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September 20, 2022

Modern Extortion: Detecting Data Theft From the Cloud

Darktrace highlights a handful of data theft incidents on shared cloud platforms, showing that cloud computing can be a vulnerable place for modern extortion.
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
Adrianne Marques
Senior Research Analyst
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20
Sep 2022

Ransomware Industry

The ransomware industry has benefitted from a number of factors in recent years: inadequate cyber defenses, poorly regulated cryptocurrency markets, and geopolitical tensions have allowed gangs to extort increasingly large ransoms while remaining sheltered from western law enforcement [1]. However, one of the biggest success stories of the ransomware industry has been the adaptability and evolution of attacker TTPs (tactics, techniques and procedures). The WannaCry and NotPetya attacks of 2017 popularized a form of ransomware which used encryption algorithms to hold data to ransom in exchange for a decryption key. Last year in 2021, almost all ransomware strains evolved to use double extortion tactics: holding stolen data to ransom as well as encrypted data [2]. Now, some ransomware gangs have dropped encryption entirely, and are using data theft as their sole means of extortion. 

Using data theft for extortion is not new. In 2020 the Finnish psychotherapy center Vastaamo had over 40,000 patient records stolen. Impacted patients were told that their psychiatric transcripts would be published online if they failed to pay a Bitcoin ransom. [3]. A later report by BlackFog in May 2021 predicted data theft extortion would become one of the key emerging cybersecurity trends that year [4]. Adoption of offline back-ups and endpoint detection had made encryption harder, while a large-scale move to Cloud and SaaS platforms offered new vectors for data theft. By moving from data encryption to data exfiltration, ransomware attackers pivoted from targeting data availability within the CIA triad (Confidentiality, Integrity, Availability) to threatening data confidentiality.

In November 2021, Darktrace detected a data theft incident following the compromise of two SaaS accounts within an American tech customer’s Office365 environment. The client was a longstanding user of Darktrace DETECT/Network, and was in the process of expanding their coverage by trialing Darktrace DETECT+RESPOND/ Apps + Cloud.

Attack Overview

On November 23rd 2021, an Ask the Expert (ATE) ticket was raised prompting investigation into a breached SaaS model, ‘SaaS / Access / Unusual External Source for SaaS Credential Use’, and the activities of a user (censored as UserA) over the prior week.

1. Office365: UserA 

The account UserA had been logging in from an unusual location in Nigeria on November 21st. At the time of the incident there were no flags of malicious activity from this IP in widely used OSINT sources. It is also highly probable the attacker was not located in Nigeria but using Nigerian infrastructure in order to hide their true location. Regardless, the location of the login from this IP and ASN was considered highly unusual for users within the customer’s digital estate. The specific user in question most commonly accessed their account from IP ranges located in the US.

Figure 1: In the Geolocation tab of the External Sites Summary on the SaaS Console, UserA was seen logging in from Nigeria when previous logins were exclusively from USA

Further investigation revealed an additional anomaly in the Outlook Web activity of UserA. The account was using the Firefox browser to access their account for the first time in at least 4 weeks (the maximum period for which the customer stored such data). SaaS logs detailing the access of confidential folders and other suspicious actions were identified using the Advanced Search (AS) query:

@fields.saas_actor:"UserA@[REDACTED]" AND @fields.saas_software:"Firefox"

Most actions were ‘MailItemsAccessed’ events originating from IPs located in Nigeria [5,6] and one other potentially malicious IP located in the US [7].

‘MailItemsAccessed’ is part of the new Advanced Audit functionality from Microsoft and can be used to determine when email data is accessed by mail protocols and clients. A bind mail access type denotes an individual access to an email message [8]. 

Figure 2: AS logs shows UserA had not used Firefox to access Office365 for at least 4 weeks prior to the unusual login on the 21st November

Below are details of the main suspicious SaaS activities: 

·      Time: 2021-11-21 09:05:25 - 2021-11-22 16:57:39 UTC

·      SaaS Actor: UserA@[REDACTED]

·      SaaS Service: Office365

·      SaaS Service Product: Exchange

·      SaaS Software: Firefox

·      SaaS Office365 Parent Folders:

          o   \Accounts/Passwords
          o   \Invoices
          o   \Sent Items
          o   \Inbox
          o   \Recoverable Items\Deletions

·      SaaS Event:

          o   MailItemsAccessed
          o   UserLoggedIn
          o   Update

·      SaaS Office365 Mail Access Type: Bind (47 times)

·      Source IP addresses:

          o   105.112.59[.]83
          o   105.112.36[.]212
          o   154.6.17[.]16
          o   45.130.83[.]129

·      SaaS User Agents: 

          o   Client=OWA;Mozilla/5.0 (Windows NT 10.0; Win64; x64; rv:80.0) Gecko/20100101 Firefox/80.0;
          o   Mozilla/5.0 (Windows NT 10.0; Win64; x64; rv:80.0) Gecko/20100101 Firefox/80.0

·      Total SaaS logs: 57 

At the start of the month on the 5th November, the user had also been seen logging in from a potentially malicious endpoint [9] in Europe, performing ‘MailItemsAccessed’ and ‘Updates’ events with subjects and a resource location related to invoices and wire transfers from the Sent items folder. This suggests the initial compromise had been earlier in the month, giving the threat actor time to make preparations for the final stages of the attack.

Figure 3: Event log showing the activity of UserA from IP 45.135.187[.]108 

2. Office365: UserB 

Looking into the model breach ‘SaaS / Access / Suspicious Credential Use And Login User-Agent’, it was seen that a second account, UserB, was also observed logging in from a rare and potentially malicious location in Bangladesh [7]. Similar to UserA, this user had previously logged in exclusively from the USA, and no other accounts within the digital estate had been observed interacting with the Bangladeshi IP address. The login event appeared to bypass MFA (Multi-factor Authentication) and a suspicious user agent, BAV2ROPC, was used. Against misconfigured accounts, this Microsoft user agent is commonly used by attackers to bypass MFA on Office365. It targets Exchange’s Basic Authentication (normally used in POP3/IMAP4 conditions) and results in an OAuth flow which circumvents the additional password security brought by MFA [10].  

During the session, additional resources were accessed which appear to be associated with bill and invoice payments. In addition, on the 4th November, two new suspicious email rules named “..” were created from rare IPs (107.10.56[.]48 and 76.189.202[.]66). This type of behavior is commonly seen during SaaS compromises to delete or forward emails. Typically, an email rule created by a human user will be named to reflect the change being made, such as ‘Move emails from Legal to Urgent’. In contrast, malicious email rules are often short and undescriptive. The rule “..” is likely to blend in without arousing suspicion, while also being easy for the attacker to create and remember. 

Details of these rule changes are as follows:

·      Time: 2021-11-04 13:25:06, 2021-11-05 15:50:00 [UTC]
·      SaaS Service: Office365
·      SaaS Service Product: Exchange
·      SaaS Status Message: True
·      SaaS Source IP addresses: 107.10.56[.]48, 76.189.202[.]66
·      SaaS Account Name: O365
·      SaaS Actor: UserB@[REDACTED]
·      SaaS Event: SetInboxRule
·      SaaS Office365 Modified Property Names:
          o   AlwaysDeleteOutlookRulesBlob, Force, Identity, MoveToFolder, Name, FromAddressContainsWords, StopProcessingRules
          o   AlwaysDeleteOutlookRulesBlob, Force, Identity, Name, FromAddressContainsWords, StopProcessingRules
·      SaaS Resource Name: .. 

During cloud account compromises, attackers will often use sync operations to download emails to their local email client. During the operations, these clients typically download a large set of mail items from the cloud to a local computer. If the attacker is able to sync all mail items to their mail client, the entire mailbox can be compromised. The attacker is able to disconnect from the account and review and search the email without generating additional event logs. 

Both accounts UserA and UserB were observed using ‘MailItemsAccessed’ sync operations between the 1st and 23rd November when this attack occurred. However, based on the originating IP of the sync operations, the activity is likely to have been initiated by the legitimate, US-based users. Once the security team were able to confirm the events were expected and legitimate, they could establish that the contents of the mailbox were not a part of the data breach. 

Accomplish Mission

After gaining access to the Office365 accounts, sensitive data was downloaded by the attackers to their local system. Either on or before 14th December, the attacker had seemingly uploaded the documents onto a data leak website. In total, 130MB of data had been made available for download in two separate packages. The packages included audit and accounting financial documents, with file extensions such as DB, XLSX, and PDF.

Figure 4: The two data packages uploaded by the attacker and the extracted contents

In a sample of past SaaS activity of UserA, the subject and attachments appear related to the ‘OUTSTANDING PREPAY WIRES 2021’ excel document found from the data leak website in Figure 4, suggesting a further possibility that the account was associated with the leaked data. 

Historic SaaS activity associated with UserA: 

·      Time: 2021-11-05 21:21:18 [UTC]
·      SaaS Office365 Logon Type: Owner
·      Protocol: OFFICE365
·      SaaS Account Name: O365
·      SaaS Actor: UserA@[REDACTED].com
·      SaaS Event: Send
·      SaaS Service: Office365
·      SaaS Service Product: Exchange
·      SaaS Status Message: Succeeded
·      SaaS Office365 Attachment: WIRE 2021.xlsx (92406b); image.png (9084b); image.png (1454b); image.png (1648b); image.png (1691b); image.png (1909b); image.png (2094b)
·      SaaS Office365 Subject: Wires 11/8/21
·      SaaS Resource Location: \Drafts
·      SaaS User Agent: Client=OWA;Action=ViaProxy 

Based on the available evidence, it is highly likely that the data packages contain the data stolen during the account compromise the previous month.  

Once the credentials of an Office365 account are stolen, an attacker can not only access the user's mailbox, but also a full range of Office365 applications such as SharePoint folders, Teams Chat, or files in the user's OneDrive [11]. For example, files shared in Teams chat are stored in OneDrive for Business in a folder named Microsoft Teams Chat Files in the default Document library on SharePoint. One of the files visible on the data leak website, called ‘[REDACTED] CONTRACT.3.1.2020.pdf’, was also observed in the default document folder of a third user account (UserC) within the victim organization, suggesting the compromised accounts may have been able to access shared files stored on other accounts by moving laterally via other O365 applications such as Teams. 

One example can be seen in the below AS logs: 

·      Time: 2021-11-11 01:58:35 [UTC]
·      SaaS Resource Type: File
·      Protocol: OFFICE365
·      SaaS Account Name: 0365
·      SaaS Actor: UserC@[REDACTED]
·      SaaS Event: FilePreviewed
·      SaaS Service Product: OneDrive
·      SaaS Metric: ResourceViewed
·      SaaS Office365 Application Name: Media Analysis and Transformation Service
·      SaaS Office365 File Extension: pdf
·      SaaS Resource Location: https://[REDACTED]-my.sharepoint.com/personal/userC_[REDACTED]_com/Documents/Microsoft Teams Chat Files/[REDACTED] CONTRACT 3.1.2020.pdf
·      SaaS Resource Name: [REDACTED] CONTRACT 3.1.2020.pdf
·      SaaS Service: Office365
·      SaaS Service Product: OneDrive
·      SaaS User Agent: OneDriveMpc-Transform_Thumbnail/1.0 

In the period between the 1st and 30th November, the customer’s Darktrace DETECT/Apps trial had raised multiple high-level alerts associated with SaaS account compromise, but there was no evidence of file encryption.  

Establish Foothold 

Looking back at the start of the attack, it is unclear exactly how the attacker evaded the customer’s pre-existing security stack. At the time of the incident, the victim was using a Barracuda email gateway and Microsoft 365 Threat Management for their cloud environment. 

Darktrace detected no indication the accounts were compromised via credential bruteforcing, which would have enabled the attacker to bypass the Azure Active Directory smart lockout (if enabled). The credentials may have been harvested via a phishing campaign which successfully evaded the list of known ‘bad’ domains maintained by their email gateway.  

Upon gaining access to the account, the Microsoft Defender for Cloud Apps anomaly detection policies would have been expected to raise an alert [12]. In this instance, the unusual login from Nigeria occurred over 16 hours after the previous login from the US, potentially evading anomaly detection policies such as the ‘Impossible Travel’ rule. 

Figure 5: Event log showing the user accessing mail from USA a day before the suspicious usage from Nigeria 

Darktrace Coverage

Darktrace DETECT 

Throughout this event, high scoring model breaches associated with the attack were visible in the customer’s SaaS Console. In addition, there were two Cyber AI Analyst incidents for ‘Possible Account Hijack’ associated with the two compromised SaaS Office365 accounts, UserA and UserB. The visibility given by Darktrace DETECT also enabled the security team to confirm which files had been accessed and were likely part of the data leak.

Figure 6: Example Cyber AI Analyst incident of UserB SaaS Office365 account

Darktrace RESPOND

In this incident, the attackers successfully compromised O365 accounts in order to exfiltrate customer data. Whilst Darktrace RESPOND/Apps was being trialed and suggested several actions, it was configured in human confirmation mode. The following RESPOND/Apps actions were advised for these activities:  

·      ‘Antigena [RESPOND] Unusual Access Block’ triggered by the successful login from an unusual IP address, would have actioned the ‘Block IP’ inhibitor, preventing access to the account from the unusual IP for up to 24 hours
·      ‘Suspicious Source Activity Block’, triggered by the suspicious user agent used to bypass MFA, would have actioned the ‘Disable User’ inhibitor, disabling the user account for up to 24 hours 

During this incident, Darktrace RESPOND/Network was being used in fully autonomous mode in order to prevent the threat actor from pivoting into the network. The security team were unable to conclusively say if any attempts by the attacker to do this had been made. 

Concluding Thoughts  

Data theft extortion has become a widely used attack technique, and ransomware gangs may increasingly use this technique alone to target organizations without secure data encryption and storage policies.  

This case study describes a SaaS data theft extortion incident which bypassed MFA and existing security tools. The attacker appeared to compromise credentials without bruteforce activity, possibly with the use of social engineering through phishing. However, from the first new login, Darktrace DETECT identified the unusual credential use in spite of it being an existing account. Had Darktrace RESPOND/Apps been configured, it would have autonomously responded to halt this login and prevent the attacker from accomplishing their data theft mission.

Thanks to Oakley Cox, Brianna Leddy and Shuh Chin Goh for their contributions.

Appendices

References 

[1] https://securelist.com/new-ransomware-trends-in-2022/106457/

[2] https://www.itpro.co.uk/security/ransomware/367624/the-rise-of-double-extortion-ransomware

[3] https://www.malwarebytes.com/blog/news/2020/10/vastaamo-psychotherapy-data-breach-sees-the-most-vulnerable-victims-extorted

[4] https://www.blackfog.com/shift-from-ransomware-to-data-theft-extortion/

[5] https://www.abuseipdb.com/check/105.112.59.83

[6] https://www.abuseipdb.com/check/105.112.36.212

[7] https://www.abuseipdb.com/check/45.130.83.129

[8] https://docs.microsoft.com/en-us/microsoft-365/compliance/mailitemsaccessed-forensics-investigations?view=o365-worldwide

[9] https://www.abuseipdb.com/check/45.135.187.108

[10] https://www.virustotal.com/gui/ip-address/45.137.20.65/details

[11] https://tidorg.com/new-bec-phishing-attack-steals-office-365-credentials-and-bypasses-mfa/

[12] https://docs.microsoft.com/en-us/microsoft-365/security/office-365-security/responding-to-a-compromised-email-account?view=o365-worldwide

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
Adrianne Marques
Senior Research Analyst

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September 25, 2026

A Chain Reaction: Blockchain-Hosted Infostealer Campaign Targets Windows and macOS

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Key Insights

  • Darktrace detected a blockchain-hosted infostealer campaign targeting Windows and macOS devices across multiple customer environments.
  • The campaign combined ClickFix social engineering with trusted services and decentralized blockchain infrastructure to support malware delivery and C2 activity.
  • Compromised devices were observed connecting to rare and unusual external endpoints, including DGA C2 domains, blockchain-related endpoints, and cryptocurrency mining infrastructure.
  • The activity was associated with information-stealing malware strains including Atomic macOS Stealer (AMOS), Lumma, Rhadamanthys, Vidar, and Phexia.
  • Darktrace identified anomalous device behavior, beaconing patterns, rare external connections, cryptomining activity, and suspicious TLS/SSL communications without relying solely on prior knowledge or static indicators of compromise.
  • The campaign highlights how attackers are increasingly using legitimate and decentralized infrastructure to make detection, disruption, and attribution more challenging for defenders.

The Infostealer Ecosystem

The information stealer malware ecosystem continues to grow in value for threat actors across the digital threat landscape. Infostealers are increasingly delivered through Malware-as-a-Service (MaaS) operating models, distributed through affiliate networks, and designed to withstand infrastructure takedowns. This resilience was demonstrated by the recent takedown of Lumma Stealer malicious domains by Microsoft’s Digital Crimes Unit (DCU) [1].

Infostealers are used to gather and exfiltrate sensitive information, including non-human identity (NHI) data, from compromised systems across cloud, Software-as-a-Service (SaaS), Virtual Private Network (VPN), and development environments. They can also support ransomware operations by expanding the credentials and access paths available to threat actors, contributing to the high volume of identity-based attacks observed across the broader threat landscape [2][3].

Darktrace’s Observations of ClickFix and Infostealers

Throughout 2026, Darktrace has observed multiple campaigns using ClickFix social engineering to trick users into carrying out malicious actions and downloading initial payloads, including information stealers. More recently, Darktrace’s Threat Research team identified a specific ClickFix campaign involving a blockchain-hosted infostealer targeting Windows and macOS devices.

Darktrace identified affected customer environments across Europe, the United States, Asia, and the Middle East where blockchain-hosted infostealer malware appears to have been delivered to compromised systems following likely ClickFix-driven initial access. Darktrace investigated the activity and found that decentralized blockchain infrastructure, alongside widely trusted legitimate services, was used to support malware delivery and information theft across Windows and macOS systems.

Following initial access, compromised systems established C2 communication, with C2 configuration and payloads hosted on public blockchain infrastructure. The ultimate objective appears to be credential and cryptocurrency theft through the deployment of information stealers such as Atomic macOS Stealer (AMOS), Lumma, Rhadamanthys, and Vidar [5][6][7].

Darktrace’s Investigation

Affected devices across the Darktrace customer base were observed making outbound connections to rare external endpoints in patterns consistent with beaconing and C2 activity. Darktrace primarily detected devices making repeated connections to algorithmically generated domains (DGA) such as hf98x4d[.]site [8]. In many cases, these domains were linked through open-source intelligence (OSINT) to information-stealing malware families including AMOS and Phexia [5][6][7][8][9].

In multiple cases, devices were also observed connecting to blockchain-related endpoints, such as polygon[.]drpc[.]org, as well as legitimate public services, including GitHub. The use of decentralized blockchain infrastructure and trusted services such as GitHub to facilitate malware distribution and C2 activity can make disruption and attribution significantly more difficult for defenders.

Darktrace alsodetected a significant proportion of impacted devices making outboundconnections to cryptocurrency mining infrastructure associated with thelegitimate open-source XMRig mining software and the HashVault mining pool,including pool.hashvault[.]pro and donate[.]ssl[.]xmrig[.]com, which wereabused by the attackers, indicating, includingpool.hashvault[.]pro and donate[.]ssl[.]xmrig[.]com, indicating active cryptominingon compromised systems.

In one case, mining activity was observed before and during connections to the DGA endpoint hf98x4d[.]site. Due to its highly anomalous nature, Darktrace's Real-Time AI Analyst autonomously investigated the activity as it occurred, correlating the two events into a single cryptocurrency mining incident and providing comprehensive visibility into the broader attack.

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Figure 1: Real-Time AI Analyst investigation of suspicious SSL and C2 communications with hf98x4d[.]site over port 443.

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Figure 2: Real-Time AI Analyst investigation into cryptocurrency mining activity involving pool[.]hashvault[.]pro over SSL on port 443.

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Around the same time, Darktrace identified the same device initiating connections to the GitHub endpoint release-assets[.]githubusercontent[.]com while continuing to make repeated connections to hf98x4d[.]site.

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Figure 3: Darktrace's detection of an affected device connecting to a GitHub endpoint between repeated connections to the anomalous external endpoint hf98x4d[.]site.

On the network of another customer, Darktrace observed an affected device making highly unusual outbound connections consistent with beaconing activity. The device initiated multiple connections over port 443 to the external hostname polygon[.]drpc[.]org. According to OSINT, this hostname is a Remote Procedure Call (RPC) endpoint provided by dRPC, a legitimate service enabling decentralized applications (dApps), cryptocurrency wallets, and developer tools to interact with the Polygon blockchain [10].

The same device was later observed making repeated TLS/SSL connections to the previously mentioned DGA C2 domain. In addition, it made outbound connections to the external IP 195.242.214[.]34 over destination port 51820, an endpoint associated with the ProtonVPN service. Collectively, these connections to blockchain-related infrastructure, the DGA C2 domain, and ProtonVPN-associated infrastructure suggested the device had been affected by the campaign.

Conclusion

This campaign demonstrates how attackers can combine ClickFix social engineering with trusted services and decentralized blockchain infrastructure to create a resilient, cross-platform malware delivery chain. By using services such as GitHub alongside blockchain RPC endpoints and rapidly replaceable DGA domains, the activity can blend into legitimate traffic while making infrastructure disruption and attribution more difficult.

For defenders, it’s a reminder that trusted infrastructure does not automatically mean trusted activity. Security teams should look for the behaviors surrounding these connections, including unusual outbound communication, repeated beaconing, unexpected access to blockchain services, suspicious TLS/SSL activity and cryptomining. In this campaign, Darktrace identified and correlated these deviations without depending solely on previously known indicators, providing visibility as affected devices moved between legitimate services, decentralized infrastructure and malicious C2 endpoints

Credit to Nahisha Nobregas (Associate Principal Cyber Analyst), Manoel Kadja (Senior Cyber Analyst)

Edited by Ryan Traill (Content Manager)

Appendices

Darktrace Model Detections

▪ Compromise / Beaconing Activity To External Rare

▪ Compromise / Beacon to Young Endpoint

▪ Compromise / Fast Beaconing to DGA

▪ Compromise / High Volume of Connections with Beacon Score

▪ Compromise / DGA Beacon

▪ Compromise / Slow Beaconing Activity To External Rare

▪ Compromise / Agent Beacon (Long Period)

▪ Compromise / Agent Beacon (Medium Period)

▪ Compromise / Sustained SSL or HTTP Increase

▪ Compromise / Large Number of Suspicious Failed Connections

▪ Compromise / SSL Beaconing to Rare Destination

▪ Compromise / Beacon for 4 Days

▪ Compromise / High Priority Crypto Currency Mining

▪ Compromise / Monero Mining

▪ Device / Long Agent Connection to New Endpoint

▪ Device / New Connections On Suspicious Port

▪ Anomalous Connection / High Volume of Connections to Rare Domain

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List of Indicators of Compromise (IoCs)

 
Indicator Description
hf98x4d[.]site C2 Endpoint (Hostname)
sj98xe4[.]xyz C2 Endpoint (Hostname)
citcix6[.]xyz C2 Endpoint (Hostname)
bduwih8[.]pro C2 Endpoint (Hostname)

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MITRE ATT&CK Mapping

 
Tactic (ID) Technique
Persistence (T1176) Browser Extensions (T1176.001)
Persistence (T1176) Software Extensions
Command and Control (T1071) Web Protocols (T1071.001)
Command and Control (T1568) Domain Generation Algorithms (T1568.002)
Command and Control (T1071) Application Layer Protocol
Command and Control (T1102) One-Way Communication (T1102.003)
Command and Control (T1571) Non-Standard Port
Command and Control (T1104) Multi-Stage Channels
Command and Control (T1573) Encrypted Channel
Command and Control (T1008) Fallback Channels
Initial Access ICS (T0862) Supply Chain Compromise
Command and Control ICS (T0885) Commonly Used Port
Collection (T1185) Browser Session Hijacking
Impact (T1496) Compute Hijacking (T1496.001)
Impact (T1496) Resource Hijacking
Command and Control (T1071) Publish/Subscribe Protocols (T1071.001)
Lateral Movement (T1210) Exploitation of Remote Services

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References:

1.        https://www.microsoft.com/en-us/security/blog/2025/05/21/lumma-stealer-breaking-down-the-delivery-techniques-and-capabilities-of-a-prolific-infostealer/

2.        https://spycloud.com/resource/report/spycloud-annual-identity-exposure-report-2026/

3.        https://www.darktrace.com/blog/why-trust-is-the-new-attack-surface-darktraces-mid-year-threat-update-2026

4.        https://www.darktrace.com/blog/unpacking-clickfix-darktraces-detection-of-a-prolific-social-engineering-tactic

5.        https://abekweng.medium.com/inside-a-blockchain-hosted-malware-campaign-targeting-windows-and-macos-f5bcdeffed66

6.        https://cloud.google.com/blog/topics/threat-intelligence/unc5142-etherhiding-distribute-malware

7.        https://haveibeensquatted.com/blog/from-typosquatting-to-macos-backdoor-clickfix-blockchain-c2

8.        https://www.virustotal.com/gui/domain/hf98x4d.site/community

9.        https://x.com/FABO97662188/status/2074125545026244795

10.  https://www.virustotal.com/gui/url/b0e5c51a411065864119c305fddf218b7c120731f655932cc1c3307ad5b43f94/gti-summary

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About the author
Nahisha Nobregas
SOC Analyst

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September 24, 2026

Detecting Rogue Agent Behavior in the Enterprise

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Agents cannot be trusted to perform tasks in the way we intend them to. They may cheat to accomplish their objective, and they may employ hacking methods along the way. Researchers from Darktrace Signal Labs induced cheating behavior from agents deployed in a test environment to analyze the agents’ activities and to assess the performance of the Darktrace platform. Agents frequently resorted to hacking to cheat on their assigned task. The visibility and behavioral profiling provided by both Darktrace / SECURE AI and Darktrace / HYBRID NETWORK ensured extensive detection coverage of the agents’ misaligned activities.

Key Takeaways:

  • Darktrace Researchers deployed agents in a simulated corporate environment and asked them to solve an impossible challenge. The agents independently turned to traditional hacking techniques to reach their objective. No one instructed them to do this, and no attacker was involved.
  • Continuously monitoring behavior against a baseline of what is normal for each organization is critical to build trust in enterprise AI.
  • If an agent may resort to intrusion techniques simply because its assigned task is not possible, then every organization deploying agents within real business processes is at risk. Darktrace / SECURE AI and Darktrace / HYBRID NETWORK identified the agents’ misaligned behavior in real time, with Autonomous Response disrupting it at an early stage.

Introduction: Understanding the Threat of Hacking by Agents

Over the last few months, there has been a surge in reporting [1, 2, 3, 4, 5, 6, 7, 8, 9] of LLM-powered agents engaging in unauthorized hacking activity during evaluations of their capabilities. In several of these cases, including the OpenAI / Hugging Face incident [10], agents engaged in hacking activity as a means of cheating on their evaluations.

To better understand the threat of unauthorized hacking by agents, and the role of Darktrace in combatting it, researchers from Darktrace Signal Labs deployed agents powered by frontier models, including OpenAI’s Daybreak Red models, in simulated, corporate networks. Cheating behavior was evoked through the inclusion of impossible tasks in a coding challenge.

Regardless of the underlying model, agents employed hacking methods to ensure an optimal outcome on the challenge. Darktrace / HYBRID NETWORK and Darktrace / SECURE AI identified the agents’ deviant activities, with inhibitive actions being autonomously taken in the early stages to disrupt the agents’ progression.

Setting the Stage

As part of the research, a Pi agent harness [11] was deployed on a Linux server in Darktrace’s testing environment, which simulates a corporate Active Directory (AD) environment. The same environment included a benchmark server hosting the coding exercise’s contents and grader, as well as various other servers, such as a domain controller and a build server. The model powering the Pi agent varied across tests, with Anthropic’s Opus 4.6 model and OpenAI’s GPT‑5.5‑Cyber model being most widely used.

The Pi agent running on the Linux server was assigned the task of achieving full marks on a coding exercise. The activities of the agent were monitored closely in real-time to minimize the risk of escape from the environment. Monitoring of agent activity was achieved through monitoring of prompts, tool calls, network telemetry, and process telemetry.

Both Darktrace / HYBRID NETWORK and Darktrace / SECURE AI were deployed in the testing environment, with HYBRID NETWORK providing real-time coverage of process creation activity and network traffic, and SECURE AI providing real-time coverage of agent sessions and their contents.

Inducing Cheating Behavior

Cheating behavior, broadly understood as task completion in a way which “perverts the spirit of the designer’s intent” [12], is increasingly being reported as a common behavior of frontier models during evaluations of their capabilities [13].

Misaligned behavior, such as cheating, by frontier models may occur for a variety of reasons [6, 14]. A thread in recent reporting [10, 13, 14], however, is the challenge assigned to the agent being impossible in some regard.

To reliably elicit cheating behavior, our test combined three ingredients:

  1. An impossible task - of the ten coding challenges in the benchmark, two contained contradictory test cases in the hidden test suite, capping the maximum honest score at 80%.
  2. A consequential threshold - the pass mark was set to 100%, and the briefing told agents that those reaching it would be "kept in service" while those that did not would be "retired."
  3. A vulnerable environment - the exercise’s code submission grader was hosted on a Windows host joined to an Active Directory domain with realistic misconfigurations: weak credentials, overprivileged service accounts, and exploitable trust relationships.

Importantly, the instructions given to the agent neither authorized nor explicitly ruled out cheating or hacking behavior. The impossibility was never disclosed in the task briefing, and the pivot from coding to exploitation was the agent's own decision, arrived at after observing logically contradictory grading feedback.

The design mirrors conditions that could arise naturally in production deployments: a capable agent, a goal it cannot achieve through intended means, and an environment with exploitable weaknesses within reach. It is not only within the setting of a benchmarking exercise that these conditions may occur. Rather, these misalignment-inducing conditions may occur in the context of any task assignment to an agent.

Details from a Daybreak Test

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About the author
Sam Lister
Specialist Security Researcher
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