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May 29, 2019

[Part 2] Top Cyber Hygiene Issues Leading to a Breach

Spotting cyber hygiene issues caused by a lapse of attention requires AI tools that alert critical changes to network activity. Read part two here!
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
Max Heinemeyer
Global Field CISO
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29
May 2019

Read the first part: Part one — A perimeter in ruins

Earlier this month, I discussed some of the most critical challenges that today’s institutions face in their efforts to reinforce the network perimeter. Eliminating common attack vectors, from unauthorized uploads in the cloud to outdated protocol usage on-premise, is an essential step toward a more secure digital future.

Ultimately, however, I concluded that even flawless cyber hygiene at the perimeter will never be a panacea for all possible cyber-threats, since defenders cannot possibly address vulnerabilities about which they aren’t yet aware. Building strong borders is vital, clearly, but as attackers continue to launch novel attacks, even 50-foot walls are imperiled by 50-foot ladders.

Of course, such concerns become merely academic when your walls aren’t placed correctly, or watched attentively, or expanded when the digital estate grows. For countless employees and organizations alike, the allure of convenience has weakened the perimeter in all of these ways and more, rendering the work of cyber-criminals exponentially easier. Yet given the complexity of the modern enterprise, discovering exactly where users have cut corners is often difficult for human security teams alone. Spotting cyber hygiene issues caused by a lack of due diligence — like the five detailed below — therefore requires AI tools that alert on critical changes to network activity in real time.

Issue #6: Not keeping an inventory of hardware on the network

As all manner of non-traditional IT makes its way into workplaces around the world, keeping an inventory of these seamlessly integrated devices often proves an arduous undertaking, one that many organizations shirk altogether. Between app-controlled thermostats and smart refrigerators, connected cameras and Bluetooth sensors, few security teams possess a rigorous list of the hardware under their care.

Yet attaining 100% network visibility is a prerequisite to any viable security posture. Attackers are increasingly targeting poorly secured IoT devices to bypass the perimeter at its weakest points, before moving laterally to compromise more sensitive databases and machines. By analyzing all traffic from the entire enterprise, Darktrace detects when new devices come online and alert on any unusual activity from them with its AI models, some of which are:

  • Device / New Device with Attack Tools
  • Unusual Activity / Anomalous SMB Read & Write from New Device
  • Unusual Activity / Sustained Unusual Activity from New Device
  • Unusual Activity / Unusual Activity from New Device

Issue #7: Using corporate devices for private use

While the divide between corporate and private networks is a primary facet of cyber hygiene, few employees are immune to the temptation and convenience of using company devices for personal use. Whether it’s torrenting movies, visiting social media websites, or checking personal email accounts during the workday, these activities all expose carefully guarded corporate environments to ones that are far less secure. At the same time, many organizations lack visibility over their own online traffic, preventing their security teams from catching such risky behavior until it’s already too late.

Employees have also been known to violate internal compliance policies by downloading unauthorized software for private purposes, which introduces serious security risks and opens the door for supply chain attacks. Darktrace has detected a plethora of threats related to such downloads across our customer base, including outdated software, network scanners, BitTorrent clients, and crypto-mining programs. Such compliance issues trigger a number of Darktrace’s behavioral models, for example:

  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Incoming RAR File
  • Compliance / BitTorrent
  • Compliance / Crypto Currency Mining Activity

To bypass compliance policies and access resources blocked by network administrators, employees often turn to VPNs as well as onion routing services like Tor, which facilitate anonymous communication. These services are equivalent to inhibiting security controls on the offending device; consequently, companies must have the ability to detect and terminate them whenever they are used on the network. Because Darktrace provides 100% visibility across the digital infrastructure, it can flag private VPN and Tor sessions with the following example models:

  • Anomalous Connection / New Outbound VPN
  • Compliance / Privacy VPN
  • Compliance / Tor Usage

Darktrace detected one such case earlier this year wherein a corporate device connected to a third-party VPN. Although this activity is not inherently risky or threatening in all situations, Darktrace’s understanding of the company’s network revealed that the device was the only one using the VPN — strongly suggesting a compliance violation. Moreover, when the device was not using the VPN service, it was seen making a large amount of HTTP post requests to another rare destination and displaying other signs of infection. It turned out that the device was infected with the elusive Ursnif trojan.

Figure 1: Darktrace’s external site summary showing that only one device in the network connected to the VPN.

Issue #8: Lack of strong access management

Ensuring that only rightful users have access to private company resources is a foundational component of cyber security. Yet as these users and their privileges continuously evolve, maintaining strong access management can be time-consuming and difficult.

Out of all the users in the network, the accounts to which the most attention should be paid are those with administrator or root privileges. While it is common to keep a tight control on high-privilege accounts, there are still organizations that find it hard to manage the access control well, making their devices more vulnerable to both malware and insider threats. In fact, even well-intentioned insiders can jeopardize the organization in the absence of strong access management, such as employees who download unauthorized software without understanding its associated risks.

Darktrace has a list of models to detect the unusual usage of credentials, including:

  • User / New Admin Credentials on Client
  • User / Overactive User Credential
  • SaaS / Unusual SaaS Administration

Issue #9: TFTP Usage

Trivial File Transfer Protocol (TFTP) is an application layer protocol commonly employed to transfer files between devices. Due to its relatively simplistic design and easy implementation, TFTP was very popular in the past. In the context of today’s sophisticated cyber-threats, however, TFTP has become highly insecure. Among the protocol’s numerous weaknesses from a cyber hygiene perspective is its lack of authentication mechanisms, a flaw which allows essentially anyone to read and write resources on the exposed device.

Darktrace’s Compliance / External TFTP model enables network administrators to detect any incoming TFTP connections from external IP addresses that don’t normally connect to the network. Crucially, Darktrace AI’s understanding what constitutes “normal” versus “abnormal” for each particular network serves to differentiate the most serious threats, as TFTP connections from a rare IP address are much more likely to be malicious than similar connections between known IP addresses on the network.

TFTP is just one example of insecure protocol usage – Darktrace monitors for the abnormal usage of various other attack-prone protocols as well. Another example is Telnet.

Issue #10: Unencrypted data transferred between internal and external devices

While encrypting communication can be a hassle, cleartext messages are liable to be intercepted or even altered by malicious actors — with potentially devastating ramifications. Indeed, Darktrace’s Compliance / FTP / Unusual Outbound FTP model has frequently flagged credentials being sent via unencrypted channels, which attackers could have used to access privileged resources within the company’s network.

In the first few months of 2019, Darktrace detected an unusual connection made to an external device on port 1414 using the IBM WebSphere MQ Protocol. When potentially sensitive information was transmitted in cleartext, Darktrace AI alerted the customer in real time.

Figure 2: Packet capture showing that potential sensitive information was captured

Sacrificing convenience for security in these most egregious cases remains the foundation of robust cyber hygiene, whether that means not torrenting Shrek 2 on a work laptop or taking inventory of the smart juicer in the office kitchen. Of course, just as no perimeter defenses are formidable enough to keep motivated attackers at bay, so too is there no level of due diligence sufficient to close off all possible attack vectors or ensure that all employees are compliant with internal policies. With cyber AI defenses like Darktrace, security teams have an extra set of eyes watching out for poor cyber hygiene practices across the entire digital infrastructure, empowering them to grow those infrastructures with confidence.

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
Max Heinemeyer
Global Field CISO

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July 24, 2026

Darktrace / EMAIL Expands Behavioral Defense Across Email and Collaboration Workflows

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Email and collaboration tools do more than carry messages. They are where organizations approve payments, share sensitive data, reset credentials, and make thousands of everyday decisions. Increasingly, they are interfaces through which humans direct AI agents in their daily activity. Email, Slack and Teams are high volume, rich with sensitive data, and an easy place to hide malicious activity.

The opportunity isn’t lost on bad actors. Darktrace / EMAIL detected more than 32 million high-confidence phishing emails globally in 2025, and 70% of those messages passed DMARC authentication.  Phishing is increasingly difficult to detect and familiar trust signals alone are not enough. People and security teams need to understand how a message fits the normal behavior of the sender, recipient, and organization. They also need to correlate activity across platforms to spot threats that span multiple channels.

To effectively secure against today’s evolved threats, security teams need to act at two levels: they need to help each employee make a safer decision ‘in the moment’, and they need to understand the wider patterns that may expose the business to risk.

Darktrace is introducing four new capabilities in Darktrace / EMAIL to address both challenges. The new features explain suspicious content more clearly to end users, strengthen the capabilities of Darktrace / Adaptive Human Defense with richer guidance, let organizations define their own patterns for detecting sensitive data in messages, and give security teams a process-level view of risk across email and collaboration workflows.

Darktrace / EMAIL Inbox Analysis highlights risky content within your emails

A warning is more useful when it explains what the user should look at. To help do that, we’ve expanded Darktrace / EMAIL’s Inbox Analysis Add-In to highlight potentially dangerous content within the body of emails that Darktrace / EMAIL flags as potentially suspicious or high risk.  

The add-in can highlight language designed to create urgency, financial references, requests for payment, suspicious links, and content that is unusual for the sender. Each highlighted element includes a pop up that explains why it may be suspicious. Instead of asking an employee to accept a verdict without context, the analysis helps them examine the message and make a more informed decision.

Enhanced Just-In-Time Training Banners in Darktrace / Adaptive Human Defense

Enhanced Just-In-Time Training Banners build on the same principle. The banners now include a contextual header, actionable advice, and specific detection context. This gives employees more useful guidance at the point of risk without adding unnecessary information or cognitive load.

Together, the capabilities help turn a warning into a short learning moment. Employees can see what looks unusual, understand what action to take, and build their judgment.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention

Sensitive data is different for every business. Standard categories such as payment card details or government identifiers matter, but organizations also have their own customer codes, project names, research formats, account structures, and internal identifiers.

Custom Sensitive Data Detection in Darktrace / EMAIL - Data Loss Prevention allows administrators to write custom expressions for the data their organization needs to protect. Matched content can trigger existing model actions and data loss prevention (DLP) workflows, extending Darktrace's DLP capabilities.

This extends data loss detection beyond a fixed library of common data types. Security teams can apply controls to information that is sensitive in the context of their own organization and adapt those controls as the business changes.

Introducing Email and Collaboration Workflow Risk Posture Dashboards

Some of the most important risks are not isolated events. They are repeated ways of working that create an opening for error, misuse, or attack. For example, a payment request may be one suspicious message, but a recurring approval workflow that relies on weak verification is a business process risk.

The new Email and Collaboration Workflow Risk Posture Dashboard analyzes email and collaboration data across Email, Microsoft Teams, Slack and Zoom to provide a process-level view of risk in the organization. These may include financial authorization workflows, sensitive data sharing patterns, and activity that could expose credentials.

The dashboard brings these patterns into a view and provides actionable recommendations. This helps security teams determine where to investigate or strengthen controls, where ownership needs to be clarified, and where the business may need to change a risky process. It gives CISOs a clearer view of how human and communication risk is embedded in everyday operations, not only where individual alerts occur.

Behavior connects the individual decision to the wider risk

These capabilities build on Darktrace’s unique behavioral approach to security. We use Adaptive AI to learn how people and AI normally behave within an organization, creating the context needed to recognize when activity changes.

Within the Darktrace Behavioral Defense Platform, Darktrace / EMAIL helps protect people against phishing, account takeover, data exfiltration, and human risk across email and collaboration tools. The new capabilities extend that protection in both directions. They give employees clearer context for the decision in front of them, while giving security leaders a broader view of the workflows and behavior that create risk across the organization.

The result is not simply more alerts. It is a better understanding of why something is risky, what action to take, and where the organization can reduce risk before a familiar process becomes an easy route for an attacker.

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Carlos Gray
Senior Product Marketing Manager, Email

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July 23, 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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