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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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July 6, 2026

NIST Just Proved It: AI Security Can’t Be Solved With Rules

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Static AI guardrails are inherently limited

As organizations adopt generative AI, many still assume that the right set of guardrails will be enough. The problem is you can’t anticipate every way these systems might be misused, abused or attacked. What NIST has done is put a mathematical foundation under that intuition.

In recent research building on Gödel’s incompleteness theorems, which showed that any system built on a fixed set of rules will always have gaps, NIST demonstrates that there is no finite set of guardrails that can be universally robust against adversarial prompts. In plain terms, if your defense is based on a fixed set of rules, there will always be inputs that bypass them. Not because the rules are badly written, but because the problem space is bigger than static rules can ever cover.

This is not new in cybersecurity - detection rules have always had to live with this trade-off. What is different with GenAI is the scale and shape of that problem. These systems are built on human language, and human language is not bounded. It is fluid, contextual and deliberately ambiguous. The number of ways intent can be hidden is effectively limitless. You are not defending against a defined protocol or a fixed exploit chain. You are defending against the entire expressive capacity of people.

So attempting to create a complete set of rules is the wrong starting point. It assumes the problem can be deterministically described. NIST’s work shows that it cannot. Organizations still need a way to manage AI risk, but the traditional approach of defining allowed and disallowed patterns is always going to lag behind what is actually happening. The same input can be benign in one context and risky in another, and static rules struggle to capture that distinction.

The question then is what fills that gap?

AI security must shift from rules to behavior

What's required is a shift in what you are trying to understand. Rules try to describe what should and shouldn't happen. Behavior shows you what is happening. Or to put it another way, if inputs are unbounded and adversaries adapt, the only stable signal is behavior.

In a GenAI context, that means analyzing how an AI model is being used, how prompts evolve over time, how outputs are shaped, and where AI agent interactions start to drift from what is expected. It means moving from static definitions of bad to a more dynamic understanding of intent.

Instead of trying to predict every bad prompt, you focus on identifying when behavior starts to move outside expected norms. Instead of asking whether a single input matches a rule, you ask whether the overall pattern of activity makes sense for the system and how it’s being used.

Guardrails remain important but they are only one layer

This does not eliminate the need for guardrails. They still play a role. But they will never address the entire problem space and are simply one part of your defense in depth approach.

NIST’s proof is useful because it makes this explicit. It removes the assumption that with enough effort, a complete rule set is achievable. It isn’t.

Once you accept that, the shift becomes unavoidable. This is no longer a problem of writing better rules, but of understanding behavior in a space where the possible inputs are effectively unbounded.

For security leaders, that changes the nature of the problem. It is less about defining what should be allowed, and more about recognizing when something is no longer consistent with expected behavior.

That does not remove the need for guardrails, but it does change their role. They set boundaries, but they do not define understanding. The gap between the two is where risk now sits.

In the end, this is what “can’t be solved with rules” really means. Rules will always leave gaps, and those gaps are not theoretical. They show up in how systems actually behave Not what we expect them to do, or what we intended them to do, but what they are doing in practice. That is where the signal is, and increasingly, that is where the security problem sits.

References:

https://www.nist.gov/news-events/news/2026/06/nist-mathematical-proof-supports-transition-continuous-monitor-and-update

https://ieeexplore.ieee.org/document/11475847

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About the author
Andrew Hollister
Principal Solutions Engineer, Cyber Technician

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July 1, 2026

5 Ways AI is changing traditional security models according to modern CISOs

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The Reality of Securing AI in Motion

Traditional security tools were built for environments defined by fixed rules and predictable workflows. But AI behavior is non-deterministic. The same prompt can produce different outcomes, and risk often emerges gradually as AI behavior adapts, and permissions drift over time. This creates a constantly shifting environment where security teams are working to define control in a system that resists stability. “In AI security, yesterday's priorities can become tomorrow's blind spots. The landscape shifts that fast,” warned the SVP and Head of Technology and Cybersecurity of a real estate investment trust. Conventional approaches, which rely on establishing and maintaining a steady baseline, struggle to keep up with that level of change.

At the same time, AI adoption is accelerating across organizations, often faster than security teams can implement the controls needed to manage it. “The car is being built while it’s already on the road,” explained the CISO of a global private fund administrator. “The threats we're securing against today won't be the threats we're facing tomorrow. What kept us up three months ago looks nothing like what we're dealing with today.”

As businesses move quickly to unlock value from AI, security teams are left closing gaps in real time, while also facing adversaries who are using AI to make their attacks more scalable, adaptive, and difficult to detect. In this recent roundtable discussion of CISOs and security leaders, five themes emerged around AI cyber risk.  

1. AI agents with human access but no human judgment

In Darktrace’s 2026 State of AI Cybersecurity report, 96% of the surveyed security professionals agree that AI significantly improves the speed and efficiency with which they work. Yet, 92% admitted that they’re concerned with the security implications of the use of AI agents across their workforce.

AI agents now operate with human-level permissions across systems, acting at machine speed, orchestrating actions across platforms, and making decisions without the judgment or caution a person would apply. Unlike human users, they cannot be expected to pause and question whether a given action is appropriate.

Their identities are also difficult to inventory, govern, and audit. As agents become easier to deploy than legacy IT systems ever were, organizations are quickly losing track of what is running, what it has access to, and what it is doing. This creates a growing class of highly privileged, autonomous actors operating without the visibility or oversight that traditional identity and access controls were designed to provide.“While AI adoption is critical to running a modern business, AI alone can’t solve all our cybersecurity challenges,” said a global financial sector CISO. “We still need think critically and use human judgement. Those are two things AI can’t do.”

This lack of human judgment becomes especially risky as new architectures, such as Model Context Protocol (MCP), can expand how agents connect to data, tools, and external systems. By design, MCP enables agents to dynamically discover and interact with new resources, increasing flexibility but also introducing new pathways for unintended access, data exposure, or abuse if not properly governed.

The CISO of a fund administrator highlighted one emerging vector as an example: rogue MCP servers. “Our developers want to move quickly and bring value to the business, but technologies like these can unintentionally expose sensitive data in ways that would never have happened before.”

2. Increased digital complexity and expanded attack surface

AI activity rarely stays contained. A single prompt can trigger a chain of actions across networks, email, cloud infrastructure, SaaS platforms, endpoints, identity systems, and development environments, spanning systems that were never designed to be secured as a single, connected flow. This expands both the scale and complexity of what security teams need to monitor and defend.

Yet no single control has visibility across that entire chain. “You can’t defend effectively what you can’t see,” cautioned the private fund administrator CISO. As AI-driven activity moves fluidly across environments, gaps in coverage become inevitable, creating blind spots that attackers can exploit.

Threat actors are already capitalizing on this lack of visibility. “Threat actors have advanced their use of generative AI to launch more convincing phishing campaigns, automate social engineering, and scale attacks with greater precision down to the individual level,” said the SVP of Technology and Cybersecurity for the real estate investment trust. What was once manual and targeted can now be automated and personalized at scale, making attacks harder to detect and easier to execute.

At the same time, the pace of exploitation is accelerating. As a global CISO operating across 40+ countries described it: “Zero-day vulnerabilities are no longer zero day; it’s minus one day. By the time you get to it and address it, it’s already a problem.” By the time risk is identified, it has often already been realized.

The result is a rapidly expanding and increasingly interconnected attack surface that challenges security teams to maintain visibility, context, and control across AI-driven activity.

3. Shadow AI is already everywhere

76% of organizations now cite shadow AI as a problem, one that is spreading through organizations in ways that are hard to track and even harder to control.

Employees are experimenting with publicly available Gen AI tools. Teams are spinning up low-code automations on their own. SaaS providers are quietly embedding AI into existing products. Developers are plugging AI services directly into workflows, often without pausing to consider what that exposure means.

The result is a lack of visibility into:

  • What AI tools are being used
  • What data those tools can access
  • Where prompts and outputs are going
  • Which AI agents are interacting with enterprise systems

The SVP of Cybersecurity at a real estate investment trust described the shift: “Before, I was worried about someone sending data erroneously to their personal email. Now we have all these agents online that people are utilizing, and we’re looking at those vectors as well.” For security teams, this means operating without a complete view of how AI is being used, what it can access, and where risk may already be emerging.

4. Built-in guardrails are not enough

Organizations often assume that native AI guardrails or provider-level controls are sufficient to manage AI risk. But securing AI requires ongoing visibility, oversight, and governance, not just controls configured at deployment. "It’s a misconception that adopting AI is going to solve all your problems,” warns a global financial services CISO.

Security leaders are increasingly recognizing the limitations of these controls as:

  • Fragmented and difficult to enforce consistently across multiple AI systems, workflows, and environments
  • Ambiguous in terms of accountability due to shared responsibility for AI governance between IT, security, developers, business teams, and third-party providers
  • Limited in end-to-end oversight, leaving gaps that stretch from the initial prompt all the way through to the downstream impact of an agent's actions

Securing AI demands more than simple prompt filtering or static policy enforcement. It requires understanding intent, behavior, and context across both human and AI activity.

The next phase of cybersecurity: securing AI

To safely and responsibly adopt AI at scale, organizations need a new operational model for cybersecurity that’s capable of:

• Understanding AI behavior

• Identifying risk in real time

• Maintaining governance without slowing innovation

The CSO of a $10 billion municipal utility organization described the challenge with precision: “We have to move at the speed of innovation and risk, because both are accelerating faster than ever.”

Embrace AI with confidence with Darktrace / SECURE AI

Darktrace has introduced Darktrace / SECURE AI™, a new product within the Darktrace ActiveAI Security Platform™  ,designed to provide enterprise-wide security for AI by applying industry leading behavioral analysis to how prompts, agents, and AI systems are used.

Darktrace / SECURE AITM delivers real-time visibility and control across Enterprise and SaaS GenAI prompts, AI agent identities, development and production environments, and Shadow AI - detecting even subtle misuse, misconfiguration, and drift that traditional, rule-based controls simply do not understand. By interpreting context and intent across humans and machines, Darktrace enables organizations to adopt AI at scale without introducing unmanaged risk

What makes this possible is Darktrace’s decade-long maturity and expertise in behavioral understanding and AI-native cybersecurity. Achieved with Self-Learning AI that has been proven across more than 10,000 organizations, Darktrace understands what “normal” looks like for a business, across its users, systems, and now AI, so that meaningful deviations can be detected and acted on before they become incidents.

With one CISO describing Darktrace’s Self-Learning AI as “a leap forward compared to other tools” and another as a “force multiplier,” the technology can interpret ambiguous interactions, understand how access accumulates over time, and recognize when behavior, human or machine, begins to drift.

“Strategically, we’re looking to gain more visibility into how AI is operating across the environment and achieve greater control over what AI should be allowed to access and do,” shared the CISO at a private fund administrator.  

“What I’ve seen from Darktrace / SECURE AI is extremely promising. I have tremendous confidence in Darktrace’s vision for where this is headed and its ability to execute on this new solution.”

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