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April 22, 2019

SaaS Security: Risks Cloud Collaboration

Discover how AI cyber defenses safeguard SaaS applications from cyber threats, ensuring efficiency without compromising security.
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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22
Apr 2019

It’s no secret that collaboration is the bedrock of business. In fact, a Stanford University study demonstrated that merely priming employees to act in a collaborative fashion — without changing their environment or workflow — makes them more engaged, more persistent, more successful, and less fatigued.

To digitally optimize this biologically ingrained capacity for teamwork, businesses the world over have adopted Software as a Service (SaaS) applications that facilitate the sharing of information between multiple users. Run via centralized, cloud-hosted data centers rather than on local hardware, such applications offer financial and technical benefits to companies of all sizes, from storage savings to reliable connectivity to support speed. Yet it is their collaborative nature that has positioned SaaS software at the heart of the modern enterprise.

Figure 1: The projected number of applications used. Source: Blissfully.

At the same time, the interactivity of cloud services renders them an attractive target for advanced cyber-criminals, who can often leverage a single user’s credentials to compromise dozens of other accounts. And while leading vendors conform to high security standards, the cyber defenses they employ nonetheless have a common weakness: human error on the customer end. By launching sophisticated attacks like those in the case studies below, today’s threat actors are increasingly gaining access to cloud services through the front door, necessitating a fundamentally different security approach that can detect when credentialed users behave — ever so slightly — out of character.

SaaS security issues: Sensitive file access

Among the key challenges is balancing the convenience of open access to information with the imperative of protecting privileged assets. Indeed, with hundreds or even thousands of employees sharing a welter of files and databases at all times, safeguarding SaaS applications against insider threat is extraordinarily difficult with traditional security tools, which use fixed rules and signatures to catch only known, external cyber-attacks. Rather, detecting when credentialed users enter parts of these applications where they don’t belong requires AI security systems that understand their typical online behavior well enough to spot subtle anomalies. And as employees’ responsibilities and privileges inevitably change, such systems must be able to adapt while ‘on the job’.

The necessity of this AI-driven approach to cyber defense recently came to light when Darktrace detected a serious threat on the network of a European bank. After stealing credentials or otherwise gaining access, cyber-criminals will frequently run scripts to identify files containing keywords like “password.” Such was the case with the attackers that Darktrace thwarted, who had managed to find an Office 365 SharePoint file that stored unencrypted passwords. As they had already breached the network, the attackers could have reasonably expected to be in the clear — having already successfully bypassed any conventional security controls.

However, while these attackers would likely have exploited the cleartext passwords to escalate their privileges and further infiltrate the organization, Darktrace AI flagged the activity as anomalous for the bank’s particular network because it breached the following model: “Unusual SaaS Sensitive File Access.” Ultimately, the AI’s nuanced and evolving understanding of what constitutes “unusual” behavior for each of the bank’s users and devices proved critical, given that the suspicious file access may well have been benign in other circumstances.

Social engineering attacks

Perhaps the most difficult cloud-based attacks to counter are those that rely on social engineering, since they involve deceiving employees into handing over their credentials and other lucrative information voluntarily. In these cases, AI anomaly detection is the optimal security strategy, as thwarting a social engineering threat before it’s too late means protecting employees from their own mistakes.

In 2018, Darktrace detected a device on the network of a UK property development company that had attempted to connect to a rare external domain — two seconds after landing on office365.com. The domain had a suspicious name and offered HTTP connections to a form containing sensitive data transmitted in plain text, which would be vulnerable to a man-in-the-middle (MITM) attack. Further investigation indicated that an employee at the property development company had been tricked by a shortened URL in a phishing email to visit the suspicious domain, showing the legitimate looking Office 365 login page below:

Figure 2: A screenshot of the suspicious domain. A minor spelling mistake — “someone” spelt as “sorneone” — appears in the login field of the otherwise legitimate-looking pop-up window.

Despite the user actively clicking on the URL to visit the page, Darktrace flagged the event as threatening due to the rarity of the destination domain in comparison to company’s normal network activity. Artificial intelligence has consistently demonstrated this ability to provide a safety net for human error — flagging anomalous connections and rare domains regardless of how well they may be disguised to the unsuspecting user.

SaaS security solutions

From social engineering attacks to insider threats to stolen credentials, the inherent risks are largely user-dependent. As a consequence, any security tool up to the task of defending these applications must understand how these users work, evolve, and collaborate.

Indeed, it is precisely the sought-after interconnectedness and collaborative nature of cloud platforms which makes the potential reward for attackers so great, as a single breach could allow them to compromise an entire company. Yet the efficiencies promised need not come at the cost of security, since the latest AI cyber defenses shine a light on even the most remote corners of the cloud.

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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October 29, 2025

WSUS Exploited: Darktrace’s Analysis of Post-Exploitation Activities Related to CVE-2025-59287

WSUS Exploited: Darktrace’s Analysis of Post-Exploitation Activities Related to CVE-2025-59287Default blog imageDefault blog image

Introduction

On October 14, 2025, Microsoft disclosed a new critical vulnerability affecting the Windows Server Update Service (WSUS), CVE-2025-59287.  Exploitation of the vulnerability could allow an unauthenticated attacker to remotely execute code [1][6].

WSUS allows for centralized distribution of Microsoft product updates [3]; a server running WSUS is likely to have significant privileges within a network making it a valuable target for threat actors. While WSUS servers are not necessarily expected to be open to the internet, open-source intelligence (OSINT) has reported  thousands of publicly exposed instances that may be vulnerable to exploitation [2].

Microsoft’s initial ‘Patch Tuesday’ update for this vulnerability did not fully mitigate the risk, and so an out-of-band update followed on October 23 [4][5] . Widespread exploitation of this vulnerability started to be observed shortly after the security update [6], prompting CISA to add CVE-2025-59287 to its Known Exploited Vulnerability Catalog (KEV) on October 24 [7].

Attack Overview

The Darktrace Threat Research team have recently identified multiple potential cases of CVE-2025-59287 exploitation, with two detailed here. While the likely initial access method is consistent across the cases, the follow-up activities differed, demonstrating the variety in which such a CVE can be exploited to fulfil each attacker’s specific goals.

The first signs of suspicious activity across both customers were detected by Darktrace on October 24, the same day this vulnerability was added to CISA’s KEV. Both cases discussed here involve customers based in the United States.

Case Study 1

The first case, involving a customer in the Information and Communication sector, began with an internet-facing device making an outbound connection to the hostname webhook[.]site. Observed network traffic indicates the device was a WSUS server.

OSINT has reported abuse of the workers[.]dev service in exploitation of CVE-2025-59287, where enumerated network information gathered through running a script on the compromised device was exfiltrated using this service [8].

In this case, the majority of connectivity seen to webhook[.]site involved a PowerShell user agent; however, cURL user agents were also seen with some connections taking the form of HTTP POSTs. This connectivity appears to align closely with OSINT reports of CVE-2025-59287 post-exploitation behaviour [8][9].

Connections to webhook[.]site continued until October 26. A single URI was seen consistently until October 25, after which the connections used a second URI with a similar format.

Later on October 26, an escalation in command-and-control (C2) communication appears to have occurred, with the device starting to make repeated connections to two rare workers[.]dev subdomains (royal-boat-bf05.qgtxtebl.workers[.]dev & chat.hcqhajfv.workers[.]dev), consistent with C2 beaconing. While workers[.]dev is associated with the legitimate Cloudflare Workers service, the service is commonly abused by malicious actors for C2 infrastructure. The anomalous nature of the connections to both webhook[.]site and workers[.]dev led to Darktrace generating multiple alerts including high-fidelity Enhanced Monitoring alerts and alerts for Darktrace’s Autonomous Response.

Infrastructure insight

Hosted on royal-boat-bf05.qgtxtebl.workers[.]dev is a Microsoft Installer file (MSI) named v3.msi.

Screenshot of v3.msi content.
Figure 1: Screenshot of v3.msi content.

Contained in the MSI file is two Cabinet files named “Sample.cab” and “part2.cab”. After extracting the contents of the cab files, a file named “Config” and a binary named “ServiceEXE”. ServiceEXE is the legitimate DFIR tool Velociraptor, and “Config” contains the configuration details, which include chat.hcqhajfv.workers[.]dev as the server_url, suggesting that Velociraptor is being used as a tunnel to the C2. Additionally, the configuration points to version 0.73.4, a version of Velociraptor that is vulnerable to CVE-2025-6264, a privilege escalation vulnerability.

 Screenshot of Config file.
Figure 2: Screenshot of Config file.

Velociraptor, a legitimate security tool maintained by Rapid7, has been used recently in malicious campaigns. A vulnerable version of tool has been used by threat actors for command execution and endpoint takeover, while other campaigns have used Velociraptor to create a tunnel to the C2, similar to what was observed in this case [10] .

The workers[.]dev communication continued into the early hours of October 27. The most recent suspicious behavior observed on the device involved an outbound connection to a new IP for the network - 185.69.24[.]18/singapure - potentially indicating payload retrieval.

The payload retrieved from “/singapure” is a UPX packed Windows binary. After unpacking the binary, it is an open-source Golang stealer named “Skuld Stealer”. Skuld Stealer has the capabilities to steal crypto wallets, files, system information, browser data and tokens. Additionally, it contains anti-debugging and anti-VM logic, along with a UAC bypass [11].

A timeline outlining suspicious activity on the device alerted by Darktrace.
Figure 3: A timeline outlining suspicious activity on the device alerted by Darktrace.

Case Study 2

The second case involved a customer within the Education sector. The affected device was also internet-facing, with network traffic indicating it was a WSUS server

Suspicious activity in this case once again began on October 24, notably only a few seconds after initial signs of compromise were observed in the first case. Initial anomalous behaviour also closely aligned, with outbound PowerShell connections to webhook[.]site, and then later connections, including HTTP POSTs, to the same endpoint with a cURL user agent.

While Darktrace did not observe any anomalous network activity on the device after October 24, the customer’s security integration resulted in an additional alert on October 27 for malicious activity, suggesting that the compromise may have continued locally.

By leveraging Darktrace’s security integrations, customers can investigate activity across different sources in a seamless manner, gaining additional insight and context to an attack.

A timeline outlining suspicious activity on the device alerted by Darktrace.
Figure 4: A timeline outlining suspicious activity on the device alerted by Darktrace.

Conclusion

Exploitation of a CVE can lead to a wide range of outcomes. In some cases, it may be limited to just a single device with a focused objective, such as exfiltration of sensitive data. In others, it could lead to lateral movement and a full network compromise, including ransomware deployment. As the threat of internet-facing exploitation continues to grow, security teams must be prepared to defend against such a possibility, regardless of the attack type or scale.

By focussing on detection of anomalous behaviour rather than relying on signatures associated with a specific CVE exploit, Darktrace is able to alert on post-exploitation activity regardless of the kind of behaviour seen. In addition, leveraging security integrations provides further context on activities beyond the visibility of Darktrace / NETWORK, enabling defenders to investigate and respond to attacks more effectively.

With adversaries weaponizing even trusted incident response tools, maintaining broad visibility and rapid response capabilities becomes critical to mitigating post-exploitation risk.

Credit to Emma Foulger (Global Threat Research Operations Lead), Tara Gould (Threat Research Lead), Eugene Chua (Principal Cyber Analyst & Analyst Team Lead), Nathaniel Jones (VP, Security & AI Strategy, Field CISO),

Edited by Ryan Traill (Analyst Content Lead)

Appendices

References

1.        https://nvd.nist.gov/vuln/detail/CVE-2025-59287

2.    https://www.bleepingcomputer.com/news/security/hackers-now-exploiting-critical-windows-server-wsus-flaw-in-attacks/

3.    https://learn.microsoft.com/en-us/windows-server/administration/windows-server-update-services/get-started/windows-server-update-services-wsus

4.    https://www.cisa.gov/news-events/alerts/2025/10/24/microsoft-releases-out-band-security-update-mitigate-windows-server-update-service-vulnerability-cve

5.    https://msrc.microsoft.com/update-guide/vulnerability/CVE-2025-59287

6.    https://thehackernews.com/2025/10/microsoft-issues-emergency-patch-for.html

7.    https://www.cisa.gov/known-exploited-vulnerabilities-catalog

8.    https://www.huntress.com/blog/exploitation-of-windows-server-update-services-remote-code-execution-vulnerability

9.    https://unit42.paloaltonetworks.com/microsoft-cve-2025-59287/

10. https://blog.talosintelligence.com/velociraptor-leveraged-in-ransomware-attacks/

11. https://github.com/hackirby/skuld

Darktrace Model Detections

·       Device / New PowerShell User Agent

·       Anomalous Connection / Powershell to Rare External

·       Compromise / Possible Tunnelling to Bin Services

·       Compromise / High Priority Tunnelling to Bin Services

·       Anomalous Server Activity / New User Agent from Internet Facing System

·       Device / New User Agent

·       Device / Internet Facing Device with High Priority Alert

·       Anomalous Connection / Multiple HTTP POSTs to Rare Hostname

·       Anomalous Server Activity / Rare External from Server

·       Compromise / Agent Beacon (Long Period)

·       Device / Large Number of Model Alerts

·       Compromise / Agent Beacon (Medium Period)

·       Device / Long Agent Connection to New Endpoint

·       Compromise / Slow Beaconing Activity To External Rare

·       Security Integration / Low Severity Integration Detection

·       Antigena / Network / Significant Anomaly / Antigena Alerts Over Time Block

·       Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Server Block

·       Antigena / Network / External Threat / Antigena Suspicious Activity Block

·       Antigena / Network / Significant Anomaly / Antigena Significant Server Anomaly Block

List of Indicators of Compromise (IoCs)

IoC - Type - Description + Confidence

o   royal-boat-bf05.qgtxtebl.workers[.]dev – Hostname – Likely C2 Infrastructure

o   royal-boat-bf05.qgtxtebl.workers[.]dev/v3.msi - URI – Likely payload

o   chat.hcqhajfv.workers[.]dev – Hostname – Possible C2 Infrastructure

o   185.69.24[.]18 – IP address – Possible C2 Infrastructure

o   185.69.24[.]18/bin.msi - URI – Likely payload

o   185.69.24[.]18/singapure - URI – Likely payload

The content provided in this blog is published by Darktrace for general informational purposes only and reflects our understanding of cybersecurity topics, trends, incidents, and developments at the time of publication. While we strive to ensure accuracy and relevance, the information is provided “as is” without any representations or warranties, express or implied. Darktrace makes no guarantees regarding the completeness, accuracy, reliability, or timeliness of any information presented and expressly disclaims all warranties.

Nothing in this blog constitutes legal, technical, or professional advice, and readers should consult qualified professionals before acting on any information contained herein. Any references to third-party organizations, technologies, threat actors, or incidents are for informational purposes only and do not imply affiliation, endorsement, or recommendation.

Darktrace, its affiliates, employees, or agents shall not be held liable for any loss, damage, or harm arising from the use of or reliance on the information in this blog.

The cybersecurity landscape evolves rapidly, and blog content may become outdated or superseded. We reserve the right to update, modify, or remove any content

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About the author
Emma Foulger
Global Threat Research Operations Lead

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October 24, 2025

Patch Smarter, Not Harder: Now Empowering Security Teams with Business-Aligned Threat Context Agents

Patch Smarter, Not Harder: Now Empowering Security Teams with Business-Aligned Threat Context Agents Default blog imageDefault blog image

Most risk management programs remain anchored in enumeration: scanning every asset, cataloging every CVE, and drowning in lists that rarely translate into action. Despite expensive scanners, annual pen tests, and countless spreadsheets, prioritization still falters at two critical points.

Context gaps at the device level: It’s hard to know which vulnerabilities actually matter to your business given existing privileges, what software it runs, and what controls already reduce risk.

Business translation: Even when the technical priority is clear, justifying effort and spend in financial terms—especially across many affected devices—can delay action. Especially if it means halting other areas of the business that directly generate revenue.

The result is familiar: alert fatigue, “too many highs,” and remediation that trails behind the threat landscape. Darktrace / Proactive Exposure Management addresses this by pairing precise, endpoint‑level context with clear, financial insight so teams can prioritize confidently and mobilize faster.

A powerful combination: No-Telemetry Endpoint Agent + Cost-Benefit Analysis

Darktrace / Proactive Exposure Management now uniquely combines technical precision with business clarity in a single workflow.  With this release, Darktrace / Proactive Exposure Management delivers a more holistic approach, uniting technical context and financial insight to drive proactive risk reduction. The result is a single solution that helps security teams stay ahead of threats while reducing noise, delays, and complexity.

  • No-Telemetry Endpoint: Collects installed software data and maps it to known CVEs—without network traffic—providing device-level vulnerability context and operational relevance.
  • Cost-Benefit Analysis for Patching: Calculates ROI by comparing patching effort with potential exploit impact, factoring in headcount time, device count, patch difficulty, and automation availability.

Introducing the No-Telemetry Endpoint Agent

Darktrace’s new endpoint agent inventories installed software on devices and maps it to known CVEs without collecting network data so you can prioritize using real device context and available security controls.

By grounding vulnerability findings in the reality of each endpoint, including its software footprint and existing controls, teams can cut through generic severity scores and focus on what matters most. The agent is ideal for remote devices, BYOD-adjacent fleets, or environments standardizing on Darktrace, and is available without additional licensing cost.

Darktrace / Proactive Exposure Management user interface
Figure 1: Darktrace / Proactive Exposure Management user interface

Built-In Cost-Benefit Analysis for Patching

Security teams often know what needs fixing but stakeholders need to understand why now. Darktrace’s new cost-benefit calculator compares the total cost to patch against the potential cost of exploit, producing an ROI for the patch action that expresses security action in clear financial terms.

Inputs like engineer time, number of affected devices, patch difficulty, and automation availability are factored in automatically. The result is a business-aligned justification for every patching decision—helping teams secure buy-in, accelerate approvals, and move work forward with one-click ticketing, CSV export, or risk acceptance.

Darktrace / Proactive Exposure Management Cost Benefit Analysis
Figure 2: Darktrace / Proactive Exposure Management Cost Benefit Analysis

A Smarter, Faster Approach to Exposure Management

Together, the no-telemetry endpoint and Cost–Benefit Analysis advance the CTEM motion from theory to practice. You gain higher‑fidelity discovery and validation signals at the device level, paired with business‑ready justification that accelerates mobilization. The result is fewer distractions, clearer priorities, and faster measurable risk reduction. This is not from chasing every alert, but by focusing on what moves the needle now.

  • Smarter Prioritization: Device‑level context trims noise and spotlights the exposures that matter for your business.
  • Faster Decisions: Built‑in ROI turns technical urgency into executive clarity—speeding approvals and action.
  • Practical Execution: Privacy‑conscious endpoint collection and ticketing/export options fit neatly into existing workflows.
  • Better Outcomes: Close the loop faster—discover, prioritize, validate, and mobilize—on the same operating surface.

Committed to innovation

These updates are part of the broader Darktrace release, which also included:

1. Major innovations in cloud security with the launch of the industry’s first fully automated cloud forensics solution, reinforcing Darktrace’s leadership in AI-native security.

2. Darktrace Network Endpoint eXtended Telemetry (NEXT) is revolutionizing NDR with the industry’s first mixed-telemetry agent using Self-Learning AI.

3. Improvements to our OT product, purpose built for industrial infrastructure, Darktrace / OT now brings dedicated OT dashboard, segmentation-aware risk modeling, and expanded visibility into edge assets and automation protocols.

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.

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Kelland Goodin
Product Marketing Specialist
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