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March 17, 2026

When Reality Diverges from the Playbook: Darktrace Identifies Encryption in a World Leaks Ransomware Attack

World Leaks, a rebrand of Hunters International, are known for their extortion-only attack model, abandoning the tactic of file encryption. However, contrary to these claims, Darktrace detected a World Leaks compromise where a ransomware payload was deployed, and customer data was encrypted.
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
Tiana Kelly
Senior Cyber Analyst & Team Lead
EaaS, World Leaks, a rebrand of Hunters International, are known for their extortion-only attack model, abandoning the tactic of file encryption. However, contrary to these claims, Darktrace detected a World Leaks compromise where a ransomware payload was deployed, and customer data was encrypted.Default blog image
17
Mar 2026

As-a-Service Cybercrime Models

As-a-Service cybercrime models reduce the barrier to entry for cyber criminals as they no longer need expertise in every domain. Threat actors can increasingly outsource or supplement missing skills through the broader cybercrime-as-a-service ecosystem, and thus these models continue to grow in popularity within the cybercriminal underground. This has led to multiple templates in this sphere, such as Phishing-as-a-Service, Botnet-as-a-Service, DDoS-as-a-Service, and notably Ransomware-as-a-Service (RaaS) [1].

What is Extortion-as-a-Service?

Extortion-as-a-Service (EaaS) businesses function as a formalized way for cyber threat actors to offer extortion services to others for a fee or profit share and represents an evolution of extortion operations from the double-extortion ransomware model. Advancing from the RaaS model, extortion has become a distinct profit stream, separate from the encryption payload. This separation of functions, data theft, negotiation, and publicity, sets the stage for EaaS [1].

The EaaS model reflects a broader trend in cybercriminal activity, in which threat actors increasingly prioritize data theft and public exposure over traditional ransomware encryption. This shift reduces operational complexity while increasing pressure on victims through reputational damage. This approach has become increasingly popular among threat actors as, unlike encryption-based attacks, these operations are more difficult to detect and remediate [2]. It reflects a trend of ‘hack-and-leak’ operations that prioritize stealth, speed, and reputational damage over traditional encryption-based ransomware attacks [3].

World Leaks Overview

World Leaks emerged in early 2024 as a direct rebrand of the Hunters International ransomware group, which was notorious for encrypting victims’ data and demanding payment for decryption keys. In mid-2025, Hunters International shifted to an extortion-only model due to law enforcement scrutiny and reduced profitability, rebranding itself as World Leaks.

World Leaks functions as an affiliate-based EaaS operation which provides proprietary Storage Software exfiltration tooling to affiliates while maintaining a four-platform infrastructure consisting of a main data leak site hosted on the Dark Web where victim data is published, a victim negotiation portal with live chat, an affiliate management panel, and an insider journalist platform granting media outlets 24-hour advance access to stolen data before public release [4]. Since its emergence, World Leaks has published data stolen from dozens of organizations globally on its data leak site, serving both as a pressure tactic and a means for building reputation among cyber criminals.

World Leaks (known associations include Hive Ransomware, Secp0 Ransomware, and UNC6148) have been known to target the industrial (manufacturing) sector, along with healthcare organizations, technology firms and more generally, industries with valuable intellectual property [4]. Victims targeted have spanned multiple countries, with most located in the US, as well as Canada and several countries across Europe [5].

World Leaks’ Tactics, Techniques, and Procedures (TTPs) [3][4]

World Leaks’ typical attack pattern involves the exploitation of credentials with inadequate access controls, e.g. lacking multi-factor authentication (MFA), moving through reconnaissance, lateral movement and data exfiltration, notably without an encryption element.

Initial Access:

Initial access is typically gained through the exploitation of compromised virtual private network (VPN) credentials lacking MFA through valid accounts, as well as phishing campaigns. The targeting of internet-facing VPN infrastructure, RDP, and public-facing applications also represent common attack vectors in World Leaks incidents.

Lateral Movement:

SMB, RDP, and SSH are used for lateral movement via remote services. Notably, the group is also known to use PsExec and Rclone as part of their lateral movement activities.

Persistence:

Registry key modifications, scheduled tasks creation, account manipulation.

Exfiltration:

Data exfiltration is carried out through custom storage software tooling via TOR connections. Cloud storage services used for exfiltration particularly include MEGA. World Leaks also carry out direct data transfer through established command-and-control (C2) infrastructure.

Unlike Hunters International, which combined encryption with extortion, World Leaks claims to have abandoned the use of encryption. Some reports note that operations since January 2025 represent a pivot toward eliminating encryption entirely, instead relying on custom exfiltration tooling with SOCKSv5 proxy and TOR-based communications [4]. However, in early 2026, Darktrace detected an incident that directly contradicted this claim: World Leaks carried out an attack that involved both the exfiltration and encryption of customer data.

Darktrace’s Coverage of World Leaks Ransomware

Organizations today face a growing challenge: keeping pace with increasingly fast-moving threats. This incident highlights a common problem, when time-limited mitigations expire or human security teams cannot respond quickly enough, attackers are often able to regain the upper hand. A recent Darktrace detection of World Leaks ransomware provides a clear example of this challenge in practice.

In January 2026, Darktrace identified the presence of ransomware and data encryption linked to World Leaks within the network of an organization within the healthcare sector. Although Darktrace’s Autonomous Response capability was active in the customer’s environment and initially blocking suspicious connectivity, buying time for the customer to remediate, the attack continued once these mitigative actions expired. Darktrace continued to apply Autonomous Response actions as the attack progressed, working to inhibit the attackers at each stage of the intrusion.

Investigations carried out by Darktrace revealed that threat actors likely gained initial access via a Fortigate appliance in mid-October, indicating a three-month dwell time, before employing living-off-the-land (LOTL) techniques for lateral movement. C2 communications were established using Cloudflare Tunnel (formerly Argo Tunnel). As part of the Actions on Objectives attack phase, a significant volume of data was exfiltrated to the MEGA cloud storage platform, followed by the encryption of customer data.

Initial access/ Lateral movement

Darktrace analysts identified the likely patient-zero device within the network as a Fortigate appliance. In October 2025, this device was seen conducting brute-force activity using the compromised ‘administrator’ credential to gain a foothold deeper within the customer’s environment. Masquerading as a privileged user, the threat actor then went on to launch activity on remote devices via PsExec, a common administrative tool that allows users to execute processes on remote systems without manually installing client software, providing significant power to attackers when abused. Around the time, Darktrace detected an unknown device on the network attempting to authenticate via NTLM. As this device had not previously been seen on the network, it likely belonged to the attacker.

Reconnaissance

As part of the reconnaissance phase of the attack, port and network scanning was carried out in an attempt to identify open UDP and TCP ports within the network.

Lateral movement & C2

Around one month after entering the customer’s network, the World Leaks threat actors began tunnelling activity using Cloudflare Tunnel. Darktrace detected connections to several hostnames including: region2.v2.argotunnel[.]com; h2.cftunnel[.]com; region1.v2.argotunnel[.]com. This tunnelling activity continued until January of 2026, when encryption occurred. Cloudflare tunnels are known to be abused by attackers as they enable the use of temporary infrastructure to scale operations, allowing rapid deployment and teardown. Furthermore, leveraging of Cloudflare’s infrastructure to create these rate-limited tunnels (used to relay traffic from an attacker-controlled server to a local machine) makes such malicious activity harder to detect by both defenders and traditional security measures, particularly those that rely on static blocklists [6].

Further lateral movement was carried out using common remote management tools such as Windows Remote Management (WinRM) RDP, allowing the World Leaks threat actors to access local devices within the victim organization’s network.

As this attack progressed, Darktrace detected multiple files being written over SMB. These files included Windows\Temp\chromeremotedesktophost.msi, which was written from the patient-zero device to another internal device as part of lateral movement efforts. Following this transfer, and prior to subsequent data exfiltration activity, a network server was observed connecting to the hostname remotedesktop-pa[.]googleapis[.]com, an API endpoint required for Chrome Remote Desktop, indicating that Chrome RDP was used by the threat actor in this stage of the attack.

Other files written over SMB included the script programdata\syc\OpenSSHUtils.psm1 (which can be used legitimately to configure OpenSSH) and the executable programdata\syc\ssh‑sk‑helper.exe (a legitimate OpenSSH component used to support security keys). These files were written from the suspected patient‑zero device to an internal domain controller using the ‘administrator’ credential.

Thereafter, SSH connections to external IP address 51.15.109[.]222 were observed, providing another channel between the malicious actors and victim machines. Darktrace recognized that the use of SSH by the devices seen connecting to this IP address was highly anomalous, indicating that this suspicious activity formed part of the attack.

Writes of the script programdata\syc\OpenSSHUtils.psm1 were also observed into January, highlighting the continuation of the attack that had begun three months earlier.

On December 19 and 20, Darktrace detected a DNS server within the customer’s network making anomalous outgoing connections to an external IP address not previously seen in the environment: 193.161.193[.]99. This IP address has been reported by open-source-intelligence (OSINT) as being associated with C2 infrastructure, having been linked to several remote access trojans (RATs) and botnets in the past.

This activity a shift towards the infrastructure-as-a-service (IaaS) model, underscoring the growing trend around As-a-Service Cybercrime models and the increasing the industrialization of botnets. The presence of extensive digital botnets, often leased to other criminal organizations, means the group gaining initial access is not necessarily the same group conducting ransomware deployment or data theft; botnets now act as shared underlying infrastructure enabling multiple forms of cybercriminal activity [7].

Furthermore, connections to this IP address (193.161.193[.]99) were made over port 1194, which is associated with OpenVPN, suggesting that World Leaks may have leveraged it to obfuscate C2 communication with attacker-controlled infrastructure.

Darktrace’s detection of the IP address 193.161.193[.]99, noting that it was first seen within the customer’s network on December 19, 2025.
Figure 1: Darktrace’s detection of the IP address 193.161.193[.]99, noting that it was first seen within the customer’s network on December 19, 2025.

Data exfiltration

In November, Darktrace detected the threat actors carrying out one of their Attack on Objective tactics: data exfiltration. Multiple local devices within the compromised network began transferring data to Backblaze and MEGA domains, both of which provide cloud storage services; 80+GB of data was transferred to MEGA in late December 2025. Endpoints associated with this activity included: backblazeb2[.]com and gfs302n520[.]userstorage[.]mega[.]co[.]nz, as well as related user agents such as AS40401 BACKBLAZE) and MegaClient/10.3.0/64.

Notably, Darktrace researchers identified two known World Leaks TTPs in this attack: the use of MEGA, a known tool abused by the group, and Rclone, a command-line tool used to manage files on cloud storage, which was observed in the user agent of the MEGA data-transfer connections: rclone/v1.69.0 [4].

Cyber AI Analyst Incident highlighting data upload activity to backblaze[.]com endpoints.
Figure 2: Cyber AI Analyst Incident highlighting data upload activity to backblaze[.]com endpoints.\

Ransomware deployment & encryption

The encryption stage of this attack was confirmed by the presence of a ransom note found on the network in a file with a seemingly randomized nine-character string preceding README.txt, attributing the incident to World Leaks, along with an extension with the same nine characters appended to encrypted files. Darktrace also observed SMB writes of files named world.exe and task.bat, with the compromised ‘localadmin’ credential used during the SMB logins. It is likely that these files served as the vector for the ransomware payload.

 Packet Capture (PCAP) of the ransom note claiming that the attack was carried out by World Leaks.
Figure 3: Packet Capture (PCAP) of the ransom note claiming that the attack was carried out by World Leaks.

Conclusion

Though traditional ransomware relies on encryption, recent trends show that cyber threat actors no longer need to rely on noisy encryption tools and can eliminate much of the risk and technical complexity associated with encrypting systems. This is the model reportedly preferred by World Leaks after their rebrand from Hunters International.

In addition to reducing noise around these attacks, extortion‑only operations may be favored by threat actors over encryption‑focused ones for several reasons, including the fact that traditional security tools may struggle to detect data theft compared to encryption, that attackers leave less evidence behind when encryption is avoided, and that the long‑term impacts of stolen data on organizations can be greater than the loss of systems caused by encryption processes, which can be restored [8]. This is supported by analysis of data leak sites suggesting that almost 1,500 incidents in 2025 relied on data theft alone. Attackers can simply steal victim data and attempt to extort a ransom by threatening to publish it, without needing to deploy ransomware at all [9]. Furthermore, although World Leaks aims to function as an affiliate‑based EaaS operation, security teams should remain aware that their affiliates may have different criminal objectives.

Contrary to reports that World Leaks’ typical attack style has an extortion‑only objective, Darktrace detected an incident in which a World Leaks attack did end with the encryption of customer data. This highlights the need for adaptive defenses and reinforces the importance of network defenders staying proactive in the face of attacks, particularly as they may progress in ways that are unexpected compared to previous trends associated with a given threat actor.

Credit to Tiana Kelly (Senior Cyber Analyst and Analyst Manager) and Emily Megan Lim (Senior Cyber Analyst)

Edited by Ryan Traill (Content Manager)

Appendices

IoCs

  • world.exe – Executable File – Possible Ransomware Payload
  • task.bat – Script File – Possible Ransomware Payload
  • ‘^[A-Z][a-z]{3}[A-Z][a-z][A-Z]{3}[.]README[.]txt' – Ransom Note
  • [.]^[A-Z][a-z]{3}[A-Z][a-z][A-Z]{3} – Ransomware file extension

·       51.15.109[.]222 – IP Address - Possible C2 Infrastructure

·       193.161.193[.]99 – IP Address – Probable C2 Infrastructure

Darktrace Model Detections (Enhanced Monitoring models denoted with an asterisk)

·      Device / Attack and Recon Tools

·      Device / Suspicious SMB Scanning Activity

·      Device / Anomalous NTLM Brute Force

·      Compliance / Connection to Tunnelling Service

·      Device / Suspicious New User Agents

·      Device / New or Unusual Remote Command Execution

·      Compliance / SMB Drive Write

·      Anomalous Connection / Uncommon 1 GiB Outbound

·      Compromise / Ransomware / Ransom or Offensive Words Written to SMB

·      Device / Multiple Lateral Movement Model Alerts*

·      Device / SMB Lateral Movement

·      Unusual Activity / Sustained Anomalous SMB Activity

·      Device / Large Number of Model Alerts

·      Compromise / Ransomware / SMB Reads then Writes with Additional Extensions

·      Compromise / Ransomware / Suspicious SMB Activity*

·      Anomalous File / Internal / Additional Extension Appended to SMB File

·      Unusual Activity / SMB Access Failures

·      Unusual Activity / Enhanced Unusual External Data Transfer*

·      Device / Suspicious File Writes to Multiple Hidden SMB Shares

·      Anomalous Server Activity / Rare External from Server

·      Unusual Activity / Unusual Mega Data Transfer*

·      Device / Possible SMB/NTLM Brute Force

·      Anomalous Connection / Unusual Admin RDP Session

·      Anomalous Connection / Active Remote Desktop Tunnel

·      Anomalous Connection / Data Sent to Rare Domain

·      Anomalous Connection / New or Uncommon Service Control

·      Anomalous Connection / New or Uncommon Service Enumeration

·      Anomalous Connection / Rare WinRM Outgoing

·      Anomalous Connection / SMB Enumeration

·      Anomalous Connection / Unusual Admin RDP Session

·      Anomalous Connection / Unusual Incoming Long Remote Desktop Session

·      Anomalous Connection / Upload via Remote Desktop

·      Anomalous File / Internal / Executable Uploaded to DC

·      Anomalous File / Internal / Unusual SMB Script Write

·      Compliance / SSH to Rare External Destination

·      Device / Anomalous Github Download

·      Device / Anonymous NTLM Logins

·      Device / Network Scan

·      Device / New or Uncommon WMI Activity

·      Device / New User Agent To Internal Server

·      Device / Possible Brute-Force Activity

·      Device / RDP Scan

·      Device / SMB Session Brute Force (Admin)

·      Device / SMB Session Brute Force (Non-Admin)

·      Device / Suspicious Network Scan Activity

·      Unusual Activity / Successful Admin Brute-Force Activity

·      Unusual Activity / Unusual External Data to New Endpoint

·      Unusual Activity / Unusual External Data Transfer

·      Unusual Activity / Unusual File Storage Data Transfer

·      User / New Admin Credentials on Server

Cyber AI Analyst Incidents

·      Scanning of Multiple Devices

·      Large Volume of SMB Login Failures to Multiple Devices

·      Suspicious Chain of Administrative Connections

·      SMB Write of Suspicious File

·      Suspicious DCE-RPC Activity

·      Unusual External Data Transfer

·      Unusual External Data Transfer to Multiple Related Endpoints

·      Unusual External Data Transfer to Endpoints

MITRE ATT&CK Mapping

·      Initial Access – T1190 – Exploit Public-Facing Application

·      Defense Evasion, Initial Access, Persistence, Privilege Escalation – T1078 – Valid Accounts

·      Resource Development – T1588.001 – Obtain Capabilities: Malware

·      Reconnaissance – T1590.005 – Gather Victim Network Information: IP Addresses

·      Reconnaissance – T1592.004 – Gather Victim Host Information: Client Configurations

·      Reconnaissance – T1595.001 – Active Scanning: Scanning IP Blocks

·      Reconnaissance – T1595.002 – Active Scanning: Vulnerability Scanning

·      Reconnaissance – T1595.003 – Active Scanning: Wordlist Scanning

·      Discovery – T1018 – Remote System Discovery

·      Discovery – T1046 – Network Service Discovery

·      Discovery – T1083 – File and Directory Discovery

·      Discovery – T1135 – Network Share Discovery

·      Command and Control – T1219 – Remote Access Tools

·      Command and Control – T1219.002 – Remote Access Tools: Remote Desktop Software

·      Command and Control – T1571 – Non-Standard Port

·      Command and Control – T1572 – Protocol Tunneling

·      Command and Control – T1573.001 – Encrypted Channel: Symmetric Cryptography

·      Credential Access – T1110 – Brute Force

·      Credential Access – T1110.001 – Brute Force: Password Guessing

·      Defense Evasion – T1006 – Direct Volume Access

·      Defense Evasion – T1564.005 – Hide Artifacts: Hidden File System

·      Defense Evasion – T1564.012 – Hide Artifacts: File/Path Exclusions

·      Execution – T1047 – Windows Management Instrumentation

·      Execution – T1569.002 – System Services: Service Execution

·      Lateral Movement – T1021 – Remote Services

·      Lateral Movement – T1021.001 – Remote Services: Remote Desktop Protocol

·      Lateral Movement – T1021.002 – Remote Services: SMB/Windows Admin Shares

·      Lateral Movement – T1021.006 – Remote Services: Windows Remote Management

·      Lateral Movement – T1080 – Taint Shared Content

·      Lateral Movement – T1210 – Exploitation of Remote Services

·      Lateral Movement – T1570 – Lateral Tool Transfer

·      Collection – T1039 – Data from Network Shared Drive

·      Collection – T1074 – Data Staged

·      Exfiltration – T1041 – Exfiltration Over C2 Channel

·      Exfiltration – T1048 – Exfiltration Over Alternative Protocol

·      Exfiltration – T1567.002 – Exfiltration Over Web Service: Exfiltration to Cloud Storage

References

[1] https://www.levelblue.com/blogs/levelblue-blog/extortion-as-a-service-the-latest-threat-actor-criminal-ecosystem/

[2] https://blackpointcyber.com/wp-content/uploads/2025/12/World-Leaks.pdf

[3] https://blackpointcyber.com/threat-profile/world-leaks-ransomware/

[4] https://www.halcyon.ai/threat-group/worldleaks

[5] https://www.moxfive.com/resources/moxfive-threat-actor-spotlight-world-leaks

[6] https://thehackernews.com/2024/08/cybercriminals-abusing-cloudflare.html

[7] https://www.trendmicro.com/vinfo/tw/security/news/threat-landscape/the-industrialization-of-botnets-automation-and-scale-as-a-new-threat-infrastructure

[8] https://www.morphisec.com/blog/ransomware-without-encryption-why-pure-exfiltration-attacks-are-surging-and-why-theyre-so-hard-to-catch/

[9] https://sed-cms.broadcom.com/sites/default/files/2026-01/RWN-2026-WP100_1.pdf

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
Tiana Kelly
Senior Cyber Analyst & Team Lead

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August 5, 2026

Testing a Prompt injection Attack Against an Enterprise AI Agent

prompt injectionDefault blog imageDefault blog image

Key takeaways

  • Darktrace successfully detected and quarantined a prompt injection email before it could be processed by an enterprise AI agent.  
  • Prompt injection attacks increasingly rely on natural language rather than traditional malware, making behavioral analysis an important complement to signature-based detection.  
  • Organizations deploying AI agents should combine model guardrails with behavioral monitoring to reduce the risk of malicious instructions reaching enterprise systems.

How behavioral detection helps stop prompt injection attacks

A Darktrace customer running a Gemini AI agent in Google Cloud asked us two simple questions:

“If my agent can read inbound emails and access internal data, what stops an attacker from hiding malicious instructions in the message? Couldn’t the agent be tricked into deleting or exfiltrating sensitive data?”

The scenario centers on an indirect prompt injection attack, where malicious instructions are hidden inside content that an AI model later interprets as trusted input. The same weakness was exposed by  EchoLeak (CVE-2025-32711), a zero-click Microsoft 365 Copilot vulnerability enabled data exfiltration from a single well-crafted email..

This blog follows the Darktrace team’s investigation of the customer’s hypothesis and examines how the attack interacted with their existing security stack. The results highlight which defenses held, where gaps emerged, and how behavioral detection mattered more than guardrails. This investigation also demonstrates why behavioral detection is becoming increasingly important for AI security, as prompt injections often contain no traditional indicators of compromise.  

How do prompt injection attacks work?

Prompt injection works by carefully crafting the content and structure of the prompt to alter the LLM’s behavior or output in unintended ways. This can cause models to violate guardrails, generate harmful content or enable unauthorised access.

Prompt injection attack example

The well-known example, EchoLeak (CVE-2025-32711), was a zero-click vulnerability in Microsoft 365 Copilot that relied on a carefully crafted email containing hidden instructions that the AI system interpreted as commands rather than content, creating a pathway for unauthorized access to sensitive information without any user interaction.

While Darktrace / SECURE AI is designed to prevent agents from producing unintended outcomes, we wanted to see if we could catch and prevent this threat type earlier in the attack life-cycle, at the email security layer.

How we tested prompt injection attacks on an enterprise agent

Summary:

  1. Claude generated a prompt injection payload.  
  2. Hidden instructions were embedded in an email.  
  3. The email passed traditional validation checks.  
  4. Darktrace analyzed the language and sender behavior.  
  5. The email was quarantined before the AI agent could process it.

To test Darktrace / EMAIL against this attack class, we opened Claude, gave it the customer's context and problem statement (Gemini agent with inbox access, internal tool calls), told it we were validating Darktrace / EMAIL's detection of prompt injections, and asked for a test payload. See below:

Figure 1
Figure 2

Despite the guardrails supposedly built into the model, Claude surprisingly gave us the entire exploit in plaintext (albeit very basic), illegible to a human as the text was sent in white text (see Figure 1) but framed as an authoritative override for anything downstream reading the mail programmatically (i.e. the Gemini agent).

How Darktrace detected a prompt injection attack

We then sent the Claude-crafted email from a freemail address to the target recipient’s inbox. Despite the email containing no malicious payload, the freemail address having no malicious reputation, and the validation checks all passing, Darktrace  /EMAIL flagged the email as a 93/100 anomaly and moved it to junk, out of scope for the AI agent.

Figure 3: The test email sent with the hidden prompt injection
Figure 4: The email analysis in Darktrace / EMAIL 
Figure 5: Darktrace / EMAIL detection of malicious activity

The interesting part is what triggered the detection (see Figure 5)

  • Possible machine prompt content: text in the body detected as instructions written for a machine to execute, not for a human to read
  • Possible machine prompt content + basic suspicious correspondence: the same content, correlated with sender-side anomalies: freemail domain (yahoo[.]com), unknown correspondent, no prior mail history with the recipient, and suspicious references to payment information

Neither of those is a signature match. Nothing in the email was on a blacklist. There was no malware, no link and no attachment. Darktrace analyzed the context in which the email was delivered and flagged it as likely risky.  The anomalous language features and the context of the sender relative to the recipient's normal behavior, combined with the unusual hidden text (prompt) were enough for Darktrace / EMAIL to act on the risk.

Result: Darktrace / EMAIL autonomously junked the email, out of scope for any AI agent parsing the inbox.

Why behavioral security makes a difference detecting prompt injection attacks

Cyberattacks don't look like traditional exploits anymore. They now operate in natural language, not strictly code.

That breaks the traditional stack. AV, firewalls, static scanning and signature-based SEGs all assume a payload to inspect.  

A prompt injection has no payload. It's just an instruction, written in natural language, dressed up as anything the attacker wants: an invoice, an HR request, a calendar invite, some simple PowerPoint slides.

EchoLeak proved that hidden instructions can sit inside an email invisible to the user but fully readable by the LLM, and the LLM will follow them blindly.  

This test and GTG-1002 proved that the LLM itself can be socially engineered. Tell it you're an authorized tester and it will hand you the attack.

Rules and static classifiers can catch the obvious cases. But natural language has infinite variants, and the attack surface is the model's innate functionality to comply.  

The deeper problem here is intent: an LLM can't reliably tell whether an instruction in its context came from its developer, its user, or an attacker who slipped it into an email. To the LLM, everything reads as language and looks like a legitimate ask. This is why behavioural detection wins, as you become aware of intent when you look at the context of an interaction. Does this sender normally send this kind of message to this recipient? Does this prompt fit the user's normal pattern? Is this agent behaving the way this agent normally behaves?  

Intent can't be read off a single email, it emerges from behavioral context. Which is how Darktrace enables threat detection, through behavioral understanding.

Why enterprise AI security requires more than guardrails

Claude didn't roll over immediately… the first section of the response was a (slight) pushback, but then it wrote the payload anyway without having to ask twice.

Here the framing of the prompt did all the work. The “testing security capabilities” angle moved the model from refusal to unquestioned compliance to the user prompt.

This isn't the first time this has happened, of course. Anthropic disclosed in November 2025 that a Chinese state-sponsored group they tracked as GTG-1002 ran the first documented AI-orchestrated espionage campaign against ~30 targets by posing as employees of a legitimate cybersecurity firm doing authorised penetration testing.

The takeaway isn't that AI guardrails are ineffective. They raise the cost of low-effort attacks and remain an important first layer of defense. However, for most organizations today, they’re the only line of defense when deploying AI agents. If a prompt injection bypasses those controls, organizations still need a way to detect and stop malicious behavior elsewhere in the attack chain.

Attackers will continue to have working prompt injections easily and quickly. The question is what stops one when it lands in an inbox your agent is reading.

That's where behavioral detection comes in.

How Darktrace detects prompt injection attacks in emails

Two things Darktrace does that a model-level guardrail or static rules and signatures can't:

Natural language analysis at the email or prompt layer. The email is assessed on its own merits: is this content shaped like instructions for a machine, regardless of what the receiving agent decides to do about it?

Behavioral context around the language. An AI agent behaves like an extremely agreeable human, and it will go above and beyond to comply with the user’s request. That's exactly why you must consider the business context, such sender behaviour, mailing history, and organisational norms, as these matter even more when the recipient is an AI.

Darktrace has been perfecting behavioral anomaly detection for over a decade; the same self-learning approach that catches BEC and account takeover applies directly to prompt injection delivery. Our multi-layered AI stack extracts content from the message, builds behavioural understanding through social graphing and Pattern of Life analysis, and then combines natural language, topic, inducement, sender relationship and anomaly signals before deciding what action to take.  

This matters for prompt injection because the threat is not the plain language itself, but the intent behind the language that can cause an AI agent to respond in unexpected ways.

How to secure enterprise AI operations from prompt injection attacks

Email was the entry point in this case, but it is only one of many possible vectors.  

Anywhere an agent can retrieve information, an attacker can potentially introduce a prompt injection.

Emails, documents, SharePoint sites, web pages, knowledge bases, chat platforms, and third-party integrations all provide opportunities to influence an agent's behavior. Wherever an agent finds its orders, a prompt injection opportunity exists.

This is why securing AI requires more than blocking malicious inputs. Organizations also need visibility into how agents behave after consuming information from across their environment. If an agent begins accessing unexpected data, taking unusual actions, or operating outside its normal patterns, those behaviors may provide the strongest signal that something has gone wrong.

Effective AI security requires defense in depth: reducing the likelihood of malicious instructions reaching the agent while maintaining the ability to detect and investigate suspicious behavior if they do.

The challenge isn't protecting a single entry point. It's recognizing that, in an AI-powered environment, every source of information is also a potential source of influence.

Are you deploying autonomous agents across your enterprise and want to see this tested in your environment? Let's talk.

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Carlo Loregian
Solutions Engineer

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August 4, 2026

Extending AI Security Visibility with Darktrace and Microsoft Agent 365

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AI agents are rapidly becoming embedded in everyday business operations, helping employees automate workflows, access information, and accelerate decision-making. As organizations embrace agentic AI, security teams face a growing challenge: understanding how AI is being used, what agents can access, and where risk may emerge.

As agents take on more business-critical work, security teams often need to move across multiple portals to understand risks spanning identity, data, and threat activity. This fragmented view can make it difficult to assess an agent's overall risk posture and determine where attention is needed. Organizations need a way to bring these signals together without disrupting existing security investments or workflows.

Today, Darktrace is announcing an integration between Darktrace / SECURE AI and Microsoft Agent 365 that brings Darktrace's Adaptive AI-driven risk signals directly into the Microsoft 365 Admin Center. By extending the visibility and risk understanding provided by Darktrace / SECURE AI into the Microsoft ecosystem, organizations can gain a more unified understanding of AI agent risk across their environments.

As one of the first security companies to partner with Microsoft to contribute third-party risk signals to the Agent Registry, Darktrace is helping shape how organizations understand and manage AI agent risk.

Extending visibility into the Microsoft Agent 365 experience

Microsoft Agent 365 provides administrators with a centralized registry of AI agents operating within their environment. As organizations expand their use of AI agents, this centralized visibility becomes increasingly important for governance and oversight.

This new integration extends that visibility by allowing Darktrace-generated risk signals to be surfaced directly within the Microsoft Agent 365 experience. By combining Microsoft's agent management and security capabilities with Darktrace's AI-powered risk analysis, organizations gain greater awareness of potential security concerns associated with AI agents operating across their environments.

By integrating Darktrace telemetry into Agent 365, customers can:  

  • Surface Darktrace-detected risks and signals alongside Microsoft-native signals in a single interface
  • Identify potentially compromised or anomalous AI agents more quickly
  • Gain unified understanding of context and agent behavior  

This approach reinforces a single control plane for AI security while allowing organizations to continue leveraging existing investments across both platforms.  

Why unified visibility of AI agent risk signals matters

As AI adoption accelerates across Microsoft environments, organizations must manage new forms of behavior, access patterns, and risk. Security teams need more than inventories and permissions. They need visibility into how AI systems operate and how risk evolves over time.  

This integration addresses a critical gap: how to bring behavioral AI security insights into the same control plane as identity, access, and agent management.  

With Darktrace and Microsoft Agent 365 together, organizations benefit from:  

  • Unified visibility: A single pane of glass for understanding AI agent risk signals across Microsoft and Darktrace signals  
  • Faster detection of abnormal agent behavior: Darktrace's Adaptive AI highlights deviations that may not be captured by static controls  
  • Operational efficiency: Security teams can triage and prioritize risk signals without switching between systems
  • Stronger trust in AI deployments: Clear attribution, context, and investigation pathways improve confidence in AI agent usage

Extending Microsoft's AI security model, not replacing it

Securing AI requires a layered approach that combines governance, visibility, threat detection, and risk management. This integration is designed to complement Microsoft's security capabilities, not duplicate them.  

Through Darktrace / SECURE AI, Darktrace contributes:  

  • Identification of risk via advanced prompt analysis  
  • Behavioral anomaly detection across AI agents  
  • Cross-environment threat correlation  
  • Autonomous insight into emerging or unknown risks  

Microsoft provides:  

  • Centralized agent management
  • Identity and access governance
  • Native detection of risk signals and enforcement capabilities

Together, these capabilities create a more complete, layered approach to securing AI-driven enterprises. Organizations gain the governance and policy controls needed to manage AI adoption while benefiting from continuous visibility into how AI is used across the business.

Building the future of secure AI

As AI agents become more deeply embedded in business processes, organizations need more than inventories and static controls. They need to understand how AI is being used, how agents behave, and where risk is emerging across the enterprise.

Darktrace / SECURE AI delivers that understanding through continuous visibility into AI activity, helping security teams assess intent, identify behavioral drift, and uncover emerging risk across both human and agent-driven workflows. Powered by Adaptive AI, it provides the context needed to secure AI as it evolves.  

The integration with Microsoft Agent 365 extends those insights into the workflows organizations already use. Agent 365 provides a unified control plane for governing and securing AI agents, while Darktrace contributes complementary behavioral risk signals that can be surfaced within the Agent 365 experience. Together, they give customers broader context on agent activity and risk while preserving the value of their existing Microsoft and Darktrace investments.

As enterprises move from AI experimentation to AI-powered execution, Microsoft and Darktrace help bring together governance, compliance, behavioral understanding, and oversight in a unified approach to AI security. For organizations adopting Microsoft 365 E7, Darktrace / SECURE AI further strengthens that foundation by providing continuous visibility into AI activity, agent behavior, and emerging risk as AI adoption scales.

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