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October 15, 2024

Navigating Buying and Adoption Journeys for AI Cybersecurity Tools

More and more security teams are adopting AI-powered cybersecurity solutions, but first-time buyers may not know how to evaluate new vendors and tools. This blog covers questions to consider at each stage of the AI adoption journey to ensure return on investment.
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
Nicole Carignan
SVP, Security & AI Strategy, Field CISO
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15
Oct 2024

Enterprise AI tools go mainstream

In this dawning Age of AI, CISOs are increasingly exploring investments in AI security tools to enhance their organizations’ capabilities. AI can help achieve productivity gains by saving time and resources, mining intelligence and insights from valuable data, and increasing knowledge sharing and collaboration.  

While investing in AI can bring immense benefits to your organization, first-time buyers of AI cybersecurity solutions may not know where to start. They will have to determine the type of tool they want, know the options available, and evaluate vendors. Research and understanding are critical to ensure purchases are worth the investment.  

Challenges of a muddied marketplace

Key challenges in AI purchasing come from consumer doubt and lack of vendor transparency. The AI software market is buzzing with hype and flashy promises, which are not necessarily going to be realized immediately. This has fostered uncertainty among potential buyers, especially in the AI cybersecurity space.  

As Gartner writes, “There is a general lack of transparency and understanding about how AI-enhanced security solutions leverage AI and the effectiveness of those solutions within real-world SecOps. This leads to trust issues among security leaders and practitioners, resulting in slower adoption of AI features” [1].  

Similarly, only 26% of security professionals report a full understanding of the different types of AI in use within security products.

Given this widespread uncertainty generated through vague hype, buyers must take extra care when considering new AI tools to adopt.  

Goals of AI adoption

Buyers should always start their journeys with objectives in mind, and a universal goal is to achieve return on investment. When organizations adopt AI, there are key aspects that will signal strong payoff. These include:  

  • Wide-ranging application across operations and areas of the business
  • Actual, enthusiastic adoption and application by the human security team  
  • Integration with the rest of the security stack and existing workflows
  • Business and operational benefits, including but not limited to:  
  • Reduced risk
  • Reduced time to response
  • Reduced potential downtime, damage, and disruption
  • Increased visibility and coverage
  • Improved SecOps workflows
  • Decreased burden on teams so they can take on more strategic tasks  

Ideally, most or all these measurements will be fulfilled. It is not enough for AI tools to benefit productivity and workflows in theory, but they must be practically implemented to provide return on investment.  

Investigation before investment

Before investing in AI tools, buyers should ask questions pertaining to each stage of the adoption journey. The answers to these questions will not only help buyers gauge if a tool could be worth the investment, but also plan how the new tool will practically fit into the organization’s existing technology and workflows.  

Figure 1: Initial questions to consider when starting to shop for AI [2].

These questions are good to imagine how a tool will fit into your organization and determine if a vendor is worth further evaluation. Once you decide a tool has potential use and feasibility in your organization, it is time to dive deeper and learn more.  

Ask vendors specific questions about their technology. This information will most likely not be on their websites, and since it involves intellectual property, it may require an NDA.  

Find a longer list of questions to ask vendors and what to look for in their responses in the white paper “CISO’s Guide to Buying AI.”

Committing to transparency amidst the AI hype

For security teams to make the most out of new AI tools, they must trust the AI. Especially in an AI marketplace full of hype and obfuscation, transparency should be baked into both the descriptions of the AI tool and the tool’s functionality itself. With that in mind, here are some specifics about what techniques make up Darktrace’s AI.  

Darktrace as an AI cybersecurity vendor

Darktrace has been using AI technology in cybersecurity for over 10 years. As a pioneer in the space, we have made innovation part of our process.  

The Darktrace ActiveAI Security Platform™ uses multi-layered AI that trains on your unique business operations data for tailored security across the enterprise. This approach ensures that the strengths of one AI technique make up for the shortcomings of another, providing well-rounded and reliable coverage. Our models are always on and always learning, allowing your team to stop attacks in real time.  

The machine learning techniques used in our solution include:

  • Unsupervised machine learning
  • Multiple Clustering Techniques
  • Multiple anomaly detection models in tandem analyzing data across hundreds of metrics
  • Bayesian probabilistic methods
  • Bayesian metaclassifier for autonomous fine-tuning of unsupervised machine learning models
  • Deep learning engines
  • Graph theory
  • Applied supervised machine learning for investigative AI  
  • Neural networks
  • Reinforcement Learning
  • Generative and applied AI
  • Natural Language Processing (NLP) and Large Language Models (LLMs)
  • Post-processing models

Additionally, since Darktrace focuses on using the customer’s data across its entire digital estate, it brings a range of advantages in data privacy, interpretability, and data transfer costs.  

Building trust with Darktrace AI

Darktrace further supports the human security team’s adoption of our technology by building trust. To do that, we designed our platform to give your team visibility and control over the AI.  

Instead of functioning as a black box, our products focus on interpretability and sharing confidence levels. This includes specifying the threshold of what triggered a certain alert and the details of the AI Analyst’s investigations to see how it reached its conclusions. The interpretability of our AI uplevels and upskills the human security team with more information to drive investigations and remediation actions.  

For complete control, the human security team can modify all the detection and response thresholds for our model alerts to customize them to fit specific business preferences.  

Conclusion

CISO’s are increasingly considering investing in AI cybersecurity tools, but in this rapidly growing field, it’s not always clear what to look for.  

Buyers should first determine their goals for a new AI tool, then research possible vendors by reviewing validation and asking deeper questions. This will reveal if a tool is a good match for the organization to move forward with investment and adoption.  

As leaders in the AI cybersecurity industry, Darktrace is always ready to help you on your AI journey.  

CISOs guide to buying AI white paper cover

How to evaluate an AI cybersecurity vendor

Download the white paper to learn how buyers should approach purchasing AI-based solutions. It includes:

  • Key steps for selecting AI cybersecurity tools
  • Questions to ask and responses to expect from vendors
  • Understand tools available and find the right fit
  • Ensure AI investments align with security goals and needs

References

  1. Gartner, April 17, 2024, “Emerging Tech: Navigating the Impact of AI on SecOps Solution Development.”  
  1. Inspired by Gartner, May 14, 2024, “Presentation Slides: AI Survey Reveals AI Security and Privacy Leads to Improved ROI” and NHS England, September, 18, 2020, “A Buyer’s Guide to AI in Health and Care,” Available at: https://transform.england.nhs.uk/ai-lab/explore-all-resources/adopt-ai/a-buyers-guide-to-ai-in-health-and-care/  
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
Nicole Carignan
SVP, Security & AI Strategy, Field CISO

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June 27, 2025

Patch and Persist: Darktrace’s Detection of Blind Eagle (APT-C-36)

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What is Blind Eagle?

Since 2018, APT-C-36, also known as Blind Eagle, has been observed performing cyber-attacks targeting various sectors across multiple countries in Latin America, with a particular focus on Colombian organizations.

Blind Eagle characteristically targets government institutions, financial organizations, and critical infrastructure [1][2].

Attacks carried out by Blind Eagle actors typically start with a phishing email and the group have been observed utilizing various Remote Access Trojans (RAT) variants, which often have in-built methods for hiding command-and-control (C2) traffic from detection [3].

What we know about Blind Eagle from a recent campaign

Since November 2024, Blind Eagle actors have been conducting an ongoing campaign targeting Colombian organizations [1].

In this campaign, threat actors have been observed using phishing emails to deliver malicious URL links to targeted recipients, similar to the way threat actors have previously been observed exploiting CVE-2024-43451, a vulnerability in Microsoft Windows that allows the disclosure of a user’s NTLMv2 password hash upon minimal interaction with a malicious file [4].

Despite Microsoft patching this vulnerability in November 2024 [1][4], Blind Eagle actors have continued to exploit the minimal interaction mechanism, though no longer with the intent of harvesting NTLMv2 password hashes. Instead, phishing emails are sent to targets containing a malicious URL which, when clicked, initiates the download of a malicious file. This file is then triggered by minimal user interaction.

Clicking on the file triggers a WebDAV request, with a connection being made over HTTP port 80 using the user agent ‘Microsoft-WebDAV-MiniRedir/10.0.19044’. WebDAV is a transmission protocol which allows files or complete directories to be made available through the internet, and to be transmitted to devices [5]. The next stage payload is then downloaded via another WebDAV request and malware is executed on the target device.

Attackers are notified when a recipient downloads the malicious files they send, providing an insight into potential targets [1].

Darktrace’s coverage of Blind Eagle

In late February 2025, Darktrace observed activity assessed with medium confidence to be  associated with Blind Eagle on the network of a customer in Colombia.

Within a period of just five hours, Darktrace / NETWORK detected a device being redirected through a rare external location, downloading multiple executable files, and ultimately exfiltrating data from the customer’s environment.

Since the customer did not have Darktrace’s Autonomous Response capability enabled on their network, no actions were taken to contain the compromise, allowing it to escalate until the customer’s security team responded to the alerts provided by Darktrace.

Darktrace observed a device on the customer’s network being directed over HTTP to a rare external IP, namely 62[.]60[.]226[.]112, which had never previously been seen in this customer’s environment and was geolocated in Germany. Multiple open-source intelligence (OSINT) providers have since linked this endpoint with phishing and malware campaigns [9].

The device then proceeded to download the executable file hxxp://62[.]60[.]226[.]112/file/3601_2042.exe.

Darktrace’s detection of the affected device connecting to an unusual location based in Germany.
Figure 1: Darktrace’s detection of the affected device connecting to an unusual location based in Germany.
Darktrace’s detection of the affected device downloading an executable file from the suspicious endpoint.
Figure 2: Darktrace’s detection of the affected device downloading an executable file from the suspicious endpoint.

The device was then observed making unusual connections to the rare endpoint 21ene.ip-ddns[.]com and performing unusual external data activity.

This dynamic DNS endpoint allows a device to access an endpoint using a domain name in place of a changing IP address. Dynamic DNS services ensure the DNS record of a domain name is automatically updated when the IP address changes. As such, malicious actors can use these services and endpoints to dynamically establish connections to C2 infrastructure [6].

Further investigation into this dynamic endpoint using OSINT revealed multiple associations with previous likely Blind Eagle compromises, as well as Remcos malware, a RAT commonly deployed via phishing campaigns [7][8][10].

Darktrace’s detection of the affected device connecting to the suspicious dynamic DNS endpoint, 21ene.ip-ddns[.]com.
Figure 3: Darktrace’s detection of the affected device connecting to the suspicious dynamic DNS endpoint, 21ene.ip-ddns[.]com.

Shortly after this, Darktrace observed the user agent ‘Microsoft-WebDAV-MiniRedir/10.0.19045’, indicating usage of the aforementioned transmission protocol WebDAV. The device was subsequently observed connected to an endpoint associated with Github and downloading data, suggesting that the device was retrieving a malicious tool or payload. The device then began to communicate to the malicious endpoint diciembrenotasenclub[.]longmusic[.]com over the new TCP port 1512 [11].

Around this time, the device was also observed uploading data to the endpoints 21ene.ip-ddns[.]com and diciembrenotasenclub[.]longmusic[.]com, with transfers of 60 MiB and 5.6 MiB observed respectively.

Figure 4: UI graph showing external data transfer activity.

This chain of activity triggered an Enhanced Monitoring model alert in Darktrace / NETWORK. These high-priority model alerts are designed to trigger in response to higher fidelity indicators of compromise (IoCs), suggesting that a device is performing activity consistent with a compromise.

 Darktrace’s detection of initial attack chain activity.
Figure 5: Darktrace’s detection of initial attack chain activity.

A second Enhanced Monitoring model was also triggered by this device following the download of the aforementioned executable file (hxxp://62[.]60[.]226[.]112/file/3601_2042.exe) and the observed increase in C2 activity.

Following this activity, Darktrace continued to observe the device beaconing to the 21ene.ip-ddns[.]com endpoint.

Darktrace’s Cyber AI Analyst was able to correlate each of the individual detections involved in this compromise, identifying them as part of a broader incident that encompassed C2 connectivity, suspicious downloads, and external data transfers.

Cyber AI Analyst’s investigation into the activity observed on the affected device.
Figure 6: Cyber AI Analyst’s investigation into the activity observed on the affected device.
Figure 7: Cyber AI Analyst’s detection of the affected device’s broader connectivity throughout the course of the attack.

As the affected customer did not have Darktrace’s Autonomous Response configured at the time, the attack was able to progress unabated. Had Darktrace been properly enabled, it would have been able to take a number of actions to halt the escalation of the attack.

For example, the unusual beaconing connections and the download of an unexpected file from an uncommon location would have been shut down by blocking the device from making external connections to the relevant destinations.

Conclusion

The persistence of Blind Eagle and ability to adapt its tactics, even after patches were released, and the speed at which the group were able to continue using pre-established TTPs highlights that timely vulnerability management and patch application, while essential, is not a standalone defense.

Organizations must adopt security solutions that use anomaly-based detection to identify emerging and adapting threats by recognizing deviations in user or device behavior that may indicate malicious activity. Complementing this with an autonomous decision maker that can identify, connect, and contain compromise-like activity is crucial for safeguarding organizational networks against constantly evolving and sophisticated threat actors.

Credit to Charlotte Thompson (Senior Cyber Analyst), Eugene Chua (Principal Cyber Analyst) and Ryan Traill (Analyst Content Lead)

Appendices

IoCs

IoC – Type - Confidence
Microsoft-WebDAV-MiniRedir/10.0.19045 – User Agent

62[.]60[.]226[.]112 – IP – Medium Confidence

hxxp://62[.]60[.]226[.]112/file/3601_2042.exe – Payload Download – Medium Confidence

21ene.ip-ddns[.]com – Dynamic DNS Endpoint – Medium Confidence

diciembrenotasenclub[.]longmusic[.]com  - Hostname – Medium Confidence

Darktrace’s model alert coverage

Anomalous File / Suspicious HTTP Redirect
Anomalous File / EXE from Rare External Location
Anomalous File / Multiple EXE from Rare External Location
Anomalous Server Activity / Outgoing from Server
Unusual Activity / Unusual External Data to New Endpoint
Device / Anomalous Github Download
Anomalous Connection / Multiple Connections to New External TCP Port
Device / Initial Attack Chain Activity
Anomalous Server Activity / Rare External from Server
Compromise / Suspicious File and C2
Compromise / Fast Beaconing to DGA
Compromise / Large Number of Suspicious Failed Connections
Device / Large Number of Model Alert

Mitre Attack Mapping:

Tactic – Technique – Technique Name

Initial Access - T1189 – Drive-by Compromise
Initial Access - T1190 – Exploit Public-Facing Application
Initial Access ICS - T0862 – Supply Chain Compromise
Initial Access ICS - T0865 – Spearphishing Attachment
Initial Access ICS - T0817 - Drive-by Compromise
Resource Development - T1588.001 – Malware
Lateral Movement ICS - T0843 – Program Download
Command and Control - T1105 - Ingress Tool Transfer
Command and Control - T1095 – Non-Application Layer Protocol
Command and Control - T1571 – Non-Standard Port
Command and Control - T1568.002 – Domain Generation Algorithms
Command and Control ICS - T0869 – Standard Application Layer Protocol
Evasion ICS - T0849 – Masquerading
Exfiltration - T1041 – Exfiltration Over C2 Channel
Exfiltration - T1567.002 – Exfiltration to Cloud Storage

References

1)    https://research.checkpoint.com/2025/blind-eagle-and-justice-for-all/

2)    https://assets.kpmg.com/content/dam/kpmgsites/in/pdf/2025/04/kpmg-ctip-blind-eagle-01-apr-2025.pdf.coredownload.inline.pdf

3)    https://www.checkpoint.com/cyber-hub/threat-prevention/what-is-remote-access-trojan/#:~:text=They%20might%20be%20attached%20to,remote%20access%20or%20system%20administration

4)    https://msrc.microsoft.com/update-guide/vulnerability/CVE-2024-43451

5)    https://www.ionos.co.uk/digitalguide/server/know-how/webdav/

6)    https://vercara.digicert.com/resources/dynamic-dns-resolution-as-an-obfuscation-technique

7)    https://threatfox.abuse.ch/ioc/1437795

8)    https://www.checkpoint.com/cyber-hub/threat-prevention/what-is-malware/remcos-malware/

9)    https://www.virustotal.com/gui/url/b3189db6ddc578005cb6986f86e9680e7f71fe69f87f9498fa77ed7b1285e268

10) https://www.virustotal.com/gui/domain/21ene.ip-ddns.com

11) https://www.virustotal.com/gui/domain/diciembrenotasenclub.longmusic.com/community

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About the author
Charlotte Thompson
Cyber Analyst

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June 18, 2025

Darktrace Collaborates with Microsoft: Unifying Email Security with a Shared Vision

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In today’s threat landscape, email remains the most targeted vector for cyberattacks. Organizations require not only multi-layered defenses but also advanced, integrated systems that work collaboratively to proactively mitigate threats before they cause damage

That’s why we’re proud to announce a new integration between Darktrace / EMAIL and Microsoft Defender for Office 365, delivering a Unified Quarantine experience that empowers security teams with seamless visibility, control, and response across both platforms.

This announcement builds on a strong and growing collaboration. In 2024, Darktrace was honored as Microsoft UK Partner of the Year and recognized as a Security Trailblazer at the annual Microsoft Security 20/20 Awards, a testament to our shared commitment to innovation and customer-centric security.

A Shared Mission: Stopping Threats at Machine Speed

This integration is more than a technical milestone,as it’s a reflection of a shared mission: to protect organizations from both known and unknown threats, with efficiency, accuracy, and transparency.

  • Microsoft Defender for Office 365 delivers a comprehensive security framework that safeguards Microsoft 365 email and collaboration workloads leveraging advanced AI, global threat intelligence and information on known attack infrastructure.
  • Darktrace / EMAIL complements this with Self-Learning AI that understands the unique communication patterns within each organization, detecting subtle anomalies that evade traditional detection methods.

Together, we’re delivering multi-layered, adaptive protection that’s greater than the sum of its parts.

“Our integration with Microsoft gives security teams the tools they need to act faster and more precisely to detect and respond to threats,” said Jill Popelka, CEO of Darktrace. “Together, we’re strengthening defenses where it matters most to our customers: at the inbox.”

Unified Quarantine: One View, Total Clarity

The new Unified Quarantine experience gives customers a single pane of glass to view and manage email threatsregardless of which product took action. This means:

  • Faster investigations with consolidated visibility
  • Clear attribution of actions and outcomes across both platforms
  • Streamlined workflows for security teams managing complex environments

“This integration is a testament to the power of combining Microsoft’s global threat intelligence with Darktrace’s unique ability to understand the ‘self’ of an organization,” said Jack Stockdale, CTO of Darktrace. “Together, we’re delivering a new standard in proactive, adaptive email security.”

A New Era of Collaborative Cyber Defense

This collaboration represents a broader shift in cybersecurity: from siloed tools to integrated ecosystems. As attackers become more sophisticated, defenders must move faster, smarter, and in unison.

Through this integration, Darktrace and Microsoft establish a new standard for collaboration between native and third-party security solutions, enhancing not only threat detection but also comprehensive understanding and proactive measures against threats.

We’re excited to bring this innovation to our customers and continue building a future where AI and human expertise collaborate to secure the enterprise.

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About the author
Carlos Gray
Senior Product Marketing Manager, Email
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