, and doubt (FUD) and evoking a sense of urgency as ever, but now have tools at their disposal to enable tailored and personalized social engineering at scale. 

With the help of tools such as ChatGPT, threat actors can leverage AI technologies to impersonate trusted organizations and contacts – including damaging business email compromises, realistic spear phishing, spoofing, and social engineering. In fact, Darktrace found that the average linguistic complexity of phishing emails has jumped by 17% since the release of ChatGPT.  

This is just one example of accelerating attack sophistication – lowering the barrier to entry and improving outcomes for attackers. It forms part of a wider trend of the attack landscape moving from low-sophistication, low-impact, and generic phishing tactics - a 'spray and pray' approach - to more targeted, sophisticated, and higher impact attacks that fall outside of the typical detection remit for any tool relying on rules and signatures. Generative AI and other technologies in the attackers' toolkit will soon enable the launch of these attacks at scale, and only being able to catch known threats that have been seen before will no longer be enough.

Figure 1: The progression of attacks and relative coverage of email security tools

In an escalating threat landscape with email as the primary target, the vast majority of email security tools haven't evolved fast enough – they’re trained on historical attack data, so only catch what they’ve seen before. They look to the past to try and predict the next attack, and are designed to catch today’s attacks tomorrow.

Organizations are increasingly moving towards AI systems, but not all AI is the same, and the application of that AI is crucial. IT and security teams need to move towards email security that is context-aware and leverages AI for deep behavioral analysis. And it’s a proven approach, successfully catching attacks that slip by other tools across thousands of organizations. And email security today needs to be more about just protecting the inbox. It needs to address not just malicious emails, but the full 360-degree view of a user across their email messages and accounts, as well as extended coverage where email bleeds into collaboration tools/SaaS. For many organizations, the question is not if they should upgrade their email security, but when – how much longer can they risk relying on email security that’s stuck looking to the past?  

The Email Security Industry: Playing Catch-Up

Gateways and ICES (Integrated Cloud Email Security) providers have something in common: they look to past attacks in order to try to predict the future. They often rely on previous threat intelligence and on assembling ‘deny-lists’ of known bad elements of emails already identified as malicious – these tools fail to meet the reality of the contemporary threat landscape. Some of these tools attempt to use AI to improve this flawed approach, looking not only for direct matches, but using "data augmentation" to try and find similar-looking emails. But this approach is still inherently blind to novel threats. 

These tools tend to be resource-intensive, requiring constant policy maintenance combined with the hand-to-hand combat of releasing held-but-legitimate emails and holding back malicious phishing emails. This burden of manually releasing individual emails typically falls on security teams, teams that are frequently small with multiple areas of responsibility. The solution is to deploy technology that autonomously stops the bad while allowing the good through, and adapts to changes in the organization – technology that actually fits the definition of ‘set and forget’.  

Becoming behavioral and context-aware  

There is a seismic shift underway in the industry, from “secure” email gateways to intelligent AI-driven thinking. The right approach is to understand the behaviors of end users – how each person uses their inbox and what constitutes ‘normal’ for each user – in order to detect what’s not normal. It makes use of context – how and when people communicate, and with who – to spot the unusual and to flag to the user when something doesn’t look quite right – and why. Basically, a system that understands you. Not past attacks.  

Darktrace has developed a fundamentally different approach to AI, one that doesn’t learn what’s dangerous from historical data but from a deep continuous understanding of each organization and their users. Only a complex understanding of the normal day-to-day behavior of each employee can accurately determine whether or not an email actually belongs in that recipient’s inbox. 

Whether it’s phishing, ransomware, invoice fraud, executive impersonation, or a novel technique, leveraging AI for behavioral analysis allows for faster decision-making – it doesn’t need to wait for a Patient Zero to contain a new attack because it can stop malicious threats on first encounter. This increased confidence in detection allows for more a precise response – targeted action to remove only the riskiest parts of an email, rather than taking a broad blanket response out of caution – in order to reduce risk with minimal disruption to the business. 

Returning to our attack spectrum, as the attack landscape moves increasingly towards highly sophisticated attacks that use novel or seemingly legitimate infrastructure to deliver malware and induce victims, it has never been more important to detect and issue an appropriate response to these high-impact and targeted attacks. 

Fig 2: How Darktrace combined with native email security to cover the full spectrum of attacks

Understanding you and a 360° view of the end user  

We know that modern email security isn’t limited to the inbox alone – it has to encompass a full understanding of a user’s normal behavior across email and beyond. Traditional email tools are focused solely on inbound email as the point of breach, which fails to protect against the potentially catastrophic damage caused by a successful email attack once an account has been compromised.    

Fig 3: A 360° understanding of a user reveals their digital touchpoints beyond Microsoft

In order to have complete context around what is normal for a user, it’s crucial to understand their activity within Microsoft 365, Google Workspace, Salesforce, Dropbox, and even their device on the network. Monitoring devices (as well as inboxes) for symptoms of infection is crucial to determining whether or not an email has been malicious, and if similar emails need to be withheld in the future. Combining with data from cloud apps enables a more holistic view of identity-based attacks. 

Understanding a user in the context of the whole organization – which also means network, cloud, and endpoint data – brings additional context to light to improve decision making, and connecting email security with external data on the attack surface can help proactively find malicious domains, so that defenses can be hardened before an attack is even launched.

Educating and Engaging Your Employees

Ultimately, it’s employees who interact with any given email. If organizations can successfully empower this user base, they will end up with a smarter workforce, fewer successful attacks, and a security team with more time on their hands for better, strategic work. 

The tools that succeed best will be those that can leverage AI to help employees become more security-conscious. While some emails are evidently malicious and should never enter an employee’s inbox, there is a significant grey area of emails that have potentially risky elements. The majority of security tools will either withhold these emails completely – even though they might be business critical – or let them through scot-free. But what if these grey-area emails could in fact be used as training opportunities?    

As opposed to phishing simulation vendors, behavioral AI can improve security awareness holistically throughout organizations by training users with a light touch via their own inboxes – bringing the end user into the loop to harden defenses.  

The new frontier of email security fights AI with AI, and organizations who lag behind might end up learning the hard way. Read on for our blog series about how these technologies can transform the employee experience, dynamize deployment, augment security teams and form part of an integrated defensive loop.    

[1] 13 days is the mean average of phishing payloads active in the wild between the response of Darktrace/Email compared to the earliest of 16 independent feeds submitted by other email security technologies.

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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July 22, 2026

When AI Agents Go Off Script: What the OpenAI and Hugging Face Incident Means for Defenders

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The recent security incident disclosed jointly by OpenAI and Hugging Face is quickly becoming one of the most discussed AI security stories of the year; it's one that has generated great discussion amongst our researchers and technical teams here at Darktrace.

During an internal evaluation of advanced OpenAI models, an autonomous agent reportedly escaped its intended testing boundaries, obtained internet access, and compromised Hugging Face infrastructure while attempting to evaluate and benchmark the model's cyber capabilities. OpenAI has described it as an unprecedented cyber incident and is collaborating with Hugging Face to investigate and share its findings publicly to help defenders understand the implications and improve AI safety across the community.

What this means for organizations deploying AI agents

The most important takeaway for security leaders is not that the AI model is capable of complex and effective chained attacks. It's what this tells us about the guardrails and protections that need to be put in place to ensure these increasingly capable models are safely used within our businesses.

According to OpenAI's investigation, the models were not acting with malicious intent. They were attempting to achieve a legitimate assigned objective. In pursuing that objective, they identified a path that involved obtaining information from a third party's environment and followed it to completion. From the model's perspective, that appears to have been an effective solution to the problem it was given.

Many organizations still hold the assumption that giving an AI agent a legitimate goal will naturally result in legitimate behavior. Increasingly, that is not something defenders can safely assume.

A human who encounters a "permission denied" message generally understands the technical restriction as well as the social meaning behind it. An agent may interpret that message only as evidence that one method to achieve its objective has failed. What makes this incident notable is the agent’s ability to keep pursuing the objective, revise its plan, and combine many individually useful actions into an outcome its designers did not intend.

This is not an isolated challenge. Recent research from the UK's AI Security Institute found that frontier models often attempt to "cheat" evaluations by finding unintended shortcuts to success. More interestingly, that behavior is not always reflected in chain-of-thought outputs and is not always admitted when models are questioned about their actions. One lesson for defenders is that understanding what an AI system says it is doing is not always the same as understanding its behavior and what it is actually doing.

Why behavioral security is an essential security foundation

That's the principle behind Darktrace / SECURE AI and our broader approach to behavioral security. Understanding intent or putting in place static guardrails is not enough; security teams need visibility into how agents behave over time, what resources they interact with, how their behavior changes, and whether they begin pursuing objectives in unexpected ways. Research released by NIST earlier this summer reinforced that rules alone are not sufficient to defend against AI threats, with one conclusion being that "there will always be a way to prompt an AI system to disregard its rules - it's just a matter of finding it."

Another interesting lesson is that nothing described in OpenAI's preliminary findings appears fundamentally impossible for a skilled human attacker. But it does highlight the accessibility and scale that could be unlocked for attackers as increasingly capable models become more widely available. Resource constraints that attackers deal with will decrease as frontier models can help execute elements of those attack workflows autonomously, persist through failure, and iterate towards an objective. Capabilities that were once limited to skilled attackers can increasingly be supplemented with these systems, lowering the barrier to entry to conduct complex cyber operations.

It is incredibly positive to see OpenAI and Hugging Face investigating this incident collaboratively and sharing their findings publicly. Transparency and collaboration around incidents like these helps the entire security community better understand how rapidly AI capabilities are evolving and where we need to improve safeguards. It also reinforces why Darktrace is excited to be partnering with OpenAI through the Daybreak Cyber Partner Program: to explore how advanced AI can be used safely and responsibly in support of defenders while developing the visibility, governance, and security controls needed for increasingly autonomous systems.

This incident is an important reminder that capable AI systems will not always behave in the ways we expect. As organizations deploy AI agents across critical workflows, understanding behavior is an even more important foundation for effective security.

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July 22, 2026

How to Secure AI in Stadium Operations?

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Key takeaways

  • AI is entering high-impact stadium functions such as access control, crowd management, ticketing, facilities, and surveillance.  
  • Shadow AI and third-party AI use can create risks that stadium security teams cannot readily see.  
  • Security teams must understand not only which AI systems exist, but also what they can access and what actions they can take.  
  • Live-event resilience requires continuous monitoring and response across AI, IT, OT, identities, and third parties.

Modern stadiums are infrastructure unlike any other. I’ve written before on event day sparking stadiums into life with shops and food stands, transport hubs, vast telecommunications infrastructure, field-side technology and beyond, acting as one super-sized, connected ecosystem. Stadiums’ scale and complexity make them some of the toughest environments in cybersecurity. Now, we’re adding AI to those operations and bringing a new dimension of risk.

The benefits of AI in stadium operations are easy to see. It can help stadium operators move fans safely through crowded gates, forecast demand at concession stands, support biometric entry, identify suspicious behavior on CCTV, and manage heating and ventilation. Used well, it can make live events safer, faster, and more efficient.

But it also changes the security model.

In Darktrace’s recent research into the threat landscape surrounding sports, we asked cybersecurity professionals protecting professional sports organizations where in their footprint a cyber compromise would have the greatest impact. The area they named most, highlighted by 34% of the professionals we spoke to, was stadium operations. At the same time, 35% said their organizations are already using AI in stadium operations, or plan to do so in the next 12 months.

Security teams are no longer just protecting traditional IT systems around a stadium. They are increasingly being asked to protect AI systems that are operating in the stadium’s most fundamental functions.

Approved AI vs. shadow AI in stadium operations

There is a clear difference between AI a stadium’s security team knows about and AI it does not.

Approved AI is the AI that has been reviewed, tested, and integrated into the venue’s operating environment. It may support CCTV analytics, access control, facility management, ticketing, logistics, broadcast operations, or anti-piracy monitoring. It should have clear ownership, access controls, logging, vendor review, and data protection rules. That does not make it risk-free, but it allows security teams to institute proper governance.

Shadow AI is different. It is the unapproved use of AI tools by employees, contractors, or suppliers. It often starts with good intent. Someone wants to work faster. A staff member pastes internal information into a public AI tool to draft a briefing. A developer uses an AI assistant to debug ticketing code. A supplier connects an AI scheduling tool to delivery routes. A designer uploads unreleased venue plans or sponsor material to generate a mockup.

None of those actions may feel like a security decision to the person doing them. But each one can move sensitive operational data into an environment the stadium does not control, creating hidden risk.

The approved AI stack may be visible to security teams. The shadow AI stack often is not.

Why game day increases AI cybersecurity risk

In a typical enterprise environment, a security team may have hours to investigate a strange login or an unexpected connection to a third-party service. Within a stadium, the moment an incident is likely to occur is also the moment when teams are at their most stretched and the incident can have the greatest repercussions: game day.

If an AI system used for crowd management behaves unexpectedly, the issue is not only technical. It may affect physical movement inside the venue.

If a supplier tool is sending operational data to an unapproved AI platform, the issue is not only data governance. It may expose delivery routes, restricted access schedules, or staffing plans.

The most dangerous scenario is not always a loud, dramatic attack but a hidden dependency that no one has mapped such as a vendor adding an AI feature through a software update or a staff workflow using an unapproved tool.

By the time the venue is live, those hidden connections can become operational risk.

The supply chain is part of the stadium attack surface

Any major sporting event is made by its supply chain and partnerships: catering firms, transport providers, broadcast systems, facilities teams. Every piece is necessary and each creates a security channel. The risk of supply chain compromise has been well established for some time and has been the source of some of the most high-profile breaches we’ve seen. The data breach at MSG Entertainment, owner of Madison Square Garden, that was widely reported in March, originated in a breach of Oracle’s E-Business Suite, used in MSG Entertainment’s back-office systems, while the 2018 Olympic Destroyer attack on the Pyeongchang Winter Olympics reportedly began with the compromise of the main IT service provider for the Games. The addition of AI is heightening the risk.

A stadium can have strict rules for its own AI systems, but its vendors may be using separate tools. Some may use AI to manage staffing, delivery windows, inventory, or customer communications. Others may not realize that AI features have been added into software they already use.

This is one of the hardest parts of securing AI in stadium operations. The risk does not always come from a tool the venue selected. It may come from a tool a supplier selected or a feature the supplier did not know had been turned on.

Security teams need to treat vendor AI the same way they treat vendor access. They need to know what suppliers can connect to, what data they can see, what tools they use, and whether those tools introduce new routes for data exposure or lateral movement.

A third-party AI tool does not need deep access to create risk. Sometimes it only needs the right operational detail at the wrong time.

Four questions for securing AI in stadium operations

As AI becomes part of stadium operations, security teams need to move beyond basic approval lists. There are four questions they need to ask:

1. Where is AI being used?

This includes obvious tools, such as computer vision, access control, ticketing, logistics, and facility management. But it also includes less visible AI inside SaaS platforms, vendor tools, browser extensions, developer workflows, smart building systems, and collaboration tools.

2. What can the AI access?

Can it see incident logs, staffing plans, ticketing data, video feeds, building controls, fan information, credentials, or supplier systems? Can it only analyze information, or can it also trigger actions?

3. What can the AI do?

AI agents are not just passive tools. Some can call APIs, update records, generate instructions, trigger workflows, or act with the permissions of a user or service account. In a stadium, that distinction is critical. There is a big difference between an AI system that recommends an action and one that can take an action.

4. What does normal look like?

In your security architecture, static rules will not be enough. AI use changes quickly: tools appear inside existing platforms, vendors add new services, and staff find workarounds when they are under pressure. Security teams need to understand normal behavior across people, identities, devices, networks, cloud services, suppliers, and AI tools so they can spot when something changes.

That is especially important in live-event environments, where small anomalies can matter. A connection to an unapproved AI service may be harmless in one context and serious in another, and an AI agent taking action at 3 a.m. may be expected during setup but suspicious during a match. Context is what turns raw activity into useful security insight. It’s also what enables rapid response. Your own AI-based security systems can respond to threats at machine speed if they can build the live context to know action needs to be taken.

AI can make stadiums safer, but only if it is secured

AI has a real role to play in stadium operations. It can help teams detect crowd pressure earlier, reduce bottlenecks, manage facilities more efficiently, improve the fan experience, and support event teams during high-pressure moments.

The answer is not to slow all AI adoption. That's not the goal. The answer is to make AI visible, governed, and secure before it becomes part of match-day operations.

For stadium operators and event organizers, that means mapping AI use across the venue and supplier ecosystem. It means understanding what each AI system can access and what actions it can take. It means giving staff approved tools that meet their needs, rather than leaving them to find workarounds. It means writing AI use into vendor contracts and audits. And it means monitoring behavior across the full environment, not only the systems that are easiest to see. A stadium cannot secure what it cannot see.

When AI becomes part of how a stadium moves people, controls access, manages facilities, supports suppliers, and protects media rights, it stops being a side project. It becomes part of the event infrastructure.

Event infrastructure must be thoroughly prepared before venue gates open and sustained with the operational resilience required to support a secure, seamless, and reliable event experience.

How Darktrace helps secure AI in stadium operations

Darktrace brings more than a decade of behavioral AI expertise, built on an enterprise‑wide platform designed to operate in complex, ambiguous environments. We protect the large-scale integrated IT and OT environments that underpin stadium operations from the 2022 FIFA World Cup in Qatar, to Formula 1 Grand Prixes around the world and stadiums across the USA.

Other cybersecurity technologies try to predict each new attack based on historical attacks. The problem is that AI operates like humans do. Every action introduces new information that changes how AI behaves, making it unpredictable in nature. Historical attack tactics are now only a small part of the equation, forcing vendors to retrofit unproven acquisitions to secure AI.  

Darktrace is fundamentally different. Our Adaptive AI continuously learns how your people and AI behave, building an understanding of your organization so it can detect and respond autonomously when behavior deviates. Our Behavioral Defense Platform secures your AI, people, and infrastructure as you onboard new workflows, agents, and applications, enabling your AI transformation at scale.

As AI changes what organizations can do, Darktrace helps them move forward with confidence. We give the security teams defending the people and technology within stadium infrastructure the understanding, visibility, and autonomous action they need to protect new technologies as they are integrated into operations, so their organizations drive the progress that will define the AI era.

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