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February 17, 2021

Compromised 2FA: Preventing Microsoft Account Takeovers

Discover how Darktrace's Microsoft 365 connector detected and investigated a 2FA-compromised Microsoft account takeover. Learn these preventative measures!
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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17
Feb 2021

What is Two-factor authentication (2FA)?

2FA is now relied upon by almost a third of businesses. It requires a user to present more than one method of identification when logging into an account. This prevents cyber-criminals from simply using password credentials to hack a system; instead, extra security layers, such as biometrics (inherence), personal information (knowledge), or a code sent to your phone or email (possession), are required to gain access to an account.

What happens when 2FA has been compromised?

Darktrace recently observed this exact scenario when a Microsoft 365 account was hijacked and the attacker temporarily changed the authentication settings so that the SMS codes were sent to their phone. The attack attempted to blend into the user activity and remain undetected. However, Darktrace was able to identify the account compromise from subtle anomalies in the user’s behavior, including suspicious logins, unusual email rule creations, and file deletions.

There has been a sharp increase in these SaaS-based attacks, which comes as no surprise as companies increasingly rely on SaaS platforms to conduct their remote business. Microsoft 365 is now used regularly across organizations for email, user management, file storage and sharing. This phenomenon has widened the attack surface and provides great opportunities for cyber-criminals. SaaS platforms are often siloed, and security teams tend to lack visibility over them and struggle to correlate events across these multiple platforms.

Darktrace Cyber AI protects the entire SaaS environment, providing full coverage over Microsoft 365 and Azure platforms. In this case, the customer was using the Microsoft 365 module. Despite the attack bypassing all other security tools, it was identified by Darktrace’s Microsoft 365 connector and investigated by Cyber AI Analyst – the world’s first AI investigation technology, which automatically triages, interprets, and reports on the full scope of security incidents.

How a Microsoft account was compromised through 2FA

An account belonging to a user on the financial team of a company with around 10,000 Microsoft 365 users was recently compromised. The initial infection most likely happened because the employee had clicked on a malicious link in a phishing email.

Figure 1: A timeline of the attack

Darktrace began detecting suspicious logins into the Microsoft 365 account from unusual locations in the US and Ghana. These logins successfully passed the multi-factor authentication (MFA) security, as the attacker had subtly manipulated the user’s details, modifying the registered phone number so the authentication text message went directly to them.

Figure 2: Darktrace’s dedicated SaaS console surfaces unusual activity across Microsoft 365

2FA can be compromised using several tactics. It may be hacked via a SIM swapping attack or through the use of a malicious OAuth application. An attacker could even resort to a phishing or social-engineering attack, and work in real time to use the one-time password at the same time as the victim enters it on the phishing page.

Following the unusual logins, Darktrace observed that the attacker had changed email rules for the compromised user’s account, as well as several shared inboxes, including one related to credit control.

During this time, the attacker was seen accessing multiple emails in the compromised user’s inbox. The attacker may have been scouring the inbox for sensitive data, or familiarizing themselves with the user’s normal activity and writing style, enabling them to craft believable phishing emails impersonating the account owner. The attacker also deleted multiple emails for that user in an attempt to cover their tracks.

While the rest of the organization’s security stack was blind to this threat, Darktrace’s Microsoft 365 connector detected the anomalous behavior and launched an automated investigation with Cyber AI Analyst. The security team then responded, before the attacker was able to fully exploit some of the critical shared mailboxes.

Had the hacker been able to continue, they would have been able to access intellectual property (IP) and sensitive financial data about the organization and its customers. This could have served as ammunition for future fraudulent payment requests, which have been known to cost organizations tens of thousands of dollars.

Cyber AI Analyst investigates 2FA threat

Trained on hundreds of expert cyber analysts, Cyber AI Analyst conducts autonomous investigations on the full range of threats – including SaaS account compromise. In this case, it stitched together the anomalous login and user behavior and generated a natural language summary of the incident, ready for review. A human analyst would have taken an average of three hours to do this. Yet Cyber AI Analyst did it in a matter of seconds, delivering a 92% time saving.

Figure 3: A demonstration of how Cyber AI Analyst reports on unusual logins and file access

Concluding thoughts

The dynamic workforce is more dispersed than ever, relying on SaaS applications and sprawling IT systems to host valuable data. In this digitally globalized world, cyber security must also be ubiquitous, providing full visibility across the digital environment.

This cyber-attack was targeted and sophisticated. The attack had used compromised credentials so no bruteforce activity was seen prior to the successful logins. Furthermore, the attacker passed the two-factor authentication, as well as covering their tracks through deleted emails and blending into legitimate user activity.

Darktrace AI, however, detected the subtle anomalies in the user’s behavior and thus identified that there was an unwanted presence in the environment. Darktrace is able to cover attacks in cloud and SaaS across the entire attack lifecycle – from an initial spear phishing email to full account takeover – even when other security methods, such as 2FA, have been compromised. In these attacks, early detection and response is key. There could have been significant financial and reputational repercussions had Darktrace not detected the attack.

Thanks to Darktrace analyst Brianna Leddy for her insights on the above threat find.

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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July 21, 2025

Global Telecom Provider: Powering and Protecting the World's Data Giants

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This global leader plays a critical role in keeping the world connected. The company works with some of the largest and most influential public and private organizations in the world to enable ultra-fast data transmission.

Safeguarding the systems that keep the world connected

Standing at the forefront of global connectivity, this industry leader designs and manages large-scale communications systems that power the world’s most data-intensive enterprises – including social media giants, hyperscale cloud providers, and major data center operators. Given the scale, confidentiality, and sensitivity of the systems and data it helps transport, the company faces complex cybersecurity challenges.

Protecting sensitive customer data

Most of the organization’s projects are custom-designed and highly proprietary, making data privacy and Intellectual Property (IP) protection critical to maintaining trust and confidentiality with customers. In an industry where every competitor knows the landscape intimately, any loss of data could cause significant damage.

International security implications

The company faces a broad range of advanced cyber threats – from corporate espionage and supply chain risks to cyber-physical attacks on critical infrastructure. Its international footprint adds complexity, including cross-border regulatory compliance. A successful attack could disrupt business, compromise IP, or trigger wider consequences like disruptions to international data transfers and other critical services.

The global leader works closely with communities to anticipate threats that could impact the global communications network at large.

In this environment, cybersecurity is a foundation for international trust,” said the organization’s CISO.

Building a resilient cybersecurity strategy from the ground up

The CISO had the rare opportunity to build the IT and cybersecurity infrastructure from scratch. "Initially, we bought what everyone else buys,” referencing the traditional mix of firewalls, routers, and antivirus tools. “But I knew we needed to do more.”

Self-Learning AI – “the missing piece”

With solid perimeter defenses in place, the security team sought deeper protection inside the network. Darktrace’s Self-Learning AI stood out. “Unlike other solutions, Darktrace’s AI looks beyond known threat signatures, learning what’s normal for our environment and flagging what’s not. That was the missing piece – something that could help us even when everything else failed.”

A solution and partnership that delivered

The CISO said he appreciated the ability to observe Darktrace in action before full deployment, noting that the Darktrace team was there every step of the way, providing guidance and expertise to ensure he got the most out of his investment.

Partnership was especially valuable given the company’s explosive 400% growth over the last six years. As resources were stretched and priorities shifted, “Darktrace remained patient and responsive. We’re slow and methodical, but the Darktrace support team was phenomenal, never losing momentum and earning our trust.”

A unified cybersecurity ecosystem

Today, the global leader is using the Darktrace ActiveAI Security Platform™ as a core part of its layered defense strategy, including:

The CISO appreciates how, as a unified cybersecurity platform, Darktrace has an intuitive user interface, which makes it easier for his team to investigate alerts visually, even without deep technical expertise.

Advancing defenses while impacting the bottom line

A 24/7 “safety net”

The fact that this company has never been hacked is the clearest proof it made the right decision with Darktrace, said the CISO. Initially rolled out in Human Confirmation Mode, meaning it would not take autonomous action without explicit approval from the security team, Darktrace immediately uncovered threats and anomalies that other tools had missed.

Darktrace acts as a must-have safety net—ready to step in when other tools fall short,” said the CISO.

From monitoring internal behavior and identifying unusual attack patterns, to autonomously neutralizing threats after hours, the platform provides peace of mind in a high-stakes industry. “Darktrace is my dark horse – the thing I have in my back pocket if everything else fails. It’s here to save the day, save my company, and maybe even save my career.”

Autonomous capabilities free up time for skilled analysts

Darktrace’s AI-powered detection and response capabilities are deeply embedded in the team’s day-to-day operations, autonomously investigating and responding to the majority of potential threats. Cyber AI Analyst conducted a total of 2,776 total investigations within three months, averaging just 12 minutes to autonomously investigate an incident. Of those 2,776 investigations, Darktrace resolved 2,671 (96%) autonomously and escalated only 105 (4%) to analysts. Darktrace has dramatically reduced alert fatigue and freed up analysts to focus on what really matters, saving the security team 486 analyst hours on investigations within a 20-day period.

From noise to actionable insight

Darktrace delivers meaningful data and meaningful alerts. “If Darktrace escalates an incident, we drop everything and work on that. We trust in Darktrace.” When analysts do need to investigate an incident, Darktrace’s forensic logs and guided remediation suggestions have slashed the time analysts spend on investigations by four to five times.

Stronger security. Lower cost.

The CISO says, “Darktrace is a money-saver for our organization, making continued investments an easy sell to the CEO and the board.”  When he found himself down a resource after a member of the security team left the organization, the CISO turned to Darktrace Managed Threat Detection and Response services for 24/7 expert support. “It was a no brainer. We got better coverage, higher skill levels, and around-the-clock support – all for less than what we would pay to employ a single analyst.”

Scaling securely into the future

Securing networks in motion  

The organization is preparing to scale both its operations and security posture across existing distributed, mobile and deployable communications networks that historically have been disconnected. Some of these networks are in constant motion and operating in some of the world’s most volatile regions. “Darktrace will act as an autonomous defender, monitoring for anomalous behavior and intervening, when necessary, especially during those dangerous times when an asset ‘goes dark’ and becomes disconnected from the broader network,” said the CISO.

Applying AI strategically

As the organization continues to evaluate where and how to apply AI, its emphasis will be on technologies that can act independently to contain threats – especially in environments where human response may be delayed. “It’s about using the right kind of AI for the right challenge. That’s why we’re investing in Darktrace, with tools that can adapt and learn even in isolation and provide real-time protection wherever we operate.”

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July 17, 2025

Introducing the AI Maturity Model for Cybersecurity

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AI adoption in cybersecurity: Beyond the hype

Security operations today face a paradox. On one hand, artificial intelligence (AI) promises sweeping transformation from automating routine tasks to augmenting threat detection and response. On the other hand, security leaders are under immense pressure to separate meaningful innovation from vendor hype.

To help CISOs and security teams navigate this landscape, we’ve developed the most in-depth and actionable AI Maturity Model in the industry. Built in collaboration with AI and cybersecurity experts, this framework provides a structured path to understanding, measuring, and advancing AI adoption across the security lifecycle.

Overview of AI maturity levels in cybersecurity

Why a maturity model? And why now?

In our conversations and research with security leaders, a recurring theme has emerged:

There’s no shortage of AI solutions, but there is a shortage of clarity and understanding of AI uses cases.

In fact, Gartner estimates that “by 2027, over 40% of Agentic AI projects will be canceled due to escalating costs, unclear business value, or inadequate risk controls. Teams are experimenting, but many aren’t seeing meaningful outcomes. The need for a standardized way to evaluate progress and make informed investments has never been greater.

That’s why we created the AI Security Maturity Model, a strategic framework that:

  • Defines five clear levels of AI maturity, from manual processes (L0) to full AI Delegation (L4)
  • Delineating the outcomes derived between Agentic GenAI and Specialized AI Agent Systems
  • Applies across core functions such as risk management, threat detection, alert triage, and incident response
  • Links AI maturity to real-world outcomes like reduced risk, improved efficiency, and scalable operations

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How is maturity assessed in this model?

The AI Maturity Model for Cybersecurity is grounded in operational insights from nearly 10,000 global deployments of Darktrace's Self-Learning AI and Cyber AI Analyst. Rather than relying on abstract theory or vendor benchmarks, the model reflects what security teams are actually doing, where AI is being adopted, how it's being used, and what outcomes it’s delivering.

This real-world foundation allows the model to offer a practical, experience-based view of AI maturity. It helps teams assess their current state and identify realistic next steps based on how organizations like theirs are evolving.

Why Darktrace?

AI has been central to Darktrace’s mission since its inception in 2013, not just as a feature, but the foundation. With over a decade of experience building and deploying AI in real-world security environments, we’ve learned where it works, where it doesn’t, and how to get the most value from it. This model reflects that insight, helping security leaders find the right path forward for their people, processes, and tools

Security teams today are asking big, important questions:

  • What should we actually use AI for?
  • How are other teams using it — and what’s working?
  • What are vendors offering, and what’s just hype?
  • Will AI ever replace people in the SOC?

These questions are valid, and they’re not always easy to answer. That’s why we created this model: to help security leaders move past buzzwords and build a clear, realistic plan for applying AI across the SOC.

The structure: From experimentation to autonomy

The model outlines five levels of maturity :

L0 – Manual Operations: Processes are mostly manual with limited automation of some tasks.

L1 – Automation Rules: Manually maintained or externally-sourced automation rules and logic are used wherever possible.

L2 – AI Assistance: AI assists research but is not trusted to make good decisions. This includes GenAI agents requiring manual oversight for errors.

L3 – AI Collaboration: Specialized cybersecurity AI agent systems  with business technology context are trusted with specific tasks and decisions. GenAI has limited uses where errors are acceptable.

L4 – AI Delegation: Specialized AI agent systems with far wider business operations and impact context perform most cybersecurity tasks and decisions independently, with only high-level oversight needed.

Each level reflects a shift, not only in technology, but in people and processes. As AI matures, analysts evolve from executors to strategic overseers.

Strategic benefits for security leaders

The maturity model isn’t just about technology adoption it’s about aligning AI investments with measurable operational outcomes. Here’s what it enables:

SOC fatigue is real, and AI can help

Most teams still struggle with alert volume, investigation delays, and reactive processes. AI adoption is inconsistent and often siloed. When integrated well, AI can make a meaningful difference in making security teams more effective

GenAI is error prone, requiring strong human oversight

While there is a lot of hype around GenAI agentic systems, teams will need to account for inaccuracy and hallucination in Agentic GenAI systems.

AI’s real value lies in progression

The biggest gains don’t come from isolated use cases, but from integrating AI across the lifecycle, from preparation through detection to containment and recovery.

Trust and oversight are key initially but evolves in later levels

Early-stage adoption keeps humans fully in control. By L3 and L4, AI systems act independently within defined bounds, freeing humans for strategic oversight.

People’s roles shift meaningfully

As AI matures, analyst roles consolidate and elevate from labor intensive task execution to high-value decision-making, focusing on critical, high business impact activities, improving processes and AI governance.

Outcome, not hype, defines maturity

AI maturity isn’t about tech presence, it’s about measurable impact on risk reduction, response time, and operational resilience.

[related-resource]

Outcomes across the AI Security Maturity Model

The Security Organization experiences an evolution of cybersecurity outcomes as teams progress from manual operations to AI delegation. Each level represents a step-change in efficiency, accuracy, and strategic value.

L0 – Manual Operations

At this stage, analysts manually handle triage, investigation, patching, and reporting manually using basic, non-automated tools. The result is reactive, labor-intensive operations where most alerts go uninvestigated and risk management remains inconsistent.

L1 – Automation Rules

At this stage, analysts manage rule-based automation tools like SOAR and XDR, which offer some efficiency gains but still require constant tuning. Operations remain constrained by human bandwidth and predefined workflows.

L2 – AI Assistance

At this stage, AI assists with research, summarization, and triage, reducing analyst workload but requiring close oversight due to potential errors. Detection improves, but trust in autonomous decision-making remains limited.

L3 – AI Collaboration

At this stage, AI performs full investigations and recommends actions, while analysts focus on high-risk decisions and refining detection strategies. Purpose-built agentic AI systems with business context are trusted with specific tasks, improving precision and prioritization.

L4 – AI Delegation

At this stage, Specialized AI Agent Systems performs most security tasks independently at machine speed, while human teams provide high-level strategic oversight. This means the highest time and effort commitment activities by the human security team is focused on proactive activities while AI handles routine cybersecurity tasks

Specialized AI Agent Systems operate with deep business context including impact context to drive fast, effective decisions.

Join the webinar

Get a look at the minds shaping this model by joining our upcoming webinar using this link. We’ll walk through real use cases, share lessons learned from the field, and show how security teams are navigating the path to operational AI safely, strategically, and successfully.

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About the author
Ashanka Iddya
Senior Director, Product Marketing
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