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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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Blog

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Email

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March 24, 2026

Darktrace Unites Human Behavior and Threat Detection Across Email, Slack, Teams, and Zoom

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The communication attack surface is expanding

Modern attackers no longer focus solely on inboxes, they target people and the productivity systems where work actually happens. Meanwhile, the boundary between internal and external usage of tools is becoming blurrier everyday – turning the entire workplace into the attack surface. In 2025, identity compromise emerged as the single most consistent threat across the global threat landscape, as observed by Darktrace research across our entire customer base. Over 70% of incidents in the US involved SaaS/M365 account compromise and phishing or email-based social engineering, making credential abuse the single most effective initial access vector.

Despite this upward trend, investment in existing security awareness training (SAT) isn’t moving the needle on reducing risk. 84% of organizations still measure success through completion rates1, even though completion of standard training correlates with less than 2% real improvement in risky behavior.2 By prioritizing completion, organizations reward time spent rather than meaningful engagement, yet time in training doesn’t translate to retention or real-world decision-making. This compliance-first approach has left the workforce unprepared for the threats they actually face.

At the same time, attacks have evolved. Highly personalized, AI-generated campaigns now move fluidly across email, Slack, Teams, Zoom, and beyond, blending channels and even targeting systems directly through techniques like prompt injection. This new reality demands a different approach: one that treats people and the tools they use as a single ecosystem, where behavior and detection continuously inform and strengthen each other.

Only an adaptive communication security system can keep pace with the speed, creativity, and cross channel nature of today’s threats. 

Ushering in the adaptive era of workplace security

With this release, Darktrace brings together our new behavior-driven training solution with email detection, cross-channel visibility, and platform-level insights. Powered by Self-Learning AI, it delivers protection across both people and the communication tools they rely on every day, including email, Slack, Teams, and Zoom.

Each component learns from the others – training adapts to real user behavior, detection evolves across channels, and response is continuously refined – creating a powerful feedback loop that strengthens resilience and improves accuracy against today’s AI-driven threats.

Introducing: Unified training and email security for a self-improving email defense

Our brand new product, Darktrace / Adaptive Human Defense, closes the gap between human behavior and email security to continuously strengthen both people and defenses. Each user receives personalized training that adapts to their own inbox activity and skill level, with learning delivered directly within the flow of their day-to-day email interactions.

By learning from each user’s interactions with security training, it adapts security responses, creating a closed-loop system where training reinforces detection and detection informs training. Let’s look at some of the benefits.

  • Reduce successful phishing at the source with contextual Just in Time coaching: Contextual coaching appears directly in real email threads the moment risky behavior is detected, so habits change where mistakes actually happen. Configurable triggers and group policies target the right users, reducing repeated errors and administrative overhead.
  • Adaptive phishing simulations that progress automatically with each user: Embedded simulations vary in their degree of realism, from generic phishing to generative AI-enabled spear phishing. Users progress through the difficulty levels based on their performance to give an accurate picture of their phishing preparedness.  
  • Native email security integration turns human behavior into quantified risk: The native email security integration allows engagement, links clicked, and question success signals to flow back into / EMAIL recipes and models, so detection and response adapt automatically as users learn.  
  • Actionable risk and trend analytics beyond completion rates: Analytics that surface repeat offenders, high-value targets, and measurable exposure, moving beyond completion metrics to give leaders actionable insights tied to real behavior.

Learn more about / Adaptive Human Defense in the product solution brief.

Industry-first cross-channel full-message analysis for email, Slack, Teams, and Zoom

Darktrace now brings full-message analysis to Email, Slack, Teams, Zoom, and even generative AI prompts. The same leading behavioral analysis from EMAIL extends to every message, tracing intent, tone, relationships, and conversation flow across all communication activity for a complete understanding of every user interaction.

By correlating messaging and collaboration activity with email and account environments, cross-channel analysis reveals multi-domain attack paths and follows both users and threats as a single, continuous narrative – delivering better context to improve detection across the entire organization.

  • Eliminate cross-channel blind spots: Detect phishing, malware, account takeovers, and conversational manipulation across email and collaboration platforms, so attackers can’t exploit Slack, Teams, or Zoom as a new entry point. Unified behavioral analysis gives security teams a coherent, single view, for no more fragmented, channel-specific gaps.
  • Spot generative AI prompt injection attacks before they manipulate assistants: Dedicated models surface threats targeting corporate AI assistants – like ShadowLeak and Hashjack – before they can silently manipulate workflows, reducing risk before static filters catch up.

Learn more about Darktrace’s messaging security offering in the product solution brief.

Industry-first DMARC with bi-directional ASM and email security integration

Darktrace transforms domain protection by linking DMARC, attack surface intelligence, and email security into a single, continuously evolving workflow. Instead of treating domain authentication and exposure as separate tasks, this unified approach shows not just where domains are vulnerable, but how attackers are actively exploiting them.

  • Fix authentication weaknesses faster: SPF, DKIM, DMARC configurations, and external exposure data are analyzed together, giving teams clear guidance to correct weaknesses before they can be abused. Deep bidirectional integration with attack surface intelligence reduces impersonation risk at the source.
  • Accelerate email investigations: DMARC context is embedded directly into email workflows, enriching triage with authentication posture, internal/external sender lists, and seamless pivots between email and domain intelligence for faster, more accurate investigations.

Committed to innovation

These updates are part of a broader Darktrace release, which also includes:

Join our Live Launch Event on April 14, 2026.

Join us for an exclusive announcement event where Darktrace, the leader in AI-native cybersecurity, will be announcing our latest innovations, including  a demo of our new product / Adaptive Human Defense, an exclusive conversation with a Darktrace customer, and a deep dive into the Darktrace ActiveAI Security Portal.  

Register here.

References

[1] 84% of organizations still measure security awareness training success through completion rates, a vanity metric with no correlation to behavior change. (Source:  NIST Awareness Effectiveness Study, Forrester 2025)

[2] 'Limited benefit from embedded phishing training. Using randomized controlled trials and statistical modeling, embedded training provides a statistically-significant reduction in average failure rate, but of only 2%.' Ho, G., Mirian, A., Luo, E., Tong, K., Lee, E., Liu, L., Longhurst, C. A., Dameff, C., Savage, S., & Voelker, G. M. (2025). Understanding the Efficacy of Phishing Training in Practice. Proceedings of the 2025 IEEE Symposium on Security and Privacy.

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About the author
Carlos Gray
Senior Product Marketing Manager, Email

Blog

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OT

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March 25, 2026

Advancing OT Security with Architecture Visibility, Operational Reporting, and Industrial Context

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The challenge of operational understanding in complex OT environments

Most industrial organizations today already have some level of asset visibility. The bigger challenge is maintaining a trusted, shared understanding of the environment as it evolves. OT teams still frequently rely on static diagrams, spreadsheets, and manually maintained documentation because these are often the only artifacts trusted by auditors, leadership, and engineering teams. However, these references quickly become outdated as environments change.

At the same time, compliance expectations continue to increase, particularly around IEC-62443 aligned programs. Producing defensible security evidence often requires teams to manually assemble reports across multiple tools while still debating asset inventories and classifications. This creates operational overhead and reduces confidence during audits, risk reviews, and incident response situations.

Advancing operational OT security with Darktrace / OT

Darktrace / OT's latest updates focus on helping industrial organizations close this operational gap by strengthening how OT security platforms support real workflows. This release enhances Operational Overview with architecture visibility, improves how industrial assets are represented, and introduces structured reporting capabilities aligned to governance needs.

Together, these improvements help organizations maintain a more reliable operational picture of their environments while reducing manual effort associated with documentation, reporting, and asset validation.

Native OT architecture visibility inside Operational Overview

Understanding how industrial environments are structured is critical during investigations and risk reviews, yet architecture diagrams are typically maintained outside security platforms and quickly fall out of sync with operational changes. This disconnect makes it harder for OT, IT, and security teams to maintain a shared understanding of their environments when incidents occur.

Darktrace / OT introduces native OT architecture diagrams directly within Operational Overview, allowing teams to maintain a live representation of how OT assets and systems relate to each other inside the same platform used for monitoring and investigations.

These updates help organizations:

  • Maintain a shared architectural understanding across OT, IT, and security teams
  • Improve investigation context by understanding how systems relate operationally
  • Reduce reliance on static diagrams that quickly become outdated

Improving OT governance with operational asset and compliance reporting

Accurate reporting remains a major operational challenge for industrial organizations, particularly when security posture must be demonstrated to auditors, regulators, and leadership. Many OT teams still rely on manual screenshots, spreadsheets, or fragmented exports to show asset inventories and compliance alignment.

Darktrace / OT introduces structured OT asset reporting and IEC-62443-3-3 compliance reporting directly from Operational Overview. These capabilities allow organizations to generate consistent, repeatable outputs based on continuously observed OT environments rather than manually assembled documentation.

These updates help customers:

  • Reduce manual compliance effort through automated IEC-62443 reporting aligned to live OT data
  • Support governance workflows with structured OT asset and architecture reporting
  • Improve audit readiness with consistent reporting aligned to operational security posture

Expanding industrial context through improved asset representation and protocol coverage

Industrial environments rely on diverse technologies spanning manufacturing systems, power and utilities infrastructure, healthcare devices, and Industrial IoT deployments. Maintaining strong visibility across these environments requires both accurate device representation and deeper protocol understanding.

Darktrace / OT strengthens industrial context through expanded ICS and IoMT device classification alongside broader industrial protocol coverage. These improvements help organizations better understand specialized devices and communications across sectors such as manufacturing, energy, healthcare, and Industrial IoT.

These enhancements enable organizations to:

  • Improve visibility into specialized ICS, IoMT, and industrial infrastructure devices
  • Strengthen monitoring across sector-specific industrial communications in manufacturing, utilities, and IIoT environments
  • Increase confidence in detection across complex and evolving industrial technology estates

Supporting practical OT security outcomes for industrial organizations

Darktrace / OT continues our focus on delivering capabilities that help industrial organizations operationalize security rather than simply deploy tools. By improving architecture understanding, strengthening asset representation, and supporting governance reporting, this release helps organizations manage OT security with greater confidence.

As industrial environments continue to evolve, organizations need more than visibility. They need the ability to maintain trusted operational understanding and demonstrate security readiness without increasing operational friction. This release reflects Darktrace’s continued commitment to supporting the priorities that matter most in OT: safety, uptime, and resilience.

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About the author
Pallavi Singh
Product Marketing Manager, OT Security & Compliance
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