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!
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.
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.
AI is a contributing member of nearly every modern cybersecurity team. As we discussed earlier in this blog series, rapid AI adoption is expanding the attack surface in ways that security professionals have never before experienced while also empowering attackers to operate at unprecedented speed and scale. It’s only logical that defenders are harnessing the power of AI to fight back.
After all, AI can help cybersecurity teams spot the subtle signs of novel threats before humans can, investigate events more quickly and thoroughly, and automate response. But although AI has been widely adopted, this technology is also frequently misunderstood, and occasionally viewed with suspicion.
For CISOs, the cybersecurity marketplace can be noisy. Making sense of competing vendors’ claims to distinguish the solutions that truly deliver on AI’s full potential from those that do not isn’t always easy. Without a nuanced understanding of the different types of AI used across the cybersecurity stack, it is difficult to make informed decisions about which vendors to work with or how to gain the most value from their solutions. Many security leaders are turning to Managed Security Service Providers (MSSPs) for guidance and support.
The right kinds of AI in the right places?
Back in 2024, when we first conducted this annual survey, more than a quarter of respondents were only vaguely familiar with generative AI or hadn’t heard of it at all. Today, GenAI plays a role in 77% of security stacks. This percentage marks a rapid increase in both awareness and adoption over a relatively short period of time.
According to security professionals, different types of AI are widely integrated into cybersecurity tooling:
67% report that their organization’s security stack uses supervised machine learning
67% report that theirs uses agentic AI
58% report that theirs uses natural language processing (NLP)
35% report that theirs uses unsupervised machine learning
But their responses suggest that organizations aren’t always using the most valuable types of AI for the most relevant use cases.
Despite all the recent attention AI has gotten, supervised machine learning isn’t new. Cybersecurity vendors have been experimenting with models trained on hand-labeled datasets for over a decade. These systems are fed large numbers of examples of malicious activity – for instance, strains of ransomware – and use these examples to generalize common indicators of maliciousness – such as the TTPs of multiple known ransomware strains – so that the models can identify similar attacks in the future. This approach is more effective than signature-based detection, since it isn’t tied to an individual byte sequence or file hash. However, supervised machine learning models can miss patterns or features outside the training data set. When adversarial behavior shifts, these systems can’t easily pivot.
Unsupervised machine learning, by contrast, can identify key patterns and trends in unlabeled data without human input. This enables it to classify information independently and detect anomalies without needing to be taught about past threats. Unsupervised learning can continuously learn about an environment and adapt in real time.
One key distinction between supervised and unsupervised machine learning is that supervised learning algorithms require periodic updating and re-training, whereas unsupervised machine learning trains itself while it works.
The question of trust
Even as AI moves into the mainstream, security professionals are eyeing it with a mix of enthusiasm and caution. Although 89% say they have good visibility into the reasoning behind AI-generated outputs, 74% are limiting AI’s ability to take autonomous action in their SOC until explainability improves. 86% do not allow AI to take even small remediation actions without human oversight.
This model, commonly known as “human in the loop,” is currently the norm across the industry. It seems like a best-of-both-worlds approach that allows teams to experience the benefits of AI-accelerated response without relinquishing control – or needing to trust an AI system.
Keeping humans somewhat in the loop is essential for getting the best out of AI. Analysts will always need to review alerts, make judgement calls, and set guardrails for AI's behavior. Their input helps AI models better understand what “normal” looks like, improving their accuracy over time.
However, relying on human confirmation has real costs – it delays response, increases the cognitive burden analysts must bear, and creates potential coverage gaps when security teams are overwhelmed or unavailable. The traditional model, in which humans monitor and act on every alert, is no longer workable at scale.
If organizations depend too heavily on in-the-loop humans, they risk recreating the very problem AI is meant to solve: backlogs of alerts waiting for analyst review. Removing the human from the loop can buy back valuable time, which analysts can then invest in building a proactive security posture. They can also focus more closely on the most critical incidents, where human attention is truly needed.
Allowing AI to operate autonomously requires trust in its decision-making. This trust can be built gradually over time, with autonomous operations expanding as trust grows. But it also requires knowledge and understanding of AI — what it is, how it works, and how best to deploy it at enterprise scale.
Looking for help in all the right places
To gain access to these capabilities in a way that’s efficient and scalable, growing numbers of security leaders are looking for outsourced support. In fact, 85% of security professionals prefer to obtain new SOC capabilities in the form of a managed service.
This makes sense: Managed Security Service Providers (MSSPs) can deliver deep, continuously available expertise without the cost and complexity of building an in-house team. Outsourcing also allows organizations to scale security coverage up or down as needs change, stay current with evolving threats and regulatory requirements, and leverage AI-native detection and response without needing to manage the AI tools themselves.
Preferences for MSSP-delivered security operations are particularly strong in the education, energy (87%), and healthcare sectors. This makes sense: all are high-value targets for threat actors, and all tend to have limited cybersecurity budgets, so the need for a partner who can deliver affordable access to expertise at scale is strong. Retailers also voiced a strong preference for MSSP-delivered services. These companies are tasked with managing large volumes of consumer personal and financial data, and with transforming an industry traditionally thought of as a late adopter to a vanguard of cyber defense. Technology companies, too, have a marked preference for SOC capabilities delivered by MSSPs. This may simply be because they understand the complexity of the threat landscape – and the advantages of specialized expertise — so well.
In order to help as many organizations as possible – from major enterprises to small and midmarket companies – benefit from enterprise-grade, AI-native security, Darktrace is making it easier for MSSPs to deliver its technology. The ActiveAI Security Portal introduces an alert dashboard designed to increase the speed and efficiency of alert triage, while a new AI-powered managed email security solution is giving MSSPs an edge in the never-ending fight against advanced phishing attacks – helping partners as well as organizations succeed on the frontlines of cyber defense.
Explore the full State of AI Cybersecurity 2026 report for deeper insights into how security leaders are responding to AI-driven risks.
When Open Source Is Weaponized: Analysis of a Trojanized 7 Zip Installer
Background of the malicious 7-Zip installer, and assessing its Impact
Early in 2026, external researchers disclosed a malicious distribution campaign leveraging a trojanized installer masquerading itself as a legitimate 7‑Zip utility. Evidence suggests the campaign was active as of January 2026, during which victims were served a fake installer from 7zip[.]com, a highly convincing typo-squatted domain impersonating the official 7‑Zip distribution site (7-zip[.]org).
Initial access is typically achieved through social engineering and search‑engine abuse, including YouTube tutorial content that explicitly referenced the impersonated domain as the download source. Notably, several reports observed the installer delivered a modified but functional build of 7‑Zip (7zfm.exe) to reduce suspicion and preserve expected user behavior.
However, the installer also dropped additional payloads, such as Uphero.exe, hero.exe, and hero.dll, which are not part of the legitimate 7‑Zip software package. Once installed and executed, these payloads allow the attacker to establish persistence and configure the infected host as a proxy node under their control. This facilitates malicious activities such as traffic relaying, anonymizing infrastructure, and the delivery of secondary payloads [1] [2].
Overall, this attack illustrates a proxyware-style attack that abuses implicit trust in widely deployed third‑party tools while exploiting unconventional delivery vectors such as instructional media. By closely imitating legitimate software behavior and branding, the threat actors significantly reduced user suspicion and increased the likelihood of widespread, undetected compromise.
Threat overview
Darktrace observed multiple customers affected by the malicious 7‑Zip installer between January 12 and January 22, impacting organizations across the Americas (AMS), Asia‑Pacific & Japan (APJ), and Europe, the Middle East, and Africa (EMEA) regions. The activity targeted customers across various sectors, including Human health and social work activities, Manufacturing, Education, and Information and communication.
The following use case highlights a device on one customer network making external connections associated with malicious 7-Zip update activity observed between January 7 and January 18, 2026. This behavior included connectivity to the malicious domain 7zip[.]com, followed by command-and control (C2) activity involving "smshero"-themed domains, as well as outbound proxy connections over ports 1000 and 1002.
Initial Connectivity to 'update[.]7zip[.]com':
Figure 1: Initial Beaconing to Young Endpoint alert behavior, involving the known tunnel/proxy endpoint ‘79.127.221[.]47’.
Starting on January 7, Darktrace / NETWORK detected the device making repeated beaconing connections to the endpoint 79.127.221[.]47 over the destination port 1000. The use of this port aligns with open-source intelligence (OSINT) reporting that hero[.]exe establishes outbound proxy connections via non-standard ports such as 1000 and 1002 [1].
Figure 2: Darktrace observed TLS beaconing alerts to the known trojanized installer, update[.]7zip[.]com · 98.96.229[.]19, over port 443 on January 7th.
Later the same day, the device initiated TLS beaconing to the endpoint update.7zip[.]com. This is more than likely a common source of compromise, where victims unknowingly installed a modified build of the tool alongside additional malicious components. The campaign then progressed into the next attack phase, marked by established connectivity to various C2 domains.
Beaconing Activity to "smshero"-themed domains
Darktrace subsequently observed the same infected device connecting to various C2 domains used to retrieve configuration data. As such, these external hostnames were themed around the string “smshero”, for example ‘smshero[.]co’.
Figure 3: On January 8th, Darktrace observed SSL beaconing to a rare destination which was attributed to a known ‘config/control domain’, nova[.]smshero[.]ai.
The following day, on January 8, the device exhibited its first connectivity to a "smshero"-themed endpoint, which has since been identified as being associated with rotating C2 servers [1] [3]. Similar beaconing activity continued over the following days, with Darktrace identifying C2 connectivity to update[.]7zip[.]com over port 443, alongside additional connections to “smshero”‑themed endpoints such as zest.hero-sms[.]ai, flux.smshero[.]cc, and glide.smshero[.]cc between January 9 and January 15.
Figure 4: Darktrace later observed continued beaconing alerts over a 4-day interval to additional rare destinations attributed to a known ‘config/control domain’, zest[.]hero-sms[.]ai & glide[.]smshero[.]cc.
Proxied connectivity over destination ports
The primary objective of this campaign is believed to be proxyware, whereby third-party traffic is routed through victim devices to potentially obfuscate malicious activity. Devices were also observed communicating with rare external IPs hosted on Cloudflare and DataCamp Limited ASNs, establishing outbound proxy connections over the non-standard ports 1000 and 1002 [1].
OSINT sources also indicate that connections over these ports leveraged an XOR-encoded protocol (key 0x70) designed to obscure control messages. While the end goal of the campaign remains unclear, residential proxy networks can be abused to evade security rules and facilitate further unauthorized activities, including phishing and malware distribution [1][3].
Specifically, on January 8, Darktrace observed the device engaging in low-and-slow data exfiltration to the IP 79.127.221[.]47, which had first been observed the previous day, over port 1000. Proxyware typically installs an agent that routes third‑party traffic through an end-user’s device, effectively turning it into a residential proxy exit node. This activity likely represents the system actively communicating outbound data to an entity that controls its behavior.
Figure 5: Darktrace later observed a ‘Low and Slow Exfiltration to IP’ alert, involving the known tunnel/proxy endpoint ‘79.127.221[.]47’.
Similar activity continued between January 10 and January 18, with Darktrace detecting threat actors attempting to exfiltrate significant volumes of data to 79.127.221[.]47 over destination port 1000.
Throughout the course of this incident, Darktrace’s Cyber AI Analyst launched several autonomous investigations, analyzing each anomalous event and ultimately painting a detailed picture of the attack timeline. These investigations correlated multiple incidents based on Darktrace detections observed between January 7 and January 19. Cyber AI Analyst identified anomalous variables such as repeated connections to unusual endpoints involving data uploads and downloads, with particular emphasis on HTTP and SSL connectivity.
Figure 6: Darktrace AI Analyst Coverage, showcasing multiple incident events that occurred on January 7th & 8th, highlighting associated malicious 7-zip behaviors.
Figure 7: Darktrace AI Analyst Endpoint Details from the given ‘Unusual Repeated Connections’ Incident Event, including the known tunnel/proxy endpoint.
Figure 8: Darktrace AI Analyst Coverage, showcasing additional incident events that occurred on January 12th through 18th, highlighting malicious 7-zip behaviors and SSL connectivity.
Darktrace’s Autonomous Response
At several stages throughout the attack, Darktrace implemented Autonomous Response actions to help contain the suspicious activity as soon as it was identified, providing the customer’s security team with additional time to investigate and remediate. Between January 7 and January 18, Darktrace blocked a wide range of malicious activity, including beaconing connections to unusual endpoints, small data exfiltration attempts, and larger egress efforts, ultimately preventing the attacker from progressing through multiple stages of the attack or achieving their objectives.
Figure 9: Darktrace Autonomous Response Action Coverage showcasing connection block connection events including various endpoints that occurred on January 7th.
Figure 10: Darktrace Antigena (Autonomous Response) Model Alert Coverage, showcasing a Antigena Suspicious Activity Block alert occurred on January 10th as a result of the Low and Slow Exfiltration to IP model alert.
Figure 11: Additional Darktrace Antigena (Autonomous Response) Model Alert Coverage, showcasing a Antigena Large Data Volume Outbound Block alert occurred on January 18th as a result of the Uncommon 1 GiB Outbound model alert.
Conclusion
The malicious 7‑Zip installer underscores how attackers continue to weaponize trust in widely used, legitimate software to gain initial access while evading user suspicion. By exploiting familiar and commonly installed services, this type of attack demonstrates that even routine actions, such as installing compression software, can become high‑risk events when defenses or user awareness are insufficient.
This campaign further emphasizes the urgent need for strict software validation and continuous network monitoring. Modern threats no longer rely solely on obscure tools or overtly malicious behavior. Instead, they increasingly blend seamlessly into everyday operations, making detection more challenging.
In this case, Darktrace / NETWORK was able to identify the anomalous activity and Autonomous Response actions in a timely manner, enabling the customer to be quickly notified and providing crucial additional time to investigate further.
In summary, the abuse of a trojanized 7‑Zip installer highlights a concerning shift in modern threat tactics, where trusted and widely deployed tools can serve as primary delivery mechanisms for system compromise. This reality reinforces that proactive detection, continuous monitoring, and strong security awareness are not optional but essential.
Credit to Justin Torres, Senior Cyber Analyst, David Moreira da Silva, Cyber Analyst, Emma Foulger, Global Threat Research Operations Lead.
![Initial Beaconing to Young Endpoint alert behavior, involving the known tunnel/proxy endpoint ‘79.127.221[.]47’.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/6a0b527a7ecc78423d4fdbc6_Screenshot%202026-05-18%20at%2010.55.03%E2%80%AFAM.png)
![Darktrace observed TLS beaconing alerts to the known trojanized installer, update[.]7zip[.]com · 98.96.229[.]19, over port 443 on January 7th.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/6a0b529557224d073e49becd_Screenshot%202026-05-18%20at%2010.55.29%E2%80%AFAM.png)
![On January 8th, Darktrace observed SSL beaconing to a rare destination which was attributed to a known ‘config/control domain’, nova[.]smshero[.]ai.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/6a0b52ca6bdc2e2e6451446a_Screenshot%202026-05-18%20at%2010.56.22%E2%80%AFAM.png)
![Darktrace later observed continued beaconing alerts over a 4-day interval to additional rare destinations attributed to a known ‘config/control domain’, zest[.]hero-sms[.]ai & glide[.]smshero[.]cc.](https://cdn.prod.website-files.com/626ff4d25aca2edf4325ff97/6a0b52eed2e7185a03c382e7_Screenshot%202026-05-18%20at%2010.56.59%E2%80%AFAM.png)
