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June 25, 2024

Following up on our Conversation: Detecting & Containing a LinkedIn Phishing Attack with Darktrace

Darktrace/Email detected a phishing attack that had originated from LinkedIn, where the attacker impersonated a well known construction company to conduct a credential harvesting attack on the target. Darktrace’s ActiveAI Security Platform played a critical role in investigating the activity and initiating real-time responses that were outside the physical capability of human security teams.
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 Wong
Cyber Security Analyst
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Jun 2024

Note: Real organization, domain and user names have been modified and replaced with fictitious names to maintain anonymity.  

Social media cyber-attacks

Social media is a known breeding ground for cyber criminals to easily connect with a near limitless number of people and leverage the wealth of personal information shared on these platforms to defraud the general public.  Analysis suggests even the most tech savvy ‘digital natives’ are vulnerable to impersonation scams over social media, as criminals weaponize brands and trends, using the promise of greater returns to induce sensitive information sharing or fraudulent payments [1].

LinkedIn phishing

As the usage of a particular social media platform increases, cyber criminals will find ways to exploit the increasing user base, and this trend has been observed with the rise in LinkedIn scams in recent years [2].  LinkedIn is the dominant professional networking site, with a forecasted 84.1million users by 2027 [3].  This platform is data-driven, so users are encouraged to share information publicly, including personal life updates, to boost visibility and increase job prospects [4] [5].  While this helps legitimate recruiters to gain a good understanding of the user, an attacker could also leverage the same personal content to increase the sophistication and success of their social engineering attempts.  

Darktrace detection of LinkedIn phishing

Darktrace detected a Software-as-a-Service (SaaS) compromise affecting a construction company, where the attack vector originated from LinkedIn (outside the monitoring of corporate security tools), but then pivoted to corporate email where a credential harvesting payload was delivered, providing the attacker with credentials to access a corporate file storage platform.  

Because LinkedIn accounts are typically linked to an individual’s personal email and are most commonly accessed via the mobile application [6] on personal devices that are not monitored by security teams, it can represent an effective initial access point for attackers looking to establish an initial relationship with their target. Moreover, user behaviors to ignore unsolicited emails from new or unknown contacts are less frequently carried over to platforms like LinkedIn, where interactions with ‘weak ties’ as opposed to ‘strong ties’ are a better predictor of job mobility [7]. Had this attack been allowed to continue, the threat actor could have leveraged access to further information from the compromised business cloud account to compromise other high value accounts, exfiltrate sensitive data, or defraud the organization.

LinkedIn phishing attack details

Reconnaissance

The initial reconnaissance and social engineering occurred on LinkedIn and was thus outside the purview of corporate security tools, Darktrace included.

However, the email domain “hausconstruction[.]com” used by the attacker in subsequent communications appears to be a spoofed domain impersonating a legitimate construction company “haus[.]com”, suggesting the attacker may have also impersonated an employee of this construction company on LinkedIn.  In addition to spoofing the domain, the attacker seemingly went further to register “hausconstruction.com” on a commercial web hosting platform.  This is a technique used frequently not just to increase apparent legitimacy, but also to bypass traditional security tools since newly registered domains will have no prior threat intelligence, making them more likely to evade signature and rules-based detections [8].  In this instance, open-source intelligence (OSINT) sources report that the domain was created several months earlier, suggesting this may have been part of a targeted attack on construction companies.  

Initial Intrusion

It was likely that during the correspondence over LinkedIn, the target user was solicited into following up over email regarding a prospective construction project, using their corporate email account.  In a probable attempt to establish a precedent of bi-directional correspondence so that subsequent malicious emails would not be flagged by traditional security tools, the attacker did not initially include suspicious links, attachments or use solicitous or inducive language within their initial emails.

Example of bi-directional email correspondence between the target and the attacker impersonating a legitimate employee of the construction company haus.com.
Figure 1: Example of bi-directional email correspondence between the target and the attacker impersonating a legitimate employee of the construction company haus.com.
Cyber AI Analyst investigation into one of the initial emails the target received from the attacker.
Figure 2: Cyber AI Analyst investigation into one of the initial emails the target received from the attacker.  

To accomplish the next stage of their attack, the attacker shared a link, hidden behind the inducing text “VIEW ALL FILES”, to a malicious file using the Hightail cloud storage service. This is also a common method employed by attackers to evade detection, as this method of file sharing does not involve attachments that can be scanned by traditional security tools, and legitimate cloud storage services are less likely to be blocked.

OSINT analysis on the malicious link link shows the file hosted on Hightail was a HTML file with the associated message “Following up on our LinkedIn conversation”.  Further analysis suggests the file contained obfuscated Javascript that, once opened, would automatically redirect the user to a malicious domain impersonating a legitimate Microsoft login page for credential harvesting purposes.  

The malicious HTML file containing obfuscated Javascript, where the highlighted string references the malicious credential harvesting domain.
Figure 3: The malicious HTML file containing obfuscated Javascript, where the highlighted string references the malicious credential harvesting domain.
Screenshot of fraudulent Microsoft Sign In page hosted on the malicous credential harvesting domain.
Figure 4: Screenshot of fraudulent Microsoft Sign In page hosted on the malicious credential harvesting domain.

Although there was prior email correspondence with the attacker, this email was not automatically deemed safe by Darktrace and was further analyzed for unusual properties and unusual communications for the recipient and the recipient’s peer group.  

Darktrace determined that:

  • It was unusual for this file storage solution to be referenced in communications to the user and the wider network
  • Textual properties of the email body suggested a high level of inducement from the sender, with a high level of focus on the phishing link.
  • The full link contained suspicious properties suggesting it is high risk.
Darktrace’s analysis of the phishing email, presenting key information about the unusual characteristics of this email, information on highlighted content, and an overview of actions that were initially applied.
Figure 5: Darktrace’s analysis of the phishing email, presenting key information about the unusual characteristics of this email, information on highlighted content, and an overview of actions that were initially applied.  

Based on these anomalies, Darktrace initially moved the phishing email to the junk folder and locked the link, preventing the user from directly accessing the malicious file hosted on Hightail.  However, the customer’s security team released the email, likely upon end-user request, allowing the target user to access the file and ultimately enter their credentials into that credential harvesting domain.

Darktrace alerts triggered by the malicious phishing email and the corresponding Autonomous Response actions.
Figure 6: Darktrace alerts triggered by the malicious phishing email and the corresponding Autonomous Response actions.

Lateral Movement

Correspondence between the attacker and target continued for two days after the credential harvesting payload was delivered.  Five days later, Darktrace detected an unusual login using multi-factor authentication (MFA) from a rare external IP and ASN that coincided with Darktrace/Email logs showing access to the credential harvesting link.

This attempt to bypass MFA, known as an Office365 Shell WCSS attack, was likely achieved by inducing the target to enter their credentials and legitimate MFA token into the fake Microsoft login page. This was then relayed to Microsoft by the attacker and used to obtain a legitimate session. The attacker then reused the legitimate token to log into Exchange Online from a different IP and registered their own device for MFA.

Screenshot within Darktrace/Email of the phishing email that was released by the security team, showing the recipient clicked the link to file storage where the malicious payload was stored.
Figure 7: Screenshot within Darktrace/Email of the phishing email that was released by the security team, showing the recipient clicked the link to file storage where the malicious payload was stored.

Event Log showing a malicious login and MFA bypass at 17:57:16, shortly after the link was clicked.  Highlighted in green is activity from the legitimate user prior to the malicious login, using Edge.
Figure 8: Event Log showing a malicious login and MFA bypass at 17:57:16, shortly after the link was clicked.  Highlighted in green is activity from the legitimate user prior to the malicious login, using Edge. Highlighted in orange and red is the malicious activity using Chrome.

The IP addresses used by the attacker appear to be part of anonymization infrastructure, but are not associated with any known indicators of compromise (IoCs) that signature-based detections would identify [9] [10].

In addition to  logins being observed within half an hour of each other from multiple geographically impossible locations (San Francisco and Phoenix), the unexpected usage of Chrome browser, compared to Edge browser previously used, provided Darktrace with further evidence that this activity was unlikely to originate from the legitimate user.  Although the user was a salesperson who frequently travelled for their role, Darktrace’s Self-Learning AI understood that the multiple logins from these locations was highly unusual at the user and group level, and coupled with the subsequent unexpected account modification, was a likely indicator of account compromise.  

Accomplish mission

Although the email had been manually released by the security team, allowing the attack to propagate, additional layers of defense were triggered as Darktrace's Autonomous Response initiated “Disable User” actions upon detection of the multiple unusual logins and the unauthorized registration of security information.  

However, the customer had configured Autonomous Response to require human confirmation, therefore no actions were taken until the security team manually approved them over two hours later. In that time, access to mail items and other SharePoint files from the unusual IP address was detected, suggesting a potential loss of confidentiality to business data.

Advanced Search query showing several FilePreviewed and MailItemsAccessed events from either the IPs used by the attacker, or using the software Chrome.  Note some of the activity originated from Microsoft IPs which may be whitelisted by traditional security tools.
Figure 9: Advanced Search query showing several FilePreviewed and MailItemsAccessed events from either the IPs used by the attacker, or using the software Chrome.  Note some of the activity originated from Microsoft IPs which may be whitelisted by traditional security tools.

However, it appears that the attacker was able to maintain access to the compromised account, as login and mail access events from 199.231.85[.]153 continued to be observed until the afternoon of the next day.  

Conclusion

This incident demonstrates the necessity of AI to security teams, with Darktrace’s ActiveAI Security Platform detecting a sophisticated phishing attack where human judgement fell short and initiated a real-time response when security teams could not physically respond as fast.  

Security teams are very familiar with social engineering and impersonation attempts, but these attacks remain highly prevalent due to the widespread adoption of technologies that enable these techniques to be deployed with great sophistication and ease.  In particular, the popularity of information-rich platforms like LinkedIn that are geared towards connecting with unknown people make it an attractive initial access point for malicious attackers.

In the second half of 2023 alone, over 200 thousand fake profiles were reported by members on LinkedIn [11].  Fake profiles can be highly sophisticated, use professional images, contain compelling descriptions, reference legitimate company listings and present believable credentials.  

It is unrealistic to expect end users to defend themselves against such sophisticated impersonation attempts. Moreover, it is extremely difficult for human defenders to recognize every fraudulent interaction amidst a sea of fake profiles. Instead, defenders should leverage AI, which can conduct autonomous investigations without human biases and limitations. AI-driven security can ensure successful detection of fraudulent or malicious activity by learning what real users and devices look like and identifying deviations from their learned behaviors that may indicate an emerging threat.

Appendices

Darktrace Model Detections

DETECT/ Apps

SaaS / Compromise / SaaS Anomaly Following Anomalous Login

SaaS / Compromise / Unusual Login and Account Update

SaaS / Unusual Activity / Multiple Unusual External Sources For SaaS Credential

SaaS / Access / Unusual External Source for SaaS Credential Use

SaaS / Compliance / M365 Security Information Modified

RESPOND/ Apps

Antigena / SaaS / Antigena Suspicious SaaS Activity Block

Antigena / SaaS / Antigena Unusual Activity Block

DETECT & RESPOND/ Email

·      Link / High Risk Link + Low Sender Association

·      Link / New Correspondent Classified Link

·      Link / Watched Link Type

·      Antigena Anomaly

·      Association / Unknown Sender

·      History / New Sender

·      Link / Link to File Storage

·      Link / Link to File Storage + Unknown Sender

·      Link / Low Link Association

List of IoCs

·      142.252.106[.]251 - IP            - Possible malicious IP used by attacker during cloud account compromise

·      199.231.85[.]153 – IP - Probable malicious IP used by attacker during cloud account compromise

·      vukoqo.hebakyon[.]com – Endpoint - Credential harvesting endpoint

MITRE ATT&CK Mapping

·      Resource Development - T1586 - Compromise Accounts

·      Resource Development - T1598.003 – Spearphishing Link

·      Persistence - T1078.004 - Cloud Accounts

·      Persistence - T1556.006 - Modify Authentication Process: Multi-Factor Authentication

·      Reconnaissance - T1593.001 – Social Media

·      Reconnaissance - T1598 – Phishing for Information

·      Reconnaissance - T1589.001 – Credentials

·      Reconnaissance - T1591.002 – Business Relationships

·      Collection - T1111 – Multifactor Authentication Interception

·      Collection - T1539 – Steal Web Session Cookie

·      Lateral Movement - T1021.007 – Cloud Services

·      Lateral Movement - T1213.002 - Sharepoint

References

[1] Jessica Barker, Hacked: The secrets behind cyber attacks, (London: Kogan Page, 2024), p. 130-146.

[2] https://www.bitdefender.co.uk/blog/hotforsecurity/5-linkedin-scams-and-how-to-avoid-them/

[3] https://www.washingtonpost.com/technology/2023/08/31/linkedin-personal-posts/

[4] https://www.forbes.com/sites/joshbersin/2012/05/21/facebook-vs-linkedin-whats-the-difference/

[5] https://thelinkedblog.com/2022/3-reasons-why-you-should-make-your-profile-public-1248/

[6] https://www.linkedin.com/pulse/50-linkedin-statistics-every-professional-should-ti9ue

[7] https://www.nytimes.com/2022/09/24/business/linkedin-social-experiments.html

[8] https://darktrace.com/blog/the-domain-game-how-email-attackers-are-buying-their-way-into-inboxes

[9] https://spur.us/context/142.252.106[.]251

[10] https://spur.us/context/199.231.85[.]153

[11]https://www.statista.com/statistics/1328849/linkedin-number-of-fake-accounts-detected-and-removed

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 Wong
Cyber Security Analyst

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May 27, 2026

How to Evaluate AI Vendors: 5 Key categories for AI Adoption

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Understanding the AI buyers’ market

AI adoption has become a central topic of discussion in boardrooms, drawing growing interest from business leaders. Ultimately, organizations hope that an investment in AI technology will have tremendous returns. However, the process of buying an AI solution is not as straight forward as it appears on the surface.  

While business leaders may be eager to improve productivity across their operations, practitioners responsible for evaluating and selecting AI solutions may not always have the visibility or technical understanding needed to make the right decisions for their business. What is typically marketed as a holistic solution to their most critical problems is usually followed by uncertainty when AI tools are finally operationalized in real environments.

This guide is intended to support security leaders who are under growing pressure to adopt AI tools while navigating complex terminology, vendor claims, and increasingly crowded buying cycles. Ultimately, the goal is to help organizations evaluate and adopt AI in a safe, effective, and well-governed way. To support this, we’ve structured the evaluation framework across five key categories:

  1. Governance, safety, and data controls
  1. Data gathering and training
  1. Model and technique choice
  1. Performance and accuracy validation    
  1. Interpretability, adjustability, and transparency    

What buying AI looks like in cybersecurity

While investing in AI can bring immense benefits to your security team, 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.  

With acceleration in AI adoption, accompanied by the recent boom in agentic AI and autonomous agents, CISOs must look “beneath the hood" of these tools to understand how they work, how they are governed, and to ensure the system is secure and compliant with internal policies.

Challenges in the AI buyers’ marketplace  

The AI security software market is buzzing with hype and flashy promises, which, understandably, needs to be addressed with due diligence. Potential buyers, especially in the cybersecurity space, are hesitant when it comes to allowing AI autonomous capabilities across their workflows, and a lack of vendor transparency can exacerbate those feelings.  

Reinforcing this sentiment, research from this year's Darktrace’s State of AI Cybersecurity report shows where confidence and hesitancy emerge amongst potential buyers. On the one hand, security professionals agree that they have good visibility into the logic and reasoning processes their AI solutions use. However, they lack the explainability and trust to allow AI to take independent remedial action.

  • 89% say they have good visibility into the reasoning behind the outputs generated by AI solutions
  • 92% say they need to understand how a defensive AI tool makes decisions before they can trust it
  • Only 14% say they allow AI to act independently, performing autonomous actions without human approval
  • 74% say they are limiting the autonomy of AI taking action in their SOC until explainability improves

Given the desire for trust and explainability we are seeing from buyers, it's important for them to be equipped with the right questions to ask vendors during an assessment or POV of AI tools in order to demystify marketing hype from real operational outcomes.

Below is a list of categories in which buyers can assess AI vendors or AI Service Providers (AISPs) to help reach safe adoption and maximize their ROI.  

5 categories of AI vendor assessment

Darktrace groups these AI-related questions into 5 categories: governance, data and training, model and technique choice, performance validation, and interpretability and adjustability. By asking questions regarding each of these 5 categories, buyers can gain a deeper understanding of how an AISP’s systems work and whether they suit their business requirements.

Governance, safety, and data controls

Governance of AI systems is critical for all AISPs. Whether their platform is based around a single model, or is a more complex, composite AI solution, strong governance is essential to ensure the system is safe, robust, and reliable.

A simple question you could ask is:

What AI governance policies and frameworks do you follow, and/or certifications do you currently maintain?

For more questions you can ask vendors, download the full guide here.

Darktrace is certified to the ISO/IEC 42001 standard, the world’s first AI Management System (AIMS) standard. ISO/IEC 42001 addresses the unique ethical and technical challenges AI poses by setting out a structured way to manage risks such as transparency, accuracy, and misuse. This includes a commitment to ethical AI development, and effective management and monitoring of AI systems both prior to and continually after release.

Data gathering and training

Accurate, meaningful, and unbiased data gathering is the first important step in producing any AI system. An AI model trained using inaccurate, unbalanced, or poor-quality training data will fail to perform optimally.

To alleviate concerns regarding training data quality, a question you could ask is:

What steps do you take to prevent bias in your AI models and training data?

For more questions, download the full guide here.

AISPs should be able to provide information about the steps taken, workflows followed, and auditing performed to reduce AI bias where appropriate. While it’s sometimes impossible to fully remove bias from an AI model, appropriate actions should be taken to mitigate or reduce bias where relevant.

Model and technique choice

Different AI techniques are optimal for different tasks. For example, research from Gartner suggests that relying on a single “one-size-fits-all" model can lead to data gaps, especially in highly specialized domains.

To achieve more accurate and robust AI solutions, AI leaders should move beyond using just one model or technique, embrace composite AI practices, and adopt a holistic AI system perspective.

A straightforward question you could ask is simply:

What type(s) of AI model(s) do you utilize in your solution?

For more questions, download the full guide here.

While specific detailed information about custom systems used by AISPs is likely proprietary, buyers should expect vendors to be able to provide an overview of the broad techniques used. This will allow you as a buyer to determine if the type of model is appropriate for your use case.

Performance and accuracy validation  

Testing and evaluation of performance is essential for all AI systems. Performance analysis should be performed both before release and continually after release to identify potential data or model drift.  

A question you could ask to understand an AISPs testing workflow is:

How do you audit, test, evaluate, verify, and validate your AI model outputs?

For more questions, download the full guide here.

Testing workflows will likely vary depending on the type of model – measurements relevant to one system may not always be relevant to others. Assessment of systems should also extend beyond these standard accuracy and robustness tests, and should also feature physical performance, such as latency and resource consumption.  

Interpretability, adjustability, and transparency  

AI systems are typically a black box, simply providing an output without an explanation of how that output was attained. Interpretability and transparency are critical to ensure that both SOC teams and end-users trust the outputs of a system to be accurate and meaningful.

A question you could ask is:

How do you promote a trust relationship between human analysts and AI outputs?

For more questions, download the full guide here.

In the context of cybersecurity, trust and interpretability are even more essential. This is particularly relevant for generative AI-based systems (including most AI Agents), where the risk of hallucination can reduce trust in responses.

Cybersecurity systems often need to perform autonomous actions to block incoming threats – an email filtering system may hold potentially dangerous emails; a firewall may block malicious inbound connections. If SOC teams can’t trust these systems to perform accurately, these systems may be limited or disabled, critically reducing their defensive power.

Darktrace as an AI-native cybersecurity vendor

Darktrace has been building and applying AI in cybersecurity for over a decade, developing its capabilities alongside an increasingly complex and fast‑moving threat landscape. This experience has resulted in a mature, multi-layered approach to AI, which continuously learns the normal patterns of each organization to understand behavior, interpret context, and identify meaningful deviations — without relying on predefined rules or known attack signatures. Over time, this has enabled a proven behavioral understanding that helps uncover subtle signals of risk that may otherwise be missed.

With the backing of our ISO/IEC 42001 certification, stakeholders, customers, and partners can be confident that Darktrace is responsibly, ethically, and safely developing its AI systems, and managing the use of AI in day-to-day operations in a compliant and secure manner.  

Explore the principles behind Darktrace’s responsible AI approach, informed by collaboration with global experts in academia and governments, detailing how accountability, explainability, and continuous validation are built into its cybersecurity technology.

How Darktrace secures AI systems

Darktrace now brings these capabilities to monitor and respond to risk generated from AI systems across organizations with Darktrace / SECURE AI. This solution analyzes how prompts, agents, and systems are used within the context of each organization, bringing every AI interaction into a single view. This unique approach helps teams understand intent, assess risk, protect sensitive data, and enforce policy across both human and AI agent activity.

Stay up to date

Sign up for the Secure AI Readiness Program here: This gives you exclusive access to the latest news on the latest AI threats, updates on emerging approaches shaping AI security, and insights into the latest innovations, including Darktrace’s ongoing work in this area.

Ready to talk with a Darktrace expert on securing AI? Register here to receive practical guidance on the AI risks that matter most to your business, paired with clarity on where to focus first across governance, visibility, risk reduction, and long-term readiness.  

Further Reading on AI in cybersecurity

When deciding to invest in an AI solution, it’s important to understand what this means for you and your organization. The questions presented here are only a starting point in understanding an AI solution and whether it is appropriate for your use case.  

Gain deeper knowledge on applications of AI in cybersecurity and Darktrace’s multi-layered AI in the AI Arsenal White Paper.

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May 26, 2026

Journey of a Threat: How Multi-Layered AI Works in Darktrace / EMAIL

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Darktrace / EMAIL is an implementation of the Darktrace methodology – a multi-layered AI system built into a single product. As with other Darktrace products, Darktrace / EMAIL learns the expected behaviours of an organization and its employees to identify novel threats and anomalous activity.

The diagram below represents the architecture of Darktrace / EMAIL’s multi-layered AI: a structured visualization of how intelligence is built, step by step, from raw data to actionable insight. Each layer plays a distinct role, feeding into the next: collecting data, understanding behaviour, analysing intent, making decisions, and presenting clear outcomes.

It all starts with an email

In this blog, we’ll follow a malicious email as it passes through the Darktrace / EMAIL system, showing exactly what happens as it travels through each layer of the pyramid, from basic data extraction to AI-powered metric creation, and finally deciding on any autonomous actions.

Let’s take this example email. As an end-user, you can see that this is an obvious extortion attempt where an adversary is threatening legal action if money isn’t paid within 24 hours, but how does Darktrace figure that out?

Part 1: Data Gathering

Processing of an email begins on point-of-transit for all inbound, outbound, or lateral emails. The first step is to extract information directly. This includes taking information from the headers (such as sending and receiving addresses, sender IP address, routing, and authentication protocols), as well as extraction of raw HTML and CSS data from the email itself.

This directly extracted information only allows for immediate surface level analysis, such as identifying signature-based attacks (known malicious addresses / domains), but is insufficient for identifying novel threats, complex attacks, or potential email or vendor compromise. This is where Darktrace’s AI analysis shines.

In this example, the SPF, DKIM, and DMARC authentication all passed successfully, showing that even malicious emails can still bypass these signature-based checks. Even with this success, Darktrace will continue to analyse the email.

Diving deeper into the technical information, we can see further information extracted from the headers, including aggregations from the header information, historical calculations such as the frequency and volume of emails to and from a particular domain, and much more.

Part 2: Social Graphing

Social Graphing involves the analysis of sending and receiving behaviours of different mailboxes to create peer-groups. Mailboxes who often send and receive to and from the same mailboxes, or exhibit other correlated behaviours, will be clustered together using a collection of unsupervised AI clustering systems. These groups may represent uses in the same teams who perform similar activity, groups of external facing mailboxes which often receive unsolicited emails, or groups of VIP users (such as C-suite or executives).

Social graphing is an essential component of Darktrace’s pattern of life analysis. This clustering allows Darktrace to understand the responsibilities of individuals – for example, behaviours which are anomalous for one group of users may be completely expected of another group.

In our example, the email was sent to 3 different users within the organization. As part of the social graphing, an “Association Anomaly” is calculated which indicates the likelihood that these users would receive emails from this user or domain, based on historical patterns.

Part 3: Metric Calculation

Metrics are calculated for every email, representing more complex characteristics of an email which can’t be directly extracted. Darktrace / EMAIL features over 1000 unique metrics, calculated both algorithmically and using an ensemble of AI systems.

Algorithmically calculated (non-AI) metrics include further historical calculations, and counts of features such as code blocks, and hidden text, to name a few.

AI-driven metrics include Inducement Classification which uses Natural Language Processing to identify potential phishing, solicitation, or extortion attempts; Named Entity Recognition to identify PII and other sensitive data within an email to support Data Loss Prevention; and many more.

We can follow our example email through this process and view the outcome of these metric calculations. Looking at the language metrics for this email, we can see that our email has reported a high extortion inducement, along with identification of banking information and language indicating urgency.

Part 4: Evaluation and Combination Engine (models)

Once all metrics have been calculated for an email, it gets sent to an evaluation and combination engine where the metrics are compared against blocks of logic to determine if an email contains a threat. One key model which alerted for this example message was a model to tag and block extortion attempts.

Since our example email has a high inducement score for extortion, along the presence of a bitcoin wallet address in the message, this model alerts. When a model in the engine is activated, actions are taken – in this case adding a tag to the email to flag it as extortion in the console and hold the email to prevent it from reaching the end-user mailbox.

Part 5: Meta-Modelling and Actions

Once the models have been run, the actions are taken against the email. If the email hasn’t been blocked or held, this is the point where it will reach the end-user's mailbox.

In the Darktrace / EMAIL UI, all actions models which alerted for an email and actions taken as a result can be seen. At the top of this page, you can see the alert indicating an extortion attempt along with the action to hold the message.

Alongside this, a meta-classifier is used to calculate an overall anomaly score for each email, based on how much the email differs from the pattern of life for the user. The score of the email is boosted by any actions that have taken place.

Part 6: Campaign Clustering

All emails are passed through the Darktrace / EMAIL campaign clustering system. This system creates clusters based on related features within the emails to identify groups of emails with the same sender or intent.

In our case, the email was identified as part of a campaign, alongside other emails which were also identified as extortion attempts against a small group of recipients.

Email campaigns may have additional actions applied to them if the campaign is deemed malicious, and in this case, you can see that the autonomous response was to hold all emails in the campaign. This means that if an email manages to avoid being blocked in the evaluation and combination engine but gets identified as part of the campaign, the hold action will be applied to it retroactively.

Part 7: Cyber AI Analyst

Darktrace’s Cyber AI Analyst presents key information and anomaly indicators for each email, such as further information about authentication, specific metrics, or other identified anomalies and mismatches.

Cyber AI Analyst can also utilize data from Darktrace / EMAIL to enhance its investigation of incidents from other Darktrace products, correlating relevant information to build a fuller picture. More information about the Cyber AI Analyst is available in the Darktrace AI Arsenal.

Part 8: Data Presentation (UI)

Once all processing has taken place against the email, it is presented in the Darktrace / EMAIL UI. Here, members of the SOC team can investigate incidents and anomalies, interact with malicious emails to see why they were blocked, and much more.

Our email stands out here with its 100 anomaly score. Every email which passes through a Darktrace / EMAIL will undergo the same thorough and rigorous analysis to identify potential risks, apply autonomous actions where required, and will ultimately be assigned a score to be displayed here. By providing a single overall score in the UI, rather than presenting emails in full, Darktrace / EMAIL allows SOC teams to more easily identify which emails are most important to investigate, increasing efficiency and reducing alert fatigue.

Take the next step

Many email security tools on the market that claim to be AI-driven are in fact bolting AI onto attack-centric approaches, which rely on automating the identification of known threats. These approaches struggle, and will continue to struggle, with adapting to novel, AI-generated threats.

By analyzing every email within its deeply integrated, multi-layered AI system, Darktrace / EMAIL is able to identify the subtle threats that others miss. This depth not only improves detection accuracy, but enables confident, autonomous action, giving security teams clearer insight into AI outcomes and greater control while supporting users.

For a full deep dive into each stage of the AI system, check out the white paper: A Guide to the Multi-Layered AI in Darktrace / EMAIL

Learn more about securing AI in your enterprise.

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