Detecting Vendor Email Compromise in Supply Chain Attacks
24
Mar 2021
Learn how Antigena Email stopped a supply chain attack by identifying a behavioral shift in the emails, while still allowing legitimate traffic through.
Supply chain account takeover – also known as Vendor Email Compromise — is the single most pressing issue facing email security at the moment. There has been a wave of high-profile supply chain attacks recently and this trend will only increase over 2021 as cyber-criminals continue to find success in such methods. Traditional security tools are powerless to stop such attacks: since the malicious emails come from trusted partners and suppliers, they slip through the gateway.
The recent SolarWinds cyber-attack shows just how devastating a supply chain compromise can be. Business partnerships are more complex than ever, which means that a single breach can affect dozens of organizations at all levels of a global supply chain, from small local companies to government departments.
This blog examines a compromised third-party provider which sent malicious emails to a customer trialing Antigena Email. Despite the emails coming from a trusted source, the AI technology recognized a behavioral shift – that they were anomalous when compared with the previous behavior of the sender. When the contact realized their account had been compromised and issued a warning via email to their regular contacts, Antigena recognized these emails as benign. But as the attacker continued sending emails of a malicious nature on their account, those threatening emails, which bypassed the company’s other security tools, were held back by Darktrace.
Supply chain compromise
Let’s set the scene. The company in question is one of the world’s largest beverage suppliers with around 15,000 email users alone. It has a sprawling global supply chain with many partners and trusted vendors. After one of these third parties was compromised, malicious actors sent phishing emails across the supply chain to compromise as many organizations as they could. Our beverage company was one of the main targets.
The trusted relationship with the third party can be seen through Darktrace’s Email tags, which were applied to the previous legitimate emails sent in from the supplier.
Figure 1: A snapshot of Antigena Email’s interface
Shortly after this legitimate email was seen, a wave of new emails came in from the same account. Using this authentic traffic to their advantage, the attacker successfully evaded other tools and blended into legitimate communications. In supply chain attacks, such camouflage is key to a successful compromise.
However, due to slight changes in the behavior of the sender when compared with their previous history, Darktrace was able to identify that the account had been compromised, shown by the Out of Character and Suspicious Link tags.
Figure 2: A snapshot of Antigena Email’s interface
Darktrace’s AI detected a range of anomalies, including:
the source of the email;
the nature of the links and their association with the company;
the language and intention of the email body.
These extremely subtle shifts in email can only be detected by using Darktrace’s sophisticated unsupervised machine learning approach. By understanding how the user typically acts and interacts with their peers and other organizations, Darktrace’s AI is able to identify anomalous behavior that indicates account takeover and impersonation.
Attack breakdown: Doubting the trustworthy
In the emails, there was a link directing the user to a legitimate file storage site (‘canva.com’), which was being used to host a malicious payload. This tactic is commonly used by cyber-criminals to bypass legacy security gateways, because traditional gateways fail to defend against malicious file storage links using reputation checks, since the domains themselves are legitimate.
Antigena Email, however, identified that this email did not belong and flagged the email as 100% anomalous. The figure below shows three of the malicious emails, and the scores assigned to them by Antigena Email’s machine learning. The top email is the supplier emailing the company legitimately, to warn of the compromised account. Despite arriving shortly after the malicious emails, the email was given only a 31% threat score, with no actions suggested. This proves just how valuable Antigena Email is not only in stopping the bad emails, but also in accurately identifying benign emails – ensuring it does not interfere with legitimate communication.
Figure 3: Antigena Email clearly distinguishes the benign communication from harmful emails
Antigena Email’s action of choice was to hold the emails back from the inbox entirely, protecting the recipient from any potential solicitation or attempt to take communications to a less secure platform.
Blind trust: The rise of supply chain attacks
This year will undoubtedly see the highly lucrative supply chain fraud continue to rise, as cyber-criminals focus on the weakest links and target partners and suppliers to gain a foothold in a range of organizations. In fact, it is likely that supply chain attacks will become more common than CEO fraud this year. Whereas the C-suite are often well protected by vigilant security teams, third parties offer a plethora of ways into a company. Security teams are blind to third-party environments and gateways rarely flag emails which come from legitimate sources.
Antigena Email is the only email security technology which looks at each individual email in the wider context of the organization, the recipient, and past interactions with the sender, stopping anomalous emails sent with malicious intent, no matter who has sent them.
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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.
Author
Dan Fein
VP, Product
Based in New York, Dan joined Darktrace’s technical team in 2015, helping customers quickly achieve a complete and granular understanding of Darktrace’s product suite. Dan has a particular focus on Darktrace/Email, ensuring that it is effectively deployed in complex digital environments, and works closely with the development, marketing, sales, and technical teams. Dan holds a Bachelor’s degree in Computer Science from New York University.
Unifying IT & OT With AI-Led Investigations for Industrial Security
As industrial environments modernize, IT and OT networks are converging to improve efficiency, but this connectivity also creates new attack paths. Previously isolated OT systems are now linked to IT and cloud assets, making them more accessible to attackers.
While organizations have traditionally relied on air gaps, firewalls, data diodes, and access controls to separate IT and OT, these measures alone aren’t enough. Threat actors often infiltrate IT/Enterprise networks first then exploit segmentation, compromising credentials, or shared IT/OT systems to move laterally, escalate privileges, and ultimately enter the OT network.
To defend against these threats, organizations must first ensure they have complete visibility across IT and OT environments.
Visibility: The first piece of the puzzle
Visibility is the foundation of effective industrial cybersecurity, but it’s only the first step. Without visibility across both IT and OT, security teams risk missing key alerts that indicate a threat targeting OT at their earliest stages.
For Attacks targeting OT, early stage exploits often originate in IT environments, adversaries perform internal reconnaissance among other tactics and procedures but then laterally move into OT first affecting IT devices, servers and workstations within the OT network. If visibility is limited, these threats go undetected. To stay ahead of attackers, organizations need full-spectrum visibility that connects IT and OT security, ensuring no early warning signs are missed.
However, visibility alone isn’t enough. More visibility also means more alerts, this doesn’t just make it harder to separate real threats from routine activity, but bogs down analysts who have to investigate all these alerts to determine their criticality.
Investigations: The real bottleneck
While visibility is essential, it also introduces a new challenge: Alertfatigue. Without the right tools, analysts are often occupied investigating alerts with little to no context, forcing them to manually piece together information and determine if an attack is unfolding. This slows response times and increases the risk of missing critical threats.
Figure 1: Example ICS attack scenario
With siloed visibility across IT and OT each of these events shown above would be individually alerted by a detection engine with little to no context nor correlation. Thus, an analyst would have to try to piece together these events manually. Traditional security tools struggle to keep pace with the sophistication of these threats, resulting in an alarming statistic: less than 10% of alerts are thoroughly vetted, leaving organizations vulnerable to undetected breaches. As a result, incidents inevitably follow.
Darktrace’s Cyber AI Analyst uses AI-led investigations to improve workflows for analysts by automatically correlating alerts wherever they occur across both IT and OT. The multi-layered AI engine identifies high-priority incidents, and provides analysts with clear, actionable insights, reducing noise and highlighting meaningful threats. The AI significantly alleviates workloads, enabling teams to respond faster and more effectively before an attack escalates.
Overcoming organizational challenges across IT and OT
Beyond technical challenges like visibility and alert management, organizational dynamics further complicate IT-OT security efforts.Fundamental differences in priorities, workflows, and risk perspectives create challenges that can lead to misalignment between teams:
Non-transferable practices: IT professionals might assume that cybersecurity practices from IT environments can be directly applied to OT environments. This can lead to issues, as OT systems and workflows may not handle IT security processes as expected. It's crucial to recognize and respect the unique requirements and constraints of OT environments.
Segmented responsibilities: IT and OT teams often operate under separate organizational structures, each with distinct priorities, goals, and workflows. While IT focuses on data security, network integrity, and enterprise applications, OT prioritizes uptime, reliability, and physical processes.
Different risk perspectives: While IT teams focus on preventing cyber threats and regulatory violations, OT teams prioritize uptime and operational reliability making them drawn towards asset inventory tools that provide no threat detection capability.
Result: A combination of disparate and ineffective tools and misaligned teams can make any progress toward risk reduction at an organization seem impossible. The right tools should be able to both free up time for collaboration and prompt better communication between IT and OT teams where it is needed. However, different size operations structure their IT and OT teams differently which impacts the priorities for each team.
In real-world scenarios, small IT teams struggle to manage security across both IT and OT, while larger organizations with OT security teams face alert fatigue and numerous false positives slowing down investigations and hindering effective communication with the IT security teams.
By unifying visibility and investigations, Darktrace / OT helps organizations of all sizes detect threats earlier, streamline workflows, and enhance security across both IT and OT environments. The following examples illustrate how AI-driven investigations can transform security operations, improving detection, investigation, and response.
Before and after AI-led investigation
Before: Small manufacturing company
At a small manufacturing company, a 1-3 person IT team juggles everything from email security to network troubleshooting. An analyst might see unusual traffic through the firewall:
Unusual repeated outbound traffic from an IP within their OT network destined to an unidentifiable external IP.
With no dedicated OT security tools and limited visibility into the industrial network, they don’t know what the internal device in question is, if it is beaconing to a malicious external IP, and what it may be doing to other devices within the OT network. Without a centralized dashboard, they must manually check logs, ask operators about changes, and hunt for anomalies across different systems.
After a day of investigation, they concluded the traffic was not to be expected activity. They stop production within their smaller OT network, update their firewall rules and factory reset all OT devices and systems within the blast radius of the IP device in question.
After: Faster, automated response with Cyber AI Analyst
With Darktrace / OT and Cyber AI Analyst, the IT team moves from reactive, manual investigations to proactive, automated threat detection:
Cyber AI Analyst connects alerts across their IT and OT infrastructure temporally mapping them to attack frameworks and provides contextual analysis of how alerts are linked, revealing in real time attackers attempting lateral movement from IT to OT.
A human-readable incident report explains the full scope of the incident, eliminating hours of manual investigation.
The team is faster to triage as they are led directly to prioritized high criticality alerts, now capable of responding immediately instead of wasting valuable time hunting for answers.
By reducing noise, providing context, and automating investigations, Cyber AI Analyst transforms OT security, enabling small IT teams to detect, understand, and respond to threats—without deep OT cybersecurity expertise.
Before: Large critical infrastructure organization
In large critical infrastructure operations, OT and IT teams work in separate silos. The OT security team needs to quickly assess and prioritize alerts, but their system floods them with notifications:
Multiple new device connected to the ICS network alerts
Multiple failed logins to HMI detected
Multiple Unusual Modbus/TCP commands detected
Repeated outbound OT traffic to IT destinations
At first glance, these alerts seem important, but without context, it’s unclear whether they indicate a routine error, a misconfiguration, or an active cyber-attack. They might ask:
Are the failed logins just a mistake, or a brute-force attempt?
Is the outbound traffic part of a scheduled update, or data exfiltration?
Without correlation across events, the engineer must manually investigate each one—checking logs, cross-referencing network activity, and contacting operators—wasting valuable time. Meanwhile, if it’s a coordinated attack, the adversary may already be disrupting operations.
After: A new workflow with Cyber AI Analyst
With Cyber AI Analyst, the OT security team gets clear, automated correlation of security events, making investigations faster and more efficient:
Automated correlation of OT threats: Instead of isolated alerts, Cyber AI Analyst stitches together related events, providing a single, high-confidence incident report that highlights key details.
Faster time to meaning: The system connects anomalous behaviors (e.g., failed logins, unusual traffic from an HMI, and unauthorized PLC modifications) into a cohesive narrative, eliminating hours of manual log analysis.
Prioritized and actionable alerts: OT security receives clear, ranked incidents, immediately highlighting what matters most.
Rapid threat understanding: Security teams know within minutes whether an event is a misconfiguration or a cyber-attack, allowing for faster containment.
With Cyber AI Analyst, large organizations cut through alert noise, accelerate investigations, and detect threats faster—without disrupting OT operations.
An AI-led approach to industrial cybersecurity
Security vendors with a primary focus on IT may lack insight into OT threats. Even OT-focused vendors have limited visibility into IT device exploitation within OT networks, leading to failed ability to detect early indicators of compromise. A comprehensive solution must account for the unique characteristics of various OT environments.
In a world where industrial security is no longer just about protecting OT but securing the entire digital-physical ecosystem as it interacts with the OT network, Darktrace / OT is an AI-driven solution that unifies visibility across IT, IoT and OT, Cloud into one cohesive defense strategy.
Whether an attack originates from an external breach, an insider threat, a supply chain compromise, in the Cloud, OT, or IT domains Cyber AI Analyst ensures that security teams see the full picture - before disruption occurs.
Learn more about Darktrace / OT
Unify IT and OT security under a single platform, ensuring seamless communication and protection for all interconnected devices.
Maintain uptime with AI-driven threat containment, stopping attacks without disrupting production.
Mitigate risks with or without patches, leveraging MITRE mitigations to reduce attack opportunities.
An Advanced Persistent Threat (APT) describes an adversary with sophisticated levels of expertise and significant resources, with the ability to carry out targeted cyber campaigns. These campaigns may penetrate an organization and remain undetected for long periods, allowing attackers to gather intelligence or cause damage over time.
Over the last few decades, the term APT has evolved from being almost exclusively associated with nation-state actors to a broader definition that includes highly skilled, well-resourced threat groups. While still distinct from mass, opportunistic cybercrime or "spray and pray" attacks, APT now refers to the elite tier of adversaries, whether state-sponsored or not, who demonstrate advanced capabilities, persistence, and a clear strategic focus. This shift reflects the growing sophistication of cyber threats, where non-state actors can now rival nation-states in executing covert, methodical intrusions to achieve long-term objectives.
These attacks are resource-intensive for threat actors to execute, but the potential rewards—ranging from financial gain to sensitive data theft—can be significant. In 2020, Business Email Compromise (BEC) attacks netted cybercriminals over $1.8 billion.1
And recently, the advent of AI has helped to automate launching these attacks, lowering the barriers to entry and making it more efficient to orchestrate the kind of attack that might previously have taken weeks to create. Research shows that AI can do 90% of a threat actor’s work2 – reducing time-to-target by automating tasks rapidly and avoiding errors in phishing communications. Email remains the most popular vector for initiating these sophisticated attacks, making it a critical battleground for cyber defense.
What makes APTs so successful?
The success of Advanced Persistent Threats (APTs) lies in their precision, persistence, and ability to exploit human and technical vulnerabilities. These attacks are carefully tailored to specific targets, using techniques like social engineering and spear phishing to gain initial access.
Once inside, attackers move laterally through networks, often remaining undetected for months or even years, silently gathering intelligence or preparing for a decisive strike. Alternatively, they might linger inside an account within the M365 environment, which could be even more valuable in terms of gathering information – in 2023 the average time to identify a breach in 2023 was 204 days.3
The subtle and long-term outlook nature of APTs makes them highly effective, as traditional security measures often fail to identify the subtle signs of compromise.
How Darktrace’s approach is designed to catch the most advanced threats
Luckily for our customers, Darktrace’s AI approach is uniquely equipped to detect and neutralize APTs. Unlike the majority of email security solutions that rely on static rules and signatures, or that train their AI on previous known-bad attack patterns, Darktrace leverages Self-Learning AI that baselines normal patterns of behavior within an organization, to immediately detect unusual activity that may signal an APT in progress.
But in the modern era of email threats, no email security solution can guarantee 100% effectiveness. Because attackers operate with great sophistication, carefully adapting their tactics to evade detection – whether by altering attachments, leveraging compromised accounts, or moving laterally across an organization – a siloed security approach risks missing these subtle, multi-domain threats. That’s why a robust defense-in-depth strategy is essential to mitigate APTs.
Real-world threat finds: Darktrace / EMAIL in action
Let’s take a look at some real-world scenarios where Darktrace / EMAIL stopped tactics associated with APT campaigns in their tracks – from adversary-in-the-middle attacks to suspicious lateral movement.
1: How Darktrace disrupted an adversary-in-the-middle attack by identifying abnormal login redirects and blocking credential exfiltration
In October 2024, Darktrace detected an adversary-in-the-middle (AiTM) attack targeting a Darktrace customer. The attack began with a phishing email from a seemingly legitimate Dropbox address, which contained multiple link payloads inviting the recipient to access a file. Other solutions would have struggled to catch this attack, as the initial AitM attack was launched through delivering a malicious URL through a trusted vendor or service. Once compromised, the threat actor could have laid low on the target account, gathering reconnaissance, without detection from the email security solution.
Darktrace / EMAIL identified the abnormal login redirects and flagged the suspicious activity. Darktrace / IDENTITY then detected unusual login patterns and blocked credential exfiltration attempts, effectively disrupting the attack and preventing the adversary from gaining unauthorized access. Read more.
Figure 1: Overview of the malicious email in the Darktrace / EMAIL console, highlighting Dropbox associated content/link payloads
2: How Darktrace stopped lateral movement to block NTLM hash theft
In early 2024, Darktrace detected an attack by the TA577 threat group, which aimed to steal NTLM hashes to gain unauthorized access to systems. The attack began with phishing emails containing ZIP files that connected to malicious infrastructure.
A traditional email security solution would have likely missed this attack by focusing too heavily on analyzing the zip file payloads or relying on reputation analysis to understand whether the infrastructure was registered as bad before this activity was a recognized IoC.
Because it correlates activity across domains, Darktrace identified unusual lateral movement within the network and promptly blocked the attempts to steal NTLM hashes, effectively preventing the attackers from accessing sensitive credentials and securing the network. Read more.
Figure 2: A summary of anomaly indicators seen for a campaign email sent by TA577, as detected by Darktrace / EMAIL
3: How Darktrace prevented the WarmCookie backdoor deployment embedded in phishing emails
In mid-2024, Darktrace identified a phishing campaign targeting organizations with emails impersonating recruitment firms. These emails contained malicious links that, when clicked, deployed the WarmCookie backdoor.
These emails are difficult to detect, as they use social engineering tactics to manipulate users into engaging with emails and following the embedded malicious links – but if a security solution is not analysing content and context, these could be allowed through.
In several observed cases across customer environments, Darktrace detected and blocked the suspicious behavior associated with WarmCookie that had already managed to evade customers’ native email security. By using behavioral analysis to correlate anomalous activity across the digital estate, Darktrace was able to identify the backdoor malware strain and notify customers. Read more.
Conclusion
These threat examples highlight a key principle of the Darktrace approach – that a backwards-facing approach grounded in threat intelligence will always be one step behind.
Most threat actors operate in campaigns, carefully crafting attacks and testing them across multiple targets. Once a campaign is identified, good defenders and traditional security solutions quickly update their defenses with new threat intelligence, rules, and signatures. However, APTs have the resources to rapidly adapt – spinning up new infrastructure, modifying payloads and altering their attack footprint to evade detection.
This is where Darktrace / EMAIL excels. Only by analyzing each user, message and interaction can an email security solution hope to catch the types of highly-sophisticated attacks that have the potential to cause major reputational and financial damage. Darktrace / EMAIL ensures that even the most subtle threats are detected and blocked with autonomous response, before causing impact – helping organizations remain one step ahead of increasingly adaptive threat actors.
Discover the most advanced cloud-native AI email security solution to protect your domain and brand while preventing phishing, novel social engineering, business email compromise, account takeover, and data loss.
Gain up to 13 days of earlier threat detection and maximize ROI on your current email security
Experience 20-25% more threat blocking power with Darktrace / EMAIL
Stop the 58% of threats bypassing traditional email security