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March 13, 2024

Simulated vs. Real Malware: What You Need To Know

Learn how Darktrace distinguishes between simulated and real malware. Discover the advanced detection techniques used to protect your network.
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
Priya Thapa
Cyber Analyst
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13
Mar 2024

Distinguishing attack simulations from the real thing

In an era marked by the omnipresence of digital technologies and the relentless advancement of cyber threats, organizations face an ongoing battle to safeguard their digital environment. Although red and blue team exercises have long served as cornerstones in evaluating organizational defenses, their reliance on manual processes poses significant constraints [1]. Led by seasoned security professionals, these tests offer invaluable insights into security readiness but can be marred by their resource-intensive and infrequent testing cycles. The gaps between assessments leave organizations open to undetected vulnerabilities, compromising the true state of their security environment. In response to the ever-changing threat landscape, organizations are adopting a proactive stance towards cyber security to fortify their defenses.

At the forefront, these efforts tend to revolve around simulated attacks, a process designed to test an organization's security posture against both known and emerging threats in a safe and controlled environment [2]. These meticulously orchestrated simulations imitate the tactics, techniques, and procedures (TTPs) employed by actual adversaries and provide organizations with invaluable insights into their security resilience and vulnerabilities. By immersing themselves in simulated attack scenarios, security teams can proactively probe for vulnerabilities, adopt a more aggressive defense posture, and stay ahead of evolving cyber threats.

Distinguishing between simulated malware observations and authentic malware activities stands as a critical imperative for organizations bolstering their cyber defenses. While simulated platforms offer controlled scenarios for testing known attack patterns, Darktrace’s Self-Learning AI can detect known and unknown threats, identify zero-day threats, and previously unseen malware variants, including attack simulations. Whereas simulated platforms focus on specific known attack vectors, Darktrace DETECT™ and Darktrace RESPOND™ can identify and contain both known and unknown threats across the entire attack surface, providing unparalleled protection of the cyber estate.

Darktrace’s Coverage of Simulated Attacks

In January 2024, the Darktrace Security Operations Center (SOC) received a high volume of alerts relating to an unspecified malware strain that was affecting multiple customers across the fleet, raising concerns, and prompting the Darktrace Analyst team to swiftly investigate the multitude of incident. Initially, these activities were identified as malicious, exhibiting striking resemblance to the characteristics of Remcos, a sophisticated remote access trojan (RAT) that can be used to fully control and monitor any Windows computer from XP and onwards [3]. However, further investigation revealed that these activities were intricately linked to a simulated malware provider.

This discovery underscores a pivotal insight into Darktrace’s capabilities. To this point, leveraging advanced AI, Darktrace operates with a sophisticated framework that extends beyond conventional threat detection. By analyzing network behavior and anomalies, Darktrace not only discerns between simulated threats, such as those orchestrated by breach and attack simulation platforms and genuine malicious activities but can also autonomously respond to these threats with RESPOND. This showcases Darktrace’s advanced capabilities in effectively mitigating cyber threats.

Attack Simulation Process: Initial Access and Intrusion

Darktrace initially observed devices breaching several DETECT models relating to the hostname “new-tech-savvy[.]com”, an endpoint that was flagged as malicious by multiple open-source intelligence (OSINT) vendors [4].

In addition, multiple HTML Application (HTA) file downloads were observed from the malicious endpoint, “new-tech-savvy[.]com/5[.]hta”. HTA files are often seen as part of the UAC-0050 campaign, known for its cyber-attacks against Ukrainian targets, which tends to leverage the Remcos RAT with advanced evasion techniques [5] [6]. Such files are often critical components of a malware operation, serving as conduits for the deployment of malicious payloads onto a compromised system. Often, within the HTA file resides a VBScript which, upon execution, triggers a PowerShell script. This PowerShell script is designed to facilitate the download of a malicious payload, namely “word_update.exe”, from a remote server. Upon successful execution, “word_update.exe” is launched, invoking cmd.exe and initiating the sharing of malicious data. This process results in the execution of explorer.exe, with the malicious RemcosRAT concealed within the memory of explorer.exe. [7].

As the customers were subscribed to Darktrace’s Proactive Threat Notification (PTN) service, an Enhanced Monitoring model was breached upon detection of the malicious HTA file. Enhanced Monitoring models are high-fidelity DETECT models designed to identify activity likely to be indicative of compromise. These PTN alerts were swiftly investigated by Darktrace’s round the clock SOC team.

Following this successful detection, Darktrace RESPOND took immediate action by autonomously blocking connections to the malicious endpoint, effectively preventing additional download attempts. Similar activity may be seen in the case of a legitimate malware attack; however, in this instance, the hostname associated with the download confirmed the detected malicious activity was the result of an attack simulation.

Figure 1: The Breach Log displays the model breach, “Anomalous File/Incoming HTA File”, where a device was detected downloading the HTA file, “5.hta” from the endpoint, “new-tech-savvy[.]com”.
'
Figure 2: The Model Breach Event Log shows a device making connections to the endpoint, “new-tech-savvy[.]com”. As a result, theRESPOND model, “Antigena/Network/External Threat/Antigena File then New Outbound Block", breached and connections to this malicious endpoint were blocked.
Figure 3: The Breach Log further showcases another RESPOND model, “Antigena/Network/External Threat/Antigena Suspicious File Block", which was triggered when the device downloaded a  HTA file from the malicious endpoint, “new-tech-savvy[.]com".

In other cases, Darktrace observed SSL and HTTP connections also attributed to the same simulated malware provider, highlighting Darktrace’s capability to distinguish between legitimate and simulated malware attack activity.

Figure 4: The Model Breach “Anomalous Connection/Low and Slow Exfiltration" displays the hostname of a simulated malware provider, confirming the detected malicious activity as the result of an attack simulation.
Figure 5: The Model Breach Event Log shows the SSL connections made to an endpoint associated with the simulated malware provider.
Figure 6: Darktrace’s Advanced Search displays SSL connection logs to the endpoint of the simulated malware provider around the time the simulation activity was observed.

Upon detection of the malicious activity occurring within affected customer networks, Darktrace’s Cyber AI Analyst™ investigated and correlated the events at machine speed. Figure 8 illustrates the synopsis and additional technical information that AI Analyst generated on one customer’s environment, detailing that over 220 HTTP queries to 18 different endpoints for a single device were seen. The investigation process can also be seen in the screenshot, showcasing Darktrace’s ability to provide ‘explainable AI’ detail. AI Analyst was able to autonomously search for all HTTP connections made by the breach device and identified a single suspicious software agent making one HTTP request to the endpoint, 45.95.147[.]236.

Furthermore, the malicious endpoints, 45.95.147[.]236, previously observed in SSH attacks using brute-force or stolen credentials, and “tangible-drink.surge[.]sh”, associated with the Androxgh0st malware [8] [9] [10], were detected to have been requested by another device.

This highlights Darktrace’s ability to link and correlate seemingly separate events occurring on different devices, which could indicate a malicious attack spreading across the network.  AI Analyst was also able to identify a username associated with the simulated malware prior to the activity through Kerberos Authentication Service (AS) requests. The device in question was also tagged as a ‘Security Device’ – such tags provide human analysts with valuable context about expected device activity, and in this case, the tag corroborates with the testing activity seen. This exemplifies how Darktrace’s Cyber AI Analyst takes on the labor-intensive task of analyzing thousands of connections to hundreds of endpoints at a rapid pace, then compiling results into a single pane that provides customer security teams with the information needed to evaluate activities observed on a device.

All in all, this demonstrates how Darktrace’s Self-Learning AI is capable of offering an unparalleled level of awareness and visibility over any anomalous and potentially malicious behavior on the network, saving security teams and administrators a great deal of time.

Figure 7: Cyber AI Analyst Incident Log containing a summary of the attack simulation activity,, including relevant technical details, and the AI investigation process.

Conclusion

Simulated cyber-attacks represent the ever-present challenge of testing and validating security defenses, while the threat of legitimate compromise exemplifies the constant risk of cyber threats in today’s digital landscape. Darktrace emerges as the solution to this conflict, offering real-time detection and response capabilities that identify and mitigate simulated and authentic threats alike.

While simulations are crafted to mimic legitimate threats within predefined parameters and controlled environments, the capabilities of Darktrace DETECT transcend these limitations. Even in scenarios where intent is not malicious, Darktrace’s ability to identify anomalies and raise alerts remains unparalleled. Moreover, Darktrace’s AI Analyst and autonomous response technology, RESPOND, underscore Darktrace’s indispensable role in safeguarding organizations against emerging threats.

Credit to Priya Thapa, Cyber Analyst, Tiana Kelly, Cyber Analyst & Analyst Team Lead

Appendices

Model Breaches

Darktrace DETECT Model Breach Coverage

Anomalous File / Incoming HTA File

Anomalous Connection / Low and Slow Exfiltration

Darktrace RESPOND Model Breach Coverage

§  Antigena / Network/ External Threat/ Antigena File then New Outbound Block

Cyber AI Analyst Incidents

• Possible HTTP Command and Control

• Suspicious File Download

List of IoCs

IP Address

38.52.220[.]2 - Malicious Endpoint

46.249.58[.]40 - Malicious Endpoint

45.95.147[.]236 - Malicious Endpoint

Hostname

tangible-drink.surge[.]sh - Malicious Endpoint

new-tech-savvy[.]com - Malicious Endpoint

References

1.     https://xmcyber.com/glossary/what-are-breach-and-attack-simulations/

2.     https://www.picussecurity.com/resource/glossary/what-is-an-attack-simulation

3.     https://success.trendmicro.com/dcx/s/solution/1123281-remcos-malware-information?language=en_US&sfdcIFrameOrigin=null

4.     https://www.virustotal.com/gui/url/c145cf7010545791602e9585f447347c75e5f19a0850a24e12a89325ded88735

5.     https://www.virustotal.com/gui/url/7afd19e5696570851e6413d08b6f0c8bd42f4b5a19d1e1094e0d1eb4d2e62ce5

6.     https://thehackernews.com/2024/01/uac-0050-group-using-new-phishing.html

7.     https://www.uptycs.com/blog/remcos-rat-uac-0500-pipe-method

8.     https://www.virustotal.com/gui/ip-address/45.95.147.236/community

9.     https://www.virustotal.com/gui/domain/tangible-drink.surge.sh/community

10.  https://www.cisa.gov/news-events/cybersecurity-advisories/aa24-016a

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
Priya Thapa
Cyber Analyst

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May 21, 2025

Evaluating Email Security: How to Select the Best Solution for Your Organization

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When evaluating email security solutions, it’s crucial to move beyond marketing claims and focus on real-world performance. One of the most effective ways to achieve this is through an A/B comparison approach – a side-by-side evaluation of vendors based on consistent, predefined criteria.

This method cuts through biases, reveals true capability differences, and ensures that all solutions are assessed on a level playing field. It’s not just about finding an objectively good solution – it’s about finding the best solution for your organization’s specific needs.

An A/B comparison approach is particularly effective for three main reasons:

  1. Eliminates bias: By comparing solutions under identical conditions, it’s easier to spot differences in performance without the fog of marketing jargon.
  2. Highlights real capabilities: Direct side-by-side testing exposes genuine strengths and weaknesses, making it easier to judge which features are impactful versus merely decorative.
  3. Encourages objective decision-making: This structured method reduces emotional or brand-driven decisions, focusing purely on metrics and performance.

Let’s look at the key factors to consider when setting up your evaluation to ensure a fair, accurate, and actionable comparison.

Deployment: Setting the stage for fair evaluation

To achieve a genuine comparison, deployment must be consistent across all evaluated solutions:

  • Establish the same scope: All solutions should be granted identical visibility across relevant tenants and domains to ensure parity.
  • Set a concrete timeline: Deploy and test each solution with the same dataset, at the same points in time. This allows you to observe differences in learning periods and adaptive capabilities.

Equal visibility and synchronized timelines prevent discrepancies that could skew your understanding of each vendor’s true capabilities. But remember – quicker results might not equal better learning or understanding!

Tuning and configurations: Optimizing for real-world conditions

Properly tuning and configuring each solution is critical for fair evaluation:

  • Compare on optimal performance: Consult with each vendor to understand what optimal deployment looks like for their solution, particularly if machine learning is involved.
  • Consider the long term: Configuration adjustments should be made with long-term usage in mind. Short-term fixes can mask long-term challenges.
  • Data visibility: Ensure each solution can retain and provide search capabilities on all data collected throughout the evaluation period.

These steps guarantee that you are comparing fully optimized versions of each platform, not underperforming or misconfigured ones.

Evaluation: Applying consistent metrics

Once deployment and configurations are aligned, the evaluation itself must be consistent, to prevent unfair scoring and help to identify true differences in threat detection and response capabilities.

  • Coordinate your decision criteria: Ensure all vendors are measured against the same set of criteria, established before testing begins.
  • Understand vendor threat classification: Each vendor may have different ways of classifying threats, so be sure to understand these nuances.
  • Maintain communication: If results seem inaccurate, engage with the vendors. Their response and remediation capabilities are part of the evaluation.

Making a decision: Look beyond the metrics

When it comes to reviewing the performance of each solution, it’s important to both consider and look beyond the raw data. This is about choosing the solution that best aligns with your specific business needs, which may include factors and features not captured in the results.

  • Evaluate based on results: Consider accuracy, threats detected, precision, and response effectiveness.
  • Evaluate beyond results: Assess the overall experience, including support, integrations, training, and long-term alignment with your security strategy.
  • Review and communicate: Internally review the findings and communicate them back to the vendors.

Choosing the right email security solution isn’t just about ticking boxes, it’s about strategic alignment with your organization’s goals and the evolving threat landscape. A structured, A/B comparison approach will help ensure that the solution you select is truly the best fit.

For a full checklist of the features and capabilities to compare, as well as how to perform a commercial and technical evaluation, check out the full Buyer’s Checklist for Evaluating Email Security.

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About the author
Carlos Gray
Senior Product Marketing Manager, Email

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May 21, 2025

Adapting to new USCG cybersecurity mandates: Darktrace for ports and maritime systems

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What is the Marine Transportation System (MTS)?

Marine Transportation Systems (MTS) play a substantial roll in U.S. commerce, military readiness, and economic security. Defined as a critical national infrastructure, the MTS encompasses all aspects of maritime transportation from ships and ports to the inland waterways and the rail and roadways that connect them.

MTS interconnected systems include:

  • Waterways: Coastal and inland rivers, shipping channels, and harbors
  • Ports: Terminals, piers, and facilities where cargo and passengers are transferred
  • Vessels: Commercial ships, barges, ferries, and support craft
  • Intermodal Connections: Railroads, highways, and logistics hubs that tie maritime transport into national and global supply chains

The Coast Guard plays a central role in ensuring the safety, security, and efficiency of the MTS, handling over $5.4 trillion in annual economic activity. As digital systems increasingly support operations across the MTS, from crane control to cargo tracking, cybersecurity has become essential to protecting this lifeline of U.S. trade and infrastructure.

Maritime Transportation Systems also enable international trade, making them prime targets for cyber threats from ransomware gangs to nation-state actors.

To defend against growing threats, the United States Coast Guard (USCG) has moved from encouraging cybersecurity best practices to enforcing them, culminating in a new mandate that goes into effect on July 16, 2025. These regulations aim to secure the digital backbone of the maritime industry.

Why maritime ports are at risk

Modern ports are a blend of legacy and modern OT, IoT, and IT digitally connected technologies that enable crane operations, container tracking, terminal storage, logistics, and remote maintenance.

Many of these systems were never designed with cybersecurity in mind, making them vulnerable to lateral movement and disruptive ransomware attack spillover.

The convergence of business IT networks and operational infrastructure further expands the attack surface, especially with the rise of cloud adoption and unmanaged IoT and IIoT devices.

Cyber incidents in recent years have demonstrated how ransomware or malicious activity can halt crane operations, disrupt logistics, and compromise safety at scale threatening not only port operations, but national security and economic stability.

Relevant cyber-attacks on maritime ports

Maersk & Port of Los Angeles (2017 – NotPetya):
A ransomware attack crippled A.P. Moller-Maersk, the world’s largest shipping company. Operations at 17 ports, including the Port of Los Angeles, were halted due to system outages, causing weeks of logistical chaos.

Port of San Diego (2018 – Ransomware Attack):
A ransomware attack targeted the Port of San Diego, disrupting internal IT systems including public records, business services, and dockside cargo operations. While marine traffic was unaffected, commercial activity slowed significantly during recovery.

Port of Houston (2021 – Nation-State Intrusion):
A suspected nation-state actor exploited a known vulnerability in a Port of Houston web application to gain access to its network. While the attack was reportedly thwarted, it triggered a federal investigation and highlighted the vulnerability of maritime systems.

Jawaharlal Nehru Port Trust, India (2022 – Ransomware Incident):
India’s largest container port experienced disruptions due to a ransomware attack affecting operations and logistics systems. Container handling and cargo movement slowed as IT systems were taken offline during recovery efforts.

A regulatory shift: From guidance to enforcement

Since the Maritime Transportation Security Act (MTSA) of 2002, ports have been required to develop and maintain security plans. Cybersecurity formally entered the regulatory fold in 2020 with revisions to 33 CFR Part 105 and 106, requiring port authorities to assess and address computer system vulnerabilities.

In January 2025, the USCG finalized new rules to enforce cybersecurity practices across the MTS. Key elements include (but are not limited to):

  • A dedicated cyber incident response plan (PR.IP-9)
  • Routine cybersecurity risk assessments and exercises (ID.RA)
  • Designation of a cybersecurity officer and regular workforce training (section 3.1)
  • Controls for access management, segmentation, logging, and encryption (PR.AC-1:7)
  • Supply chain risk management (ID.SC)
  • Incident reporting to the National Response Center

Port operators are encouraged to align their programs with the NIST Cybersecurity Framework (CSF 2.0) and NIST SP 800-82r3, which provide comprehensive guidance for IT and OT security in industrial environments.

How Darktrace can support maritime & ports

Unified IT + OT + Cloud coverage

Maritime ports operate in hybrid environments spanning business IT systems (finance, HR, ERP), industrial OT (cranes, gates, pumps, sensors), and an increasing array of cloud and SaaS platforms.

Darktrace is the only vendor that provides native visibility and threat detection across OT/IoT, IT, cloud, and SaaS environments — all in a single platform. This means:

  • Cranes and other physical process control networks are monitored in the same dashboard as Active Directory and Office 365.
  • Threats that start in the cloud (e.g., phishing, SaaS token theft) and pivot or attempt to pivot into OT are caught early — eliminating blind spots that siloed tools miss.

This unification is critical to meeting USCG requirements for network-wide monitoring, risk identification, and incident response.

AI that understands your environment. Not just known threats

Darktrace’s AI doesn’t rely on rules or signatures. Instead, it uses Self-Learning AI TM that builds a unique “pattern of life” for every device, protocol, user, and network segment, whether it’s a crane router or PLC, SCADA server, Workstation, or Linux file server.

  • No predefined baselines or manual training
  • Real-time anomaly detection for zero-days, ransomware, and supply chain compromise
  • Continuous adaptation to new devices, configurations, and operations

This approach is critical in diverse distributed OT environments where change and anomalous activity on the network are more frequent. It also dramatically reduces the time and expertise needed to classify and inventory assets, even for unknown or custom-built systems.

Supporting incident response requirements

A key USCG requirement is that cybersecurity plans must support effective incident response.

Key expectations include:

  • Defined response roles and procedures: Personnel must know what to do and when (RS.CO-1).
  • Timely reporting: Incidents must be reported and categorized according to established criteria (RS.CO-2, RS.AN-4).
  • Effective communication: Information must be shared internally and externally, including voluntary collaboration with law enforcement and industry peers (RS.CO-3 through RS.CO-5).
  • Thorough analysis: Alerts must be investigated, impacts understood, and forensic evidence gathered to support decision-making and recovery (RS.AN-1 through RS.AN-5).
  • Swift mitigation: Incidents must be contained and resolved efficiently, with newly discovered vulnerabilities addressed or documented (RS.MI-1 through RS.MI-3).
  • Ongoing improvement: Organizations must refine their response plans using lessons learned from past incidents (RS.IM-1 and RS.IM-2).

That means detections need to be clear, accurate, and actionable.

Darktrace cuts through the noise using AI that prioritizes only high-confidence incidents and provides natural-language narratives and investigative reports that explain:

  • What’s happening, where it’s happening, when it’s happening
  • Why it’s unusual
  • How to respond

Result: Port security teams often lean and multi-tasked can meet USCG response-time expectations and reporting needs without needing to scale headcount or triage hundreds of alerts.

Built-for-edge deployment

Maritime environments are constrained. Many traditional SaaS deployment types often are unsuitable for tugboats, cranes, or air-gapped terminal systems.

Darktrace builds and maintains its own ruggedized, purpose-built appliances and unique virtual deployment options that:

  • Deploy directly into crane networks or terminal enclosures
  • Require no configuration or tuning, drop-in ready
  • Support secure over-the-air updates and fleet management
  • Operate without cloud dependency, supporting isolated and air-gapped systems

Use case: Multiple ports have been able to deploy Darktrace directly into the crane’s switch enclosure, securing lateral movement paths without interfering with the crane control software itself.

Segmentation enforcement & real-time threat containment

Darktrace visualizes real-time connectivity and attack pathways across IT, OT, and IoT it and integrates with firewalls (e.g., Fortinet, Cisco, Palo Alto) to enforce segmentation using AI insights alongside Darktrace’s own native autonomous and human confirmed response capabilities.

Benefits of autonomous and human confirmed response:

  • Auto-isolate rogue devices before the threat can escalate
  • Quarantine a suspicious connectivity with confidence operations won’t be halted
  • Autonomously buy time for human responders during off-hours or holidays
  • This ensures segmentation isn't just documented but that in the case of its failure or exploitation responses are performed as a compensating control

No reliance on 3rd parties or external connectivity

Darktrace’s supply chain integrity is a core part of its value to critical infrastructure customers. Unlike solutions that rely on indirect data collection or third-party appliances, Darktrace:

  • Uses in-house engineered sensors and appliances
  • Does not require transmission of data to or from the cloud

This ensures confidence in both your cyber visibility and the security of the tools you deploy.

See examples here of how Darktrace stopped supply chain attacks:

Readiness for USCG and Beyond

With a self-learning system that adapts to each unique port environment, Darktrace helps maritime operators not just comply but build lasting cyber resilience in a high-threat landscape.

Cybersecurity is no longer optional for U.S. ports its operationally and nationally critical. Darktrace delivers the intelligence, automation, and precision needed to meet USCG requirements and protect the digital lifeblood of the modern port.

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About the author
Daniel Simonds
Director of Operational Technology
Your data. Our AI.
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