How Darktrace is ending email security silos with new capabilities in cross-domain detection, DLP, and native Microsoft integrations
Darktrace is delivering a major evolution in email security, uniting true AI-powered cross-domain detection, label-free behavioral DLP, and Microsoft-native automation – to catch the 17% of threats that SEGs miss.
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
Carlos Gray
Senior Product Marketing Manager, Email
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04
Dec 2025
A new era of reputation-aware, unified email security
Darktrace / EMAIL is redefining email defense with new innovations that close email security silos and empower SOC teams to stop multi-stage attacks – without disrupting business operations.
By extending visibility across interconnected domains, Darktrace catches the 17% of threats that leading SEGs miss, including multi-stage attacks like email bombing and cloud platform abuse. Its label-free behavioral DLP protects sensitive data without reliance on manual rules or classification, while DMARC strengthens brand trust and authenticity. With native integrations for Microsoft Defender and Security Copilot, SOC teams can now investigate and respond faster, reducing risk and maintaining operational continuity across the enterprise.
Summary of what’s new:
Cross-domain AI-native detection unifying email, identity, and SaaS
Label-free behavioral DLP for effortless data protection
Microsoft Defender and Security Copilot integrations for streamlined investigation and response
Why email security must evolve
Today’s attacks don’t stop at the inbox. They move across domains – email to identity, SaaS, and network – exploiting the blind spots between disconnected tools. Yet most email security solutions still operate in isolation, unable to see or respond beyond the message itself.
Tool sprawl compounds the issue. The average enterprise manages around 75 security products, and 69% report operational strain as a result. This complexity is counterproductive – and with legacy SEGs failing to adapt to detect threats that exploit human behavior, analysts are left juggling an unwieldy patchwork of fragmented defenses.
The bottom line? Siloed email defenses can’t keep pace with today’s AI-driven, cross domain attacks.
Beyond detection: AI built for modern threats
Darktrace / EMAIL is uniquely designed to catch the threats SEGs miss, powered by Self-Learning AI. It learns the communication patterns of every user – correlating behavioral signals from email, identity, and SaaS – to identify the subtle, context-driven deviations that define advanced social engineering and supply chain attacks.
Unlike tools that rely on static rules or historical attack data, Darktrace’s AI assumes a zero trust posture, treating every interaction as a potential risk. It detects novel threats in real time, including those that exploit trusted relationships or mimic legitimate business processes. And because Darktrace’s technology is natively unified, it delivers precise, coordinated responses that neutralize threats in real time.
Powerful innovations to Darktrace / EMAIL
Improved, multi-domain threat detection and response
With this update, Darktrace reveals multi-domain detection linking behavioral signals across email, identity, and SaaS to uncover advanced attacks. Darktrace leverages its existing agentic platform to understand behavioral deviations in any communication channel and take precise actions regardless of the domain.
This innovation enables customers to:
Correlate behavioral signals across domains to expose cross-channel threats and enable coordinated response
Link email and identity intelligence to neutralize multi-stage attacks, including advanced email bombing campaigns
Detection accuracy is further strengthened through layering with traditional threat intelligence:
Integrated antivirus verdicts improve detection efficacy by adding traditional file scanning
Structured threat intelligence (STIX/TAXII) enriches alerts with global context for faster triage and prioritization
Expanded ecosystem visibility also includes:
Salesforce integration, enabling automatic action on potentially malicious tickets auto-created from emails – accelerating threat response and reducing manual burden
Advancements in label-free DLP
Darktrace is delivering the industry’s first label-free data loss prevention (DLP) solution powered by a proprietary domain specific language model (DSLM).
This update expands DLP to protect against both secrets and personally identifiable information (PII), safeguarding sensitive data without relying on status rules or manual classification. The DSLM is tuned for email/DLP semantics so it understands entities, PII patterns, and message context quickly enough to enforce at send time.
Key enhancements include:
Behaviorally enhanced PII detection that automatically defines over 35+ new categories, including personal, financial, and health data
Added detail to DLP alerts in the UI, showing exactly how and when DLP policies were applied
Enhanced Cyber AI Analyst narratives to explain detection logic, making it easier to investigate and escalate incidents
And for further confidence in outbound mail, discover new updates to DMARC, with support for BIMI logo verification, automatic detection of both MTA-STS and TLS records, and data exports for deeper analysis and reporting. Accessible for all organizations, available now on the Azure marketplace.
Streamlined SOC workflows, with Microsoft-native integrations
This update introduces new integrations that simplify SOC operations, unify visibility, and accelerate response. By embedding directly into the Microsoft ecosystem – with Defender and Security Copilot – analysts gain instant access to correlated insights without switching consoles.
New innovations include:
Unified quarantine management with Microsoft Defender, centralizing containment within the native Microsoft interface and eliminating console hopping
Ability to surface threat insights directly in Copilot via the Darktrace Email Analysis Agent, eliminating data hunting and simplifying investigations
Automatic ticket creation in JIRA when users report suspicious messages
Sandbox analysis integration, enabling payload inspection in isolated environments directly from the Darktrace UI
Committed to innovation
These updates are part of the broader Darktrace release, which also included:
As attackers exploit gaps between tools, the Darktrace ActiveAI Security Platform delivers unified detection, automated investigation, and autonomous response across cloud, endpoint, email, network, and OT. With full-stack visibility and AI-native workflows, Darktrace empowers security teams to detect, understand, and stop novel threats before they escalate.
Join our Live Launch Event
When? December 9, 2025
What will be covered? Join our live broadcast to experience how Darktrace is eliminating blind spots for detection and response across your complete enterprise with new innovations in Agentic AI across our ActiveAI Security platform. Industry leaders from IDC will join Darktrace customers to discuss challenges in cross-domain security, with a live walkthrough reshaping the future of Network Detection & Response, Endpoint Detection & Response, Email Security, and SecOps in novel threat detection and autonomous investigations.
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.
Journey of a Threat: How Multi-Layered AI Works in Darktrace / EMAIL
Follow a malicious email as it moves through Darktrace / EMAIL’s multi-layered AI system, from raw data to final decision. Each layer works together to detect threats, understand intent, and take autonomous action.
How email-delivered prompt injection attacks can target enterprise AI – and why it matters
Prompt injection is a newly emerging threat, with only a handful of confirmed victims so far – targeting how AI systems use data rather than exploiting traditional software vulnerabilities. As agentic AI becomes embedded across enterprise environments, attackers may attempt to manipulate these systems through hidden instructions in everyday email content.
Darktrace Unites Human Behavior and Threat Detection Across Email, Slack, Teams, and Zoom
Introducing the adaptive era of email security: a unified platform that connects personalized coaching, collaboration tools, and user behavior into a self-improving defense system.
Hola VPN Abuse: From Proxy Traffic to Malware and Cryptomining
Introduction
In enterprise environments, non-compliant software traffic can introduce unexpected exposure by creating unmanaged paths for outbound connectivity. Hola VPN is a notable example because of its peer-to-peer design, which can effectively turn user devices into routing or exit nodes for other parties’ traffic, shifting the risk profile from that of a traditional virtual private network (VPN) to something closer to a distributed proxy.
As a result, the appearance of Hola-related activity, whether from prior installation or unintended background connections, should be treated with caution. Such activity may provide a foothold for malicious behavior, including lateral movement or command-and-control communication.
This blog explores how Hola-associated activity appeared as part of broader patterns of suspicious behavior observed across the Darktrace customer base.
The campaign
In February and March 2026, Darktrace observed similar anomalous activity across multiple customer environments, with affected devices showing consistent behavioral patterns. These included connections to multiple *.hola[.]org endpoints using Hola-related user agents, suggesting interaction with Hola infrastructure rather than isolated or incidental traffic.
Following these connections, affected customer environments showed downloads of suspicious executable files from rare external endpoints 188.241.219[.]55 and 184.241.218[.]111. Both endpoints have been flagged as potentially malicious by open-source intelligence (OSINT) [1][2].
These downloads were conducted using consistent user agents across impacted customers, specifically ‘Hola svc_js_win32/1.249.408’ and ‘Hola svc_js_win32/1.251.389’, suggesting a possible association with Hola-related activity.
Notably, this pattern aligns with recent reporting that, in some cases, Hola distributed an undeclared executable component, me[.]exe, which was later assessed to be a likely Monero-mining binary introduced via a compromised delivery pipeline [3].
Case Study 1
Darktrace first observed a new device on January 19, 2026, within a customer environment based in the Europe, Middle East, and Africa (EMEA) region. On the same day it appeared on the network, the device communicated with multiple pieces of Hola VPN-linked infrastructure before downloading a binary from a hola[.]org subdomain.
Figure 1: Cyber AI Analyst investigation highlighting Hola VPN service activity potentially associated with subsequent HTTP command-and-control (C2) connections.
Subsequent Darktrace telemetry revealed a recurring pattern of activity from the day the device was first observed through to March 4, 2026. During this period, the device repeatedly issued HTTP GET requests to the URI /bwfile?size=1048576, each returning a 200 OK response, indicating successful file retrieval.
This behavior was accompanied by a POST request to /bwfile, followed by an additional GET request for a significantly larger file at /bwfile?size=26214400, suggesting a deliberate and structured file transfer pattern.
Notably, the binary download activity was not tied to a single static host. Instead, it was observed across multiple URLs that changed over time while remaining within the same hola[.]org domain. This pattern suggests the use of rotating or distributed delivery infrastructure rather than a fixed endpoint.
Figure 2: Variation in URLs over time within the same hola[.]org domain, indicating the use of dynamically changing endpoints.
Across these events, the activity was consistently associated with the user agent Hola svc_js_win32/1.249.408, further linking the traffic to Hola-related service components. Amid these persistent and unusual connections, on February 22, Darktrace observed the device connecting to 188.241.219[.]55/proxy-peer-windows-amd64[.]exe, resulting in the download of an executable file.
Figure 3: File transfer event showing the download of an executable from the rare external endpoint 188.241.219[.]55.
Based on its file hash, the downloaded file was assessed as a likely Trojan downloader [4], with import hash (imphash) values showing similarities to samples linked to Vidar, Rhadamanthys, and Stealc according to OSINT [5]. Overall, this sequence of activity suggests that Hola-related connectivity may have been leveraged as part of a broader malware delivery chain.
Darktrace’s Autonomous Response
Due to the highly unusual activity observed, Darktrace Autonomous Response was triggered by the device’s behavior. However, as the customer deployment was configured in “Human Confirmation” mode, manual approval was required before any action could be taken.
Had the deployment been set to “Fully Autonomous” mode, Darktrace would have automatically:
Blocked connections to the associated ports and external endpoints
Prevented all outgoing network connections from the device
Enforced the device’s established ‘pattern of life’, allowing normal activity to continue while restricting any anomalous behavior
Figure 4: Example of a Darktrace Autonomous Response model highlighting the action that would have been taken, demonstrating how the system identifies anomalous behavior and applies targeted containment measures to restrict suspicious network activity.
Case Study 2
While the first case focused on anomalous activity from a newly observed device, Darktrace also identified cases in which devices had already been communicating with Hola-related endpoints prior to the suspected campaign. This may suggest pre-existing Hola usage within the environment, potentially increasing exposure and creating an avenue for subsequent suspicious activity.
One case involved three devices within a customer network based in the Americas (AMS). In this instance, a different payload was identified: me[.]exe, a potentially malicious cryptocurrency miner also referred to as HolaMonitorService[.]exe [6][7]. The downloads were observed from infrastructure similar to that seen in Case 1, including an IP address within the same 188.241.0.0/16 subnet.
Connections to *.hola[.]org, alongside the use of potential Hola-related user agents consistent with those in Case 1, were also identified, further suggesting a link between the observed activity and Hola-associated infrastructure.
Darktrace observed activity indicative of unusual VPN usage on the first affected device on February 2, followed by telemetry suggesting potential Tor usage. This was later followed by the download of me[.]exe on March 10 from 188.241.218[.]111. Notably, this device was the earliest among the three within the deployment to exhibit the presence of the suspicious executable.
Figure 5: Cyber AI Analyst detection highlighting the download of a suspicious executable from a similar external endpoint in a separate deployment.
On March 5, 2026, the second affected device exhibited a slightly different progression, initiating connections to http-test1[.]hola[.]org using the user agent ‘hola_get’. This activity was followed by the download of me[.]exe from the same endpoint on March 13, consistent with the broader pattern of Hola-related downloads observed across the environment.
Figure 6: Example of Hola VPN-related connectivity observed on the network prior to the suspected campaign, indicating pre-existing usage that may have contributed to subsequent activity.
The final affected device within this customer’s network demonstrated a more limited but related pattern, also downloading me[.]exe on March 17 using the same ‘hola_get’ user agent.
While the earlier Hola VPN usage observed across the deployment may not have been directly related to the suspected malware campaign, it may nonetheless have contributed to reduced visibility. The presence of pre-existing Hola-related traffic could have obscured malicious activity, making it more difficult to distinguish legitimate usage from attacker-driven behavior and, in turn, hindering the timely identification of the emerging compromise.
Darktrace’s Autonomous Response
For this deployment, the customer had their Autonomous Response capability configured in “Fully Autonomous” mode, allowing Darktrace to take action without human intervention. As a result, the system was able to autonomously disrupt the activity as soon as relevant events were identified through model detections.
Figure 7: Darktrace Autonomous Response actions taken against suspicious activity linked to Hola VPN.
Suspected cryptomining activity
As previously noted, some of the observed executable payloads appear to be linked to cryptomining malware. Across a subset of affected customer environments, this assessment was further supported by subsequent device activity consistent with Monero mining. Affected devices established follow-on connections to multiple external endpoints aligned with known mining infrastructure, indicating post-download execution.
Considering the broader sequence of activity, this pattern may point to a wider form of abuse in which legitimate VPN-related traffic is used to mask or facilitate malicious behavior following compromise.
On several devices, the download of executable files, including a newly observed peer[.]exe, was followed by alerts indicative of cryptocurrency mining activity. Mining-related credentials such as ‘x’ were observed using the Minergate protocol to communicate with endpoints within the 89.125.255.0/24 subnet and 188.241.218[.]111, the same endpoint involved in earlier download activity. Additional credentials appeared to reflect device-specific CPU identifiers, for example ‘12th Gen Intel(R) Core (TM) i5-1235U’.
Observed mining methods included login, submit, and job, consistent with active participation in a pool-based mining workflow rather than passive or incidental contact. The login method indicates that the host authenticated to the mining service as a worker, job reflects the assignment of computational tasks, and submit shows completed work being returned to the pool [8]. This sequence suggests that affected devices were actively contributing processing resources as part of an unauthorized distributed mining operation.
The presence of unauthorized cryptominers can lead to degraded system performance and reduced device stability. Beyond the immediate resource impact, such activity often serves as an indicator of a broader compromise rather than an isolated issue. This may increase the risk of further malware deployment, persistence mechanisms, and lateral movement, particularly in environments where the initial intrusion has not been fully contained.
Conclusion
Across affected environments, detections such as unusual VPN usage, connections to Hola infrastructure, anomalous HTTP activity, suspicious file downloads, and subsequent cryptomining behavior were linked into a single, evolving incident narrative. This aggregation provided a clearer view of attack progression, enabling security teams to understand not just isolated alerts, but the full sequence of compromise from initial contact through to post-exploitation.
Ultimately, these activities show that the risk posed by non-compliant software such as Hola VPN can extend far beyond simple policy violations. What began as traffic to Hola-related infrastructure was, in multiple cases, followed by behavior suggesting deliberate misuse, including suspicious executable downloads using Hola-related user agents and, in some instances, evidence of active cryptomining. These were not isolated anomalies, but elements of a broader pattern in which seemingly benign proxy or VPN-related communications may have created a pathway for malicious delivery and unauthorized resource exploitation.
The significance of this activity lies not only in the downloads or mining, but in what it reveals about an attacker’s ability to blend malicious operations into traffic associated with software that may already have a foothold in the environment. When unapproved software operates within an enterprise, it can reduce visibility, blur the distinction between legitimate and malicious traffic, and create opportunities to extend compromise in ways that are persistent and difficult to detect. Darktrace’s anomaly-based approach enables these behavioral distinctions to be identified, regardless of whether the device is new or long established within the network.
Credit to Min Kim (Associate Principal Analyst), Priya Thapa (Senior Cyber Analyst) Edited by Ryan Traill (Content Manager)