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July 14, 2021

Darktrace Detects Egregor Ransomware in Customer Environment

See how Darktrace managed to detect and eliminate an Egregor ransomware extortion attack in a customer environment without the use of any signatures.
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
Justin Fier
SVP, Red Team Operations
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14
Jul 2021

Ransomware groups are coming and going faster than ever. In June alone we saw Avaddon release its decryption keys unprompted and disappear from sight, while members of CLOP were arrested in Ukraine. The move follows increasing pressure from the US intelligence community and Ukrainian authorities, who took down Egregor ransomware back in February. Egregor had only been around since September 2020. It survived less than six months.

But these gangs aren’t going away – they are simply going underground. Despite ‘closures’, cases of ransomware continue to rise and new threat actors and independent hackers pop up on the Dark Web every day.

As malware actors lay low and resurface with new variants, keeping up with the stream of signatures and new strains has become untenable. This blog studies the techniques, tools and procedures (TTPs) observed from a real-life Egregor intrusion last autumn, which showcases how Self-Learning AI detected the attack without relying on signatures.

Egregor: Maze reloaded

150 companies
worldwide have fallen victim to Egregor.

Law enforcement authorities have been busy this year. Aside from Egregor and CLOP, actions were taken against Netwalker in Bulgaria and the US, while Europol announced that an international operation had disrupted the core infrastructure of Emotet, one of the most prominent botnets of the past decade.

All parties – from governments down to individual businesses – are taking the threat of ransomware more seriously. In response to this added pressure, cyber-criminals often prefer to shut up shop rather than hang around long enough to be arrested.

DarkSide famously closed down after the Colonial Pipeline attacks, only nine months after it had been created. An admin from the Ziggy gang announced that it would issue refunds and was looking for a job as a threat hunter.

“Hi. I am Ziggy ransomware administrator. We decided to publish all decryption keys.

We are very sad about what we did. As soon as possible, all the keys will be published in this channel.”

Take this apology with a pinch of salt. The players which have ‘closed down’ have not had a change of heart, they’ve just changed tack. Different names and new infrastructure can help keep the heat off and circumvent US sanctions or federal scrutiny. PayloadBIN (a new ransomware which cropped up last month), WastedLocker, Dridex, Hades, Phoenix, Indrik Spider… all just aliases for one single group: Evil Corp.

The FBI are becoming more aggressive in their methods of infiltration and disruption, so it is likely we will see more of these U-turns and guerrilla-style tactics. Temporary pop-up gangs are an emerging trend in place of large, established enterprises like REvil, whose websites also vanished following the attack against Kaseya. And there is no doubt we will continue to witness these ‘exit scams’, where groups retire and re-brand, like Maze did last September, when it came back as Egregor.

Darktrace detects malware regardless of the name or strain. It stopped Maze last year, and, as we shall see below, it stopped its successor Egregor, even though the code and C2 endpoints used in the intrusion had never been seen before.

30%
of ransom profits are taken by Egregor developers.

Egregor ransomware attack

Back in November 2020, Egregor was in full bloom, targeting major organizations and exfiltrating data in ‘double extortion’ attacks. At a logistics company in Europe with around 20,000 active devices, during a Darktrace Proof of Value (POV) trial, Egregor struck.

Figure 1: Timeline of the attack. The overall dwell time — from first C2 connection to encryption — was five days.

As a Ransomware-as-a-Service (RaaS) gang, it appears Egregor had partnered with botnet providers to facilitate initial access. In this case, the compromised device carried signs of prior infection. It was seen connecting to an apparent Webex endpoint, before connecting to the Akamai doppelganger, amajai-technologies[.]network. This activity was followed by a number of command and control (C2) and exfiltration-related breaches.

Three days later, Darktrace observed lateral movement over HTTPS. Another device – a server – was seen connecting to the amajai host. This server wrote unusual numeric exectuables to shared SMB drives and took new service control. A third host then made a ~50GB upload to a rare IP.

Figure 2: Cyber AI Analyst summarizes the initial C2 and unusual SMB writes in a similar incident, followed later by a large upload to a rare external endpoint.

After two days, encryption began. This triggered multiple hosts breaches. On the final day, the attacker made large uploads to various endpoints, all from ostensibly compromised hosts.

Retrospective analysis

$4m
is the highest recorded cost of an Egregor ransom.

If the attack had not been neutralized at this point, it could have resulted in significant financial loss and reputational damage for the company. The two-pronged attack enabled Egregor both to encrypt critical resources and to exfiltrate them, with a view to publicizing sensitive data if the victims refused to pay up.

The affiliates who deployed the ransomware in this case were highly skilled. They leveraged a number of sophisticated techniques including the use of a large number of C2 endpoints, with doppelgangers and off-the-shelf tools.

The adoption of HTTPS for lateral movement and reconnaissance reduced lateral noise for scans and enumeration. The complex C2 had numerous endpoints, some of which were doppelgangers of legitimate sites. Furthermore, some malware was downloaded as masqueraded files: the mimetype Octet Streams were downloaded as ‘g.pixel’. These three tactics helped obfuscate the attacker’s movements and trick traditional security tools.

Ransomware attacks are occurring at a speed that even five years ago was unimaginable. In this case, the overall dwell time was less than a week, and part of the attack happened out of office hours. This highlights the need for Autonomous Response, which can keep up with novel threats and does not rely on humans being in the loop to contain cyber-attacks.

Gone today, here tomorrow

Egregor was busted in February, but we may well see it resurface under a different name and with modified code. If and when this happens, signatures will be of no use. Catching never-before-seen ransomware, which employs novel methods of intrusion and extortion, requires a different approach.

The endpoint in the case study above is now associated via open-source intelligence (OSINT) with Cobalt Strike. But at the time of the investigation, the C2 was unlisted. Similarly, the malware was unknown to OSINT and thus evaded signature-based tools.

Despite this, Self-Learning AI detected every single stage of the in-progress attack. No action was taken as it was only a trial POV so Darktrace had no remote access in the environment. However, after seeing the power of the technology, the organization decided to implement Darktrace across its digital estate.

Thanks to Darktrace analyst Roberto Romeu for his insights on the above threat find.

Learn how Darktrace stops Egregor and all forms of ransomware

Darktrace model detections:

  • Agent Beacon to New Endpoint
  • Agent Beacon (Long Period)
  • Agent Beacon (Medium Period)
  • Agent Beacon (Short Period)
  • Anomalous Octet Stream
  • Anomalous Server Activity / Outgoing from Server
  • Anomalous SMB Followed By Multiple Model Breaches
  • Anomalous SSL without SNI to New External
  • Beaconing Activity To External Rare
  • Beacon to Young Endpoint
  • Data Sent To New External Device
  • Data Sent to Rare Domain
  • DGA Beacon
  • Empire Python Activity Pattern
  • EXE from Rare External Location
  • High Volume of Connections with Beacon Score
  • High Volume of New or Uncommon Service Control
  • HTTP Beaconing to Rare Destination
  • Large Number of Model Breaches
  • Long Agent Connection to New Endpoint
  • Low and Slow Exfiltration
  • Multiple C2 Model Breaches
  • Multiple Connections to New External TCP Port
  • Multiple Failed Connections to Rare Endpoint
  • Multiple Lateral Movement Model Breaches
  • Network Scan
  • New Failed External Connections
  • New or Uncommon Service Control
  • Numeric Exe in SMB Write
  • Rare External SSL Self-Signed
  • Slow Beaconing Activity To External Rare
  • SMB Drive Write
  • SMB Enumeration
  • SSL Beaconing to Rare Destination
  • SSL or HTTP Beacon
  • Suspicious Beaconing Behaviour
  • Suspicious Self-Signed SSL
  • Sustained SSL or HTTP Increase
  • Quick and Regular Windows HTTP Beaconing
  • Uncommon 1 GiB Outbound
  • Unusual BITS Activity
  • Unusual Internal Connections
  • Unusual SMB Version 1 Connectivity
  • Zip or Gzip from Rare External Location

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
Justin Fier
SVP, Red Team Operations

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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

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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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