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August 4, 2021

Detecting a Cobalt Strike Attack With Darktrace AI

See how Darktrace AI was able to detect Cobalt Strike attacks by identifying anomalous connections and performing automated network reconnaissance.
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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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04
Aug 2021

Since its release in 2012, Cobalt Strike has become a popular platform for red teams and ethical hackers. Robust and reliable software combined with innovative features such as DNS tunnelling, lateral movement tools for privilege escalation, and PowerShell support, have made it a desirable option for organizations wanting to test their own cyber defenses. As the framework was previously only available with a commercial license, it gave security teams a distinct advantage over threat actors when preparing for attacks.

That all changed in late 2020, when a GitHub repository appeared hosting a decompiled version of the framework. Users claimed that the leaked platform did indeed function similarly, if not identically, to the commercial version, and even included a commented-out licensing check. This suddenly made the software readily available, and highly appealing for cyber-criminals: rather than requiring a paper trail and licensing, its source code was freely available for customization and use in offensive campaigns.

With sophisticated capabilities of subtle command and control (C2), privilege escalation, and lateral movement, the tools have become a favorite for ransomware gangs. Even prior to the reporting of the leaked version, 66% of ransomware attacks were found to use Cobalt Strike.

Overview of a Cobalt Strike attack

Cobalt Strike has distinctive TTPs (tools, techniques and procedures) and evasive features for each stage of the attack.

Figure 1: Cyber kill chain with Cobalt Strike

Initial compromise can be achieved with a native module for modifying emails. This includes the insertion of malicious links into existing emails or the creation of convincing spear phishing emails.

The initial payload is intentionally lightweight and can be delivered from cheaply hosted infrastructure. The smaller file size is easier to obfuscate and can be implemented in several ways, including injection into libraries or trusted processes, or creating a series of persistence mechanisms (such as turning off anti-virus prior to downloading the full payload). As such, it is remarkably difficult to detect with blocking rules or signatures.

Network reconnaissance can be done through a variety of subtle methods, using commonly used protocols such as DNS and DCE-RPC to interrogate the network. These services are frequently used in legitimate operations, so it is challenging to apply sufficiently strict controls to prevent this stage of the attack.

Lateral movement and privilege escalation are easily accessible with pre-packaged versions of common attack tools such as Mimikatz. They can interrogate an Active Directory (AD) or steal credentials, while also using SMB pipes for peer-to-peer C2. There is little space for perimeter-based security controls to monitor and restrict these abuses, even if sufficiently granular controls could be imposed.

Payload execution is a straightforward matter as Cobalt Strike beacon allows the delivery of effectively arbitrary payloads, including portability for ransomware. As the previous evasive steps can afford the attacker privileged credentials, the deployment of such payloads could look like non-threatening administrative behavior.

AI detections

Initial compromise

Cobalt Strike has utilities for creating spear phishing documents. As email remains a prolific source of perimeter breaches, threat actors will frequently implant the tool through phishes.

One such example was detected by Darktrace’s AI at Canadian manufacturer in June 2021. The compromise started when an end user appeared to open a phishing document, evidenced by connections to Adobe and VeriSign shortly prior to an HTTP connection to a rare external IP address.

A packet capture of the anomalous connection revealed the creation of an object using a base64 encoded string – a common obfuscation technique. If the customer had been using Darktrace/Email, the threat would have been nullified before it hit the mailbox.

Shortly after the HTTP connection, Darktrace identified unusual use of SSL, which appears to have been leveraged to upgrade to HTTPS using self-signed certificates. The endpoint served an executable, which was later confirmed as a Cobalt Strike beacon based on open-source intelligence (OSINT). Such beacons are supported by the framework, with a variety of common C2 protocols available to the attacker.

Figure 2: Event log for ‘Patient Zero’ of a Sodinokibi infection

Darktrace’s detection was based on the anomalous nature of the connection (suspicious violations of standard SSL protocols) and not a pre-defined rule. The initial compromise was detected in a matter of minutes.

Network reconnaissance

In another example at a Swiss telecommunications company in April 2021, Darktrace alerted the security team that a device – normally used for data collection – was engaging in suspicious lateral movement activity.

The host was abusing privileged credentials to perform AD reconnaissance and SMB enumeration. The alert then prompted a broader investigation, revealing that multiple devices, including domain controllers, were compromised with IoCs related to Cobalt Strike.

Thanks to Darktrace’s deep understanding of the business and recognition that this behavior was anomalous, the security team were able to remediate the infection before file encryption or large data exfiltration had occurred.

Privilege escalation and ransomware deployment

In a ransomware attack against a South African insurance company in May 2021, where a phishing email resulted in the deployment of ransomware, Darktrace first identified the creation of new administrative credentials. The devices which used the credentials were then seen making anomalous connections to various C2 endpoints associated with Cobalt Strike beacons.

Darktrace enabled the rapid identification of compromised hosts, which in turn allowed for a faster remediation and mitigated fears of a resurgent infection.

Cyber AI Analyst performed a machine-speed investigation of the activity, and automatically produced a report highlighting unusual connections on TCP port 4444 as well as other mail related ports. Port 4444 is the default port for Metasploit, another hacking platform which is often seen in conjunction with Cobalt Strike beacon. It then presented the human analysts with a full list of compromised hosts.

Figure 3: Cyber AI Analyst summary of an affected host using non-standard ports for C2 and subsequently scanning the network

Cobalt Strike malware

As it appears that a cheaply accessible analog of Cobalt Strike has been leaked, detection of the framework is critical to defend against active attackers. Signatures and rule-based restrictions prove ineffective in this regard, as the framework was designed specifically to evade such tools.

Darktrace offers the capability to detect malicious activity in its earliest stages, to triage at the speed of AI, and to autonomously block the proliferation of active threats.

Thanks to Darktrace analyst Roberto Romeu for his insights on the above threat find.

Learn how Darktrace caught APT41 leveraging Cobalt Strike

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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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December 22, 2025

The Year Ahead: AI Cybersecurity Trends to Watch in 2026

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Introduction: 2026 cyber trends

Each year, we ask some of our experts to step back from the day-to-day pace of incidents, vulnerabilities, and headlines to reflect on the forces reshaping the threat landscape. The goal is simple:  to identify and share the trends we believe will matter most in the year ahead, based on the real-world challenges our customers are facing, the technology and issues our R&D teams are exploring, and our observations of how both attackers and defenders are adapting.  

In 2025, we saw generative AI and early agentic systems moving from limited pilots into more widespread adoption across enterprises. Generative AI tools became embedded in SaaS products and enterprise workflows we rely on every day, AI agents gained more access to data and systems, and we saw glimpses of how threat actors can manipulate commercial AI models for attacks. At the same time, expanding cloud and SaaS ecosystems and the increasing use of automation continued to stretch traditional security assumptions.

Looking ahead to 2026, we’re already seeing the security of AI models, agents, and the identities that power them becoming a key point of tension – and opportunity -- for both attackers and defenders. Long-standing challenges and risks such as identity, trust, data integrity, and human decision-making will not disappear, but AI and automation will increase the speed and scale of the cyber risk.  

Here's what a few of our experts believe are the trends that will shape this next phase of cybersecurity, and the realities organizations should prepare for.  

Agentic AI is the next big insider risk

In 2026, organizations may experience their first large-scale security incidents driven by agentic AI behaving in unintended ways—not necessarily due to malicious intent, but because of how easily agents can be influenced. AI agents are designed to be helpful, lack judgment, and operate without understanding context or consequence. This makes them highly efficient—and highly pliable. Unlike human insiders, agentic systems do not need to be socially engineered, coerced, or bribed. They only need to be prompted creatively, misinterpret legitimate prompts, or be vulnerable to indirect prompt injection. Without strong controls around access, scope, and behavior, agents may over-share data, misroute communications, or take actions that introduce real business risk. Securing AI adoption will increasingly depend on treating agents as first-class identities—monitored, constrained, and evaluated based on behavior, not intent.

-- Nicole Carignan, SVP of Security & AI Strategy

Prompt Injection moves from theory to front-page breach

We’ll see the first major story of an indirect prompt injection attack against companies adopting AI either through an accessible chatbot or an agentic system ingesting a hidden prompt. In practice, this may result in unauthorized data exposure or unintended malicious behavior by AI systems, such as over-sharing information, misrouting communications, or acting outside their intended scope. Recent attention on this risk—particularly in the context of AI-powered browsers and additional safety layers being introduced to guide agent behavior—highlights a growing industry awareness of the challenge.  

-- Collin Chapleau, Senior Director of Security & AI Strategy

Humans are even more outpaced, but not broken

When it comes to cyber, people aren’t failing; the system is moving faster than they can. Attackers exploit the gap between human judgment and machine-speed operations. The rise of deepfakes and emotion-driven scams that we’ve seen in the last few years reduce our ability to spot the familiar human cues we’ve been taught to look out for. Fraud now spans social platforms, encrypted chat, and instant payments in minutes. Expecting humans to be the last line of defense is unrealistic.

Defense must assume human fallibility and design accordingly. Automated provenance checks, cryptographic signatures, and dual-channel verification should precede human judgment. Training still matters, but it cannot close the gap alone. In the year ahead, we need to see more of a focus on partnership: systems that absorb risk so humans make decisions in context, not under pressure.

-- Margaret Cunningham, VP of Security & AI Strategy

AI removes the attacker bottleneck—smaller organizations feel the impact

One factor that is currently preventing more companies from breaches is a bottleneck on the attacker side: there’s not enough human hacker capital. The number of human hands on a keyboard is a rate-determining factor in the threat landscape. Further advancements of AI and automation will continue to open that bottleneck. We are already seeing that. The ostrich approach of hoping that one’s own company is too obscure to be noticed by attackers will no longer work as attacker capacity increases.  

-- Max Heinemeyer, Global Field CISO

SaaS platforms become the preferred supply chain target

Attackers have learned a simple lesson: compromising SaaS platforms can have big payouts. As a result, we’ll see more targeting of commercial off-the-shelf SaaS providers, which are often highly trusted and deeply integrated into business environments. Some of these attacks may involve software with unfamiliar brand names, but their downstream impact will be significant. In 2026, expect more breaches where attackers leverage valid credentials, APIs, or misconfigurations to bypass traditional defenses entirely.

-- Nathaniel Jones, VP of Security & AI Strategy

Increased commercialization of generative AI and AI assistants in cyber attacks

One trend we’re watching closely for 2026 is the commercialization of AI-assisted cybercrime. For example, cybercrime prompt playbooks sold on the dark web—essentially copy-and-paste frameworks that show attackers how to misuse or jailbreak AI models. It’s an evolution of what we saw in 2025, where AI lowered the barrier to entry. In 2026, those techniques become productized, scalable, and much easier to reuse.  

-- Toby Lewis, Global Head of Threat Analysis

Conclusion

Taken together, these trends underscore that the core challenges of cybersecurity are not changing dramatically -- identity, trust, data, and human decision-making still sit at the core of most incidents. What is changing quickly is the environment in which these challenges play out. AI and automation are accelerating everything: how quickly attackers can scale, how widely risk is distributed, and how easily unintended behavior can create real impact. And as technology like cloud services and SaaS platforms become even more deeply integrated into businesses, the potential attack surface continues to expand.  

Predictions are not guarantees. But the patterns emerging today suggest that 2026 will be a year where securing AI becomes inseparable from securing the business itself. The organizations that prepare now—by understanding how AI is used, how it behaves, and how it can be misused—will be best positioned to adopt these technologies with confidence in the year ahead.

Learn more about how to secure AI adoption in the enterprise without compromise by registering to join our live launch webinar on February 3, 2026.  

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December 22, 2025

Why Organizations are Moving to Label-free, Behavioral DLP for Outbound Email

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Why outbound email DLP needs reinventing

In 2025, the global average cost of a data breach fell slightly — but remains substantial at USD 4.44 million (IBM Cost of a Data Breach Report 2025). The headline figure hides a painful reality: many of these breaches stem not from sophisticated hacks, but from simple human error: mis-sent emails, accidental forwarding, or replying with the wrong attachment. Because outbound email is a common channel for sensitive data leaving an organization, the risk posed by everyday mistakes is enormous.

In 2025, 53% of data breaches involved customer PII, making it the most commonly compromised asset (IBM Cost of a Data Breach Report 2025). This makes “protection at the moment of send” essential. A single unintended disclosure can trigger compliance violations, regulatory scrutiny, and erosion of customer trust –consequences that are disproportionate to the marginal human errors that cause them.

Traditional DLP has long attempted to mitigate these impacts, but it relies heavily on perfect labelling and rigid pattern-matching. In reality, data loss rarely presents itself as a neat, well-structured pattern waiting to be caught – it looks like everyday communication, just slightly out of context.

How data loss actually happens

Most data loss comes from frustratingly familiar scenarios. A mistyped name in auto-complete sends sensitive data to the wrong “Alex.” A user forwards a document to a personal Gmail account “just this once.” Someone shares an attachment with a new or unknown correspondent without realizing how sensitive it is.

Traditional, content-centric DLP rarely catches these moments. Labels are missing or wrong. Regexes break the moment the data shifts formats. And static rules can’t interpret the context that actually matters – the sender-recipient relationship, the communication history, or whether this behavior is typical for the user.

It’s the everyday mistakes that hurt the most. The classic example: the Friday 5:58 p.m. mis-send, when auto-complete selects Martin, a former contractor, instead of Marta in Finance.

What traditional DLP approaches offer (and where gaps remain)

Most email DLP today follows two patterns, each useful but incomplete.

  • Policy- and label-centric DLP works when labels are correct — but content is often unlabeled or mislabeled, and maintaining classification adds friction. Gaps appear exactly where users move fastest
  • Rule and signature-based approaches catch known patterns but miss nuance: human error, new workflows, and “unknown unknowns” that don’t match a rule

The takeaway: Protection must combine content + behavior + explainability at send time, without depending on perfect labels.

Your technology primer: The three pillars that make outbound DLP effective

1) Label-free (vs. data classification)

Protects all content, not just what’s labeled. Label-free analysis removes classification overhead and closes gaps from missing or incorrect tags. By evaluating content and context at send time, it also catches misdelivery and other payload-free errors.

  • No labeling burden; no regex/rule maintenance
  • Works when tags are missing, wrong, or stale
  • Detects misdirected sends even when labels look right

2) Behavioral (vs. rules, signatures, threat intelligence)

Understands user behavior, not just static patterns. Behavioral analysis learns what’s normal for each person, surfacing human error and subtle exfiltration that rules can’t. It also incorporates account signals and inbound intel, extending across email and Teams.

  • Flags risk without predefined rules or IOCs
  • Catches misdelivery, unusual contacts, personal forwards, odd timing/volume
  • Blends identity and inbound context across channels

3) Proprietary DSLM (vs. generic LLM)

Optimized for precise, fast, explainable on-send decisions. A DSLM understands email/DLP semantics, avoids generative risks, and stays auditable and privacy-controlled, delivering intelligence reliably without slowing mail flow.

  • Low-latency, on-send enforcement
  • Non-generative for predictable, explainable outcomes
  • Governed model with strong privacy and auditability

The Darktrace approach to DLP

Darktrace / EMAIL – DLP stops misdelivery and sensitive data loss at send time using hold/notify/justify/release actions. It blends behavioral insight with content understanding across 35+ PII categories, protecting both labeled and unlabeled data. Every action is paired with clear explainability: AI narratives show exactly why an email was flagged, supporting analysts and helping end-users learn. Deployment aligns cleanly with existing SOC workflows through mail-flow connectors and optional Microsoft Purview label ingestion, without forcing duplicate policy-building.

Deployment is simple: Microsoft 365 routes outbound mail to Darktrace for real-time, inline decisions without regex or rule-heavy setup.

A buyer’s checklist for DLP solutions

When choosing your DLP solution, you want to be sure that it can deliver precise, explainable protection at the moment it matters – on send – without operational drag.  

To finish, we’ve compiled a handy list of questions you can ask before choosing an outbound DLP solution:

  • Can it operate label free when tags are missing or wrong? 
  • Does it truly learn per user behavior (no shortcuts)? 
  • Is there a domain specific model behind the content understanding (not a generic LLM)? 
  • Does it explain decisions to both analysts and end users? 
  • Will it integrate with your label program and SOC workflows rather than duplicate them? 

For a deep dive into Darktrace’s DLP solution, check out the full solution brief.

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About the author
Carlos Gray
Senior Product Marketing Manager, Email
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