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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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25
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 26, 2026

The CIP-015 Countdown: What Utilities Should Be Doing Before October 2028

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CIP-015 what you need to know

The electric sector already knows CIP-015 is coming. The better question is whether utilities are using the time before October 1, 2028 to build an Internal Network Security Monitoring program that is defensible, auditable, and operationally useful.

I have spent most of my OT cybersecurity career around the power sector, from early NERC CIP program work as an asset owner, to consulting with utilities ranging from small municipalities and rural cooperatives to some of the largest power companies in the country, to now working with technology that helps organizations improve visibility and detection across IT and OT. One lesson has been consistent across all of those roles: compliance is not just about having a control in place. It is about being able to prove the control works.

That is where CIP-015 becomes important.

The standard is not simply asking utilities to deploy a tool inside the Electronic Security Perimeter and call the job done. CIP-015 is about improving the probability of detecting anomalous or unauthorized network activity so that organizations can improve response and recovery from an attack. That purpose is directly stated in the standard itself. (NERC)

The real work between now and October 2028 is not just buying technology. It is building an INSM capability that can collect the right data, detect meaningful activity, support evaluation, retain the right evidence, and protect that evidence from unauthorized deletion or modification.

Why CIP-015 exists

CIP-015 exists because perimeter security alone does not solve the internal visibility problem.

For years, many CIP controls have focused heavily on access management, segmentation, patching, logging, training, and other security practices that help reduce the likelihood of unauthorized access. Those controls still matter. But they do not fully answer what happens after an attacker, insider, compromised vendor account, misused credential, or malicious activity is already operating inside a trusted environment.

NERC’s technical rationale explains that Internal Network Security Monitoring focuses on the collection and analysis of network communications inside a “trust zone,” such as an ESP. In other words, CIP-015 is not only about defending the edge. It is about understanding what is happening inside the environment once traffic is already within the trusted zone. (NERC)

That is the internal visibility gap utilities need to close.

Why traditional security monitoring does not fully satisfy CIP-015

One mistake utilities should avoid is assuming that existing security event monitoring automatically solves CIP-015.

Many organizations already have logging programs tied to CIP-007, SIEM use cases, host-level security events, authentication logs, malware alerts, and incident response workflows. Those capabilities remain valuable, but they are not the same as Internal Network Security Monitoring.

Security event monitoring often tells you what happened on or to a system. INSM is intended to help show what is happening between systems, across network communications, devices, connections, and internal traffic patterns. That distinction is especially important in OT environments where adversaries may use legitimate pathways, valid credentials, native protocols, remote access, engineering workstations, or trusted systems to move inside the environment.

CIP-015 pushes utilities toward a different level of visibility: not just “did a system log something,” but “can we see and evaluate anomalous or unauthorized activity occurring inside the ESP?”

What CIP-015 requires

At a high level, CIP-015-1 requires three core capabilities.

Requirement R1: Monitoring internal network activity  

First, under Requirement R1, Responsible Entities must implement, using a risk-based rationale, network data feeds to monitor network activity, including connections, devices, and network communications. They must also implement one or more methods to detect anomalous network activity using those feeds, and one or more methods to evaluate detected anomalous activity to determine further actions.

Requirement R2: Retaining INSM data for investigations

Second, under Requirement R2, entities must retain INSM data associated with anomalous network activity at least until the related evaluation and action are complete. The standard also notes that entities are not required to retain INSM data that is not relevant to detected anomalous activity.

Requirement R3: Protecting monitoring data from tampering

Third, under Requirement R3, entities must protect INSM data collected for R1 and retained for R2 from unauthorized deletion or modification.

Those requirements may sound straightforward, but implementation is where the challenge begins.

What should utilities be asking themselves for CIP-015?

  • Where are we collecting network data inside the ESP, and why are those feeds defensible?
  • What methods are we using to detect anomalous network activity?
  • How do we distinguish meaningful anomalous behavior from normal operational change?
  • Who evaluates detections, and how are decisions documented?
  • What data is retained, and how is it protected from unauthorized deletion or modification?
  • Can we produce evidence that proves this process has worked over time?

Those answers matter because auditors will not be looking for marketing claims. They will be looking for evidence.

Why anomaly detection is central to CIP-015 compliance

One of the most important parts of CIP-015 is also one of the easiest to oversimplify: the word anomalous.

NERC’s technical rationale provides useful context. It explains that, as used in CIP-015, “anomalous” refers to unexpected, undesired, unusual, or undetermined network traffic. It also makes clear that the term does not refer to any single proprietary technology commonly marketed as “anomaly detection.”

Understanding static baselines vs true anomaly detection

A static baseline is not the same thing as meaningful anomaly detection. If a platform observes traffic for a limited period of time, assumes that observed behavior is “normal,” and then flags future deviations without deeper context, the result can be noisy, brittle, and operationally frustrating.

In real OT environments, “normal” is not fixed. Maintenance windows, vendor access, failovers, engineering changes, testing activity, backup jobs, and operational shifts can all change behavior. Detection has to keep learning and understand context. Otherwise, the organization may end up with alerts that are technically anomalous but not practically useful.

CIP-015 is not just about producing anomalies. It is about producing meaningful detections that can be evaluated, documented, and acted upon.

What should utilities consider when looking for anomaly detection tools

Some technologies were built around behavioral analysis and anomaly detection long before CIP-015 existed. What practitioners should look for is if the technology behind the phrase can identify meaningful deviations, provide context, reduce noise, and support the evaluation and evidence expectations of the standard.

Utilities should be cautious of vendor positioning that treats “anomaly” as a simple compliance keyword. This is especially important when evaluating tools historically built around signature-based, threat-based, or rule-based detection methods that are now being positioned as anomaly detection because CIP-015 uses the term.

A platform does not solve CIP-015 simply because it can baseline traffic or generate alerts when something changes.

The question is not: Can this tool create alerts?

The question is: Can this tool identify meaningful anomalous activity with enough context, prioritization, and evidence to support evaluation and response?

Why evidence and audit readiness matter for CIP-015

In NERC CIP, the control is only part of the story. Evidence is the part that proves the control existed, worked, and was followed.

That is why CIP-015 readiness should not be treated as a simple deployment project. It should be treated as a compliance operations and evidence program.

What auditors will expect utilities to prove

For R1, examples of evidence include documentation of network data feeds and the risk-based rationale for selecting them, anomalous network detection events, INSM configuration settings, communication baselines or other detection methods, methods used to evaluate anomalous activity, and actions taken in response to detected anomalies.

For R2, evidence may include documentation of the retention process, system configurations, or system-generated reports showing retention timelines sufficient to support evaluation. For R3, evidence may include documentation showing how INSM data is protected from unauthorized deletion or modification.

Common evidence gaps that can create compliance risk

If an entity implements a platform that generates noisy detections, lacks context, does not retain the right data, cannot demonstrate how data is protected, or cannot produce useful audit evidence, the issue may not become obvious until much later. By then, an organization may discover during an audit that it cannot prove what it thought it had implemented.

That is a bad place to be.

CIP evidence gaps can create exposure that goes back over time, not just to the day the audit finding is discovered. This is why utilities need to validate the process early. Do not wait until an audit cycle to find out whether your INSM approach can stand up to scrutiny.

How utilities should prepare for CIP-015 before 2028

October 2028 may sound far away, but in utility planning terms, it is not.

Utilities should already be moving through a structured readiness process.

Assessing internal network visibility across trusted environments

Start with scope. Identify the applicable High and Medium Impact BES Cyber Systems, the relevant ESPs, and the environments where INSM requirements will apply. Then map current visibility. Where do you already have useful network monitoring? Where are you relying mostly on logs, perimeter controls, or assumptions? Where do you have limited east-west visibility inside trusted environments?

Building a defensible network data feed strategy

Next, define the network data feed strategy. CIP-015 requires a risk-based rationale, so the organization should be able to explain why specific feeds were selected and how they support detection of anomalous activity across relevant connections, devices, and communications.

Validating anomaly detection workflows

Then validate the detection method. This is where utilities need to go deeper than vendor claims. Ask how the platform identifies anomalous activity. Ask how it reduces noise. Ask what context is provided for evaluation. Ask how it handles changes in normal operations. Ask what evidence is retained and how that evidence can be produced.

Testing evidence retention and protection processes

After that, build the evaluation workflow. Who reviews detections? How are anomalies classified as benign, abnormal but not suspicious, suspicious, or potentially malicious? When does an event move into CIP-008 incident response? What documentation is created during that process?

Finally, test evidence production. Utilities should be able to show detection records, configuration settings, evaluation notes, response actions, retention records, and data protection controls before an auditor asks for them.

Where Darktrace Fits into CIP-015

This is where technology matters, but only as part of the broader program.

Darktrace was built on self-learning anomaly detection long before CIP-015 created a new compliance driver around anomalous network activity. Its value is rooted in continuous behavioral understanding, multiple analytical techniques, and the ability to identify meaningful deviations across complex IT and OT environments. That matters because CIP-015 requires more than basic alerting. It requires detection that supports evaluation, evidence, and action.

This IT and OT visibility is especially important in power utility environments. High and Medium Impact environments are not made up only of industrial protocols and field devices. Control centers, operational workstations, engineering workstations, servers, remote access systems, domain services, printers, and other enterprise-class assets often sit inside or adjacent to critical operational environments. A useful INSM capability should understand a wide range of communications across both IT and OT, not only traditional industrial protocols like Modbus, DNP3, or IEC 61850.

That distinction matters because “protocol support” can mean very different things. Identifying that a protocol is present is not the same as performing deeper packet analysis that can provide behavioral context, richer protocol understanding, and meaningful detection across the communications actually used inside the environment. For CIP-015, utilities should be asking whether a platform can help evaluate activity across both enterprise and industrial communications, because real power utility environments are rarely “OT-only.”

This is also why utilities should look carefully at how vendors use the word “anomaly.” Some platforms were designed around behavioral understanding and anomaly detection long before CIP-015 created a new compliance driver. Others may now be adopting the language because the standard uses the term. The difference matters. Utilities should ask whether the platform’s detection approach is foundational to the technology, or simply a new label applied to existing signature-based, threat-based, or rule-based methods.

In OT environments, detection quality matters. Utilities do not need more noise. They need visibility into internal communications, confidence in what is normal, context when something changes, and prioritization that helps security and operations teams focus on what matters.

A strong INSM program should help utilities move from raw monitoring to operational confidence. It should support east-west visibility, better anomaly evaluation, defensible evidence retention, protection of monitoring data, and alignment between compliance and security outcomes.

That is the right way to think about CIP-015.

Not as “deploy a tool and move on.”But as “build a capability that can be trusted, operated, and proven.”

CIP-015 is about proving your INSM capability works

The CIP-015 countdown is real, but the countdown itself is not the whole story.

The real story is what utilities do with the time that remains.

Organizations that treat CIP-015 as a checkbox may be able to say they deployed something. But organizations that treat it as an opportunity to close the internal visibility gap will gain something much more valuable: better detection, better response, better evidence, and stronger operational resilience.

The question utilities should be asking now is not whether they can produce more alerts before October 2028.

The question is whether they can prove their INSM capability actually works.

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About the author
Jeffrey Macre
Principal Industrial Security Solutions Architect

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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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About the author
Jamie Bali
Technical Author (AI) Developer
Your data. Our AI.
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