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May 25, 2022

Multi-Account Compromise in Office 365

Learn how internal phishing can compromise accounts swiftly & how Darktrace/Apps can prevent future attacks effectively.
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
Laura Leyland
Cyber Analyst
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25
May 2022

In February 2022, Darktrace detected the compromise of three SaaS accounts within a customer’s Office 365 environment. This incident provides an effective use case for highlighting how Darktrace/Apps and Darktrace/Email can work together to alert to unusual logins, app permission changes, new email rules and outbound spam. It also emphasizes an instance where Darktrace RESPOND/Apps could have been set to autonomous mode and stopped additional compromise.

Account Compromise Timeline

February 9 2022

Account A was logged into from a rare IP from Nigeria with the BAV2ROPC user agent which is commonly associated with SaaS account attacks. BAV2ROPC stands for ‘Basic Authentication Version 2 Resource Owner Password Credential’ and is commonly used by old email apps such as iOS Mail. It is often seen in SaaS/email account compromises where accounts have ‘legacy authentication’ enabled. This is because, even if multi-factor authentication (MFA) is activated, legacy protocols like IMAP/POP3 are not configured for MFA and so do not result in an MFA notification being sent.[1][2]

Account A then created a new email rule which was named as a single full stop. Attackers commonly create new email rules to give themselves persistent access by using the ability to forward certain emails to external email accounts they own. This means that even if the account’s password is changed or MFA is turned on, the attacker keeps getting the forwarded emails as long as the rule remains in place. In this case, the attacker configured the new email rule using the following fields and features:

  • AlwaysDeleteOutlookRulesBlob – hides any warning messages when using Outlook on the web or Powershell to edit inbox rules. It is likely that the attacker had a set list of commands to run and didn’t want to be slowed down in the exploitation of the account by having to click confirmation messages.
  • Force – hides warning or confirmation messages.
  • MoveToFolder – moves emails to a folder. This is often used to move bounced emails away from the inbox in order to hide the fact the account is being used to send emails by the attacker.
  • Name – specifies the name of the rule, in this case a single full stop.
  • SubjectOrBodyContainsWords – emails with key words are actioned.
  • StopProcessingRules – determines whether subsequent rules are processed if the conditions of this rule are met. It is likely in this case the attacker set this to false so that any subsequent rules would still be processed to avoid raising suspicion.

Account A was then observed giving permission to the email management app Spike. This was likely to allow the rapid automated exploitation of the compromised account. Attackers want to speed up this process to reduce the time between account compromise and malicious use of the account, thus reducing the time security teams have to respond.

Figure 1: Screenshot from SaaS console showing the timeline of giving consent to the email management application Spike and the creation of the new inbox rule

The account was then observed sending 794 emails over a 15 minute period to both internal and external recipients. These emails shared similar qualities including the same subject line and related phishing links. This mass spam was likely due to the attacker wanting to compromise as many accounts and credentials as possible within the shortest timeframe. The domain of the link sent in the emails was spikenow[.]com and was hidden by the text ‘View Shared Link’. This suggests that the attacker used Spike to send the emails and host the phishing link.

Figure 2: Screenshot of AGE UI showing the spike in outbound messages from the compromised account – the messages all appear to be the same format
Figure 3: Screenshot from Darktrace/Email of the link and text that masked the link: ‘View Shared File’

Within 15 minutes of this large volume of outbound email from Account A, Account B was accessed from the same rare IP located in Nigeria. Account B also created a new email rule which was named a single full stop. In addition to the previous rules, the following rules were observed:

  • From – specifies that emails from certain addresses will be processed by the rule.
  • MarkAsRead – specifies that emails are to be marked as read.

Due to the short timeframe between the phishing emails and the anomalous behavior from Account B, it is possible that Account B was an initial phishing victim.

Figure 4: Screenshot of the SaaS console showing Account B login failures, then successful login and inbox rule creation from the rare Nigerian IP

February 10 2022

The next day, a third account (Account C) was also accessed from the same rare IP. This occurred on two occasions, once with the user agent Mozilla/5.0 and once with BAV2ROPC. After the login at 13:08 with BAV2ROPC, the account gave the same permission as Account A to the email management app Spike. It then created what appears to be the same email rule, named a single full stop. As with Account B, it is possible that this account was compromised by one of the phishing emails sent by Account A.

Figure 5: Timeline of key incidents with Darktrace/Apps actions

Whilst the motive of the threat actor was unclear, this may have been the result of:

  • Credential harvesting for future use against the organization or to sell to a third party.
  • Possible impersonation of compromised users on professional websites (LinkedIn, Indeed) to phish further company accounts:
  • Fake accounts of one user were discovered on LinkedIn.
  • Emails registering for Indeed for this same user were seen during compromise.

How did the attack bypass the rest of the security stack?

  • Compromised Office 365 credentials, combined with the use of the user agent BAV2ROPC meant MFA could not stop the suspicious login.
  • RESPOND was in Human Confirmation Mode and was therefore not confirmed to take autonomous action, showing only the detections. Disabling Account A would likely have prevented the phishing emails and the subsequent compromise of Accounts B and C.
  • The organization was not signed up to Darktrace Proactive Threat Notifications or Ask The Expert services which could have allowed further triage from Darktrace SOC analysts.

Cyber AI Analyst Investigates

Darktrace’s Cyber AI Analyst automates investigations at speed and scale, prioritizing relevant incidents and creating actionable insights, allowing security teams to rapidly understand and act against a threat.

In this case, AI Analyst automatically investigated all three account compromises, saving time for the customer’s security team and allowing them to quickly investigate the incident themselves in more detail. The technology also highlighted some of the viewed files by the compromised accounts which was not immediately obvious from the model breaches alone.

Figure 6: Screenshot of AI Analyst for Account A
Figure 7: Screenshot of AI Analyst for Account B
Figure 8: Screenshot of AI Analyst for Account C

Darktrace RESPOND (Antigena) actions

The organization in question did not have RESPOND/Apps configured in Active Mode, and so it did not take any action in this case. The table below shows the critical defensive actions RESPOND would have taken.[3]

Nonetheless, we can see what actions RESPOND would have taken, and when, had the technology been enabled.

The above tables illustrate that all three users would have been disabled during the incident had RESPOND been active. The highlighted row shows that Account A would have been disabled when the internal phishing emails were sent and possibly then prevented the cascade of compromised email accounts (B and C).

Conclusion

SaaS accounts greatly increase a company’s attack surface. Not only is exploitation of compromised accounts quick, but a single compromised account can easily lead to further compromises via an internal phishing campaign. Together this reinforces the ongoing need for autonomous and proactive security to complement existing IT teams and reduce threats at the point of compromise. Whilst disabling ‘legacy authentication’ for all accounts and providing MFA would give some extra protection, Darktrace/Apps has the ability to block all further infection.

Credit to: Adam Stevens and Anthony Wong for their contributions.

Appendix

List of Darktrace Model Detections

User A – February 9 2022

  • 04:55:51 UTC | SaaS / Access / Suspicious Login User-Agent
  • 04:55:51 UTC | SaaS / Access / Unusual External Source for SaaS Credential Use
  • 04:55:52 UTC | Antigena / SaaS / Antigena Suspicious SaaS and Email Activity Block
  • 04:55:52 UTC | Antigena / SaaS / Antigena Suspicious SaaS Activity Block
  • 14:16:48 UTC | SaaS / Compliance / New Email Rule
  • 14:16:48 UTC | SaaS / Compromise / Unusual Login and New Email Rule
  • 14:16:49 UTC | Antigena / SaaS / Antigena Significant Compliance Activity Block
  • 14:16:49 UTC | Antigena / SaaS / Antigena Suspicious SaaS Activity Block
  • 14:45:06 UTC | IaaS / Admin / Azure Application Administration Activities
  • 14:45:07 UTC | SaaS / Admin / OAuth Permission Grant
  • 14:45:07 UTC | Device / Multiple Model Breaches
  • 14:45:08 UTC | SaaS / Compliance / Multiple Unusual SaaS Activities
  • 15:03:25 UTC | SaaS / Email Nexus / Possible Outbound Email Spam
  • 15:03:25 UTC | SaaS / Compromise / Unusual Login and Outbound Email Spam

User B – February 9 2022

  • 15:18:21 UTC | SaaS / Compliance / New Email Rule
  • 15:18:21 UTC | SaaS / Compromise / Unusual Login and New Email Rule
  • 15:18:22 UTC | Antigena / SaaS / Antigena Significant Compliance Activity Block
  • 15:18:22 UTC | Antigena / SaaS / Antigena Suspicious SaaS Activity Block

User C – February 10 2022

  • 14:25:20 UTC | SaaS / Admin / OAuth Permission Grant
  • 14:38:09 UTC | SaaS / Compliance / New Email Rule
  • 14:38:09 UTC | SaaS / Compromise / Unusual Login and New Email Rule
  • 14:38:10 UTC | Antigena / SaaS / Antigena Significant Compliance Activity Block
  • 14:38:10 UTC | Antigena / SaaS / Antigena Suspicious SaaS Activity Block

Refrences

1. https://www.ncsc.gov.uk/guidance/phishing#section_3

2. https://www.bleepingcomputer.com/news/security/microsoft-scammers-bypass-office-365-mfa-in-bec-attacks/

3. https://customerportal.darktrace.com/product-guides/main/antigena-saas-inhibitors

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
Laura Leyland
Cyber Analyst

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April 2, 2026

How Chinese-Nexus Cyber Operations Have Evolved – And What It Means For Cyber Risk and Resilience 

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Cybersecurity has traditionally organized risk around incidents, breaches, campaigns, and threat groups. Those elements still matter—but if we fixate on individual incidents, we risk missing the shaping of the entire ecosystem. Nation‑state–aligned operators are increasingly using cyber operations to establish long-term strategic leverage, not just to execute isolated attacks or short‑term objectives.  

Our latest research, Crimson Echo, shifts the lens accordingly. Instead of dissecting campaigns, malware families, or actor labels as discrete events, the threat research team analyzed Chinese‑nexus activity as a continuum of behaviors over time. That broader view reveals how these operators position themselves within environments: quietly, patiently, and persistently—often preparing the ground long before any recognizable “incident” occurs.  

How Chinese-nexus cyber threats have changed over time

Chinese-nexus cyber activity has evolved in four phases over the past two decades. This ranges from early, high-volume operations in the 1990s and early 2000s to more structured, strategically-aligned activity in the 2010s, and now toward highly adaptive, identity-centric intrusions.  

Today’s phase is defined by scale, operational restraint, and persistence. Attackers are establishing access, evaluating its strategic value, and maintaining it over time. This reflects a broader shift: cyber operations are increasingly integrated into long-term economic and geopolitical strategies. Access to digital environments, specifically those tied to critical national infrastructure, supply chains, and advanced technology, has become a form of strategic leverage for the long-term.  

How Darktrace analysts took a behavioral approach to a complex problem

One of the challenges in analyzing nation-state cyber activity is attribution. Traditional approaches often rely on tracking specific threat groups, malware families, or infrastructure. But these change constantly, and in the case of Chinese-nexus operations, they often overlap.

Crimson Echo is the result of a retrospective analysis of three years of anomalous activity observed across the Darktrace fleet between July 2022 and September 2025. Using behavioral detection, threat hunting, open-source intelligence, and a structured attribution framework (the Darktrace Cybersecurity Attribution Framework), the team identified dozens of medium- to high-confidence cases and analyzed them for recurring operational patterns.  

This long-horizon, behavior-centric approach allows Darktrace to identify consistent patterns in how intrusions unfold, reinforcing that behavioral patterns that matter.  

What the data shows

Several clear trends emerged from the analysis:

  • Targeting is concentrated in strategically important sectors. Across the dataset, 88% of intrusions occurred in organizations classified as critical infrastructure, including transportation, critical manufacturing, telecommunications, government, healthcare, and Information Technology (IT) services.  
  • Strategically important Western economies are a primary focus. The US alone accounted for 22.5% of observed cases, and when combined with major European economies including Germany, Italy, Spain and the UK, over half of all intrusions (55%) were concentrated in these regions.  
  • Nearly 63% of intrusions of intrusions began with the exploitation of internet-facing systems, reinforcing the continued risk posed by externally exposed infrastructure.  

Two models of cyber operations

Across the dataset, Chinese-nexus activity followed two operational models.  

The first is best described as “smash and grab.” These are short-horizon intrusions optimized for speed. Attackers move quickly – often exfiltrating data within 48 hours – and prioritize scale over stealth. The median duration of these compromises is around 10 days. It’s clear they are willing to risk detection for short-term gain.  

The second is “low and slow.” These operations were less prevalent in the dataset, but potentially more consequential. Here, attackers prioritize persistence, establishing durable access through identity systems and legitimate administrative tools, so they can maintain access undetected for months or even years. In one notable case, the actor had fully compromised the environment and established persistence, only to resurface in the environment more than 600 days after. The operational pause underscores both the depth of the intrusion and the actor’s long‑term strategic intent. This suggests that cyber access is a strategic asset to preserve and leverage over time, and we observed these attacks most often inin sectors of the high strategic importance.  

It’s important to note that the same operational ecosystem can employ both models concurrently, selecting the appropriate model based on target value, urgency, intended access. The observation of a “smash and grab” model should not be solely interpreted as a failure of tradecraft, but instead an operational choice likely aligned with objectives. Where “low and slow” operations are optimized for patience, smash and grab is optimized for speed; both seemingly are deliberate operational choices, not necessarily indicators of capability.  

Rethinking cyber risk

For many organizations, cyber risk is still framed as a series of discrete events. Something happens, it is detected and contained, and the organization moves on. But persistent access, particularly in deeply interconnected environments that span cloud, identity-based SaaS and agentic systems, and complex supply chain networks, creates a major ongoing exposure risk. Even in the absence of disruption or data theft, that access can provide insight into operations, dependencies, and strategic decision-making. Cyber risk increasingly resembles long-term competitive intelligence.  

This has impact beyond the Security Operations Center. Organizations need to shift how they think about governance, visibility, and resilience, and treat cyber exposure as a structural business risk instead of an incident response challenge.  

What comes next

The goal of this research is to provide a clearer understanding of how these operations work, so defenders can recognize them earlier and respond more effectively. That includes shifting from tracking indicators to understanding behaviors, treating identity providers as critical infrastructure risks, expanding supplier oversight, investing in rapid containment capabilities, and more.  

Learn more about the findings of Darktrace’s latest research, Crimson Echo: Understanding Chinese-nexus Cyber Operations Through Behavioral Analysis, by downloading the full report and summaries for business leaders, CISOs, and SOC analysts here.  

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Nathaniel Jones
VP, Security & AI Strategy, Field CISO

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April 1, 2026

AI-powered security for a rapidly growing grocery enterprise

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Protecting a complex, fast-growing retail organization

For this multi-banner grocery holding organization, cybersecurity is considered an essential business enabler, protecting operations, growth, and customer trust. The organization’s lean IT team manages a highly distributed environment spanning corporate offices, 100+ stores, distribution centers and  thousands of endpoints, users, and third-party connections.

Mergers and acquisitions fueled rapid growth, but they also introduced escalating complexity that constrained visibility into users, endpoints, and security risks inherited across acquired environments.

Closing critical visibility gaps with limited resources

Enterprise-wide visibility is a top priority for the organization, says the  Vice President of Information Technology. “We needed insights beyond the perimeter into how users and devices were behaving across the organization.”

A security breach that occurred before the current IT leadership joined the company reinforced the urgency and elevated cybersecurity to an executive-level priority with a focus on protecting customer trust. The goal was to build a multi-layered security model that could deliver autonomous, enterprise-wide protection without adding headcount.

Managing cyber risk in M&A

Mergers and acquisitions are central to the grocery holding company’s growth strategy. But each transaction introduces new cyber risk, including inherited network architectures, inconsistent tooling, excessive privileges, and remnants of prior security incidents that were never fully remediated.

“Our M&A targets range from small chains with a single IT person and limited cyber tools to large chains with more developed IT teams, toolsets and instrumentation,” explains the VP of IT. “We needed a fast, repeatable, and reliable way to assess cyber risk before transactions closed.”

AI-driven security built for scale, speed, and resilience

Rather than layering additional point tools onto an already complex environment, the retailer adopted the Darktrace ActiveAI Security Platform™ in 2020 as part of a broader modernization effort to improve resilience, close visibility gaps, and establish a security foundation that could scale with growth.

“Darktrace’s AI-driven approach provided the ideal solution to these challenges,” shares the VP of IT. “It has empowered our organization to maintain a robust security strategy, ensuring the protection of our network and the smooth operation of our business.”

Enterprise-wide visibility into traffic  

By monitoring both north-south and east-west traffic and applying Self-Learning AI, Darktrace develops a dynamic understanding of how users and devices normally behave across locations, roles, and systems.

“Modeling normal behavior across the environment enables us to quickly spot behavior that doesn’t fit. Even subtle changes that could signal a threat but appear legitimate at first glance,” explains the VP of IT.

Real-time threat containment, 24/7

Adopting autonomous response has created operational breathing room for the security team, says the company’s Cybersecurity  Engineer.

“Early on, we enabled full Darktrace autonomous mode and we continue to do so today,” shares the IT Security Architect. “Allowing the technology to act first gives us the time we need to investigate incidents during business hours without putting the business at risk.”

Unified, actionable view of security ecosystem

The grocery retailer integrated Darktrace with its existing security ecosystem of firewalls, vulnerability management tools, and endpoint detection and response, and the VP of IT described the adoption process as “exceptionally smooth.”

The team can correlate enterprise-wide security data for a unified and actionable picture of all activity and risk. Using this “single pane of glass” approach, the retailer trains Level 1 and Level 2 operations staff to assist with investigations and user follow-ups, effectively extending the reach of the security function without expanding headcount.

From reactive defense to security at scale

With Darktrace delivering continuous visibility, autonomous containment, and integrated security workflows, the organization has strengthened its cybersecurity posture while improving operational efficiency. The result is a security model that not only reduces risk, but also supports growth, resilience, and informed decision-making at the business level.

Faster detection, faster resolution

With autonomous detection and response, the retailer can immediately contain risk while analysts investigate and validate activity. With this approach, the company can maintain continuous protection even outside business hours and reduce the chance of lateral spread across systems or locations.

Enterprise-grade protection with a lean team

From cloud environments to clients to SaaS collaboration tools, Darktrace provides holistic autonomous AI defense, processing petabytes of the organization’s network traffic and investigating millions of individual events that could be indicative of a wider incident.

Today, Darktrace autonomously conducts the majority of all investigations on behalf of the IT team, escalating only a tiny fraction for analyst review. The impact has been profound, freeing analysts from endless alerts and hours of triage so they can focus on more valuable, proactive, and gratifying work.

“From an operational perspective, Darktrace gives us time back,” says the Cybersecurity Engineer. More importantly, says the VP of IT, “it gives us peace of mind that we’re protected even if we’re not actively monitoring every alert.”

A strategic input for M&A decision-making

One of the most strategic outcomes has been the role of cybersecurity on M&A. 90 days prior to closing a transaction, the security team uses Darktrace alongside other tools to perform a cyber risk assessment of the potential acquisition. “Our approach with Darktrace has consistently identified gaps and exposed risks,” says the VP of IT, including:

  • Remnants of previous incidents that were never fully remediated
  • Network configurations with direct internet exposure
  • Excessive administrative privileges in Active Directory or on critical hosts

While security findings may not alter deal timelines, the VP of IT says they can have enormous business implications. “With early visibility into these risks, we can reduce exposure to inherited cyber threats, strengthen our position during negotiations, and establish clear remediation requirements.”

A security strategy built to evolve with the business

As the holding group expands its cloud footprint, it will extend Darktrace protections into Azure, applying the same AI-driven visibility and autonomous response to cloud workloads. The VP of IT says Darktrace's evolving capabilities will be instrumental in addressing the organization’s future cybersecurity needs and ability to adapt to the dynamic nature of cloud security.

“With Darktrace’s AI-driven approach, we have moved beyond reactive defense, establishing a resilient security foundation for confident expansion and modernization.”

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