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February 13, 2025

Why Darktrace / EMAIL Excels Against APTs

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13
Feb 2025
APTs are sophisticated threat actors with the resources to coordinate and achieve long-term objectives. Amidst the skyrocketing numbers of BEC attacks, every organization should be worried about the ability of intruders to infiltrate and exploit. This blog will look at several recent examples of complex email attacks and how Darktrace / EMAIL successfully disarmed and prevented intrusion.

What are APTs?

An Advanced Persistent Threat (APT) describes an adversary with sophisticated levels of expertise and significant resources, with the ability to carry out targeted cyber campaigns. These campaigns may penetrate an organization and remain undetected for long periods, allowing attackers to gather intelligence or cause damage over time.

Over the last few decades, the term APT has evolved from being almost exclusively associated with nation-state actors to a broader definition that includes highly skilled, well-resourced threat groups. While still distinct from mass, opportunistic cybercrime or "spray and pray" attacks, APT now refers to the elite tier of adversaries, whether state-sponsored or not, who demonstrate advanced capabilities, persistence, and a clear strategic focus. This shift reflects the growing sophistication of cyber threats, where non-state actors can now rival nation-states in executing covert, methodical intrusions to achieve long-term objectives.

These attacks are resource-intensive for threat actors to execute, but the potential rewards—ranging from financial gain to sensitive data theft—can be significant. In 2020, Business Email Compromise (BEC) attacks netted cybercriminals over $1.8 billion.1

And recently, the advent of AI has helped to automate launching these attacks, lowering the barriers to entry and making it more efficient to orchestrate the kind of attack that might previously have taken weeks to create. Research shows that AI can do 90% of a threat actor’s work2 – reducing time-to-target by automating tasks rapidly and avoiding errors in phishing communications. Email remains the most popular vector for initiating these sophisticated attacks, making it a critical battleground for cyber defense.

What makes APTs so successful?

The success of Advanced Persistent Threats (APTs) lies in their precision, persistence, and ability to exploit human and technical vulnerabilities. These attacks are carefully tailored to specific targets, using techniques like social engineering and spear phishing to gain initial access.

Once inside, attackers move laterally through networks, often remaining undetected for months or even years, silently gathering intelligence or preparing for a decisive strike. Alternatively, they might linger inside an account within the M365 environment, which could be even more valuable in terms of gathering information – in 2023 the average time to identify a breach in 2023 was 204 days.3

The subtle and long-term outlook nature of APTs makes them highly effective, as traditional security measures often fail to identify the subtle signs of compromise.

How Darktrace’s approach is designed to catch the most advanced threats

Luckily for our customers, Darktrace’s AI approach is uniquely equipped to detect and neutralize APTs. Unlike the majority of email security solutions that rely on static rules and signatures, or that train their AI on previous known-bad attack patterns, Darktrace leverages Self-Learning AI that baselines normal patterns of behavior within an organization, to immediately detect unusual activity that may signal an APT in progress.  

But in the modern era of email threats, no email security solution can guarantee 100% effectiveness. Because attackers operate with great sophistication, carefully adapting their tactics to evade detection – whether by altering attachments, leveraging compromised accounts, or moving laterally across an organization – a siloed security approach risks missing these subtle, multi-domain threats. That’s why a robust defense-in-depth strategy is essential to mitigate APTs.

Real-world threat finds: Darktrace / EMAIL in action

Let’s take a look at some real-world scenarios where Darktrace / EMAIL stopped tactics associated with APT campaigns in their tracks – from adversary-in-the-middle attacks to suspicious lateral movement.

1: How Darktrace disrupted an adversary-in-the-middle attack by identifying abnormal login redirects and blocking credential exfiltration

In October 2024, Darktrace detected an adversary-in-the-middle (AiTM) attack targeting a Darktrace customer. The attack began with a phishing email from a seemingly legitimate Dropbox address, which contained multiple link payloads inviting the recipient to access a file. Other solutions would have struggled to catch this attack, as the initial AitM attack was launched through delivering a malicious URL through a trusted vendor or service. Once compromised, the threat actor could have laid low on the target account, gathering reconnaissance, without detection from the email security solution.  

Darktrace / EMAIL identified the abnormal login redirects and flagged the suspicious activity. Darktrace / IDENTITY then detected unusual login patterns and blocked credential exfiltration attempts, effectively disrupting the attack and preventing the adversary from gaining unauthorized access. Read more.

Figure 1: Overview of the malicious email in the Darktrace / EMAIL console, highlighting Dropbox associated content/link payloads

2: How Darktrace stopped lateral movement to block NTLM hash theft

In early 2024, Darktrace detected an attack by the TA577 threat group, which aimed to steal NTLM hashes to gain unauthorized access to systems. The attack began with phishing emails containing ZIP files that connected to malicious infrastructure.  

A traditional email security solution would have likely missed this attack by focusing too heavily on analyzing the zip file payloads or relying on reputation analysis to understand whether the infrastructure was registered as bad before this activity was a recognized IoC.

Because it correlates activity across domains, Darktrace identified unusual lateral movement within the network and promptly blocked the attempts to steal NTLM hashes, effectively preventing the attackers from accessing sensitive credentials and securing the network. Read more.

Figure 2: A summary of anomaly indicators seen for a campaign email sent by TA577, as detected by Darktrace / EMAIL

3: How Darktrace prevented the WarmCookie backdoor deployment embedded in phishing emails

In mid-2024, Darktrace identified a phishing campaign targeting organizations with emails impersonating recruitment firms. These emails contained malicious links that, when clicked, deployed the WarmCookie backdoor.  

These emails are difficult to detect, as they use social engineering tactics to manipulate users into engaging with emails and following the embedded malicious links – but if a security solution is not analysing content and context, these could be allowed through.

In several observed cases across customer environments, Darktrace detected and blocked the suspicious behavior associated with WarmCookie that had already managed to evade customers’ native email security. By using behavioral analysis to correlate anomalous activity across the digital estate, Darktrace was able to identify the backdoor malware strain and notify customers. Read more.

Conclusion

These threat examples highlight a key principle of the Darktrace approach – that a backwards-facing approach grounded in threat intelligence will always be one step behind.

Most threat actors operate in campaigns, carefully crafting attacks and testing them across multiple targets. Once a campaign is identified, good defenders and traditional security solutions quickly update their defenses with new threat intelligence, rules, and signatures. However, APTs have the resources to rapidly adapt – spinning up new infrastructure, modifying payloads and altering their attack footprint to evade detection.

This is where Darktrace / EMAIL excels. Only by analyzing each user, message and interaction can an email security solution hope to catch the types of highly-sophisticated attacks that have the potential to cause major reputational and financial damage. Darktrace / EMAIL ensures that even the most subtle threats are detected and blocked with autonomous response, before causing impact – helping organizations remain one step ahead of increasingly adaptive threat actors.

Download the Darktrace / EMAIL Solution Brief

Discover the most advanced cloud-native AI email security solution to protect your domain and brand while preventing phishing, novel social engineering, business email compromise, account takeover, and data loss.

  • Gain up to 13 days of earlier threat detection and maximize ROI on your current email security
  • Experience 20-25% more threat blocking power with Darktrace / EMAIL
  • Stop the 58% of threats bypassing traditional email security

References

[1] FBI Internet Crime Report 2020

[2] https://www.optiv.com/insights/discover/blog/future-security-automation-how-ai-machine-learning-and-automation-are

[3] IBM Cost of a Data Breach Report 2023

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
Carlos Gray
Product Manager

Carlos Gonzalez Gray is a Product Marketing Manager at Darktrace, based in the Madrid Office. As an email security Subject Matter Expert he collaborates with the global product team to align each product with the company’s ethos and ensures Darktrace are continuously pushing the boundaries of innovation. His prior role at Darktrace was in Sales Engineering, leading the Iberian team and specializing in both the email and OT sectors. Additionally, his prior experience as a consultant to IBEX 35 companies in Spain has made him well-versed in compliance, auditing, and data privacy. Carlos holds an Honors BA in Political Science and a Masters in Cybersecurity from IE University.

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March 25, 2025

Survey Findings: AI Cybersecurity Priorities and Objectives in 2025

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AI is changing the cybersecurity field, both on the offensive and defensive sides. We surveyed over 1,500 cybersecurity professionals from around the world to uncover their attitudes, understanding, and priorities when it comes to AI cybersecurity in 2025. Our full report, unearthing some telling trends, is available now.  

Download the full report to explore these findings in depth

It is clear that security professionals know their field is changing fast, and that AI will continue to influence those changes. Our survey results show that they are aware that the rise of AI will require them to adopt new tools and learn to use them effectively. Still, they aren’t always certain about how to plan for the future, or what to invest in.

The top priorities of security stakeholders for improving their defenses against AI-powered threats include augmenting their existing tool stacks with AI-powered solutions and improving integration among their security tools.

Figure 1: Year-over-year changes to the priorities of securitystakeholders.

Increasing cybersecurity staff

As was also the case last year, security stakeholders are less interested in hiring additional staff than in adding new AI-powered tools onto their existing security stacks, with only with 11% (and only 8% of executives) planning to increase cybersecurity staff in 2025.

This suggests that leaders are looking for new methods to overcome talent resource shortages.

Adding AI-powered security tools to supplement existing solutions

Executives are particularly enthusiastic about adopting AI-driven tools. Within that goal, there is consensus about the qualities cyber professionals are looking for when purchasing new security capabilities or replacing existing products.

  • 87% of survey respondents prefer solutions that are part of a broader platform over individual point products

These results are similar to last year’s, where again, almost nine out of ten agreed that a platform-oriented security solution was more effective at stopping cyber threats than a collection of individual products.

  • 88% of survey respondents agree that the use of AI within the security stack is critical to freeing up time for security teams to become more proactive, compared to reactive

AI itself can contribute to this shift from reactive to proactive security, improving risk prioritization and automating preventative strategies like Attack Surface Management (ASM) and proactive exposure management.

  • 84% of survey respondents prefer defensive AI solutions that do not require the organization’s data to be shared externally

This preference may reflect increasing attention to the data privacy and security risks posed by generative AI (gen AI) adoption. It may also reflect growing awareness of data residency requirements and other restrictions that regulators are imposing.

Improving cybersecurity awareness training for end users

Based on the survey results, practitioners in SecOps are more interested in improving security awareness training.

This goal is not necessarily mutually exclusive from the addition of AI tools. For example, teams can leverage AI to build more effective security awareness training programs, and as gen AI tools are adopted, users will need to be taught about data privacy and associated security risks.

Looking towards the future

One conclusion we can draw from the attitudinal shifts from last year’s survey to this year’s: while hiring more security staff might be a nice-to-have, implementing AI-powered tools so that existing employees can work smarter is increasingly viewed as a must-have.

However, trending goals are not just about managing resources, whether headcount or AI investments, to keep up with workloads. Existing end users must also be trained to follow safe practices while using established and newly adopted tools.

Security professionals, including executives, SecOps, and every role in between, continue to shift their identified challenges and priorities as they gear up for the coming year in the Era of AI.

State of AI report

Download the full report to explore these findings in depth

The full report for Darktrace’s State of AI Cybersecurity is out now. Download the paper to dig deeper into these trends, and see how results differ by industry, region, organization size, and job title.  

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March 21, 2025

Cyberhaven Supply Chain Attack: Exploiting Browser Extensions

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The evolution of supply chain attacks

Supply chain attacks are becoming increasingly sophisticated. As network defenses improve, threat actors continuously adapt and refine their tactics, techniques, and procedures (TTPs) to achieve their goals. In recent years, this has led to a rise in the exploitation of trusted services and software, including legitimate browser extensions. Exploitation of these extensions can provide adversaries with a stealthy means to infiltrate target networks and access high-value accounts undetected.

A notable example of this trend was the compromise of the Cyberhaven Chrome extension at the end of 2024. This incident appeared to be part of a broader campaign targeting multiple Chrome browser extensions, highlighting the evolving nature of supply chain attacks [1].

What is Cyberhaven?

Cyberhaven, a US-based data security organization, experienced a security breach on December 24, 2024, when a phishing attack reportedly compromised one of their employee's credentials [2]. This allowed attackers to publish a malicious version of the Cyberhaven Chrome extension, which exfiltrated cookies and authenticated sessions from targeted websites. The malicious extension was active from December 25 to December 26 – a time when most businesses and employees were out of office and enjoying the festive period, a fact not lost on threat actors. The attackers, likely a well-organized and financially motivated group, compromised more than 30 additional Chrome extensions, affecting more than 2.6 million users [3]. They used sophisticated phishing techniques to authorize malicious OAuth applications, bypassing traditional security measures and exploiting vulnerabilities in OAuth authorizations. The primary motive appeared to be financial gain, targeting high-value platforms like social media advertising and AI services [4].

In late December 2024, multiple Darktrace customers were compromised via the Cyberhaven Chrome extension; this blog will primarily focus on Darktrace / NETWORK detections from one affected customer.

Darktrace’s coverage of Cyberhaven compromises

On December 26, 2024, Darktrace identified a series of suspicious activities across multiple customer environments, uncovering a structured attack sequence that progressed from initial intrusion to privilege escalation and data exfiltration. The attack was distributed through a malicious update to the Cyberhaven Chrome extension [2]. The malicious update established a foothold in customer environments almost immediately, leading to further anomalies.

As with other Chrome browser extensions, Cyberhaven Chrome extensions were updated automatically with no user interaction required. However, in this instance, the automatic update included a malicious version which was deployed to customer environments. This almost immediately introduced unauthorized activity, allowing attackers to establish a foothold in customer networks. The update allowed attackers to execute their objectives in the background, undetected by traditional security tools that rely on known indicators of compromise (IoCS) rather than identifying anomalies.

While multiple customer devices were seen connecting to cyberhaven[.]io, a legitimate Cyberhaven domain, Darktrace detected persistent beaconing behavior to cyberhavenext[.]pro, which appeared to be attempting to masquerade as another legitimate Cyberhaven domain. Darktrace recognized this activity as unusual, triggering several model alerts in Darktrace / NETWORK to highlight the persistent outbound connections to the suspicious domain.

Further analysis of external connectivity patterns indicated  an increase in anomalous HTTP requests alongside this beaconing activity. Multiple open-source intelligence (OSINT) sources also suggest that the cyberhavenext[.]pro endpoint is associated with malicious activities [5].

Darktrace / NETWORK’s detection of beaconing activity to cyberhavenext[.]pro
Figure 1: Darktrace / NETWORK’s detection of beaconing activity to cyberhavenext[.]pro

Analysis using Darktrace’s Advanced Search revealed that some of these connections were directed to the suspicious external IP address 149.28.124[.]84. Further investigation confirmed that the IP correlated with two SSL hostnames, including the malicious cyberhavenext[.]pro, further reinforcing its connection to the attack infrastructure.

Darktrace Advanced Search analysis showing the IP address 149.28.124[.]84 correlating to two SSL hostnames, one of which is cyberhavenext[.]pro.
Figure 2: Darktrace Advanced Search analysis showing the IP address 149.28.124[.]84 correlating to two SSL hostnames, one of which is cyberhavenext[.]pro.

Between December 23 and December 27, Darktrace observed sustained beaconing-like activity from affected devices on the customer’s network.

Darktrace’s detection of beaconing activities from a customer device to the endpoint 149.28.124[.]84 between December 23 and December 27.
Figure 3: Darktrace’s detection of beaconing activities from a customer device to the endpoint 149.28.124[.]84 between December 23 and December 27.

Darktrace observed 27 unique devices connecting to the malicious command-and-control (C2) infrastructure as far back as December 3. While most connections were brief, they represented an entry point for malicious activity. Over a two-day period, two devices transmitted 5.57 GiB of incoming data and 859.37 MiB of outgoing data, generating over 3 million log events across SSL, HTTP, and connection data.

Subsequent analysis identified a significant increase in unauthorized data transfers to the aforementioned 149.28.124[.]84 IP on another customer network, highlighting the potential broader impact of this compromise. The volume and frequency of these transfers suggested that attackers were leveraging automated data collection techniques, further underscoring the sophistication of the attack.

Darktrace’s detection of the likely exfiltration of 859.37 MiB to the endpoint 149.28.124[.]84.
Figure 4: Darktrace’s detection of the likely exfiltration of 859.37 MiB to the endpoint 149.28.124[.]84.

External research suggested that once active, the Cyberhaven extension would begin silently collecting session cookies and authentication tokens, specifically targeting high-value accounts such as Facebook Ads accounts [4]. Darktrace’s analysis of another affected customer noted many HTTP POST connections directed to a specific URI ("ai-cyberhaven"), while GET requests contained varying URIs prefixed with "/php/urlblock?args=AAAh....--redirect." This activity indicated an exfiltration mechanism, consistent with techniques observed in other compromised Chrome extensions. By compromising session cookies, attackers could potentially gain administrative access to connected accounts, further escalating their privileges [4].

Conclusion

This incident highlights the importance of monitoring not just endpoint security, but also cloud and browser-based security solutions, as attackers increasingly target these trusted and oft overlooked vectors.

Ultimately, by focusing on anomaly detection and behavioral analysis rather than static signatures and lists of ‘known bads’, Darktrace was able to successfully detect devices affected by the Cyberhaven Chrome browser extension compromise, by identifying activity that would likely have been considered legitimate and benign by traditional security solutions.

This compromise also serves as a reminder that supply chain attacks are not limited to traditional software vendors. Browser extensions, cloud-based applications, and SaaS services are equally vulnerable, as evidenced by Darktrace's detection of Balada Injector malware exploiting WordPress vulnerabilities to gain unauthorized network access [6]. Therefore, increased targeting of browser-based security tools, and a greater exploitation of OAuth and session hijacking techniques are to be expected. Attackers will undoubtedly refine their methods to infiltrate legitimate vendors and distribute malicious updates through trusted channels. By staying informed, vigilant, and proactive, organizations can mitigate exposure to evolving supply chain threats and safeguard their critical assets from emerging browser-based attack techniques.

Credit to Rajendra Rushanth (Cyber Analyst) Justin Torres (Senior Cyber Analyst) and Ryan Traill (Analyst Content Lead)

Appendices

Darktrace Model Detections

·       Compromise / Beaconing Activity To External Rare (AP: C2 Comms)

·       Compromise / Beacon for 4 Days (AP: C2 Comms)

·       Compromise / HTTP Beaconing to Rare Destination (AP: C2 Comms)

·       Device / Suspicious Domain (AP: C2 Comms, AP: Tooling)

·       Compromise / Sustained TCP Beaconing Activity To Rare Endpoint (AP: C2 Comms)

·       Anomalous Server Activity / Rare External from Server (AP: C2 Comms)

·       Anomalous Connection / Multiple Failed Connections to Rare Endpoint (AP: C2 Comms)

·       Anomalous Server Activity / Anomalous External Activity from Critical Network Device (AP: C2 Comms)

·       Compromise / Slow Beaconing Activity To External Rare (AP: C2 Comms)

·       Compromise / Repeating Connections Over 4 Days (AP: C2 Comms)

·       Anomalous Connection / Multiple HTTP POSTs to Rare Hostname (AP: C2 Comms)

·       Anomalous Server Activity / Outgoing from Server (AP: C2 Comms)

·       Compromise / High Volume of Connections with Beacon Score (AP: C2 Comms)

·       Compromise / Large Number of Suspicious Failed Connections (AP: C2 Comms)

·       Email Nexus / Connection to Hijacked Correspondent Link

·       Compromise / Suspicious TLS Beaconing To Rare External (AP: C2 Comms)

·       Compromise / Quick and Regular Windows HTTP Beaconing (AP: C2 Comms)

List of IoCs

IoC - Type - Description + Confidence

cyberhavenext[.]pro - Hostname - Used for C2 communications and data exfiltration (cookies and session tokens)

149.28.124[.]84 - IP - Associated with malicious infrastructure

45.76.225[.]148 - IP - Associated with malicious infrastructure

136.244.115[.]219 - IP - Associated with malicious infrastructure

MITRE ATT&CK Mapping

Tactic – Technique – Sub-Technique

INITIAL ACCESS - T1176 - Browser Extensions

EXECUTION - T1204.002 - Malicious Browser Extensions

PERSISTENCE - T1176 - Browser Extensions

COMMAND AND CONTROL - T1071.001 - Web Protocols

COMMAND AND CONTROL - T1001 - Data Obfuscation

CREDENTIAL ACCESS - T1539 - Steal Web Session Cookie

DISCOVERY - T1518.001 - Security Software Discovery

LATERAL MOVEMENT - T1557.003 - Man-in-the-Browser

EXFILTRATION - T1041 - Exfiltration Over C2 Channel

EXFILTRATION - T1567.002 - Exfiltration to Cloud Storage

IMPACT - T1583.006 - Session Hijacking

References

[1] https://thehackernews.com/2024/12/16-chrome-extensions-hacked-exposing.html

[2] https://www.cyberhaven.com/blog/cyberhavens-chrome-extension-security-incident-and-what-were-doing-about-it

[3] https://www.infosecurity-magazine.com/news/chrome-browser-extensions-hijacked/

[4] https://www.theverge.com/2024/12/28/24330758/chrome-extension-cyberhaven-hijack-phishing-cyberattack-facebook-ads-authentication-theft

[5] https://www.virustotal.com/gui/domain/cyberhavenext.pro

[6] https://darktrace.com/blog/balada-injector-darktraces-investigation-into-the-malware-exploiting-wordpress-vulnerabilities

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About the author
Rajendra Rushanth
Cyber Analyst
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