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April 10, 2023

Detecting Malicious Email Activity & AI Impersonating

Discover how two different phishing attempts from some known and unknown senders used a payroll diversion and credential sealing box link to harm users.
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
Isabelle Cheong
Cyber Security Analyst
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10
Apr 2023

Social engineering has become widespread in the cyber threat landscape in recent years, and the near-universal use of social media today has allowed attackers to research and target victims more effectively. Social engineering involves manipulating users to carry out actions such as revealing sensitive information like login credentials or credit card details. It can also lead to user account compromises, causing huge disruption to an organization’s digital estate. 

As people use social media platforms not only for personal reasons, but also for business purposes, attackers gain information they can exploit in social engineering attacks. For example, a threat actor may attempt to impersonate a known individual or legitimate service to take advantage of a user’s established trust. This is a highly successful method of social engineering because mimicking known contacts makes it difficult for traditional security tools that rely on deny-lists to detect the attack.

In October 2022, Darktrace identified and responded to two separate malicious email campaigns in which threat actors attempted to impersonate known contacts in an effort to compromise customer devices. As it learns the normal behavior of every user in the email system, Darktrace was able to instantly detect these threats and mitigate them autonomously, preventing significant disruption to the customer networks.

Payroll Diversion Fraud Attempt Impersonating a Former Employee 

While a customer in the Canadian energy sector was trialing Darktrace in October 2022, Darktrace/Email™ identified a suspicious email seemingly sent from an employee within the organization. The email was sent to the Senior Director of Human Resources (HR) with a subject line of “Change in payroll Direct Deposit.” The email requested a change in bank account information for an employee. However, Darktrace recognized that the sender was using a free mail address that contained random letters, indicating it may have been algorithmically generated. Since this incident occurred during a trial, Darktrace/Email was not configured to take action. Otherwise, it would have prevented the email from landing in the inbox. In this case though, the email went through, bypassing all other security tools in place.

Although the email was from an unknown sender, the HR director believed the email could have been legitimate as the employee who appeared to be the sender had left the organization seven days prior and no longer had access to their corporate email account. However, after reviewing it in the Darktrace/Email dashboard, the customer grew suspicious and contacted the former employee directly to verify if the request was legitimate. The former employee validated the suspicions by confirming they had sent no such email.

Further investigation by the customer revealed that the former employee had been vocal about their departure on various social media platforms. This gave threat actors valuable information to believably impersonate the former employee and defraud the organization. 

Such attempts to target organizations’ HR departments and divert payroll are common tactics for cyber-criminals and are often identified by Darktrace/Email across the customer base. Darktrace/Email is able to instantly identify the indicators associated with these spoofing attempts and immediately bring them to the attention of the customer’s security team. 

Using Legitimate File Sharing Service to Share a Phishing Link 

On October 7, 2022, a customer in the Singaporean construction sector was targeted by a phishing campaign attempting to impersonate a law firm known to the organization. Almost 200 employees received an email with the subject line “Accepted: Valuation Agreement.” 

Figure 1: Sample of an UI view of the message held showing anomaly indicators, history, association, and validation.

Four days earlier, Darktrace observed communication between another email address associated with the law firm and an employee of the customer. Darktrace/Email noted that it was the first time this correspondent had sent emails to the customer. 

Figure 2: Metrics showing how well the sender’s domain is known within the digital environment.

The emails contained a highly unusual link to a file sharing service, (hxxps://ssvilvensstokes[.]app[.]box[.]com/notes), hidden behind the text “PREVIEW OR PRINT COPY OF DOCUMENT HERE.” Darktrace analysts investigated this event further and found that around 30 similar URLs had been identified as suspicious using OSINT security tools in October 2022, suggesting the customer was not the only target of this phishing campaign.

Figure 3: Preview of the phishing email’s body.
Figure 4: Darktrace’s evaluation of the link contained in the phishing email.

Additional OSINT work revealed that the link directed to a website which appeared to host a PDF file named “Valuation Agreement.” The recipient would then be prompted to follow another link (hulking-citrine-krypton[.]glitch[.]me), again hidden behind the text “OPEN OR ACCESS DOCUMENT HERE” to view the file. Subsequently, the user would be prompted to enter their Microsoft 365 credentials. 

Figure 5: The page displayed when the phishing link was clicked, viewed in a sandbox environment.
Figure 6: Example of a page shown when recipient clicks the second link, accessing “hulking-citrine-krypton[.]glitch[.]me”. 

This page contained the text “This document has been scanned for viruses by Norton Antivirus Security.” This is another example of threat actors’ employing social engineering techniques by impersonating well-known brands, such as established security vendors, to gain the trust of users and increase their likelihood of success.

It is highly probable that a real employee of the law firm had their account hijacked and that a malicious actor was exploiting it to send out these phishing emails en masse as part of a supply chain attack. In such cases, malicious actors rely on their targets’ trust of known contacts to not question departures from their normal conversations. 

Darktrace was able to instantly detect multiple anomalies in these emails, despite the fact that they were seemingly sent by known correspondents. The activity detected automatically triggered model breaches associated with unexpected and visually prominent links. As a result, Darktrace/Email responded by locking the link, stopping users from being able to click it.

Darktrace subsequently identified additional emails from this sender attempting to target other recipients within the company, triggering the model breaches associated with a surge in email sending indicative of a phishing campaign. In response, Darktrace/Email autonomously acted and filed these emails as junk. As more emails were detected across the customer’s environment, the anomaly score of the sender increased and Darktrace ultimately held back over 160 malicious emails, safeguarding recipients from potential account compromise.           

The following Darktrace/Email models were breached throughout the course of this phishing campaign:

  • Unusual/Sender Surge 
  • Unusual/Undisclosed Recipients 
  • Antigena Anomaly 
  • Association/Unlikely Recipient Association 
  • Link/Low Link Association 
  • Link/Visually Prominent Link 
  • Link/Visually Prominent Link Unexpected For Sender 
  • Unusual/New Sender Wide Distribution
  • Unusual/Undisclosed Recipients + New Address Known Domain

Conclusion

Social engineering plays a role in many of the major threats challenging current email cyber security, as attackers can use it to manipulate users into transferring money, revealing credentials, clicking malicious links, and more. 

The above threat stories happened before language generating AI became mainstream with the release of ChatGPT in December 2022. Now, it is even easier for malicious actors to generate sophisticated social engineering emails. By using social media posts as input, social engineering emails written by generative AI can be highly targeted and produced at scale. They often avoid the flags users are trained to look for, like poor grammar and spelling mistakes, and can hide payloads or forgo them entirely.

To mitigate the risk of possible social engineering attempts, it is recommended that organizations implement social media policies that advise employees to be cautious of what they post online and enact procedures to verify if fund transfer requests are legitimate.

Yet these policies are not enough on their own. Darktrace/Email can identify suspicious email traits, whether an email is sent from a known correspondent or an unknown sender. With Self-Learning AI, it knows an organization’s users better than any impersonator could. In this way, Darktrace/Email detects anomalies within emails and neutralizes malicious components at machine-speed, stopping attacks at their earliest stages, before employees fall victim. 

Appendices

List of Indicators of Compromise (IoCs)

Domain:

hxxps://ssvilvensstokes[.]app[.]box[.]com/notes/*?s=* - 1st external link (seen in email)

hxxps://hulking-citrine-krypton[.]glitch[.]me/flk.html - 2nd external link, masked behind “OPEN OR ACCESS DOCUMENT HERE”

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
Isabelle Cheong
Cyber Security Analyst

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October 23, 2025

Patch Smarter, Not Harder: Now Empowering Security Teams with Business-Aligned Threat Context Agents

Patch Smarter, Not Harder: Now Empowering Security Teams with Business-Aligned Threat Context Agents Default blog imageDefault blog image

Most risk management programs remain anchored in enumeration: scanning every asset, cataloging every CVE, and drowning in lists that rarely translate into action. Despite expensive scanners, annual pen tests, and countless spreadsheets, prioritization still falters at two critical points.

Context gaps at the device level: It’s hard to know which vulnerabilities actually matter to your business given existing privileges, what software it runs, and what controls already reduce risk.

Business translation: Even when the technical priority is clear, justifying effort and spend in financial terms—especially across many affected devices—can delay action. Especially if it means halting other areas of the business that directly generate revenue.

The result is familiar: alert fatigue, “too many highs,” and remediation that trails behind the threat landscape. Darktrace / Proactive Exposure Management addresses this by pairing precise, endpoint‑level context with clear, financial insight so teams can prioritize confidently and mobilize faster.

A powerful combination: No-Telemetry Endpoint Agent + Cost-Benefit Analysis

Darktrace / Proactive Exposure Management now uniquely combines technical precision with business clarity in a single workflow.  With this release, Darktrace / Proactive Exposure Management delivers a more holistic approach, uniting technical context and financial insight to drive proactive risk reduction. The result is a single solution that helps security teams stay ahead of threats while reducing noise, delays, and complexity.

  • No-Telemetry Endpoint: Collects installed software data and maps it to known CVEs—without network traffic—providing device-level vulnerability context and operational relevance.
  • Cost-Benefit Analysis for Patching: Calculates ROI by comparing patching effort with potential exploit impact, factoring in headcount time, device count, patch difficulty, and automation availability.

Introducing the No-Telemetry Endpoint Agent

Darktrace’s new endpoint agent inventories installed software on devices and maps it to known CVEs without collecting network data so you can prioritize using real device context and available security controls.

By grounding vulnerability findings in the reality of each endpoint, including its software footprint and existing controls, teams can cut through generic severity scores and focus on what matters most. The agent is ideal for remote devices, BYOD-adjacent fleets, or environments standardizing on Darktrace, and is available without additional licensing cost.

Darktrace / Proactive Exposure Management user interface
Figure 1: Darktrace / Proactive Exposure Management user interface

Built-In Cost-Benefit Analysis for Patching

Security teams often know what needs fixing but stakeholders need to understand why now. Darktrace’s new cost-benefit calculator compares the total cost to patch against the potential cost of exploit, producing an ROI for the patch action that expresses security action in clear financial terms.

Inputs like engineer time, number of affected devices, patch difficulty, and automation availability are factored in automatically. The result is a business-aligned justification for every patching decision—helping teams secure buy-in, accelerate approvals, and move work forward with one-click ticketing, CSV export, or risk acceptance.

Darktrace / Proactive Exposure Management Cost Benefit Analysis
Figure 2: Darktrace / Proactive Exposure Management Cost Benefit Analysis

A Smarter, Faster Approach to Exposure Management

Together, the no-telemetry endpoint and Cost–Benefit Analysis advance the CTEM motion from theory to practice. You gain higher‑fidelity discovery and validation signals at the device level, paired with business‑ready justification that accelerates mobilization. The result is fewer distractions, clearer priorities, and faster measurable risk reduction. This is not from chasing every alert, but by focusing on what moves the needle now.

  • Smarter Prioritization: Device‑level context trims noise and spotlights the exposures that matter for your business.
  • Faster Decisions: Built‑in ROI turns technical urgency into executive clarity—speeding approvals and action.
  • Practical Execution: Privacy‑conscious endpoint collection and ticketing/export options fit neatly into existing workflows.
  • Better Outcomes: Close the loop faster—discover, prioritize, validate, and mobilize—on the same operating surface.

Committed to innovation

These updates are part of the broader Darktrace release, which also included:

1. Major innovations in cloud security with the launch of the industry’s first fully automated cloud forensics solution, reinforcing Darktrace’s leadership in AI-native security.

2. Darktrace Network Endpoint eXtended Telemetry (NEXT) is revolutionizing NDR with the industry’s first mixed-telemetry agent using Self-Learning AI.

3. Improvements to our OT product, purpose built for industrial infrastructure, Darktrace / OT now brings dedicated OT dashboard, segmentation-aware risk modeling, and expanded visibility into edge assets and automation protocols.

Join our Live Launch Event

When? 

December 9, 2025

What will be covered?

Join our live broadcast to experience how Darktrace is eliminating blind spots for detection and response across your complete enterprise with new innovations in Agentic AI across our ActiveAI Security platform. Industry leaders from IDC will join Darktrace customers to discuss challenges in cross-domain security, with a live walkthrough reshaping the future of Network Detection & Response, Endpoint Detection & Response, Email Security, and SecOps in novel threat detection and autonomous investigations.

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About the author
Kelland Goodin
Product Marketing Specialist

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October 23, 2025

Darktrace Announces Extended Visibility Between Confirmed Assets and Leaked Credentials from the Deep and Dark Web

Darktrace Announces Extended Visibility Between Confirmed Assets and Leaked Credentials from the Deep and Dark Web Default blog imageDefault blog image

Why exposure management needs to evolve beyond scans and checklists

The modern attack surface changes faster than most security programs can keep up. New assets appear, environments change, and adversaries are increasingly aided by automation and AI. Traditional approaches like periodic scans, static inventories, or annual pen tests are no longer enough. Without a formal exposure program, many businesses are flying blind, unaware of where the next threat may emerge.

This is where Continuous Threat Exposure Management (CTEM) becomes essential. Introduced by Gartner, CTEM helps organizations continuously assess, validate, and improve their exposure to real-world threats. It reframes the problem: scope your true attack surface, prioritize based on business impact and exploitability, and validate what attackers can actually do today, not once a year.

With two powerful new capabilities, Darktrace / Attack Surface Management helps organizations evolve their CTEM programs to meet the demands of today’s threat landscape. These updates make CTEM a reality, not just a strategy.

Too much data, not enough direction

Modern Attack Surface Management tools excel at discovering assets such as cloud workloads, exposed APIs, and forgotten domains. But they often fall short when it comes to prioritization. They rely on static severity scores or generic CVSS ratings, which do not reflect real-world risk or business impact.

This leaves security teams with:

  • Alert fatigue from hundreds of “critical” findings
  • Patch paralysis due to unclear prioritization
  • Blind spots around attacker intent and external targeting

CISOs need more than visibility. They need confidence in what to fix first and context to justify those decisions to stakeholders.

Evolving Attack Surface Management

Attack Surface Management (ASM) must evolve from static lists and generic severity scores to actionable intelligence that helps teams make the right decision now.

Joining the recent addition of Exploit Prediction Assessment, which debuted in late June 2025, today we’re introducing two capabilities that push ASM into that next era:

  • Exploit Prediction Assessment: Continuously validates whether top-priority exposures are actually exploitable in your environment without waiting for patch cycles or formal pen tests.  
  • Deep & Dark Web Monitoring: Extends visibility across millions of sources in the deep and dark web to detect leaked credentials linked to your confirmed domains.
  • Confidence Score: our newly developed AI classification platform will compare newly discovered assets to assets that are known to belong to your organization. The more these newly discovered assets look similar to assets that belong to your organization, the higher the score will be.

Together, these features compress the window from discovery to decision, so your team can act with precision, not panic. The result is a single solution that helps teams stay ahead of attackers without introducing new complexities.

Exploit Prediction Assessment

Traditional penetration tests are invaluable, but they’re often a snapshot of that point-in-time, are potentially disruptive, and compliance frameworks still expect them. Not to mention, when vulnerabilities are present, teams can act immediately rather than relying solely on information from CVSS scores or waiting for patch cycles.  

Unlike full pen tests which can be obtrusive and are usually done only a couple times per year, Exploit Prediction Assessment is surgical, continuous, and focused only on top issues Instead of waiting for vendor patches or the next pen‑test window. It helps confirm whether a top‑priority exposure is actually exploitable in your environment right now.  

For more information on this visit our blog: Beyond Discovery: Adding Intelligent Vulnerability Validation to Darktrace / Attack Surface Management

Deep and Dark Web Monitoring: Extending the scope

Customers have been asking for this for years, and it is finally here. Defense against the dark web. Darktrace / Attack Surface Management’s reach now spans millions of sources across the deep and dark web including forums, marketplaces, breach repositories, paste sites, and other hard‑to‑reach communities to detect leaked credentials linked to your confirmed domains.  

Monitoring is continuous, so you’re alerted as soon as evidence of compromise appears. The surface web is only a fraction of the internet, and a sizable share of risk hides beyond it. Estimates suggest the surface web represents roughly ~10% of all online content, with the rest gated or unindexed—and the TOR-accessible dark web hosts a high proportion of illicit material (a King’s College London study found ~57% of surveyed onion sites contained illicit content), underscoring why credential leakage and brand abuse often appear in places traditional monitoring doesn’t reach. Making these spaces high‑value for early warning signals when credentials or brand assets appear. Most notably, this includes your company’s reputation, assets like servers and systems, and top executives and employees at risk.

What changes for your team

Before:

  • Hundreds of findings, unclear what to start with
  • Reactive investigations triggered by incidents

After:

  • A prioritized backlog based on confidence score or exploit prediction assessment verification
  • Proactive verification of exposure with real-world risk without manual efforts

Confidence Score: Prioritize based on the use-case you care most about

What is it?

Confidence Score is a metric that expresses similarity of newly discover assets compared to the confirmed asset inventory. Several self-learning algorithms compare features of assets to be able to calculate a score.

Why it matters

Traditional Attack Surface Management tools treat all new discovery equally, making it unclear to your team how to identify the most important newly discovered assets, potentially causing you to miss a spoofing domain or shadow IT that could impact your business.

How it helps your team

We’re dividing newly discovered assets into separate insight buckets that each cover a slightly different business case.

  • Low scoring assets: to cover phishing & spoofing domains (like domain variants) that are just being registered and don't have content yet.
  • Medium scoring assets: have more similarities to your digital estate, but have better matching to HTML, brand names, keywords. Can still be phishing but probably with content.
  • High scoring assets: These look most like the rest of your confirmed digital estate, either it's phishing that needs the highest attention, or the asset belongs to your attack surface and requires asset state confirmation to enable the platform to monitor it for risks.

Smarter Exposure Management for CTEM Programs

Recent updates to Darktrace / Attack Surface Management directly advance the core phases of Continuous Threat Exposure Management (CTEM): scope, discover, prioritize, validate, and mobilize. The new Exploit Prediction Assessment helps teams validate and prioritize vulnerabilities based on real-world exploitability, while Deep & Dark Web Monitoring extends discovery into hard-to-reach areas where stolen data and credentials often surface. Together, these capabilities reduce noise, accelerate remediation, and help organizations maintain continuous visibility over their expanding attack surface.

Building on these innovations, Darktrace / Attack Surface Management empowers security teams to focus on what truly matters. By validating exploitability, it cuts through the noise of endless vulnerability lists—helping defenders concentrate on exposures that represent genuine business risk. Continuous monitoring for leaked credentials across the deep and dark web further extends visibility beyond traditional asset discovery, closing critical blind spots where attackers often operate. Crucially, these capabilities complement, not replace, existing security controls such as annual penetration tests, providing continuous, low-friction validation between formal assessments. The result is a more adaptive, resilient security posture that keeps pace with an ever-evolving threat landscape.

If you’re building or maturing a CTEM program—and want fewer open exposures, faster remediation, and better outcomes, Darktrace / Attack Surface Management’s new Exploit Prediction Assessment and Deep & Dark Web Monitoring are ready to help.

  • Want a more in-depth look at how Exploit Prediction Assessment functions? Read more here

Committed to innovation

These updates are part of the broader Darktrace release, which also included:

1. Major innovations in cloud security with the launch of the industry’s first fully automated cloud forensics solution, reinforcing Darktrace’s leadership in AI-native security.

2. Darktrace Network Endpoint eXtended Telemetry (NEXT) is revolutionizing NDR with the industry’s first mixed-telemetry agent using Self-Learning AI.

3. Improvements to our OT product, purpose built for industrial infrastructure, Darktrace / OT now brings dedicated OT dashboard, segmentation-aware risk modeling, and expanded visibility into edge assets and automation protocols.

Join our Live Launch Event

When? 

December 9, 2025

What will be covered?

Join our live broadcast to experience how Darktrace is eliminating blind spots for detection and response across your complete enterprise with new innovations in Agentic AI across our ActiveAI Security platform. Industry leaders from IDC will join Darktrace customers to discuss challenges in cross-domain security, with a live walkthrough reshaping the future of Network Detection & Response, Endpoint Detection & Response, Email Security, and SecOps in novel threat detection and autonomous investigations.

Continue reading
About the author
Kelland Goodin
Product Marketing Specialist
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