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May 19, 2023

Darktrace Stops Large-Scale Account Hijack

Learn how Darktrace detected and stopped a large-scale account hijack that led to a phishing attack. Protect your business with these insights.
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
Zoe Tilsiter
Cyber Analyst
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19
May 2023

Introduction 

As malicious actors across the threat landscape continue to take advantage of the widespread adoption of Software-as-a-Service (SaaS) platforms and multi-factor authentication (MFA) services to gain unauthorized access to organizations’ networks, it is crucial to have appropriate security tools in place to defend against account compromise at the earliest stage.

One method frequently employed by attackers is account takeover. Account takeovers occur when a threat actor exploits credentials to login to a SaaS account, often from an unusual location where the genuine actor does not usually login from. 

Access to these accounts can be caused by harvesting credentials through phishing emails and password spray attacks, or by exploiting insecure cloud safety practices such as not having MFA enabled on user accounts, requiring only user credentials for authentication. Once the integrity of the account is compromised, the threat actor can conduct further activity, such as delivering malware, reading and exfiltrating sensitive data, and sending out phishing emails to harvest further internal and external user credentials, repeating the attack cycle [1,2]. 

In early 2023, Darktrace detected a large-scale account takeover and phishing attack on the network of a customer in the education sector that affected hundreds of accounts and resulted in thousands of emails being forwarded outside of the network. The exceptional degree of visibility provided by Darktrace DETECT™ allowed for the detection of adversarial activity at every stage of the kill chain, and direct support from the Darktrace Analyst team via the Ask the Expert (ATE) service ensured the customer was fully informed and equipped to implement remedial action. 

Details of Attack Chain

Darktrace observed the same pattern of activity on all hijacked accounts on the customer’s network; login from unfamiliar locations, enablement of a mail forwarding rule that forwards all incoming emails to malicious email addresses, and the sending of phishing emails followed by their deletion. 

Figure 1: Timeline of attack on hijacked SaaS accounts.

Initial Access

Darktrace DETECT first detected anomalous SaaS activity on the customer environment on January 14, 2023, and then again on February 3, when multiple SaaS accounts were observed logging in from atypical locations with rare IP addresses and geographically impossible travel timings, or logging in whilst the account owner was active elsewhere. Subsequent investigation using open-source intelligence (OSINT) sources revealed one of the IP addressed had recently been associated with brute-force or password spray attempt.

This pattern of unusual login behavior persisted throughout the timeframe of the attack, with more unique accounts generating model breaches each day for similarly anomalous logins. As MFA authentication was not enforced for these user logins, the initial intrusion process was enabled by requiring only credentials for authentication.

Sending Emails 

The compromised accounts were also seen sending out emails with the subject ‘Email HELP DESK’ to external and internal recipients. This was likely represented a threat actor employing social engineering tactics to gain the trust of the recipient by posing as an internal help desk.

Mail Forwarding

Following the successful logins, compromised accounts began creating email rules to forward mail to external email addresses, some of which were associated with domains that had hits for malicious activity according to OSINT sources [3].

  • chotunai[.]com
  • bymercy[.]com
  • breazeim[.]com
  • brandoza[.]com

Forwarding mail is a commonly observed tactic during SaaS compromises to control lines of communication. Malicious actors often attempt to insert themselves into ongoing correspondence for illicit purposes, such as exfiltrating sensitive information, gaining persistent access to the compromised email or redirecting invoice payments. 

Email Deletions

Shortly after the mail forwarding activity, compromised accounts were detected performing anomalous email deletions en masse. Further investigation revealed that these accounts had previously sent a large volume of phishing emails and this mass deletion likely represented an attempt to conceal these activities by deleting them from their outboxes.

On February 10, the customer applied a mass password reset on all accounts that Darktrace had identified as compromised and provisioned, privileged accounts with MFA. They have indicated that those measures successfully halted the compromise, addressing the initial point of entry.  

Darktrace Coverage

Using its Self-Learning AI, Darktrace effectively demonstrated its ability to detect unusual SaaS activity that could indicate that an account has been hijacked by malicious actors. Rather than relying on a traditional rules and signature-based approach, Darktrace models develop an understanding of the network itself and can instantly recognize when a compromised deviates from its expected pattern of life.

Figure 2: Detection of unusual SaaS activity on hijacked SaaS account.

Initial Access

Initial access was detected by the following models:

  • Security Integration / High Severity Integration Detection  
  • SaaS / Unusual Activity / Activity from Multiple Unusual IPs 
  • SaaS / Access / Unusual External Source for SaaS Credential Use 
  • SaaS / Compromise / Login From Rare Endpoint While User Is Active 

Initial access was also detected by the following Cyber AI Analyst Incidents:

  • Possible Hijack of Office365 Account 

The model breaches and AI Analyst incidents detected logins from 100% rare external IP addresses in conjunction with a lack of MFA usage, as depicted in Figure 3.

Figure 3: Breach log showing initial detection of a SaaS login from a 100% rare IP where MFA was not used.
Figure 4: Initial detection of unusual SaaS activity visualized in Darktrace's SaaS console.

Mail Forwarding

Mail forwarding was detected by the following models:

  • SaaS / Admin / Mail Forwarding Enabled 

Compromised accounts were largely detected configuring mail forwarding rules to external email addresses, ostensibly to establish persistence on the network and exfiltrate sensitive correspondence.

Figure 5: The enablement of mail forwarding was detected as 100% new or uncommon for the account in question.

Mass Email Deletion

Mass email deletion was detected by the following models:

  • SaaS / Compromise / Suspicious Login and Mass Email Deletes 
  • SaaS / Resource / Mass Email Deletes from Rare Location 
Figure 6: Compromised account deleting phishing emails it had previously sent from the outbox.

Darktrace detected accounts performing highly anomalous mass email deletions from rare locations. The actors deleted the email “Email HELP DESK” which was later confirmed as being the primary phishing email used in the attack. Deletions were observed on compromised accounts’ outboxes, presumably to conceal the malicious activity.

Darktrace also detected this linked pattern of activity in sequential models such as: 

  • SaaS / Compromise / Unusual Login, Sent Mail, Deleted Sent
  • SaaS / Compromise / Suspicious Login and Mass Email Deletes 

Ask the Expert

The customer used the ATE service to request more technical information and support concerning the attack. Darktrace’s 24/7 team of analysts were able to offer expert assistance and further details to assist in the subsequent investigations and remediation steps. 

Further Detection and Response  

Unfortunately, the customer did not have Darktrace/Email™ enabled at the time of the attack. Darktrace/Email has visibility over inbound and outbound mail-flow which provides an oversight on potential data loss incidents. In this case, Darktrace DETECT/Email would have been able to provide full visibility over the phishing emails sent by the compromised accounts, as well as the attackers attempts to spoof an internal helpdesk. Further to this, the new Analysis Outlook integration helps employees understand why an email is suspicious and enables them report emails directly to the security team, which helps to continuously build user awareness of phishing attacks. 

Darktrace/Email also enhances Darktrace/Network™ detections by triggering ‘Email Nexus’ models within Darktrace/Network, where malicious activity is detected across the digital estate, correlating moving from SaaS compromised logins to mass email spam being sent out by compromised users

Figure 7: Email Nexus models within the Darktrace/Network enhanced by Darktrace/Email

Darktrace RESPOND™ was not enabled on the customer environment at the time of the attack; if it were, Darktrace would have been able to autonomously take action against the SaaS model breaches detecting across multiple of the kill chain. RESPOND would have disabled the hijacked accounts or force them to log out for a period of time, whilst also disabling the inbox rules that had been established by malicious actors. This would have given the customer’s security team valuable time to analyze the incident and mitigate the situation, preventing the attack from escalating any further. 

Conclusion

Ultimately, Darktrace demonstrated its unparalleled visibility over customer networks which allowed for the detection of this large-scale targeted SaaS account takeover, and the subsequent phishing attack. It underscores the importance of defense in depth; critically, MFA was not enforced for this environment which likely made the targeted organization far more susceptible to compromise via credential theft. The phishing activity detected by Darktrace following this account compromise also highlights the need for email protection in any security stack. 

Darktrace’s visibility meant allowed it to detect the attack at a high degree of granularity, including the account logins, email forwarding rule creations, outbound mail, and the mass deletions of phishing emails. Darktrace’s anomaly-based detection means it does not have to rely on signatures, rules or known indicators of compromise (IoCs) when identifying an emerging threat, instead placing the emphasis on recognizing a user’s deviation from its normal behavior.

However, without the presence of an autonomous response technology able to instantly intervene and stop ongoing attacks, organizations will always be reacting to attacks once the damage is done. Darktrace RESPOND is uniquely placed to take action against suspicious activity as soon as it is detected, preventing attacks from escalating and saving customers from significant disruption to their business.

Credit to: Zoe Tilsiter, Cyber Analyst, Gernice Lee, Cyber Analyst.

Appendices

Models Breached

SaaS / Access / Unusual External Source for SaaS Credential Use

SaaS / Admin / Mail Forwarding Enabled

SaaS / Compliance / Microsoft Cloud App Security Alert Detected

SaaS / Compromise / SaaS Anomaly Following Anomalous Login 

SaaS / Compromise / Unusual Login, Sent Mail, Deleted Sent

SaaS / Compromise / Suspicious Login and Mass Email Deletes 

SaaS / Resource / Mass Email Deletes from Rare Location

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

SaaS / Unusual Activity / Activity from Multiple Unusual IPs

SaaS / Unusual Activity / Multiple Unusual SaaS Activities 

Security Integration / Low Severity Integration Detection

Security Integration / High Severity Integration Detection

List of IoCs

brandoza[.]com - domain - probable domain of forwarded email address

breazeim[.]com - domain - probable domain of forwarded email address

bymercy[.]com - domain - probable domain of forwarded email address

chotunai[.]com - domain - probable domain of forwarded email address

MITRE ATT&CK Mapping

Tactic: INITIAL ACCESS, PERSISTENCE, PRIVILEGE ESCILATION, DEFENSE EVASION

Technique: T1078.004 – Cloud Accounts

Tactic: COLLECTION

Technique: T1114- Email Collection

Tactic:COLLECTION

Technique: T1114.003- Email Forwarding Rule

Tactic: IMPACT

Technique: T1485- Data Destruction

Tactic: DEFENSE EVASION

Technique: T1578.003 – Delete Cloud Instance

References

[1] Darktrace, 2022, Cloud Application Security_ Protect your SaaS with Self-Learning AI.pdf

[2] https://www.cloudflare.com/en-gb/learning/access-management/account-takeover/ 

[3] https://www.virustotal.com/gui/domain/chotunai.com 

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
Zoe Tilsiter
Cyber Analyst

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May 21, 2026

Darktrace named a Leader in the 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR) For the Second Consecutive Year

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Continued recognition in NDR  

Darktrace has been recognized as a Leader in the 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR), marking the second consecutive year in the Leaders quadrant.

We believe this consistency reflects sustained ability to execute, adapt, and deliver outcomes as the market evolves.

While we are immensely proud to be recognized by industry analysts as a Leader in NDR, that's just part of the story. Darktrace was also Named the Only 2025 Gartner® Peer Insights™ Customers’ Choice for Network Detection and Response based on direct customer feedback and real-world experience.

We believe the combination of these two signals is important. One reflects how the market is evaluated. The other reflects how technology performs in practice.

Why Darktrace continues to be recognized as a leader

We believe our position as a Leader for the second consecutive year reflects a combination of our sustained ability to execute in NDR, continued AI innovation, and proven delivery of security outcomes for customers and partners worldwide.

We also feel that our leadership in the NDR market is a testament to our unique and multi-layered AI approach, for which we were recognized as No.7 on Fast Company’s Most Innovative AI Companies of 2026 list, plus one of the hottest AI cybersecurity companies in CRN's AI 100.

Adapting to complex, real-world environments

Organizations are no longer protecting a single network perimeter. They are securing a mix of users, devices, applications, and data that move across hybrid environments.

Darktrace has focused on maintaining visibility and detection across these conditions, allowing security teams to understand activity as it scales.

Supporting organizations globally, not just technically

Security outcomes are shaped as much by deployment and support as they are by detection capability.

Darktrace continues to invest in regional presence across 29 countries around the world, helping organizations operationalize NDR in ways that align with local requirements, internal processes, and team structures.

Continuing to push AI beyond detection

AI in cybersecurity is often positioned as a way to improve detection accuracy. But the more important shift is how AI can influence decision-making and response.

Darktrace continues to develop models that learn from both live environments and historical incident data, combining real-time behavioral analysis with insights derived from prior attack patterns.

Using technologies such as the Incident Graph and DIGEST (Darktrace Incident Graph Evaluation for Security Threats), activity is not analyzed in isolation. Instead, relationships between users, devices, connections, and events are mapped over time, allowing the system to reconstruct how an incident is unfolding and how similar incidents have progressed in the past.

By evaluating these patterns, Darktrace can assess the likelihood that an incident will escalate, prioritizing the activity that poses the greatest risk and surfacing the most relevant context for investigation.

This shifts security operations from simply identifying anomalies to understanding their trajectory, helping teams anticipate potential impact and respond earlier with greater precision.

Why NDR is shifting from reactive detection to proactive, AI-driven security

Traditional approaches to NDR have been built around reactively identifying threats once they become clearly visible. That model is increasingly difficult to rely on.

Attackers are no longer operating in ways that stand out. They use valid credentials, trusted tools, and low-and-slow techniques that blend into everyday activity. By the time something looks obviously malicious, the impact is often already underway.

This is the core limitation of reactive detection. It depends on recognizing something that already looks like a threat.

As a result, many of the most consequential incidents today fall into a gap.

Insider activity, compromised credentials, and novel attacks rarely trigger traditional alerts because they do not follow known patterns. On the surface, they often appear legitimate, making them difficult to distinguish from normal behavior without deeper context.

This is why we believe this Gartner recognition reflects a broader shift in NDR toward autonomous, proactive and pre‑emptive security operations.

By understanding normal behavior within an environment, it is possible to identify subtle deviations rather than waiting for confirmation of threats as they are taking place.

Darktrace’s Self-Learning AI is designed for behavioral understanding. By continuously learning each organization’s normal patterns, it can detect deviations in real time, enabling a proactive and pre-emptive model of NDR where security teams can respond to early signs of risk as they emerge, reducing the window in which attacks can develop.

In multiple cases, this behavioral approach has led to early threat detection where Darktrace identified completely unknown threats, including pre-CVE zero-day activity. By detecting subtle behavioral changes before vulnerabilities were publicly disclosed or widely understood, organizations can mitigate threats before they do damage.

This shift is subtle but important. Modern NDR solutions must shift from a system that explains what happened to one that helps prevent threats from developing in the first place, and Darktrace is proud to be at the forefront of this shift - helping organizations build and maintain a state of proactive network resilience.

Continuing to innovate at the forefront of NDR

In our view, recognition as a Leader reflects where the market is today. Continuing to innovate defines what comes next.

As businesses evolve, new technologies like AI tools and agents introduce new security risks and challenges; security teams need more than simple detection. They need a complete understanding of risk as it develops, the ability to investigate it in context, and to contain threats at machine speed.  

Darktrace / NETWORK is built to deliver across that full spectrum. Its Self-Learning AI continuously adapts to each organization’s environment, identifying subtle behavioral changes that signal emerging threats. Integrated investigation and autonomous response reduce the time between detection and action, allowing teams to move with greater speed and confidence.

This combination enables organizations to detect and contain known, unknown, and insider threats as they develop, while also strengthening resilience over time.

As a two-time Leader in the Gartner® Magic Quadrant™ for NDR and the only 2025 Gartner® Peer Insights™ Customers’ Choice, we feel Darktrace continues to evolve its platform to meet the demands of modern environments, delivering a more complete and adaptive approach to network security.

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Disclaimer: The 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR) ,The 2026 Gartner® Magic Quadrant™ for Network Detection and Response (NDR), Thomas Lintemuth, Charanpal Bhogal, Nahim Fazal, 18 May 2026.

Gartner does not endorse any vendor, product or service depicted in its research publications, and does not advise technology users to select only those vendors with the highest ratings or other designation. Gartner research publications consist of the opinions of Gartner’s research organization and should not be construed as statements of fact. Gartner disclaims all warranties, expressed or implied, with respect to this research, including any warranties of merchantability or fitness for a particular purpose.

GARTNER is a registered trademark and service mark of Gartner, Inc. and/or its affiliates in the U.S. and internationally and is used herein with permission. All rights reserved. Magic Quadrant is a registered trademark of Gartner, Inc. and/or its affiliates and is used herein with permission. All rights reserved.

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Mikey Anderson
Product Marketing Manager, Network Detection & Response

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May 21, 2026

Prompt Security in Enterprise AI: Strengths, Weaknesses, and Common Approaches

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How enterprise AI Agents are changing the risk landscape  

Generative AI Agents are changing the way work gets done inside enterprises, and subsequently how security risks may emerge. Organizations have quickly realized that providing these agents with wider access to tooling, internal information, and granting permissions for the agent to perform autonomous actions can greatly increase the efficiency of employee workflows.

Early deployments of Generative AI systems led many organizations to scope individual components as self-contained applications: a chat interface, a model, and a prompt, with guardrails placed at the boundary. Research from Gartner has shown that while the volume and scope of Agentic AI deployments in enterprise environments is rapidly accelerating, many of the mechanisms required to manage risk, trust, and cost are still maturing.

The issue now resides on whether an agent can be influenced, misdirected, or manipulated in ways that leads to unsafe behavior across a broader system.

Why prompt security matters in enterprise AI

Prompt security matters in enterprise AI because prompts are the primary way users and systems interact with Agentic AI models, making them one of the earliest and most visible indicators of how these systems are being used and where risk may emerge.

For security teams, prompt monitoring is a logical starting point for understanding enterprise AI usage, providing insight into what types of questions are being asked and tasks are being given to AI Agents, how these systems are being guided, and whether interactions align with expected behavior. Complete prompt security takes this one step further, filtering out or blocking sensitive or dangerous content to prevent risks like prompt injection and data leakage.

However, visibility only at the prompt layer can create a false sense of security. Prompts show what was asked, but not always why it was asked, or what downstream actions were triggered by the agent across connected systems, data sources, or applications.

What prompt security reveals  

The primary function of prompt security is to minimize risks associated with generative and agentic AI use, but monitoring and analysis of prompts can also grant insight into use cases for particular agents and model. With comprehensive prompt security, security teams should be able to answer the following questions for each prompt:

  • What task was the user attempting to complete?
  • What data was included in the request, and was any of the data high-risk or confidential?
  • Was the interaction high-risk, potentially malicious, or in violation of company policy?
  • Was the prompt anomalous (in comparison to previous prompts sent to the agent / model)?

Improving visibility at this layer is a necessary first step, allowing organizations to establish a baseline for how AI systems are being used and where potential risks may exist.  

Prompt security alone does not provide a complete view of risk. Further data is needed to understand how the prompt is interpreted, how context is applied, what autonomous actions the agent takes (if any), or what downstream systems are affected. Understanding the outcome of a query is just as important for complete prompt security as understanding the input prompt itself – for example, a perfectly normal, low-risk prompt may inadvertently result in an agent taking a high-risk action.

Comprehensive AI security systems like Darktrace / SECURE AI can monitor and analyze both the prompt submitted to a Generative AI system, as well as the responses and chain-of-thought of the system, providing greater insight into the behavior of the system. Darktrace / SECURE AI builds on the core Darktrace methodology, learning the expected behaviors of your organization and identifying deviations from the expected pattern of life.

How organizations address prompt security today

As prompt-level visibility has become a focus, a range of approaches have emerged to make this activity more observable and controllable. Various monitoring and logging tools aim to capture prompt inputs to be analyzed after the fact.  

Input validation and filtering systems attempt to intervene earlier, inspecting prompts before they reach the model. These controls look for known jailbreak patterns, language indicative of adversarial attacks, or ambiguous instructions which could push the system off course.

Importantly, for a prompt security solution to be accurate and effective, prompts must be continually observed and governed, rather than treated as a point-in-time snapshot.  

Where prompt security breaks down in real environments

In more complex environments, especially those involving multiple agents or extensive tool use, AI security becomes harder to define and control.

Agent-to-Agent communications can be harder to monitor and trace as these happen without direct user interaction. Communication between agents can create routes for potential context leakage between agents, unintentional privilege escalation, or even data leakage from a higher privileged agent to a lower privileged one.

Risk is shaped not just by what is asked, but by the conditions in which that prompt operates and the actions an agent takes. Controls at the orchestration layer are starting to reflect this reality. Techniques such as context isolation, scoped memory, and role-based boundaries aim to limit how far a prompt’s influence can extend.  

Furthermore, Shadow AI usage can be difficult to monitor. AI systems that are deployed outside of formal governance structures and Generative AI systems hosted on unknown endpoints can fly under the radar and can go unseen by monitoring tools, leaving a critical opening where adversarial prompts may go undetected. Darktrace / SECURE AI features comprehensive detection of Shadow AI usage, helping organizations identify potential risk areas.

How prompt security fits in a broader AI risk model

Prompt security is an important starting point, but it is not a complete security strategy. As AI systems become more integrated into enterprise environments, the risks extend to what resources the system can access, how it interprets context, and what actions it is allowed to take across connected tools and workflows.

This creates a gap between visibility and control. Prompt security alone allows security teams to observe prompt activity but falls short of creating a clear understanding of how that activity translates into real-world impact across the organization.

Closing that gap requires a broader approach, one that connects signals across human and AI agent identities, SaaS, cloud, and endpoint environments. It means understanding not just how an AI system is being used, but how that usage interacts with the rest of the digital estate.

Prompt security, in that sense, is less of a standalone solution and more of an entry point into a larger problem: securing AI across the enterprise as a whole.

Explore how Darktrace / SECURE AI brings prompt security to enterprises

Darktrace brings more than a decade of AI expertise, built on an enterprise‑wide platform designed to operate in and understand the behaviors of the complex, ambiguous environments where today’s AI now lives. With Darktrace / SECURE AI, enterprises can safely adopt, manage, monitor, and build AI within their business.  

Learn about Darktrace / SECURE AI here.

Sign up today to stay informed about innovations across securing AI.

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