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May 11, 2023

Securing OT Systems: The Limits of the Air Gap Approach

Air-gapped security measures are not enough for resilience against cyber attacks. Read about how to gain visibility & reduce your cyber vulnerabilities.
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 Lesser
Head of U.S. Policy Analysis and Engagement
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11
May 2023

At a Glance:

  • Air gaps reduce cyber risk, but they do not prevent modern cyber attacks
  • Having visibility into an air-gapped network is better than assuming your defenses are impenetrable and having zero visibility
  • Darktrace can provide visibility and resiliency without jeopardizing the integrity of the air gap

What is an 'Air Gap'?

Information technology (IT) needs to fluidly connect with the outside world in order channel a flow of digital information across everything from endpoints and email systems to cloud and hybrid infrastructures. At the same time, this high level of connectivity makes IT systems particularly vulnerable to cyber-attacks.  

Operational technology (OT), which controls the operations of physical processes, are considerably more sensitive. OT often relies on a high degree of regularity to maintain continuity of operations. Even the slightest disturbance can lead to disastrous results. Just a few seconds of delay on a programmable logic controller (PLC), for example, can significantly disrupt a manufacturing assembly line, leading to downtime at a considerable cost. In worst-case scenarios, disruptions to OT can even threaten human safety. 

An air gap is a ‘digital moat’ where data cannot enter or leave OT environments unless it is transferred manually.

Organizations with OT have traditionally tried to reconcile this conflict between IT and OT by attempting to separate them completely. Essentially, the idea is to let IT do what IT does best — facilitate activities like communication and data transfer at rapid speeds, thus allowing people to connect with each other and access information and applications in an efficient capacity. But at the same time, erect an air gap between IT and OT so that any cyber threats that slip into IT systems do not then spread laterally into highly sensitive, mission-critical OT systems. This air gap is essentially a ‘digital moat’ where data cannot enter or leave OT environments unless it is transferred manually.

Limitations of the Air Gap

The air gap approach makes sense, but it is far from perfect. First, many organizations that believe they have completely air-gapped systems in fact have unknown points of IT/OT convergence, that is, connections between IT and OT networks of which they are unaware. 

Many organizations today are also intentionally embracing IT/OT convergence to reap the benefits of digital transformation of their OT, in what is often called Industry 4.0. Examples include the industrial cloud (or ICSaaS), the industrial internet of things (IIoT), and other types of cyber-physical systems that offer increased efficiency and expanded capabilities when compared to more traditional forms of OT. Organizations may also embrace IT/OT convergence due to a lack of human capital, as convergence can make processes simpler and more efficient.

Even when an organization does have a true air gap (which is nearly impossible to confirm without full visibility across IT and OT environments), the fact is that there are a variety of ways for attackers to ‘jump the air gap'. Full visibility across IT and OT ecosystems in a single pane of glass is thus essential for organizations seeking to secure their OT. This is not only to illuminate any points of IT/OT convergence and validate the fact that an air gap exists in the first place, but also to see when an attack slips through the air gap.

Figure 1: Darktrace/OT's unified view of IT and OT environments.

Air Gap Attack Vectors

Even a perfect air gap will be vulnerable to a variety of different attack vectors, including (but not limited to) the following: 

  • Physical compromise: An adversary bypasses physical security and gains access directly to the air-gapped network devices. Physical access is by far the most effective and obvious technique.
  • Insider threats: Someone who is part of an organization and has access to air-gapped secure systems intentionally or unintentionally compromises a system.
  • Supply chain compromise: A vendor with legitimate access to air-gapped systems unwittingly is compromised and brings infected devices into a network. 
  • Misconfiguration: Misconfiguration of access controls or permissions allows an attacker to access the air-gapped system through a separate device on the network.
  • Social engineering (media drop): If an attacker was able to successfully conduct a malicious USB/media drop and an employee was to use that media within the air-gapped system, the network could be compromised. 
  • Other advanced tactics: Thermal manipulation, covert surface vibrations, LEDs, ultrasonic transmissions, radio signals, and magnetic fields are among a range of advanced tactics documented and demonstrated by researchers at Ben Gurion University. 

Vulnerabilities of Air-Gapped Systems

Aside from susceptibility to advanced techniques, tactics, and procedures (TTPs) such as thermal manipulation and magnetic fields, more common vulnerabilities associated with air-gapped environments include factors such as unpatched systems going unnoticed, lack of visibility into network traffic, potentially malicious devices coming on the network undetected, and removable media being physically connected within the network. 

Once the attack is inside OT systems, the consequences can be disastrous regardless of whether there is an air gap or not. However, it is worth considering how the existence of the air gap can affect the time-to-triage and remediation in the case of an incident. For example, the existence of an air gap may seriously limit an incident response vendor’s ability to access the network for digital forensics and response. 

Kremlin Hackers Jumping the Air Gap 

In 2018, the U.S. Department of Homeland Security (DHS) issued an alert documenting the TTPs used by Russian threat actors known as Dragonfly and Energetic Bear. Further reporting alleged that these groups ‘jumped the air gap,’ and, concerningly, gained the ability to disable the grid at the time of their choosing. 

These attackers successfully gained access to sensitive air-gapped systems across the energy sector and other critical infrastructure sectors by targeting vendors and suppliers through spear-phishing emails and watering hole attacks. These vendors had legitimate access to air-gapped systems, and essentially brought the infection into these systems unintentionally when providing support services such as patch deployment.

This incident reveals that even if a sensitive OT system has complete digital isolation, this robust air gap still cannot fully eliminate one of the greatest vulnerabilities of any system—human error. Human error would still hold if an organization went to the extreme of building a faraday cage to eliminate electromagnetic radiation. Air-gapped systems are still vulnerable to social engineering, which exploits human vulnerabilities, as seen in the tactics that Dragonfly and Energetic Bear used to trick suppliers, who then walked the infection right through the front door. 

Ideally, a technology would be able to identify an attack regardless of whether it is caused by a compromised supplier, radio signal, or electromagnetic emission. By spotting subtle deviations from a device, human, or network’s normal ‘pattern of life’, Self-Learning AI detects even the most nuanced forms of threatening behavior as they emerge — regardless of the source or cause of the threat.

Darktrace/OT for Air-Gapped Environments

Darktrace/OT for air-gapped environments is a physical appliance that deploys directly to the air-gapped system. Using raw digital data from an OT network to understand the normal pattern of life, Darktrace/OT does not need any data or threat feeds from external sources because the AI builds an innate understanding of self without third-party support. 

Because all data-processing and analytics are performed locally on the Darktrace appliance, there is no requirement for Darktrace to have a connection out to the internet. As a result, Darktrace/OT provides visibility and threat detection to air-gapped or highly segmented networks without jeopardizing their integrity. If a human or machine displays even the most nuanced forms of threatening behavior, the solution can illuminate this in real time. 

Security professionals can then securely access Darktrace alerts from anywhere within the network, using a web browser and encrypted HTTPS, and in line with your organization’s network policies.

Figure 2: Darktrace/OT detecting anomalous connections to a SCADA ICS workstation.

With this deployment, Darktrace offers all the critical insights demonstrated in other Darktrace/OT deployments, including (but not limited to) the following:

Organizations seeking to validate whether they have an air gap in the first place and maintain the air gap as their IT and OT environments evolve will greatly benefit from the comprehensive visibility and continuous situational awareness offered by Darktrace’s Self-Learning AI. Also, organizations looking to poke holes in their air gap to embrace the benefits of IT/OT convergence will find that Self-Learning AI’s vigilance spots cyber-attacks that slip through. 

Whatever your organizations goals—be it embracing IIoT or creating a full-blown DMZ—by learning ‘you’, Darktrace’s Self-Learning AI can help you achieve them safely and securely. 

Learn more about Darktrace/OT

Credit to: Daniel Simonds and Oakley Cox for their contribution to this blog.

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 Lesser
Head of U.S. Policy Analysis and Engagement

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September 30, 2025

Out of Character: Detecting Vendor Compromise and Trusted Relationship Abuse with Darktrace

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What is Vendor Email Compromise?

Vendor Email Compromise (VEC) refers to an attack where actors breach a third-party provider to exploit their access, relationships, or systems for malicious purposes. The initially compromised entities are often the target’s existing partners, though this can extend to any organization or individual the target is likely to trust.

It sits at the intersection of supply chain attacks and business email compromise (BEC), blending technical exploitation with trust-based deception. Attackers often infiltrate existing conversations, leveraging AI to mimic tone and avoid common spelling and grammar pitfalls. Malicious content is typically hosted on otherwise reputable file sharing platforms, meaning any shared links initially seem harmless.

While techniques to achieve initial access may have evolved, the goals remain familiar. Threat actors harvest credentials, launch subsequent phishing campaigns, attempt to redirect invoice payments for financial gain, and exfiltrate sensitive corporate data.

Why traditional defenses fall short

These subtle and sophisticated email attacks pose unique challenges for defenders. Few busy people would treat an ongoing conversation with a trusted contact with the same level of suspicion as an email from the CEO requesting ‘URGENT ASSISTANCE!’ Unfortunately, many traditional secure email gateways (SEGs) struggle with this too. Detecting an out-of-character email, when it does not obviously appear out of character, is a complex challenge. It’s hardly surprising, then, that 83% of organizations have experienced a security incident involving third-party vendors [1].  

This article explores how Darktrace detected four different vendor compromise campaigns for a single customer, within a two-week period in 2025.  Darktrace / EMAIL successfully identified the subtle indicators that these seemingly benign emails from trusted senders were, in fact, malicious. Due to the configuration of Darktrace / EMAIL in this customer’s environment, it was unable to take action against the malicious emails. However, if fully enabled to take Autonomous Response, it would have held all offending emails identified.

How does Darktrace detect vendor compromise?

The answer lies at the core of how Darktrace operates: anomaly detection. Rather than relying on known malicious rules or signatures, Darktrace learns what ‘normal’ looks like for an environment, then looks for anomalies across a wide range of metrics. Despite the resourcefulness of the threat actors involved in this case, Darktrace identified many anomalies across these campaigns.

Different campaigns, common traits

A wide variety of approaches was observed. Individuals, shared mailboxes and external contractors were all targeted. Two emails originated from compromised current vendors, while two came from unknown compromised organizations - one in an associated industry. The sender organizations were either familiar or, at the very least, professional in appearance, with no unusual alphanumeric strings or suspicious top-level domains (TLDs). Subject line, such as “New Approved Statement From [REDACTED]” and “[REDACTED] - Proposal Document” appeared unremarkable and were not designed to provoke heightened emotions like typical social engineering or BEC attempts.

All emails had been given a Microsoft Spam Confidence Level of 1, indicating Microsoft did not consider them to be spam or malicious [2]. They also passed authentication checks (including SPF, and in some cases DKIM and DMARC), meaning they appeared to originate from an authentic source for the sender domain and had not been tampered with in transit.  

All observed phishing emails contained a link hosted on a legitimate and commonly used file-sharing site. These sites were often convincingly themed, frequently featuring the name of a trusted vendor either on the page or within the URL, to appear authentic and avoid raising suspicion. However, these links served only as the initial step in a more complex, multi-stage phishing process.

A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Figure 1: A legitimate file sharing site used in phishing emails to host a secondary malicious link.
Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.
Figure 2: Another example of a legitimate file sharing endpoint sent in a phishing email and used to host a malicious link.

If followed, the recipient would be redirected, sometimes via CAPTCHA, to fake Microsoft login pages designed to capturing credentials, namely http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html and https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html#.

The latter made use of homoglyphs to deceive the user, with a link referencing ‘s3cure0line’, rather than ‘secureonline’. Post-incident investigation using open-source intelligence (OSINT) confirmed that the domains were linked to malicious phishing endpoints [3] [4].

Fake Microsoft login page designed to harvest credentials.
Figure 3: Fake Microsoft login page designed to harvest credentials.
Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.
Figure 4: Phishing kit with likely AI-generated image, designed to harvest user credentials. The URL uses ‘s3cure0line’ instead of ‘secureonline’, a subtle misspelling intended to deceive users.

Darktrace Anomaly Detection

Some senders were unknown to the network, with no previous outbound or inbound emails. Some had sent the email to multiple undisclosed recipients using BCC, an unusual behavior for a new sender.  

Where the sender organization was an existing vendor, Darktrace recognized out-of-character behavior, in this case it was the first time a link to a particular file-sharing site had been shared. Often the links themselves exhibited anomalies, either being unusually prominent or hidden altogether - masked by text or a clickable image.

Crucially, Darktrace / EMAIL is able to identify malicious links at the time of processing the emails, without needing to visit the URLs or analyze the destination endpoints, meaning even the most convincing phishing pages cannot evade detection – meaning even the most convincing phishing emails cannot evade detection. This sets it apart from many competitors who rely on crawling the endpoints present in emails. This, among other things, risks disruption to user experience, such as unsubscribing them from emails, for instance.

Darktrace was also able to determine that the malicious emails originated from a compromised mailbox, using a series of behavioral and contextual metrics to make the identification. Upon analysis of the emails, Darktrace autonomously assigned several contextual tags to highlight their concerning elements, indicating that the messages contained phishing links, were likely sent from a compromised account, and originated from a known correspondent exhibiting out-of-character behavior.

A summary of the anomalous email, confirming that it contained a highly suspicious link.
Figure 5: Tags assigned to offending emails by Darktrace / EMAIL.

Figure 6: A summary of the anomalous email, confirming that it contained a highly suspicious link.

Out-of-character behavior caught in real-time

In another customer environment around the same time Darktrace / EMAIL detected multiple emails with carefully crafted, contextually appropriate subject lines sent from an established correspondent being sent to 30 different recipients. In many cases, the attacker hijacked existing threads and inserted their malicious emails into an ongoing conversation in an effort to blend in and avoid detection. As in the previous, the attacker leveraged a well-known service, this time ClickFunnels, to host a document containing another malicious link. Once again, they were assigned a Microsoft Spam Confidence Level of 1, indicating that they were not considered malicious.

The legitimate ClickFunnels page used to host a malicious phishing link.
Figure 7: The legitimate ClickFunnels page used to host a malicious phishing link.

This time, however, the customer had Darktrace / EMAIL fully enabled to take Autonomous Response against suspicious emails. As a result, when Darktrace detected the out-of-character behavior, specifically, the sharing of a link to a previously unused file-sharing domain, and identified the likely malicious intent of the message, it held the email, preventing it from reaching recipients’ inboxes and effectively shutting down the attack.

Figure 8: Darktrace / EMAIL’s detection of malicious emails inserted into an existing thread.*

*To preserve anonymity, all real customer names, email addresses, and other identifying details have been redacted and replaced with fictitious placeholders.

Legitimate messages in the conversation were assigned an Anomaly Score of 0, while the newly inserted malicious emails identified and were flagged with the maximum score of 100.

Key takeaways for defenders

Phishing remains big business, and as the landscape evolves, today’s campaigns often look very different from earlier versions. As with network-based attacks, threat actors are increasingly leveraging legitimate tools and exploiting trusted relationships to carry out their malicious goals, often staying under the radar of security teams and traditional email defenses.

As attackers continue to exploit trusted relationships between organizations and their third-party associates, security teams must remain vigilant to unexpected or suspicious email activity. Protecting the digital estate requires an email solution capable of identifying malicious characteristics, even when they originate from otherwise trusted senders.

Credit to Jennifer Beckett (Cyber Analyst), Patrick Anjos (Senior Cyber Analyst), Ryan Traill (Analyst Content Lead), Kiri Addison (Director of Product)

Appendices

IoC - Type - Description + Confidence  

- http://pub-ac94c05b39aa4f75ad1df88d384932b8.r2[.]dev/offline[.]html#p – fake Microsoft login page

- https://s3.us-east-1.amazonaws[.]com/s3cure0line-0365cql0.19db86c3-b2b9-44cc-b339-36da233a3be2ml0qin/s3cccql0.19db86c3-b2b9-44cc-b339-36da233a3be2%26l0qn[.]html# - link to domain used in homoglyph attack

MITRE ATT&CK Mapping  

Tactic – Technique – Sub-Technique  

Initial Access - Phishing – (T1566)  

References

1.     https://gitnux.org/third-party-risk-statistics/

2.     https://learn.microsoft.com/en-us/defender-office-365/anti-spam-spam-confidence-level-scl-about

3.     https://www.virustotal.com/gui/url/5df9aae8f78445a590f674d7b64c69630c1473c294ce5337d73732c03ab7fca2/detection

4.     https://www.virustotal.com/gui/url/695d0d173d1bd4755eb79952704e3f2f2b87d1a08e2ec660b98a4cc65f6b2577/details

The content provided in this blog is published by Darktrace for general informational purposes only and reflects our understanding of cybersecurity topics, trends, incidents, and developments at the time of publication. While we strive to ensure accuracy and relevance, the information is provided “as is” without any representations or warranties, express or implied. Darktrace makes no guarantees regarding the completeness, accuracy, reliability, or timeliness of any information presented and expressly disclaims all warranties.

Nothing in this blog constitutes legal, technical, or professional advice, and readers should consult qualified professionals before acting on any information contained herein. Any references to third-party organizations, technologies, threat actors, or incidents are for informational purposes only and do not imply affiliation, endorsement, or recommendation.

Darktrace, its affiliates, employees, or agents shall not be held liable for any loss, damage, or harm arising from the use of or reliance on the information in this blog.

The cybersecurity landscape evolves rapidly, and blog content may become outdated or superseded. We reserve the right to update, modify, or remove any content

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October 1, 2025

Announcing Unified OT Security with Dedicated OT Workflows, Segmentation-Aware Risk Insights, and Next-Gen Endpoint Visibility for Industrial Teams

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The challenge of convergence without clarity

Convergence is no longer a roadmap idea, it is the daily reality for industrial security teams. As Information Technology (IT) and Operational Technology (OT) environments merge, the line between a cyber incident and an operational disruption grows increasingly hard to define. A misconfigured firewall rule can lead to downtime. A protocol misuse might look like a glitch. And when a pump stalls but nothing appears in the Security Operations Center (SOC) dashboard, teams are left asking: is this operational or is this a threat?

The lack of shared context slows down response, creates friction between SOC analysts and plant engineers, and leaves organizations vulnerable at exactly the points where IT and OT converge. Defenders need more than alerts, they need clarity that both sides can trust.

The breakthrough with Darktrace / OT

This latest Darktrace / OT release was built to deliver exactly that. It introduces shared context between Security, IT, and OT operations, helping reduce friction and close the security gaps at the intersection of these domains.

With a dedicated dashboard built for operations teams, extended visibility into endpoints for new forms of detection and CVE collection, expanded protocol coverage, and smarter risk modeling aligned to segmentation policies, teams can now operate from a shared source of truth. These enhancements are not just incremental upgrades, they are foundational improvements designed to bring clarity, efficiency, and trust to converged environments.

A dashboard built for OT engineers

The new Operational Overview provides OT engineers with a workspace designed for them, not for SOC analysts. It brings asset management, risk insights and operational alerts into one place. Engineers can now see activity like firmware changes, controller reprograms or the sudden appearance of a new workstation on the network, providing a tailored view for critical insights and productivity gains without navigating IT-centric workflows. Each device view is now enriched with cross-linked intelligence, make, model, firmware version and the roles inferred by Self-Learning AI, making it easier to understand how each asset behaves, what function it serves, and where it fits within the broader industrial process. By suppressing IT-centric noise, the dashboard highlights only the anomalies that matter to operations, accelerating triage, enabling smoother IT/OT collaboration, and reducing time to root cause without jumping between tools.

This is usability with purpose, a view that matches OT workflows and accelerates response.

Figure 1: The Operational Overview provides an intuitive dashboard summarizing all OT Assets, Alerts, and Risk.

Full-spectrum coverage across endpoints, sensors and protocols

The release also extends visibility into areas that have traditionally been blind spots. Engineering workstations, Human-Machine Interfaces (HMIs), contractor laptops and field devices are often the entry points for attackers, yet the hardest to monitor.

Darktrace introduces Network Endpoint eXtended Telemetry (NEXT) for OT, a lightweight collector built for segmented and resource-constrained environments. NEXT for OT uses Endpoint sensors to capture localized network, and now process-level telemetry, placing it in context alongside other network and asset data to:

  1. Identify vulnerabilities and OS data, which is leveraged by OT Risk Management for risk scoring and patching prioritization, removing the need for third-party CVE collection.
  1. Surface novel threats using Self-Learning AI that standalone Endpoint Detection and Response (EDR) would miss.
  1. Extend Cyber AI Analyst investigations through to the endpoint root cause.

NEXT is part of our existing cSensor endpoint agent, can be deployed standalone or alongside existing EDR tools, and allows capabilities to be enabled or disabled depending on factors such as security or OT team objectives and resource utilization.

Figure 2: Darktrace / OT delivers CVE patch priority insights by combining threat intelligence with extended network and endpoint telemetry

The family of Darktrace Endpoint sensors also receive a boost in deployment flexibility, with on-prem server-based setups, as well as a Windows driver tailored for zero-trust and high-security environments.

Protocol coverage has been extended where it matters most. Darktrace now performs protocol analysis of a wider range of GE and Mitsubishi protocols, giving operators real-time visibility into commands and state changes on Programmable Logic Controllers (PLCs), robots and controllers. Backed by Self-Learning AI, this inspection does more than parse traffic, it understands what normal looks like and flags deviations that signal risk.

Integrated risk and governance workflows

Security data is only valuable when it drives action. Darktrace / OT delivers risk insights that go beyond patching, helping teams take meaningful steps even when remediation isn't possible. Risk is assessed not just by CVE presence, but by how network segmentation, firewall policies, and attack path logic neutralize or contain real-world exposure. This approach empowers defenders to deprioritize low-impact vulnerabilities and focus effort where risk truly exists. Building on the foundation introduced in release 6.3, such as KEV enrichment, endpoint OS data, and exploit mapping, this release introduces new integrations that bring Darktrace / OT intelligence directly into governance workflows.

Fortinet FortiGate firewall ingestion feeds segmentation rules into attack path modeling, revealing real exposure when policies fail and closing feeds into patching prioritization based on a policy to CVE exposure assessment.

  • ServiceNow Configuration Management Database (CMDB) sync ensures asset intelligence stays current across governance platforms, eliminating manual inventory work.

Risk modeling has also been made more operationally relevant. Scores are now contextualized by exploitability, asset criticality, firewall policy, and segmentation posture. Patch recommendations are modeled in terms of safety, uptime and compliance rather than just Common Vulnerability Scoring System (CVSS) numbers. And importantly, risk is prioritized across the Purdue Model, giving defenders visibility into whether vulnerabilities remain isolated to IT or extend into OT-critical layers.

Figure 3: Attack Path Modeling based on NetFlow and network topology reveals high risk points of IT/OT convergence.

The real-world impact for defenders

In today’s environments, attackers move fluidly between IT and OT. Without unified visibility and shared context, incidents cascade faster than teams can respond.

With this release, Darktrace / OT changes that reality. The Operational Overview gives Engineers a dashboard they can use daily, tailored to their workflows. SOC analysts can seamlessly investigate telemetry across endpoints, sensors and protocols that were once blind spots. Operators gain transparency into PLCs and controllers. Governance teams benefit from automated integrations with platforms like Fortinet and ServiceNow. And all stakeholders work from risk models that reflect what truly matters: safety, uptime and compliance.

This release is not about creating more alerts. It is about providing more clarity. By unifying context across IT and OT, Darktrace / OT enables defenders to see more, understand more and act faster.

Because in environments where safety and uptime are non-negotiable, clarity is what matters most.

Join us for our live event where we will discuss these product innovations in greater detail

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About the author
Pallavi Singh
Product Marketing Manager, OT Security & Compliance
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