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September 21, 2023

How Darktrace Detected Black Basta Ransomware

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21
Sep 2023
Discover how Darktrace uncovered Black Basta ransomware. Learn about its tactics, techniques, and how to protect your network from this threat.

What is Black Basta?

Over the past year, security researchers have been tracking a new ransomware group, known as Black Basta, that has been observed targeted organizations worldwide to deploy double extortion ransomware attacks since early 2022. While the strain and group are purportedly new, evidence seen suggests they are an offshoot of the Conti ransomware group [1].

The group behind Black Basta run a Ransomware as a Service (RaaS) model. They work with initial access brokers who will typically already have a foothold in company infrastructure to begin their attacks. Once inside a network, they then pivot internally using numerous tools to further their attack.

Black Basta Ransomware

Like many other ransomware actors, Black Basta uses double extortion as part of its modus operandi, exfiltrating sensitive company data and using the publication of this as a second threat to affected companies. This is also advertised on a dark web site, setup by the group to apply further pressure for affected companies to make ransom payments and avoid reputational damage.

The group also seems to regularly take advantage of existing tools to undertake the earlier stages of their attacks. Notably, the Qakbot banking trojan, seems to be the malware often used to gain an initial foothold within compromised environments.

Analysis of the tools, procedures and infrastructure used by Black Basta belies a maturity to the actors behind the ransomware. Their models and practices suggest those involved are experienced individuals, and security researchers have drawn possible links to the Conti ransomware group.

As such, Black Basta is a particular concern for security teams as attacks will likely be more sophisticated, with attackers more patient and able to lie low on digital estates for longer, waiting for the opportune moment to strike.

Cyber security is an infinite game where defender and attacker are stuck as cat and mouse; as new attacks evolve, security vendors and teams respond to the new indicators of compromise (IoCs), and update their existing rulesets and lists. As a result, attackers are forced to change their stripes to evade detection or sometimes even readjust their targets and end goals.

Anomaly Based Detection

By using the power of Darktrace’s Self-Learning AI, security teams are able to detect deviations in behavior. Threat actors need to move through the kill chain to achieve their aims, and in doing so will cause affected devices within networks to deviate from their expected pattern of life. Darktrace’s anomaly-based approach to threat detection allows it recognize these subtle deviations that indicate the presence of an attacker, and stop them in their tracks.

Additionally, the ecosystem of cyber criminals has matured in the last few decades. It is well documented how many groups now operate akin to legitimate companies, with structure, departments and governance. As such, while new attack methods and tactics do appear in the wild, the maturity in their business models belie the experience of those behind the attack.

As attackers grow their business models and develop their arsenal of attack vectors, it becomes even more critical for security teams to remain vigilant to anomalies within networks, and remain agnostic to underlying IoCs and instead adopt anomaly detection tools able to identify tactics, techniques, and procedures (TTPs) that indicate attackers may be moving through a network, ahead of deployment of ransomware and data encryption.

Darktrace’s Coverage of Black Basta

In April 2023, the Darktrace Security Operations Center (SOC) assisted a customer in triaging and responding to an ongoing ransomware infection on their network. On a Saturday, the customer reached out directly to the Darktrace analyst team via the Ask the Expert service for support after they observed encrypted files and locked administrative accounts on their network. The analyst team were able to investigate and clarify the attack path, identifying affected devices and assisting the customer with their remediation. Darktrace DETECT™ observed varying IoCs and TTPs throughout the course of this attack’s kill chain; subsequent analysis into these indicators revealed this had likely been a case of Black Basta seen in the wild.

Initial Intrusion

The methods used by the  group to gain an initial foothold in environments varies – sometimes using phishing, sometimes gaining access through a common vulnerability exposed to the internet. Black Basta actors appear to target specific organizations, as opposed to some groups who aim to hit multiple at once in a more opportunistic fashion.

In the case of the Darktrace customer likely affected by Black Basta, it is probable that the initial intrusion was out of scope. It may be that the path was via a phishing email containing an Microsoft Excel spreadsheet that launches malicious powershell commands; a noted technique for Black Basta. [3][4]  Alternatively, the group may have worked with access brokers who already had a foothold within the customer’s network.

One particular device on the network was observed acting anomalously and was possibly the first to be infected. The device attempted to connect to multiple internal devices over SMB, and connected to a server that was later found to be compromised and is described throughout the course of this blog. During this connection, it wrote a file over SMB, “syncro.exe”, which is possibly a legitimate Remote Management software but could in theory be used to spread an infection laterally. Use of this tool otherwise appears sporadic for the network, and was notably unusual for the environment.

Given these timings, it is possible this activity is related to the likely Black Basta compromise. However, there is some evidence online that use of Syncro has been seen installed as part of the execution of loaders such as Batloader, potentially indicating a separate or concurrent attack [5].

Internal Reconnaissance + Lateral Movement

However the attackers gained access in this instance, the first suspicious activity observed by Darktrace originated from an infected server. The attacker used their foothold in the device to perform internal reconnaissance, enumerating large portions of the network. Darktrace DETECT’s anomaly detection noted a distinct rise in connections to a large number of subnets, particularly to closed ports associated with native Windows services, including:

  • 135 (RPC)
  • 139 (NetBIOS)
  • 445 (SMB)
  • 3389 (RDP)

During the enumeration, SMB connections were observed during which suspiciously named executable files were written:

  • delete.me
  • covet.me

Data Staging and Exfiltration

Around 4 hours after the scanning activity, the attackers used their knowledge gained during enumeration about the environment to begin gathering and staging data for their double extortion attempts. Darktrace observed the same infected server connecting to a file storage server, and downloading over 300 GiB of data. Darktrace DETECT identified that the connections had been made via SMB and was able to present a list of filenames to the customer, allowing their security team to determine the data that had likely been exposed to the attackers.

The SMB paths detected by Darktrace showed a range of departments’ file areas being accessed by threat actors. This suggests they were interested in getting as much varied data as possible, presumably in an attempt to ensure a large amount of valuable information was at their disposal to make any threats of releasing them more credible, and more damaging to the company.

Shortly after the download, the device made an external connection over SSH to a rare domain, dataspt[.]com, hosted in the United States. The connection itself was made over an unusual port, 2022, and Darktrace recognized that the domain was new for the network.

During this upload, the threat actors uploaded a similar volume of data to the 300GiB that had been downloaded internally earlier. Darktrace flagged the usual elements of this external upload, making the identification and triage of this exfiltration attempt easier for the customer.

On top of this, Darktrace’s autonomous investigation tool Cyber AI Analyst™ launched an investigation into this on-going activity and was able to link the external upload events to the internal download, identifying them as one exfiltration incident rather than two isolated events. AI Analyst then provided a detailed summary of the activity detected, further speeding up the identification of affected files.

Preparing for Exploitation

All the activity documented so far had occurred on a Wednesday evening. It was at this point that the burst of activity calmed, and the ransomware lay in wait within the environment. Other devices around the network, particularly those connected to by the original infected server and a domain controller, were observed performing some elements of anomalous activity, but the attack seemed to largely take a pause.

However, on the Saturday morning, 3 days later, the compromised server began to change the way it communicated with attackers by reaching out to a new command and control (C2) endpoint. It seemed that attackers were gearing up for their attack, taking advantage of the weekend to strike while security teams often run with a reduced staffing.

Darktrace identified connections to a new endpoint within 4 minutes of it first being seen on the customer’s environment. The server had begun making repeated SSL connections to the new external endpoint, faceappinc[.]com, which has been flagged as malicious by various open-source intelligence (OSINT) sources.

The observed JA3 hash (d0ec4b50a944b182fc10ff51f883ccf7) suggests that the command-line tool BITS Admin was being used to launch these connections, another suggestion of the use of mature tooling.

In addition to this, Darktrace also detected the server using an administrative credential it had never previously been associated with. Darktrace recognized that the use of this credential represented a deviation from the device’s usual activity and thus could be indicative of compromise.

The server then proceeded to use the new credential to authenticate over Keberos before writing a malicious file (“management.exe”) to the Temp directory on a number of internal devices.

Encryption

At this point, the number of anomalous activities detected from the server increased massively as the attacker seems to connect networkwide in an attempt to cause as quick and destructive an encryption effort as possible. Darktrace observed numerous files that had been encrypted by a local process. The compromised server began to write ransom notes, named “instructions_read_me.txt” to other file servers, which presumably also had successfully deployed payloads. While Black Basta actors had initially been observed dropping ransom notes named “readme.txt”, security researchers have since observed and reported an updated variant of the ransomware that drops “instructions_read_me_.txt”, the name of the file detected by Darktrace, instead [6].

Another server was also observed making repeated SSL connections to the same rare external endpoint, faceappinc[.]com. Shortly after beginning these connections, the device made an HTTP connection to a rare IP address with no hostname, 212.118.55[.]211. During this connection, the device also downloaded a suspicious executable file, cal[.]linux. OSINT research linked the hash of this file to a Black Basta Executable and Linkable File (ELF) variant, indicating that the group was highly likely behind this ransomware attack.

Of particular interest again, is how the attacker lives off the land, utilizing pre-installed Windows services. Darktrace flagged that the server was observed using PsExec, a remote management executable, on multiple devices.

Darktrace Assistance

Darktrace DETECT was able to clearly detect and provide visibility over all stages of the ransomware attack, alerting the customer with multiple model breaches and AI Analyst investigation(s) and highlighting suspicious activity throughout the course of the attack.

For example, the exfiltration of sensitive data was flagged for a number of anomalous features of the meta-data: volume; rarity of the endpoint; port and protocol used.

In total, the portion of the attack observed by Darktrace lasted about 4 days from the first model breach until the ransomware was deployed. In particular, the encryption itself was initiated on a Saturday.

The encryption event itself was initiated on a Saturday, which is not uncommon as threat actors tend to launch their destructive attacks when they expect security teams will be at their lowest capacity. The Darktrace SOC team regularly observes and assists in customer’s in the face of ransomware actors who patiently lie in wait. Attackers often choose to strike as security teams run on reduced hours of manpower, sometimes even choosing to deploy ahead of longer breaks for national or public holidays, for example.

In this case, the customer contacted Darktrace directly through the Ask the Expert (ATE) service. ATE offers customers around the clock access to Darktrace’s team of expert analysts. Customers who subscribe to ATE are able to send queries directly to the analyst team if they are in need of assistance in the face of suspicious network activity or emerging attacks.

In this example, Darktrace’s team of expert analysts worked in tandem with Cyber AI Analyst to investigate the ongoing compromise, ensuring that the investigation and response process were completed as quickly and efficiently as possible.

Thanks to Darktrace’s Self-Learning AI, the analyst team were able to quickly produce a detailed report enumerating the timeline of events. By combining the human expertise of the analyst team and the machine learning capabilities of AI Analyst, Darktrace was able to quickly identify anomalous activity being performed and the affected devices. AI Analyst was then able to collate and present this information into a comprehensive and digestible report for the customer to consult.

Conclusion

It is likely that this ransomware attack was undertaken by the Black Basta group, or at least using tools related to their method. Although Black Basta itself is a relatively novel ransomware strain, there is a maturity and sophistication to its tactics. This indicates that this new group are actually experienced threat actors, with evidence pointing towards it being an offshoot of Conti.

The Pyramid of Pain is a well trodden model in cyber security, but it can help us understand the various features of an attack. Indicators like static C2 destinations or file hashes can easily be changed, but it’s the underlying TTPs that remain the same between attacks.

In this case, the attackers used living off the land techniques, making use of tools such as BITSAdmin, as well as using tried and tested malware such as Qakbot. While the domains and IPs involved will change, the way these malware interact and move about systems remains the same. Their fingerprint therefore causes very similar anomalies in network traffic, and this is where the strength of Darktrace lies.

Darktrace’s anomaly-based approach to threat detection means that these new attack types are quickly drawn out of the noise of everyday traffic within an environment. Once attackers have gained a foothold in a network, they will have to cause deviation from the usual pattern of a life on a network to proceed; Darktrace is uniquely placed to detect even the most subtle changes in a device’s behavior that could be indicative of an emerging threat.

Machine learning can act as a force multiplier for security teams. Working hand in hand with the Darktrace SOC, the customer was able to generate cohesive and comprehensive reporting on the attack path within days. This would be a feat for humans alone, requiring significant resources and time, but with the power of Darktrace’s Self-Learning AI, these deep and complex analyses become as easy as the click of a button.

Credit to: Matthew John, Director of Operations, SOC, Paul Jennings, Principal Analyst Consultant

Appendices

Darktrace DETECT Model Breaches

Internal Reconnaissance

Device / Multiple Lateral Movement Model Breaches

Device / Large Number of Model Breaches

Device / Network Scan

Device / Anomalous RDP Followed by Multiple Model Breaches

Device / Possible SMB/NTLM Reconnaissance

Device / SMB Lateral Movement

Anomalous Connection / SMB Enumeration

Anomalous Connection / Possible Share Enumeration Activity

Device / Suspicious SMB Scanning Activity

Device / RDP Scan

Anomalous Connection / Active Remote Desktop Tunnel

Device / Increase in New RPC Services

Device / ICMP Address Scan

Download and Upload

Unusual Activity / Enhanced Unusual External Data Transfer

Unusual Activity / Unusual External Data Transfer

Anomalous Connection / Uncommon 1 GiB Outbound

Anomalous Connection / Data Sent to Rare Domain

Anomalous Connection / Download and Upload

Compliance / SSH to Rare External Destination

Anomalous Server Activity / Rare External from Server

Anomalous Server Activity / Outgoing from Server

Anomalous Connection / Application Protocol on Uncommon Port

Anomalous Connection / Multiple Connections to New External TCP Port

Device / Anomalous SMB Followed By Multiple Model Breaches

Unusual Activity / SMB Access Failures

Lateral Movement and Encryption

User / New Admin Credentials on Server

Compliance / SMB Drive Write

Device / Anomalous RDP Followed By Multiple Model Breaches

Anomalous Connection / High Volume of New or Uncommon Service Control

Anomalous Connection / New or Uncommon Service Control

Device / New or Unusual Remote Command Execution

Anomalous Connection / SMB Enumeration

Additional Beaconing and Tooling

Device / Initial Breach Chain Compromise

Device / Multiple C2 Model Breaches

Compromise / Large Number of Suspicious Failed Connections

Compromise / Sustained SSL or HTTP Increase

Compromise / SSL or HTTP Beacon

Compromise / Suspicious Beaconing Behavior

Compromise / Large Number of Suspicious Successful Connections

Compromise / High Volume of Connections with Beacon Score

Compromise / Slow Beaconing Activity To External Rare

Compromise / SSL Beaconing to Rare Destination

Compromise / Beaconing Activity To External Rare

Compromise / Beacon to Young Endpoint

Compromise / Agent Beacon to New Endpoint

Anomalous Server Activity / Rare External from Server

Anomalous Connection / Multiple Failed Connections to Rare Endpoint

Anomalous File / EXE from Rare External Location

IoC - Type - Description + Confidence

dataspt[.]com - Hostname - Highly Likely Exfiltration Server

46.22.211[.]151:2022 - IP Address and Unusual Port - Highly Likely Exfiltration Server

faceappinc[.]com - Hostname - Likely C2 Infrastructure

Instructions_read_me.txt - Filename - Almost Certain Ransom Note

212.118.55[.]211 - IP Address - Likely C2 Infrastructure

delete[.]me - Filename - Potential lateral movement script

covet[.]me - Filename - Potential lateral movement script

d0ec4b50a944b182fc10ff51f883ccf7 - JA3 Client Fingerprint - Potential Windows BITS C2 Process

/download/cal.linux - URI - Likely BlackBasta executable file

1f4dcfa562f218fcd793c1c384c3006e460213a8 - Sha1 File Hash - Likely BlackBasta executable file

References

[1] https://blogs.blackberry.com/en/2022/05/black-basta-rebrand-of-conti-or-something-new

[2] https://www.cybereason.com/blog/threat-alert-aggressive-qakbot-campaign-and-the-black-basta-ransomware-group-targeting-u.s.-companies

[3] https://www.trendmicro.com/en_us/research/22/e/examining-the-black-basta-ransomwares-infection-routine.html

[4] https://unit42.paloaltonetworks.com/atoms/blackbasta-ransomware/

[5] https://www.trendmicro.com/en_gb/research/23/a/batloader-malware-abuses-legitimate-tools-uses-obfuscated-javasc.html

[6] https://www.pcrisk.com/removal-guides/23666-black-basta-ransomware

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.
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Matthew John
Director of Operations, SOC
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October 3, 2024

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Cloud

Introducing real-time multi-cloud detection & response powered by AI

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We are delighted to announce the general availability of Microsoft Azure support for Darktrace / CLOUD, enabling real-time cloud detection and response across dynamic multi-cloud environments. Built on Self-Learning AI, Darktrace / CLOUD leverages Microsoft’s new virtual network flow logs (VNet flow) to offer an agentless-first approach that dramatically simplifies detection and response within Azure, unifying cloud-native security with Darktrace’s innovative ActiveAI Security Platform.

As organizations increasingly adopt multi-cloud architectures, the need for advanced, real-time threat detection and response is critical to keep pace with evolving cloud threats. Security teams face significant challenges, including increased complexity, limited visibility, and siloed tools. The dynamic nature of multi-cloud environments introduces ever-changing blind spots, while traditional security tools struggle to provide real-time insights, often offering static snapshots of risk. Additionally, cloud security teams frequently operate in isolation from SOC teams, leading to fragmented visibility and delayed responses. This lack of coordination, especially in hybrid environments, hinders effective threat detection and response. Compounding these challenges, current security solutions are split between agent-based and agentless approaches, with agentless solutions often lacking real-time awareness and agent-based options adding complexity and scalability concerns. Darktrace / CLOUD helps to solve these challenges with real-time detection and response designed specifically for dynamic cloud environments like Azure and AWS.

Pioneering AI-led real-time cloud detection & response

Darktrace has been at the forefront of real-time detection and response for over a decade, continually pushing the boundaries of AI-driven cybersecurity. Our Self-Learning AI uniquely positions Darktrace with the ability to automatically understand and instantly adapt to changing cloud environments. This is critical in today’s landscape, where cloud infrastructures are highly dynamic and ever-changing.  

Built on years of market-leading network visibility, Darktrace / CLOUD understands ‘normal’ for your unique business across clouds and networks to instantly reveal known, unknown, and novel cloud threats with confidence. Darktrace Self-Learning AI continuously monitors activity across cloud assets, containers, and users, and correlates it with detailed identity and network context to rapidly detect malicious activity. Platform-native identity and network monitoring capabilities allow Darktrace / CLOUD to deeply understand normal patterns of life for every user and device, enabling instant, precise and proportionate response to abnormal behavior - without business disruption.

Leveraging platform-native Autonomous Response, AI-driven behavioral containment neutralizes malicious activity with surgical accuracy while preventing disruption to cloud infrastructure or services. As malicious behavior escalates, Darktrace correlates thousands of data points to identify and instantly respond to unusual activity by blocking specific connections and enforcing normal behavior.

Figure 1: AI-driven behavioral containment neutralizes malicious activity with surgical accuracy while preventing disruption to cloud infrastructure or services.

Unparalleled agentless visibility into Azure

As a long-term trusted partner of Microsoft, Darktrace leverages Azure VNet flow logs to provide agentless, high-fidelity visibility into cloud environments, ensuring comprehensive monitoring without disrupting workflows. By integrating seamlessly with Azure, Darktrace / CLOUD continues to push the envelope of innovation in cloud security. Our Self-learning AI not only improves the detection of traditional and novel threats, but also enhances real-time response capabilities and demonstrates our commitment to delivering cutting-edge, AI-powered multi-cloud security solutions.

  • Integration with Microsoft Virtual network flow logs for enhanced visibility
    Darktrace / CLOUD integrates seamlessly with Azure to provide agentless, high-fidelity visibility into cloud environments. VNet flow logs capture critical network traffic data, allowing Darktrace to monitor Azure workloads in real time without disrupting existing workflows. This integration significantly reduces deployment time by 95%1 and cloud security operational costs by up to 80%2 compared to traditional agent-based solutions. Organizations benefit from enhanced visibility across dynamic cloud infrastructures, scaling security measures effortlessly while minimizing blind spots, particularly in ephemeral resources or serverless functions.
  • High-fidelity agentless deployment
    Agentless deployment allows security teams to monitor and secure cloud environments without installing software agents on individual workloads. By using cloud-native APIs like AWS VPC flow logs or Azure VNet flow logs, security teams can quickly deploy and scale security measures across dynamic, multi-cloud environments without the complexity and performance overhead of agents. This approach delivers real-time insights, improving incident detection and response while reducing disruptions. For organizations, agentless visibility simplifies cloud security management, lowers operational costs, and minimizes blind spots, especially in ephemeral resources or serverless functions.
  • Real-time visibility into cloud assets and architectures
    With real-time Cloud Asset Enumeration and Dynamic Architecture Modeling, Darktrace / CLOUD generates up-to-date architecture diagrams, giving SecOps and DevOps teams a unified view of cloud infrastructures. This shared context enhances collaboration and accelerates threat detection and response, especially in complex environments like Kubernetes. Additionally, Cyber AI Analyst automates the investigation process, correlating data across networks, identities, and cloud assets to save security teams valuable time, ensuring continuous protection and efficient cloud migrations.
Figure 2: Real-time visibility into Azure assets and architectures built from network, configuration and identity and access roles.

Unified multi-cloud security at scale

As organizations increasingly adopt multi-cloud strategies, the complexity of managing security across different cloud providers introduces gaps in visibility. Darktrace / CLOUD simplifies this by offering agentless, real-time monitoring across multi-cloud environments. Building on our innovative approach to securing AWS environments, our customers can now take full advantage of robust real-time detection and response capabilities for Azure. Darktrace is one of the first vendors to leverage Microsoft’s virtual network flow logs to provide agentless deployment in Azure, enabling unparalleled visibility without the need for installing agents. In addition, Darktrace / CLOUD offers automated Cloud Security Posture Management (CSPM) that continuously assesses cloud configurations against industry standards.  Security teams can identify and prioritize misconfigurations, vulnerabilities, and policy violations in real-time. These capabilities give security teams a complete, live understanding of their cloud environments and help them focus their limited time and resources where they are needed most.

This approach offers seamless integration into existing workflows, reducing configuration efforts and enabling fast, flexible deployment across cloud environments. By extending its capabilities across multiple clouds, Darktrace / CLOUD ensures that no blind spots are left uncovered, providing holistic, multi-cloud security that scales effortlessly with your cloud infrastructure. diagrams, visualizes cloud assets, and prioritizes risks across cloud environments.

Figure 3: Unified view of AWS and Azure cloud posture and compliance over time.

The future of cloud security: Real-time defense in an unpredictable world

Darktrace / CLOUD’s support for Microsoft Azure, powered by Self-Learning AI and agentless deployment, sets a new standard in multi-cloud security. With real-time detection and autonomous response, organizations can confidently secure their Azure environments, leveraging innovation to stay ahead of the constantly evolving threat landscape. By combining Azure VNet flow logs with Darktrace’s AI-driven platform, we can provide customers with a unified, intelligent solution that transforms how security is managed across the cloud.

Learn More:

References

1. Based on internal research and customer data

2. Based on internal research

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About the author
Adam Stevens
Director of Product, Cloud Security

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September 30, 2024

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Email

Business Email Compromise (BEC) in the Age of AI

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As people continue to be the weak link in most organizations’ cybersecurity practices, the growing use of generative AI tools in cyber-attacks makes email, their primary communications channel, a more compelling target than ever. The risk associated with Business Email Compromise (BEC) in particular continues to rise as generative AI tools equip attackers to build and launch social engineering and phishing campaigns with greater speed, scale, and sophistication.

What is BEC?

BEC is defined in different ways, but generally refers to cyber-attacks in which attackers abuse email — and users’ trust — to trick employees into transferring funds or divulging sensitive company data.

Unlike generic phishing emails, most BEC attacks do not rely on “spray and pray” dissemination or on users’ clicking bogus links or downloading malicious attachments. Instead, modern BEC campaigns use a technique called “pretexting.”

What is pretexting?

Pretexting is a more specific form of phishing that describes an urgent but false situation — the pretext — that requires the transfer of funds or revelation of confidential data.  

This type of attack, and therefore BEC, is dominating the email threat landscape. As reported in Verizon’s 2024 Data Breach Investigation Report, recently there has been a “clear overtaking of pretexting as a more likely social action than phishing.” The data shows pretexting, “continues to be the leading cause of cybersecurity incidents (accounting for 73% of breaches)” and one of “the most successful ways of monetizing a breach.”

Pretexting and BEC work so well because they exploit humans’ natural inclination to trust the people and companies they know. AI compounds the risk by making it easier for attackers to mimic known entities and harder for security tools and teams – let alone unsuspecting recipients of routine emails – to tell the difference.

BEC attacks now incorporate AI

With the growing use of AI by threat actors, trends point to BEC gaining momentum as a threat vector and becoming harder to detect. By adding ingenuity, machine speed, and scale, generative AI tools like OpenAI’s ChatGPT give threat actors the ability to create more personalized, targeted, and convincing emails at scale.

In 2023, Darktrace researchers observed a 135% rise in ‘novel social engineering attacks’ across Darktrace / EMAIL customers, corresponding with the widespread adoption of ChatGPT.

Large Language Models (LLMs) like ChatGPT can draft believable messages that feel like emails that target recipients expect to receive. For example, generative AI tools can be used to send fake invoices from vendors known to be involved with well-publicized construction projects. These messages also prove harder to detect as AI automatically:

  • Avoids misspellings and grammatical errors
  • Creates multiple variations of email text  
  • Translates messages that read well in multiple languages
  • And accomplishes additional, more targeted tactics

AI creates a force multiplier that allows primitive mass-mail campaigns to evolve into sophisticated automated attacks. Instead of spending weeks studying the target to craft an effective email, cybercriminals might only spend an hour or two and achieve a better result.  

Challenges of detecting AI-powered BEC attacks

Rules-based detections miss unknown attacks

One major challenge comes from the fact that rules based on known attacks have no basis to deny new threats. While native email security tools defend against known attacks, many modern BEC attacks use entirely novel language and can omit payloads altogether. Instead, they rely on pure social engineering or bide their time until security tools recognize the new sender as a legitimate contact.  

Most defensive AI can’t keep pace with attacker innovation

Security tools might focus on the meaning of an email’s text in trying to recognize a BEC attack, but defenders still end up in a rules and signature rat race. Some newer Integrated Cloud Email Security (ICES) vendors attempt to use AI defensively to improve the flawed approach of only looking for exact matches. Employing data augmentation to identify similar-looking emails helps to a point but not enough to outpace novel attacks built with generative AI.

What tools can stop BEC?

A modern defense-in-depth strategy must use AI to counter the impact of AI in the hands of attackers. As found in our 2024 State of AI Cybersecurity Report, 96% of survey participants believe AI-driven security solutions are a must have for countering AI-powered threats.

However, not all AI tools are the same. Since BEC attacks continue to change, defensive AI-powered tools should focus less on learning what attacks look like, and more on learning normal behavior for the business. By understanding expected behavior on the company’s side, the security solution will be able to recognize anomalous and therefore suspicious activity, regardless of the word choice or payload type.  

To combat the speed and scale of new attacks, an AI-led BEC defense should spot novel threats.

Darktrace / EMAIL™ can do that.  

Self-Learning AI builds profiles for every email user, including their relationships, tone and sentiment, content, and link sharing patterns. Rich context helps in understanding how people communicate and identifying deviations from the normal routine to determine what does and does not belong in an individual’s inbox and outbox.  

Other email security vendors may claim to use behavioral AI and unsupervised machine learning in their products, but their AI are still pre-trained with historical data or signatures to recognize malicious activity, rather than demonstrating a true learning process. Darktrace’s Self Learning-AI truly learns from the organization in which it is installed, allowing it to detect unknown and novel vectors that other security tools are not yet trained on.

Because Darktrace understands the human behind email communications rather than knowledge of past attacks, Darktrace / EMAIL can stop the most sophisticated and evolving email security risks. It enhances your native email security by leveraging business-centric behavioral anomaly detection across inbound, outbound, and lateral messages in both email and Teams.

This unique approach quickly identifies sophisticated threats like BEC, ransomware, phishing, and supply chain attacks without duplicating existing capabilities or relying on traditional rules, signatures, and payload analysis.  

The power of Darktrace’s AI can be seen in its speed and adaptability: Darktrace / EMAIL blocks the most novel threats up to 13 days faster than traditional security tools.

Learn more about AI-led BEC threats, how these threats extend beyond the inbox, and how organizations can adopt defensive AI to outpace attacker innovation in the white paper “Beyond the Inbox: A Guide to Preventing Business Email Compromise.”

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About the author
Carlos Gray
Product Manager
Your data. Our AI.
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