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June 9, 2021

Multi-Account Hijack Detection with AI

Discover the analysis of a sophisticated SaaS-based attack using Microsoft 365 accounts. Learn how attackers launch & maintain their offensive strategies.
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
Max Heinemeyer
Global Field CISO
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09
Jun 2021

The widespread and rapid adoption of Software-as-a-Service (SaaS) has opened up a breadth of security risks for IT teams. Unlike commercial off-the-shelf (COTS) software, SaaS security tends to be managed by third-party vendors rather than the end customer. Security teams therefore struggle with reduced visibility and control over these environments, and cyber-criminals have been quick to take advantage, launching a wave of cloud-based attacks, from Vendor Email Compromise to internal account hijacks.

Attackers often gain access to multiple accounts on the same domain, enabling them to attack from multiple angles, for example sending of hundreds of emails from one account, while maintaining persistence with another. This gives the hacker an opportunity to try multiple attack vectors, using tools native to the SaaS environment as well as external payloads.

While preventative controls such as Multi-Factor Authentication (MFA) provide an extra layer of protection, there are many techniques available to circumvent zero-trust approaches. Remote and flexible working is set to continue to varying degrees across many different regions and industries, so companies must now commit to securing their cloud architecture and developing proactive cyber security measures.

In this blog, we will analyze a persistent cyber-attack which targeted a real estate company in Europe and leveraged several compromised Microsoft 365 accounts. These SaaS takeovers are quickly becoming the new norm, but they are still misunderstood and poorly documented in the wider industry. Cyber AI detected every stage of this intrusion in real time, without the use of signatures or static rules.

A and B: Hijacking Microsoft 365 accounts

The organization had around 5,000 devices in its environment, with 1,000 active SaaS accounts. The timeline below shows how the threat actor leveraged the SaaS accounts of five different users to carry out the operation, as well as exploiting several other accounts on the final day.

Figure 1: Diagram of the infection chain, which occurred over three days. On the fourth day, the attacker tried again but was unsuccessful.

The actor initially compromised at least two SaaS credentials – which we’ll refer to here simply as ‘account A’ and ‘account B’ – and logged in from several unusual geographical locations, presumably using a VPN. Darktrace detected this as unusual login events for the SaaS accounts.

In account A, the attacker was observed previewing files likely to contain customer information, but did not perform any other follow-up activity. In account B, they set a new inbox rule three hours after the initial compromise, resulting in a high-severity alert.

At around this time, the threat actor sent a number of phishing emails from account B: emails that appeared to be sharing a harmless and legitimate-looking folder on OneDrive. The link probably led to a fake Microsoft login page, similar to the below, which could have recorded the victims’ credentials and sent them directly back to the attacker.

Figure 2: A seemingly legitimate Microsoft login page.

The phishing attempt was detected by Antigena Email, Darktrace’s email security technology. Antigena was in passive mode at the time, and so was not configured to take action on these threatening emails. But taking into account the highly anomalous sender surge coupled with the unusual login locations, it would have autonomously intercepted all the emails, reducing the impact of the attack.

The attacker was subsequently locked out of account B. After this, they tried (and failed) to use a legacy user agent to bypass any MFA which may have been enforced on the account. Darktrace detected this as a suspicious login and blocked the attempt.

Accounts C, D and E: The threat develops

The next day, the actor logged into a new account (account C) from the same autonomous system number (ASN), indicating that the account had been infected by the OneDrive phishing emails. In other words, the attacker had leveraged account B to compromise new users in the organization and ensure multiple points of intrusion.

Darktrace detected each stage of this, piecing together the different events into one meaningful security narrative.

Figure 3: Anomalous activity from accounts C, D, and E.

Account C was then used to preview a file likely containing contact information.

After being locked out of account C when trying to log in the next day, the hacker worked their way through two more accounts (account D and account E), which they had hijacked in the previous phishing attempts. They were locked out each time after generating alerts due to the unusual logins and new inbox rules created around the same time.

A to Z: End of the line

Running out of options, the attacker decided to go back to account A and set a new inbox rule, using it to send new phishing emails with a link to a non-Microsoft cloud storage domain (Tresorit). Again, Darktrace recognized this as highly unusual behavior, and the hacker was promptly locked out of the account.

During this burst of activity, Darktrace also observed a Microsoft Teams session from one of the suspicious ASNs. This was likely a social engineering attempt and another possible attack vector. Microsoft Teams could have been leveraged to share a malicious link over instant message, extract sensitive information, or send spam internally and externally on the chat function.

The threat actor could have then used this to pivot across various applications and accounts, assuming that the company had a siloed security approach – with different tools for cloud, SaaS, email, and endpoint – and so could not pick up on the malicious cross-platform movement.

On the following day, the attacker attempted logins on multiple accounts again, but with no success. Cyber AI had pinpointed all the anomalous activity – no matter where it originated – and alerted the security team immediately.

SaaS attack under the microscope

Multi-account compromises can be incredibly persistent and are difficult for traditional security tools to identify. The hacker used several tactics to circumvent the customer’s existing email security products:

  1. The initial use of two compromised credentials – account A and account B – allowed the hacker to stay under the radar and not raise too much suspicion on a single account. Account A was kept quiet until other avenues had been exhausted.
  2. Activity was generated from multiple ASNs in at least three different geographical locations, probably utilizing a VPN: one in Africa where much of the activity originated, and two in North America, including some widely used ASNs which were highly unusual for the customer.
  3. The attacker entirely used Microsoft services until the final emails, choosing to ‘live off the land’ rather than sending links that may have been caught by gateways.
  4. The attacker logged into Microsoft Teams in their final movements – a fairly benign-looking event which could have been used to compromise more accounts and move laterally, and would have gone undetected.

Darktrace identified every stage of the attack – including spotting the anomalous ASNs – and launched an automatic, in-depth investigation with Cyber AI Analyst. The organization was thus able to take action before the damage was done.

Figure 4: Darktrace’s SaaS console gives a clear overview of activity across all different applications.

ABCs of SaaS security

The approach of using various accounts to mount the offensive, while keeping one to maintain persistence, prolonged this intrusion. Such tactics will likely be seen again in the near future.

Tracking the number of factors involved in an attack with multiple credentials, multiple attack vectors, and multiple attacker-IPs, is a serious challenge. In these situations, it is essential to have a security solution which can detect activity across different applications, forming a unified and holistic understanding over the entire digital enterprise.

While not active in this case, Antigena SaaS would have taken autonomous action and prevented the threat from escalating by enforcing normal behavior, stopping the hacker from logging in from malicious infrastructure or performing any out-of-character SaaS actions, such as creating new inbox rules.

Following the intrusion, the company decided to adopt Antigena SaaS, which now mitigates their cloud security risks and guards against sensitive data loss and reputational damage.

Thanks to Darktrace analyst Daniel Gentle for his insights on the above threat find.

Darktrace model detections:

  • SaaS / Compromise / Unusual Login and New Email Rule
  • SaaS / Compliance / New Email Rule
  • SaaS / Unusual Activity / Unusual External Source for SaaS Credential Use
  • SaaS / Access / Suspicious Login Attempt
  • Antigena Email: Unusual Login Location + Sender Surge
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
Max Heinemeyer
Global Field CISO

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May 12, 2026

Resilience at the Speed of AI: Defending the Modern Campus with Darktrace

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Why higher education is a different cybersecurity battlefield

After four decades in IT, now serving as both CIO and CISO, I’ve learned one simple truth: cybersecurity is never “done.” It’s a constant game of cat and mouse. Criminals evolve. Technologies advance. Regulations expand. But in higher education, the challenge is uniquely complex.

Unlike a bank or a military installation, we can’t lock down networks to a narrow set of approved applications. Higher education environments are open by design. Students collaborate globally, faculty conduct cutting-edge research, and administrators manage critical operations, all of which require seamless access to the internet, global networks, cloud platforms, and connected systems.

Combine that openness with expanding regulatory mandates and tight budgets, and the balancing act becomes clear.

Threat actors don’t operate under the same constraints. Often well-funded and sponsored by nation-states with significant resources, they’re increasingly organized, strategic, and innovative.

That sophistication shows up in the tactics we face every day, from social engineering and ransomware to AI-driven impersonation attacks. We’re dealing with massive volumes of data, countless signals, and a very small window between detection and damage.

No human team, no matter how talented or how numerous, can manually sift through that noise at the speed required.

Discovering a force multiplier

Nothing in cybersecurity is 100% foolproof. I never “set it and forget it.” But for institutions balancing rising threats and finite resources, the Darktrace ActiveAI Security Platform™ offers something incredibly valuable: peace of mind through speed and scale.

It closes the gap between detection and response in a way humans can’t possibly match. At the speed of light, it can quarantine, investigate, and contain anomalous activity.

I’ve purchased and deployed Darktrace three separate times at three different institutions because I’ve seen firsthand what it can do and what it enables teams like mine to achieve.

I first encountered Darktrace while serving as CIO for a large multi-campus college system. What caught my attention was Darktrace's Self-Learning AI, and its ability to learn what "normal" looked like across our network. Instead of relying solely on static signatures or rigid rules, Darktrace built a behavioral baseline unique to our environment and alerted us in real time when something simply didn’t look right.

In higher education, where strict lockdowns aren’t realistic, that behavioral model made all the difference. We deployed it across five campuses, and the impact was immediate. Operating 24/7, Darktrace surfaced threats in ways our team couldn’t replicate manually.

Over time, the Darktrace platform evolved alongside the changing threat landscape, expanding into intrusion prevention, cloud visibility, and email security. At subsequent institutions, including Washington College, Darktrace was one of my first strategic investments.

Revealing the hidden threat other tools missed

One of the most surprising investigations of my career involved a data leak. Leadership suspected sensitive information from high-level meetings was being exposed, but our traditional tools couldn’t provide any answers.

Using Darktrace’s deep network visibility, down to packet-level data, we traced unusual connections to our CCTV camera system, which had been configured with a manufacturer’s default password. A small group of employees had hacked into the CCTV cameras, accessed audio-enabled recordings from boardroom meetings, and stored copies locally.

No other tool in our environment could have surfaced those connections the way Darktrace did. It was a clear example of why using AI to deeply understand how your organization, systems, and tools normally behave, matters: threats and risks don’t always look the way we expect.

Elevating a D-rating into a A-level security program

When I arrived at my last CISO role, the institution had recently experienced a significant ransomware attack. Attackers located  data  which informed their setting  ransom demands to an amount they knew would likely result in payment. It was a sobering example of how calculated and strategic modern cybercriminals have become.

Third-party cyber ratings reflected that reality, with a  D rating.

To raise the bar, we implemented a comprehensive security program and integrated layered defenses; -deploying state of the art tools and methods-  across the environment, with Darktrace at its core.

After a 90-day learning period to establish our behavioral baseline, we transitioned the platform into fully autonomous mode. In a single 30-day span, Darktrace conducted more than 2,500 investigations and autonomously resolved 92% of all false positives.

For a small team, that’s transformative. Instead of drowning in alerts, my staff focused on less than  200 meaningful cases that warranted human review.

Today, we maintain a perfect A rating from third-party assessors and have remained cybersafe.

Peace of mind isn’t about complacency

The effect of Darktrace as a force multiplier has a real human impact.

With the time reclaimed through automation, we expanded community education programs and implemented simulated phishing exercises. Through sustained training and awareness efforts, we reduced social engineering susceptibility from nearly 45% to under 5%.

On a personal level, Darktrace allows me to sleep better at night and take time off knowing we have intelligent systems monitoring and responding around the clock. For any CIO or CISO carrying institutional risk on their shoulders, that matters.

The next era: AI vs. AI

A new chapter in cybersecurity is unfolding as adversaries leverage AI to enhance scale, speed, and believability. Phishing campaigns are more personalized, impersonation attempts are more precise, and deepfake video technology, including live video, is disturbingly authentic. At the same time, organizations are rapidly adopting AI across their own environments —from GenAI assistants to embedded tools to autonomous agents. These systems don’t operate within fixed rules. They act across email, cloud, SaaS, and identity systems, often with broad permissions, and their behavior can evolve over time in ways that are difficult to predict or control.

That creates a new kind of security challenge. It’s not just about defending against AI-powered threats but understanding and governing how AI behaves within your environment, including what it can access, how it acts, and where risk begins to emerge.

From my perspective, this is a natural next step for Darktrace.

Darktrace brings a level of maturity and behavioral understanding uniquely suited to the complexity of AI environments. Self-Learning AI learns the normal patterns of each business to interpret context, uncover subtle intent, and detect meaningful deviations without relying on predefined rules or signatures. Extending into securing AI by bringing real-time visibility and control to GenAI assistants, AI agents, development environments and Shadow AI, feels like the logical evolution of what Darktrace already does so well.

Just as importantly, Darktrace is already built for dynamic, cross-domain environments where risk doesn’t sit in a single tool or control plane. In higher education, activity already spans multiple systems and, with AI, that interconnection only accelerates.

Having deployed Darktrace multiple times, I have confidence it’s uniquely positioned to lead in this space and help organizations adopt AI with greater visibility and control.

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Since authoring this blog, Irving Bruckstein has transitioned to the role of Chief Executive Officer of the Cyberaigroup.

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About the author
Irving Bruckstein
CEO CyberAIgroup

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May 11, 2026

The Next Step After Mythos: Defending in a World Where Compromise is Expected

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Is Anthropic’s Mythos a turning point for cybersecurity?

Anthropic’s recent announcements around their Mythos model, alongside the launch of Project Glasswing, have generated significant interest across the cybersecurity industry.

The closed-source nature of the Mythos model has understandably attracted a degree of skepticism around some of the claims being made. Additionally, Project Glasswing was initially positioned as a way for software vendors to accelerate the proactive discovery of vulnerabilities in their own code; however, much of the attention has focused on the potential for AI to identify exploitable vulnerabilities for those with malicious intent.

Putting questions around the veracity of those claims to one side – which, for what it’s worth, do appear to be at least partially endorsed by independent bodies such as the UK’s AI Security Institute – this should not be viewed as a critical turning point for the industry. Rather, it reflects the natural direction of travel.

How Mythos affects cybersecurity teams  

At Darktrace, extolling the virtues of AI within cybersecurity is understandably close to our hearts. However, taking a step back from the hype, we’d like to consider what developments like this mean for security teams.

Whether it’s Mythos or another model yet to be released, it’s worth remembering that there is no fundamental difference between an AI discovered vulnerability and one discovered by a human. The change is in the pace of discovery and, some may argue, the lower the barrier to entry.

In the hands of a software developer, this is unquestionably positive. Faster discovery enables earlier remediation and more proactive security. But in the hands of an attacker, the same capability will likely lead to a greater number of exploitable vulnerabilities being used in the wild and, critically, vulnerabilities that are not yet known to either the vendor or the end user.

That said, attackers have always been able to find exploitable vulnerabilities and use them undetected for extended periods of time. The use of AI does not fundamentally change this reality, but it does make the process faster and, unfortunately, more likely to occur at scale.

While tools such as Darktrace / Attack Surface Management and / Proactive Exposure Management  can help security teams prioritize where to patch, the emergence of AI-driven vulnerability discovery reinforces an important point: patching alone is not a sufficient control against modern cyber-attacks.

Rethinking defense for a world where compromise is expected

Rather than assuming vulnerabilities can simply be patched away, defenders are better served by working from the assumption that their software is already vulnerable - and always will be -and build their security strategy accordingly.

Under that assumption, defenders should expect initial access, particularly across internet exposed assets, to become easier for attackers. What matters then is how quickly that foothold is detected, contained, and prevented from expanding.

For defenders, this places renewed emphasis on a few core capabilities:

  • Secure-by-design architectures and blast radius reduction, particularly around identity, MFA, segmentation, and Zero Trust principles
  • Early, scalable detection and containment, favoring behavioral and context-driven signals over signatures alone
  • Operational resilience, with the expectation of more frequent early-stage incidents that must be managed without burning out teams

How Darktrace helps organizations proactively defend against cyber threats

At Darktrace, we support security teams across all three of these critical capabilities through a multi-layered AI approach. Our Self-Learning AI learns what’s normal for your organization, enabling real-time threat detection, behavioral prediction, incident investigation and autonomous response. - all while empowering your security team with visibility and control.

To learn more about Darktrace’s application of AI to cybersecurity download our White Paper here.  

Reducing blast radius through visibility and control

Secure-by-design principles depend on understanding how users, devices, and systems behave. By learning the normal patterns of identity and network activity, Darktrace helps teams identify when access is being misused or when activity begins to move beyond expected boundaries. This makes it possible to detect and contain lateral movement early, limiting how far an attacker can progress even after initial access.

Detecting and containing threats at the earliest stage  

As AI accelerates vulnerability discovery, defenders need to identify exploitation before it is formally recognized. Darktrace’s behavioral understanding approach enables detection of subtle deviations from normal activity, including those linked to previously unknown vulnerabilities.

A key example of this is our research on identifying cyber threats before public CVE disclosures, demonstrating that assessing activity against what is normal for a specific environment, rather than relying on predefined indicators of compromise, enables detection of intrusions exploiting previously unknown vulnerabilities days or even weeks before details become publicly available.

Additionally, our Autonomous Response capability provides fast, targeted containment focused on the most concerning events, while allowing normal business operations to continue. This has consistently shown that even when attackers use techniques never seen before, Darktrace’s Autonomous Response can contain threats before they have a chance to escalate.

Scaling response without increasing operational burden

As early-stage incidents become more frequent, the ability to investigate and respond efficiently becomes critical. Darktrace’s Cyber AI Analyst’s AI-driven investigation capabilities automatically correlate activity across the environment, prioritizing the most significant threats and reducing the need for manual triage. This allows security teams to respond faster and more consistently, without increasing workload or burnout.

What effective defense looks like in an AI-accelerated landscape

Developments like Mythos highlight a reality that has been building for some time: the window between exposure and exploitation is shrinking, and in many cases, it may disappear entirely. In that environment, relying on patching alone becomes increasingly reactive, leaving little room to respond once access has been established.

The more durable approach is to assume that compromise will occur and focus on controlling what happens next. That means identifying early signs of misuse, containing threats before they spread, and maintaining visibility across the environment so that isolated signals can be understood in context.

AI plays a role on both sides of this equation. While it enables attackers to move faster, it also gives defenders the ability to detect subtle changes in behavior, prioritize what matters, and respond in real time. The advantage will not come from adopting AI in isolation, but from applying it in a way that reduces the gap between detection and action.

AI may be accelerating parts of the attack lifecycle, but the fundamentals of defense, detection, and containment still apply. If anything, they matter more than ever – and AI is just as powerful a tool for defenders as it is for attackers.

To learn more about Darktrace and Mythos read more on our blog: Mythos vs Ethos: Defending in an Era of AI‑Accelerated Vulnerability Discovery

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About the author
Toby Lewis
Head of Threat Analysis
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