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May 9, 2023
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Breaking Down "ICES": An Umbrella Term With Wide Variety

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09
May 2023
Integrated Cloud Email Security (ICES) can be an effective email security solution, but Darktrace/Email's self-learning AI should be your solution of choice.

While organizing email security solutions into categories can help security teams understand the types of products available, it can also lead to generalizations that overlook important differences within those categories and can become like comparing apples to oranges.

This is true for the Integrated Cloud Email Security (ICES) category. Among the products that qualify, there are important variations in approach that can mean the difference between stopping a novel phishing attack on the first encounter and catching it as many as 13 days later.

These distinctions highlight that not all ICES products and not all AI tools are made equal, and it’s critical to look deeper than the “ICES” label when examining an email security solution. 

What is an ICES solution?

Gartner devised the term ICES in 2021 to describe an advanced email security that augments the native capabilities of email providers by using API access to analyze email content without requiring changing the MX record. 

In other words, ICES solutions integrate with an organization’s cloud email provider to filter out malicious emails.

ICES has risen in popularity as more and more organizations shift to cloud-based or hybrid email servers, and encounter new, more sophisticated threats. Organizations pair ICES with improved native capabilities of email providers. For example, in the 2023 Market Guide for Email Security, Gartner acknowledged that “Microsoft, in particular, continues to make significant investments in improving protection effectiveness and providing better configuration guidance.” 

Native capabilities can detect traditional indicators of compromise, while ICES products can detect nuanced attacks. They integrate directly with cloud-based email providers, meaning emails do not have to be rerouted for analysis, therefore reducing the time security teams would have to spend configuring and maintaining that connection or risking operational outage. 

ICES protects against sophisticated attacks

Before the rise of ICES, the mainstream email security solutions were Secure Email Gateways (SEGs), which can be characterized as tools that rely on historic data to create rules and signatures. This purely reactive approach cannot contend with the current email threat landscape, which includes attacks that abuse legitimate services, originate from compromised known senders, or are entirely novel. They also struggle to detect multi-stage attacks and insider threats

Instead, ICES products use natural language processing and natural language understanding to identify social engineering like business email compromises, spoofing, supply chain attacks, account takeovers, and more.  However, although ICES products can detect more sophisticated threats than SEGs, not all of them can stop entirely unknown attacks. 

Achieving bespoke security with AI that understands you

Even though several ICES products rely on machine learning to identify and stop malicious emails, not all AI is the same. Typically, other vendors’ AIs are trained on insights pulled from across their respective customer-bases and past attacks. However, this does not account for nuanced distinctions that arise from organizations’ sizes, industries, or even the individual employees working at each company. 

Instead, Darktrace understands you. Self-Learning AI™ focuses on the organization it is installed in, instead of generalizing across a wider pool. Darktrace even learns on a granular level, building profiles of every individual employee by analyzing behaviors like how they typically communicate, where and when they log in, the tone and sentiment of their emails, file and link sharing patterns, and hundreds of other signals. This level of specificity ensures that the email security is tailored to each specific organization. 

The ability to learn employee behavior allows Darktrace to detect what is not normal, therefore revealing sophisticated threats on the first encounter. It can detect all types of attacks, including BEC, account takeover, insider threat, compromised internal accounts, and even human error. 

But it’s the ability to stop novel attacks upon the first encounter that sets it apart. Darktrace/Email™ can detect novel email attacks an average of 13 days earlier than email security tools that are trained on knowledge of historical threats. 

Moreover, Darktrace can take precise action to respond to threats, beyond simply allowing or blocking a suspicious email. The AI makes micro-decisions to neutralize only the malicious components of emails. For example, it might flatten an attached PDF, rewrite a shared link, or file an email as junk. 

Darktrace/Email goes further than other ICES by considering the employee experience. With an employee-AI feedback loop, the AI can fine-tune security based on the employees while also providing inline security awareness training in real-time and with real-life examples. By engaging down to the employee level, Darktrace AI can even leverage personalized insights for productivity gains, sorting out graymail based on how each user prefers to interact with it. 

Putting the “I” in “ICES”

Many ICES vendors emphasize the “integrated” part of the acronym, however Darktrace excels at this. Since Darktrace can be installed anywhere a company has data, it can natively interact across the digital estate, saving the security team time and resources otherwise spent learning various dashboards and languages, correlating data across different areas, and manually monitoring daily activity. Darktrace/Email can also integrate with external tools, including SIEMs and SOARs, to further enhance workflows

Moreover, since combining ICES solutions with native security email capabilities creates a hardened security posture, Darktrace/Email benefits from its strong, established integration with Microsoft

Introducing flexibility to ICES deployments

Finally, the security and integration capabilities of Darktrace/Email deploy easily. In the 2023 Market Guide for Email Security, Gartner predicted that “by 2025, 20% of anti-phishing solutions will be delivered via API integration with the email platform, up from less than 5% today.” Darktrace/Email can be rolled out via API or API + Journaling in Microsoft 365, whichever better fits the organization’s needs.

While all ICES products are API-based, that does not mean they are AI-first, or are using the best AI approach. Even some SEGs can deploy via API. That means that the ability to deploy via API does not guarantee a level of security that can stop the most sophisticated threats. Security teams should look beyond deployment method and select the ICES and AI solutions that provide tailored, effective security. 

Finding nuance as an ICES solution

Email security continues to advance in tandem with the threat landscape and organizations’ digital infrastructures. ICES solutions are supplanting SEGs as the mainstream email security solutions, however that broad category includes a range of tools with varying applications of AI. These differences make it critical to not put all ICES products in the same basket. 

Darktrace/Email is the only ICES solution that uses Self-Learning AI to detect all types of email threats, including novel attacks, within seconds.

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.
Author
Dan Fein
VP, Product

Based in New York, Dan joined Darktrace’s technical team in 2015, helping customers quickly achieve a complete and granular understanding of Darktrace’s product suite. Dan has a particular focus on Darktrace/Email, ensuring that it is effectively deployed in complex digital environments, and works closely with the development, marketing, sales, and technical teams. Dan holds a Bachelor’s degree in Computer Science from New York University.

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October 24, 2024

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Inside the SOC

Phishing and Persistence: Darktrace’s Role in Defending Against a Sophisticated Account Takeover

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The exploitation of SaaS platforms

As businesses continue to grow and evolve, the need for sharing ideas through productivity and cloud Software-as-a-Service (SaaS) platforms is becoming increasingly crucial. However, these platforms have also become prime targets for cyber attackers.

Threat actors often exploit these widely-used services to gain unauthorized access, steal sensitive information, and disrupt business operations. The growing reliance on SaaS platforms makes them attractive entry points for cybercriminals, who use sophisticated techniques such as phishing, social engineering, and malware to compromise these systems.

Services like Microsoft 365 are regularly targeted by threat actors looking for an entry point into an organization’s environment to carry out malicious activities. Securing these platforms is crucial to protect business data and ensure operational continuity.

Darktrace / EMAIL detection of the phishing attack

In a recent case, Darktrace observed a customer in the manufacturing sector receiving a phishing email that led to a threat actor logging in and creating an email rule. Threat actors often create email rules to move emails to their inbox, avoiding detection. Additionally, Darktrace detected a spoofed domain registered by the threat actor. Despite already having access to the customer’s SaaS account, the actor seemingly registered this domain to maintain persistence on the network, allowing them to communicate with the spoofed domain and conduct further malicious activity.

Darktrace / EMAIL can help prevent compromises like this one by blocking suspicious emails as soon as they are identified. Darktrace’s AI-driven email detection and response recognizes anomalies that might indicate phishing attempts and applies mitigative actions autonomously to prevent the escalation of an attack.

Unfortunately, in this case, Darktrace was not configured in Autonomous Response mode at the time of the attack, meaning actions had to be manually applied by the customer’s security team. Had it been fully enabled, it would have held the emails, preventing them from reaching the intended recipient and stopping the attack at its inception.

However, Darktrace’s Managed Threat Detection alerted the Security Operations Center (SOC) team to the compromise, enabling them to thoroughly investigate the incident and notify the customer before further damage could occur.

The Managed Threat Detection service continuously monitors customer networks for suspicious activities that may indicate an emerging threat. When such activities are detected, alerts are sent to Darktrace’s expert Cyber Analysts for triage, significantly speeding up the remediation process.

Attack Overview

On May 2, 2024, Darktrace detected a threat actor targeting a customer in the manufacturing sector then an unusual login to their SaaS environment was observed prior to the creation of a new email rule.

Darktrace immediately identified the login as suspicious due to the rarity of the source IP (31.222.254[.]27) and ASN, coupled with the absence of multi-factor authentication (MFA), which was typically required for this account.

The new email rule was intended to mark emails as read and moved to the ‘Conversation History’ folder for inbound emails from a specific domain. The rule was named “….,,,”, likely the attacker attempting to setup their new rule with an unnoteworthy name to ensure it would not be noticed by the account’s legitimate owner. Likewise, by moving emails from a specific domain to ‘Conversation History’, a folder that is rarely used by most users, any phishing emails sent by that domain would remain undetected by the user.

Darktrace’s detection of the unusual SaaS login and subsequent creation of the new email rule “….,,,”.
Figure 1: Darktrace’s detection of the unusual SaaS login and subsequent creation of the new email rule “….,,,”.

The domain in question was identified as being newly registered and an example of a typosquat domain. Typosquatting involves registering new domains with intentional misspelling designed to convince users to visit fake, and often malicious, websites. This technique is often used in phishing campaigns to create a sense of legitimacy and trust and deceive users into providing sensitive information. In this case, the suspicious domain closely resembled several of the customer’s internal domains, indicating an attempt to impersonate the organization’s legitimate internal sites to gain the target’s trust. Furthermore, the creation of this lookalike domain suggests that the attack was highly targeted at this specific customer.

Interestingly, the threat actor registered this spoofed domain despite already having account access. This was likely intended to ensure persistence on the network without having to launch additional phishing attacks. Such use of spoofed domain could allow an attacker to main a foothold in their target network and escalate their malicious activities without having to regain access to the account. This persistence can be used for various purposes, including data exfiltration, spreading malware, or launching further attacks.

Following this, Darktrace detected a highly anomalous email being sent to the customer’s account from the same location as the initial unsual SaaS login. Darktrace’s anomaly-based detection is able to identify threats that human security teams and traditional signature-based methods might miss. By analyzing the expected behavior of network users, Darktrace can recognize the subtle deviations from the norm that may indicate malicious activity. Unfortunately, in this instance, without Darktrace’s Autonomous Response capability enabled, the phishing email was able to successfully reach the recipient. While Darktrace / EMAIL did suggest that the email should be held from the recipients inbox, the customer was required to manually approve it.

Despite this, the Darktrace SOC team were still able to support the customer as they were subscribed to the Managed Threat Detection service. Following the detection of the highlight anomalous activity surrounding this compromise, namely the unusual SaaS login followed by a new email rule, an alert was sent to the Darktrace SOC for immediate triage, who then contacted the customer directly urging immediate action.

Conclusion

This case underscores the need to secure SaaS platforms like Microsoft 365 against sophisticated cyber threats. As businesses increasingly rely on these platforms, they become prime targets for attackers seeking unauthorized access and disruption.

Darktrace’s anomaly-based detection and response capabilities are crucial in identifying and mitigating such threats. In this instance, Darktrace detected a phishing email that led to a threat actor logging in and creating a suspicious email rule. The actor also registered a spoofed domain to maintain persistence on the network.

Darktrace / EMAIL, with its AI-driven detection and analysis, can block suspicious emails before they reach the intended recipient, preventing attacks at their inception. Meanwhile, Darktrace’s SOC team promptly investigated the activity and alerted the customer to the compromise, enabling them to take immediate action to remediate the issue and prevent any further damage.

Credit to Vivek Rajan (Cyber Security Analyst) and Ryan Traill (Threat Content Lead).

Appendices

Darktrace Model Detections

  • SaaS / Access / Unusual External Source for SaaS Credential Use
  • SaaS / Compromise / Login From Rare Endpoint While User Is Active
  • SaaS / Resource / Unusual Access to Delegated Resource by Non Owner
  • SaaS / Email Nexus / Unusual Login Location Following Sender Spoof
  • Compliance / Anomalous New Email Rule
  • SaaS / Compromise / Unusual Login and New Email Rule

Indicators of Compromise (IoCs)

IoC - Type - Description + Confidence

31.222.254[.]27 – IP -  Suspicious Login Endpoint

MITRE ATT&CK Mapping

Tactic – Technqiue – Sub-technique of (if applicable)

Cloud Accounts - DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS - T1078.004 - T1078

Cloud Service Dashboard – DISCOVERY - T1538

Compromise Accounts - RESOURCE DEVELOPMENT - T1586

Steal Web Session Cookie - CREDENTIAL ACCESS - T1539

Outlook Rules – PERSISTENCE - T1137.005 - T1137

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About the author
Vivek Rajan
Cyber Analyst

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September 24, 2024

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Inside the SOC

Lifting the Fog: Darktrace’s Investigation into Fog Ransomware

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Introduction to Fog Ransomware

As ransomware attacks continue to be launched at an alarming rate, Darktrace’s Threat Research team has identified that familiar strains like Akira, LockBit, and BlackBasta remain among the most prevalent threats impacting its customers, as reported in the First 6: Half-Year Threat Report 2024. Despite efforts by law agencies, like dismantling the infrastructure of cybercriminals and shutting down their operations [2], these groups continue to adapt and evolve.

As such, it is unsurprising that new ransomware variants are regularly being created and launched to get round law enforcement agencies and increasingly adept security teams. One recent example of this is Fog ransomware.

What is Fog ransomware?

Fog ransomware is strain that first appeared in the wild in early May 2024 and has been observed actively using compromised virtual private network (VPN) credentials to gain access to organization networks in the education sector in the United States.

Darktrace's detection of Fog Ransomware

In June 2024, Darktrace observed instances of Fog ransomware across multiple customer environments. The shortest time observed from initial access to file encryption in these attacks was just 2 hours, underscoring the alarming speed with which these threat actors can achieve their objectives.

Darktrace identified key activities typical of a ransomware kill chain, including enumeration, lateral movement, encryption, and data exfiltration. In most cases, Darktrace was able to successfully halt the progression Fog attacks in their early stages by applying Autonomous Response actions such as quarantining affected devices and blocking suspicious external connections.

To effectively illustrate the typical kill chain of Fog ransomware, this blog focuses on customer environments that did not have Darktrace’s Autonomous Response enabled. In these cases, the attack progressed unchecked and reached its intended objectives until the customer received Darktrace’s alerts and intervened.

Darktrace’s Coverage of Fog Ransomware

Initial Intrusion

After actors had successfully gained initial access into customer networks by exploiting compromised VPN credentials, Darktrace observed a series of suspicious activities, including file shares, enumeration and extensive scanning. In one case, a compromised domain controller was detected making outgoing NTLM authentication attempts to another internal device, which was subsequently used to establish RDP connections to a Windows server running Hyper-V.

Given that the source was a domain controller, the attacker could potentially relay the NTLM hash to obtain a domain admin Kerberos Ticket Granting Ticket (TGT). Additionally, incoming NTLM authentication attempts could be triggered by tools like Responder, and NTLM hashes used to encrypt challenge response authentication could be abused by offline brute-force attacks.

Darktrace also observed the use of a new administrative credential on one affected device, indicating that malicious actors were likely using compromised privileged credentials to conduct relay attacks.

Establish Command-and-Control Communication (C2)

In many instances of Fog ransomware investigated by Darktrace’s Threat Research team, devices were observed making regular connections to the remote access tool AnyDesk. This was exemplified by consistent communication with the endpoint “download[.]anydesk[.]com” via the URI “/AnyDesk.exe”. In other cases, Darktrace identified the use of another remote management tool, namely SplashTop, on customer servers.

In ransomware attacks, threat actors often use such legitimate remote access tools to establish command-and-control (C2) communication. The use of such services not only complicates the identification of malicious activities but also enables attackers to leverage existing infrastructure, rather than having to implement their own.

Internal Reconnaissance

Affected devices were subsequently observed making an unusual number of failed internal connections to other internal locations over ports such as 80 (HTTP), 3389 (RDP), 139 (NetBIOS) and 445 (SMB). This pattern of activity strongly indicated reconnaissance scanning behavior within affected networks. A further investigation into these HTTP connections revealed the URIs “/nice ports”/Trinity.txt.bak”, commonly associated with the use of the Nmap attack and reconnaissance tool.

Simultaneously, some devices were observed engaging in SMB actions targeting the IPC$ share and the named pipe “srvsvc” on internal devices. Such activity aligns with the typical SMB enumeration tactics, whereby attackers query the list of services running on a remote host using a NULL session, a method often employed to gather information on network resources and vulnerabilities.

Lateral Movement

As attackers attempted to move laterally through affected networks, Darktrace observed suspicious RDP activity between infected devices. Multiple RDP connections were established to new clients, using devices as pivots to propagate deeper into the networks, Following this, devices on multiple networks exhibited a high volume of SMB read and write activity, with internal share drive file names being appended with the “.flocked” extension – a clear sign of ransomware encryption. Around the same time, multiple “readme.txt” files were detected being distributed across affected networks, which were later identified as ransom notes.

Further analysis of the ransom note revealed that it contained an introduction to the Fog ransomware group, a summary of the encryption activity that had been carried out, and detailed instructions on how to communicate with the attackers and pay the ransom.

Packet capture (PCAP) of the ransom note file titled “readme.txt”.
Figure 1: Packet capture (PCAP) of the ransom note file titled “readme.txt”.

Data Exfiltration

In one of the cases of Fog ransomware, Darktrace’s Threat Research team observed potential data exfiltration involving the transfer of internal files to an unusual endpoint associated with the MEGA file storage service, “gfs302n515[.]userstorage[.]mega[.]co[.]nz”.

This exfiltration attempt suggests the use of double extortion tactics, where threat actors not only encrypt victim’s data but also exfiltrate it to threaten public exposure unless a ransom is paid. This often increases pressure on organizations as they face the risk of both data loss and reputational damage caused by the release of sensitive information.

Darktrace’s Cyber AI Analyst autonomously investigated what initially appeared to be unrelated events, linking them together to build a full picture of the Fog ransomware attack for customers’ security teams. Specifically, on affected networks Cyber AI Analyst identified and correlated unusual scanning activities, SMB writes, and file appendages that ultimately suggested file encryption.

Cyber AI Analyst’s analysis of encryption activity on one customer network.
Figure 2: Cyber AI Analyst’s analysis of encryption activity on one customer network.
Figure 3: Cyber AI Analysts breakdown of the investigation process between the linked incident events on one customer network.

Conclusion

As novel and fast-moving ransomware variants like Fog persist across the threat landscape, the time taken for from initial compromise to encryption has significantly decreased due to the enhanced skill craft and advanced malware of threat actors. This trend particularly impacts organizations in the education sector, who often have less robust cyber defenses and significant periods of time during which infrastructure is left unmanned, and are therefore more vulnerable to quick-profit attacks.

Traditional security methods may fall short against these sophisticated attacks, where stealthy actors evade detection by human-managed teams and tools. In these scenarios Darktrace’s AI-driven product suite is able to quickly detect and respond to the initial signs of compromise through autonomous analysis of any unusual emerging activity.

When Darktrace’s Autonomous Response capability was active, it swiftly mitigated emerging Fog ransomware threats by quarantining devices exhibiting malicious behavior to contain the attack and blocking the exfiltration of sensitive data, thus preventing customers from falling victim to double extortion attempts.

Credit to Qing Hong Kwa (Senior Cyber Analyst and Deputy Analyst Team Lead, Singapore) and Ryan Traill (Threat Content Lead)

Appendices

Darktrace Model Detections:

- Anomalous Server Activity::Anomalous External Activity from Critical Network Device

- Anomalous Connection::SMB Enumeration

- Anomalous Connection::Suspicious Read Write Ratio and Unusual SMB

- Anomalous Connection::Uncommon 1 GiB Outbound

- Anomalous File::Internal::Additional Extension Appended to SMB File

- Compliance::Possible Cleartext LDAP Authentication

- Compliance::Remote Management Tool On Server

- Compliance::SMB Drive Write

- Compromise::Ransomware::SMB Reads then Writes with Additional Extensions

- Compromise::Ransomware::Possible Ransom Note Write

- Compromise::Ransomware::Ransom or Offensive Words Written to SMB

- Device::Attack and Recon Tools

- User::New Admin Credentials on Client

- Unusual Activity::Anomalous SMB Move & Write

- Unusual Activity::Internal Data Transfer

- Unusual Activity::Unusual External Data Transfer

- Unusual Activity::Enhanced Unusual External Data Transfer

Darktrace Model Detections:

- Antigena::Network::External Threat::Antigena Suspicious File Block

- Antigena::Network::External Threat::Antigena Suspicious File Pattern of Life Block

- Antigena::Network::External Threat::Antigena File then New Outbound Block

- Antigena::Network::External Threat::Antigena Ransomware Block

- Antigena::Network::External Threat::Antigena Suspicious Activity Block

- Antigena::Network::Significant Anomaly::Antigena Controlled and Model Breach

- Antigena::Network::Significant Anomaly::Antigena Enhanced Monitoring from Server Block

- Antigena::Network::Significant Anomaly::Antigena Breaches Over Time Block

- Antigena::Network::Significant Anomaly::Antigena Significant Server Anomaly Block

- Antigena::Network::Insider Threat::Antigena Internal Data Transfer Block

- Antigena::Network::Insider Threat::Antigena Large Data Volume Outbound Block

- Antigena::Network::Insider Threat::Antigena SMB Enumeration Block

AI Analyst Incident Coverage

- Encryption of Files over SMB

- Scanning of Multiple Devices

- SMB Writes of Suspicious Files

MITRE ATT&CK Mapping

(Technique Name) – (Tactic) – (ID) – (Sub-Technique of)

Data Obfuscation - COMMAND AND CONTROL - T1001

Remote System Discovery - DISCOVERY - T1018

SMB/Windows Admin Shares - LATERAL MOVEMENT - T1021.002 - T1021

Rename System Utilities - DEFENSE EVASION - T1036.003 - T1036

Network Sniffing - CREDENTIAL ACCESS, DISCOVERY - T1040

Exfiltration Over C2 Channel - EXFILTRATION - T1041

Data Staged - COLLECTION - T1074

Valid Accounts - DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS - T1078

Taint Shared Content - LATERAL MOVEMENT - T1080

File and Directory Discovery - DISCOVERY - T1083

Email Collection - COLLECTION - T1114

Automated Collection - COLLECTION - T1119

Network Share Discovery - DISCOVERY - T1135

Exploit Public-Facing Application - INITIAL ACCESS - T1190

Hardware Additions - INITIAL ACCESS - T1200

Remote Access Software - COMMAND AND CONTROL - T1219

Data Encrypted for Impact - IMPACT - T1486

Pass the Hash - DEFENSE EVASION, LATERAL MOVEMENT - T1550.002 - T1550

Exfiltration to Cloud Storage - EXFILTRATION - T1567.002 - T1567

Lateral Tool Transfer - LATERAL MOVEMENT - T1570

List of Indicators of Compromise (IoCs)

IoC – Type – Description

/AnyDesk.exe - Executable File - Remote Access Management Tool

gfs302n515[.]userstorage[.]mega[.]co[.]nz- Domain - Exfiltration Domain

*.flocked - Filename Extension - Fog Ransomware Extension

readme.txt - Text File - Fog Ransom Note

xql562evsy7njcsngacphcerzjfecwotdkobn3m4uxu2gtqh26newid[.]onion - Onion Domain - Threat Actor’s Communication Channel

References

[1] https://arcticwolf.com/resources/blog/lost-in-the-fog-a-new-ransomware-threat/

[2] https://intel471.com/blog/assessing-the-disruptions-of-ransomware-gangs

[3] https://www.pcrisk.com/removal-guides/30167-fog-ransomware

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About the author
Qing Hong Kwa
Senior Cyber Analyst and Deputy Analyst Team Lead, Singapore
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