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October 21, 2020

Protecting Healthcare Organizations from Maze Ransomware

Discover how Darktrace detected and protected a healthcare organization from a Maze ransomware attack. Stay informed and protect your data today.
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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21
Oct 2020

Ransomware, with more severe consequences and against increasingly high-stakes targets, continues to cause chaos and disruption to organizations globally. Earlier this year saw a surge in a strain of ransomware known as ‘Maze’, which shut down operations at leading optical products provider Canon and wreaked havoc in Fortune 500 companies like Cognizant.

Ransomware targeting healthcare

Just last month, news of a woman in Germany dying after a ransomware attack on the Dusseldorf University Hospital hit the headlines, confirming that the threat to people is no longer theoretical.

Ransomware affects all industries but 2020 has seen cyber-criminals increasingly hit essential services like healthcare, local government and critical infrastructure – intentionally or as collateral damage. As the stakes rise, so too does the need to understand how to prevent these devastating and pervasive attacks.

Once deployed, ransomware can spread laterally through an organization’s digital infrastructure in seconds, taking entire systems offline in minutes. Attackers often strike at night or at weekends, when they know security teams’ response time will be slower. Machine-speed attacks require machine-speed defenses that can detect and respond to this threat without human guidance, and autonomously block the threat.

This blog explains how AI detects and stops ransomware by learning ‘normal’ across the digital estate – from email and SaaS applications to the network, cloud, IoT and industrial control systems – by looking at an example of a Maze ransomware attack caught by Darktrace in a customer’s environment.

Darktrace’s Immune System detected the threat as soon as it emerged, but as the Autonomous Response capability was configured in passive mode, neutralizing the threat still required human action. This means that attackers were able to move laterally across the organization at speed and began to encrypt files before the security team stepped in. In active mode, Antigena Network would have contained the activity in its earliest stages.

How does Darktrace detect ransomware like Maze?

As soon as Darktrace is deployed – whether virtually or on-premise – the AI begins to learn the ‘pattern of life’ for every user and device across the organization. This enables the technology to detect anomalous activity indicative of a cyber-threat. It does this without relying on hard-coded rules and signatures; an approach that requires a ‘Patient Zero’ before updating these lists and containing subsequent identical threats. When it comes to a novel instance of ransomware spreading across an organization and infecting hundreds of devices in seconds, such an approach becomes useless.

With an understanding of the organization’s ‘pattern of life’, Darktrace’s AI recognizes unusual activity in real time. Such activity might include:

ActivityDarktrace detectionsUnusual downloads from C2 serversEXE from Rare Destination / Masqueraded File TransferBrute forcing publicly accessible RDP serversIncoming RDP brute force modelsBrute forcing access to web portal user accounts with weak passwords or lacking MFAVarious brute force modelsC2 via Cobalt Strike / Empire PowershellSSL Beaconing to Rare Endpoint / Empire Powershell and Cobalt Strike modelsNetwork scanning for reconnaissance & EternalBlue exploitSuspicious Network Scan model known to download Advanced IP Scanner after successful exploitMimikatz usage for privilege escalationUnusual Admin SMB Session / Unusual RDP Admin Session (Procdump, PingCastle, and Bloodhound)Psexec / ‘Living off the Land’ for lateral movementUnusual Remote Command Execution / Unusual PSexec / Unusual DCE RPCData exfiltration to C2 serversData Sent to Rare Domain / Unusual Internal Download / Unusual External UploadEncryptionSuspicious SMB Activity / Additional File Extensions AppendedExfiltration of passwords through various cloud storage servicesData Sent to New External DomainRDP tunnels using NgrokOutbound RDP / Various beaconing models

In addition, Darktrace is able to identify attempts to brute force access on Internet-facing servers. It can also detect specific searches for passwords stored in plain text as well as various password manager databases.

Maze ransomware analysis

Figure 1: A timeline of the attack

Most recently, Darktrace’s AI detected a case of Maze ransomware targeting a healthcare organization. Darktrace’s Immune System spotted every stage of the attack lifecycle within seconds, and the Cyber AI Analyst immediately launched an automated investigation of the full incident, surfacing a natural-language, actionable summary for the security team.

The initial infection vector was spear phishing. Maze is frequently delivered to healthcare organizations using pandemic-themed phishing emails. Darktrace also offers AI-powered email security that understands normal behavior for every Microsoft 365 user and spots anomalies that are indicative of phishing, but in the absence of this protection, the emails were waved through by traditional gateways.

The attacker began engaging in network scanning activity and enumeration to escalate access within the Research and Development subnet. Darktrace’s AI detected a successful compromise of admin level credentials, unusual RDP activities and multiple Kerberos authentication attempts.

Darktrace detected the attacker uploading a domain controller, before batch files were written to multiple file shares, which were used for the encryption process.

An infected device then connected to a suspicious domain that is associated to Maze mazedecrypt[.]top and the TOR browser bundle was downloaded, likely for C2 purposes. A large volume of sensitive data from the R&D subnet was then uploaded to a rare domain. This is typical of Maze ransomware, which is seen as a ‘double threat’ in that it not only seeks to encrypt critical files but also sends a copy of them back to the attacker.

This form of attack, also known as doxware, then provides the attacker with leverage in the possible event that the organization refused to pay the ransom – they can sell the data on the Dark Web, or threaten to leak intellectual property to competitors, for instance.

Real-time automated investigations with Cyber AI Analyst

Throughout the attack lifecycle, multiple high-fidelity alerts were generated by Darktrace AI and this prompted the Cyber AI Analyst to automatically launch an investigation in the background, stitching together the different events into a single, comprehensive security incident, which it then displayed for human review in a single screen.

Figure 2: The data exfiltration to a rare external domain

Figure 3: Darktrace’s user interface highlighting the unusual activity and model breaches on a domain controller directly linked with the ransomware attack

Targeted, double-threat attacks like Maze ransomware are on the rise and extremely dangerous – and they are increasingly targeting high-stakes environments. Thousands of organizations are turning to AI, not only to detect and investigate on ransomware intrusions as demonstrated above, but to autonomously respond to events as they occur. Ransomware attacks like these show organizations why autonomous response in active mode is not just a nice to have – but necessary – as fast-moving threats demand machine-speed responses.

In a previous blog, we looked at a novel zero-day ransomware attack that slipped through legacy security tools – but Antigena Network was configured in active mode, autonomously stopping the threat in its tracks. This unique capability is becoming crucial for organizations in every industry who find themselves targeted by increasingly sophisticated attack methods.

Thanks to Darktrace analyst Adam Stevens for his insights on the above threat find.

Learn more about Autonomous Response

Darktrace model detections

  • Device / Suspicious Network Scan Activity
  • Device / Network Scan
  • Device / ICMP Address Scan
  • Unusual Activity / Unusual Internal Connections
  • Device / Multiple Lateral Movement Model Breaches
  • Experimental / Executable Uploaded to DC
  • Compromise / Ransomware::Suspicious SMB Activity
  • Compromise / Ransomware::Ransom or Offensive Words Written to SMB
  • Compliance / SMB Drive Write
  • Compliance / High Priority Compliance Model Breach
  • Anomalous Connection / SMB Enumeration
  • Device / Suspicious File Writes to Multiple Hidden SMB Shares
  • Device / New or Unusual Remote Command Execution
  • Anomalous Connection / New or Uncommon Service Control
  • Anomalous Connection / SMB Enumeration
  • Experimental / Possible RPC Execution
  • Anomalous Connection / High Volume of New or Uncommon Service Control
  • Experimental / Possible Ransom Note
  • Anomalous File / Internal::Additional Extension Appended to SMB File
  • Compliance / Tor Package Download
  • Device / Suspicious Domain
  • Device / Long Agent Connection to New Endpoint
  • Anomalous Connection / Data Sent to Rare Domain

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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December 18, 2025

Why organizations are moving to label-free, behavioral DLP for outbound email

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Why outbound email DLP needs reinventing

In 2025, the global average cost of a data breach fell slightly — but remains substantial at USD 4.44 million (IBM Cost of a Data Breach Report 2025). The headline figure hides a painful reality: many of these breaches stem not from sophisticated hacks, but from simple human error: mis-sent emails, accidental forwarding, or replying with the wrong attachment. Because outbound email is a common channel for sensitive data leaving an organization, the risk posed by everyday mistakes is enormous.

In 2025, 53% of data breaches involved customer PII, making it the most commonly compromised asset (IBM Cost of a Data Breach Report 2025). This makes “protection at the moment of send” essential. A single unintended disclosure can trigger compliance violations, regulatory scrutiny, and erosion of customer trust –consequences that are disproportionate to the marginal human errors that cause them.

Traditional DLP has long attempted to mitigate these impacts, but it relies heavily on perfect labelling and rigid pattern-matching. In reality, data loss rarely presents itself as a neat, well-structured pattern waiting to be caught – it looks like everyday communication, just slightly out of context.

How data loss actually happens

Most data loss comes from frustratingly familiar scenarios. A mistyped name in auto-complete sends sensitive data to the wrong “Alex.” A user forwards a document to a personal Gmail account “just this once.” Someone shares an attachment with a new or unknown correspondent without realizing how sensitive it is.

Traditional, content-centric DLP rarely catches these moments. Labels are missing or wrong. Regexes break the moment the data shifts formats. And static rules can’t interpret the context that actually matters – the sender-recipient relationship, the communication history, or whether this behavior is typical for the user.

It’s the everyday mistakes that hurt the most. The classic example: the Friday 5:58 p.m. mis-send, when auto-complete selects Martin, a former contractor, instead of Marta in Finance.

What traditional DLP approaches offer (and where gaps remain)

Most email DLP today follows two patterns, each useful but incomplete.

  • Policy- and label-centric DLP works when labels are correct — but content is often unlabeled or mislabeled, and maintaining classification adds friction. Gaps appear exactly where users move fastest
  • Rule and signature-based approaches catch known patterns but miss nuance: human error, new workflows, and “unknown unknowns” that don’t match a rule

The takeaway: Protection must combine content + behavior + explainability at send time, without depending on perfect labels.

Your technology primer: The three pillars that make outbound DLP effective

1) Label-free (vs. data classification)

Protects all content, not just what’s labeled. Label-free analysis removes classification overhead and closes gaps from missing or incorrect tags. By evaluating content and context at send time, it also catches misdelivery and other payload-free errors.

  • No labeling burden; no regex/rule maintenance
  • Works when tags are missing, wrong, or stale
  • Detects misdirected sends even when labels look right

2) Behavioral (vs. rules, signatures, threat intelligence)

Understands user behavior, not just static patterns. Behavioral analysis learns what’s normal for each person, surfacing human error and subtle exfiltration that rules can’t. It also incorporates account signals and inbound intel, extending across email and Teams.

  • Flags risk without predefined rules or IOCs
  • Catches misdelivery, unusual contacts, personal forwards, odd timing/volume
  • Blends identity and inbound context across channels

3) Proprietary DSLM (vs. generic LLM)

Optimized for precise, fast, explainable on-send decisions. A DSLM understands email/DLP semantics, avoids generative risks, and stays auditable and privacy-controlled, delivering intelligence reliably without slowing mail flow.

  • Low-latency, on-send enforcement
  • Non-generative for predictable, explainable outcomes
  • Governed model with strong privacy and auditability

The Darktrace approach to DLP

Darktrace / EMAIL – DLP stops misdelivery and sensitive data loss at send time using hold/notify/justify/release actions. It blends behavioral insight with content understanding across 35+ PII categories, protecting both labeled and unlabeled data. Every action is paired with clear explainability: AI narratives show exactly why an email was flagged, supporting analysts and helping end-users learn. Deployment aligns cleanly with existing SOC workflows through mail-flow connectors and optional Microsoft Purview label ingestion, without forcing duplicate policy-building.

Deployment is simple: Microsoft 365 routes outbound mail to Darktrace for real-time, inline decisions without regex or rule-heavy setup.

A buyer’s checklist for DLP solutions

When choosing your DLP solution, you want to be sure that it can deliver precise, explainable protection at the moment it matters – on send – without operational drag.  

To finish, we’ve compiled a handy list of questions you can ask before choosing an outbound DLP solution:

  • Can it operate label free when tags are missing or wrong? 
  • Does it truly learn per user behavior (no shortcuts)? 
  • Is there a domain specific model behind the content understanding (not a generic LLM)? 
  • Does it explain decisions to both analysts and end users? 
  • Will it integrate with your label program and SOC workflows rather than duplicate them? 

For a deep dive into Darktrace’s DLP solution, check out the full solution brief.

[related-resource]

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About the author
Carlos Gray
Senior Product Marketing Manager, Email

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December 17, 2025

Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with Darktrace

Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with DarktraceDefault blog imageDefault blog image

What is an Adversary-in-the-middle (AiTM) attack?

Adversary-in-the-Middle (AiTM) attacks are a sophisticated technique often paired with phishing campaigns to steal user credentials. Unlike traditional phishing, which multi-factor authentication (MFA) increasingly mitigates, AiTM attacks leverage reverse proxy servers to intercept authentication tokens and session cookies. This allows attackers to bypass MFA entirely and hijack active sessions, stealthily maintaining access without repeated logins.

This blog examines a real-world incident detected during a Darktrace customer trial, highlighting how Darktrace / EMAILTM and Darktrace / IDENTITYTM identified the emerging compromise in a customer’s email and software-as-a-service (SaaS) environment, tracked its progression, and could have intervened at critical moments to contain the threat had Darktrace’s Autonomous Response capability been enabled.

What does an AiTM attack look like?

Inbound phishing email

Attacks typically begin with a phishing email, often originating from the compromised account of a known contact like a vendor or business partner. These emails will often contain malicious links or attachments leading to fake login pages designed to spoof legitimate login platforms, like Microsoft 365, designed to harvest user credentials.

Proxy-based credential theft and session hijacking

When a user clicks on a malicious link, they are redirected through an attacker-controlled proxy that impersonates legitimate services.  This proxy forwards login requests to Microsoft, making the login page appear legitimate. After the user successfully completes MFA, the attacker captures credentials and session tokens, enabling full account takeover without the need for reauthentication.

Follow-on attacks

Once inside, attackers will typically establish persistence through the creation of email rules or registering OAuth applications. From there, they often act on their objectives, exfiltrating sensitive data and launching additional business email compromise (BEC) campaigns. These campaigns can include fraudulent payment requests to external contacts or internal phishing designed to compromise more accounts and enable lateral movement across the organization.

Darktrace’s detection of an AiTM attack

At the end of September 2025, Darktrace detected one such example of an AiTM attack on the network of a customer trialling Darktrace / EMAIL and Darktrace / IDENTITY.

In this instance, the first indicator of compromise observed by Darktrace was the creation of a malicious email rule on one of the customer’s Office 365 accounts, suggesting the account had likely already been compromised before Darktrace was deployed for the trial.

Darktrace / IDENTITY observed the account creating a new email rule with a randomly generated name, likely to hide its presence from the legitimate account owner. The rule marked all inbound emails as read and deleted them, while ignoring any existing mail rules on the account. This rule was likely intended to conceal any replies to malicious emails the attacker had sent from the legitimate account owner and to facilitate further phishing attempts.

Darktrace’s detection of the anomalous email rule creation.
Figure 1: Darktrace’s detection of the anomalous email rule creation.

Internal and external phishing

Following the creation of the email rule, Darktrace / EMAIL observed a surge of suspicious activity on the user’s account. The account sent emails with subject lines referencing payment information to over 9,000 different external recipients within just one hour. Darktrace also identified that these emails contained a link to an unusual Google Drive endpoint, embedded in the text “download order and invoice”.

Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Figure 2: Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.
Figure 3: Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.

As Darktrace / EMAIL flagged the message with the ‘Compromise Indicators’ tag (Figure 2), it would have been held automatically if the customer had enabled default Data Loss Prevention (DLP) Action Flows in their email environment, preventing any external phishing attempts.

Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.
Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.

Darktrace analysis revealed that, after clicking the malicious link in the email, recipients would be redirected to a convincing landing page that closely mimicked the customer’s legitimate branding, including authentic imagery and logos, where prompted to download with a PDF named “invoice”.

Figure 5: Download and login prompts presented to recipients after following the malicious email link, shown here in safe view.

After clicking the “Download” button, users would be prompted to enter their company credentials on a page that was likely a credential-harvesting tool, designed to steal corporate login details and enable further compromise of SaaS and email accounts.

Darktrace’s Response

In this case, Darktrace’s Autonomous Response was not fully enabled across the customer’s email or SaaS environments, allowing the compromise to progress,  as observed by Darktrace here.

Despite this, Darktrace / EMAIL’s successful detection of the malicious Google Drive link in the internal phishing emails prompted it to suggest ‘Lock Link’, as a recommended action for the customer’s security team to manually apply. This action would have automatically placed the malicious link behind a warning or screening page blocking users from visiting it.

Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.
Figure 6: Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.

Furthermore, if active in the customer’s SaaS environment, Darktrace would likely have been able to mitigate the threat even earlier, at the point of the first unusual activity: the creation of a new email rule. Mitigative actions would have included forcing the user to log out, terminating any active sessions, and disabling the account.

Conclusion

AiTM attacks represent a significant evolution in credential theft techniques, enabling attackers to bypass MFA and hijack active sessions through reverse proxy infrastructure. In the real-world case we explored, Darktrace’s AI-driven detection identified multiple stages of the attack, from anomalous email rule creation to suspicious internal email activity, demonstrating how Autonomous Response could have contained the threat before escalation.

MFA is a critical security measure, but it is no longer a silver bullet. Attackers are increasingly targeting session tokens rather than passwords, exploiting trusted SaaS environments and internal communications to remain undetected. Behavioral AI provides a vital layer of defense by spotting subtle anomalies that traditional tools often miss

Security teams must move beyond static defenses and embrace adaptive, AI-driven solutions that can detect and respond in real time. Regularly review SaaS configurations, enforce conditional access policies, and deploy technologies that understand “normal” behavior to stop attackers before they succeed.

Credit to David Ison (Cyber Analyst), Bertille Pierron (Solutions Engineer), Ryan Traill (Analyst Content Lead)

Appendices

Models

SaaS / Anomalous New Email Rule

Tactic – Technique – Sub-Technique  

Phishing - T1566

Adversary-in-the-Middle - T1557

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