ブログ
/
Endpoint
/
December 1, 2022

Prevent Data Exfiltration & Know When to Respond

Over 300GB of data was exfiltrated from a customer network before Darktrace services intervened. Learn the power of Darktrace in autonomous mode.
Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Anna Gilbertson
Cyber Security Analyst
Default blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
01
Dec 2022

Side-by-side, data loss and cyber-attacks are two of the most common concerns expressed by IT directors. Whilst ransom has traditionally been seen as a big cause of this, ransom (and subsequently) data loss appears to be changing. This blog explores an incident seen within a middle eastern financial customer from May-June 2022. This customer suffered large data loss and a high volume of files with a ransom note were written on its network, but the institution’s data was not encrypted. This is an example of a growing trend in ransomware attacks, which involves exfiltration of the victim’s data and the write of a ransom note but no encryption of files. Instead of being extorted for the decryption of their files, companies are being extorted for the return of their stolen data.

Attack Summary

A threat actor spread laterally through a customer network by writing suspicious ‘.dat’ and ‘.exe’ files, exfiltrated more than 300GB of data over a two-month period and made beaconing connections to endpoints identified by OSINT as probable Cobalt Strike C2 servers.  

Attack Details

In May an internal desktop was observed connecting to a rare external endpoint over the SSL protocol using a highly unusual port and the RClone client. These connections continued for several weeks and spiked at the same time as the device’s other malicious activity. It is likely that these connections reflected a potential point of infection. 

The attacker then used the desktop and two other internal devices to perform network scanning and enumeration activity in order to discover other devices on the network it could infect. In total 856 unique IPs were scanned- largely over TCP, UDP and ICMP. Further directory replication service requests were also seen over DCE-RPC, suggesting an attempt to extract user credentials. One device was later seen accessing an unencrypted password file showing successful recon. The attacker then used the already compromised devices to infect other devices on the network by writing suspicious ‘.exe’ and ‘.dat’ files including ‘Bun.dat' and ‘Agent.exe’. 

The compromised devices were then used by the attacker to download nearly 4GB of data from an internal server and to upload a similar amount to a suspicious IP address associated with a young domain. Over the following two months, the compromised devices went on to upload roughly 100GB of data to the same destination each week.  

The attacker also used these devices to make beaconing connections to several rare and external endpoints. Some of these endpoints were created just before the beginning of the compromise and have all been identified by OSINT as probable Cobalt Strike command and control servers. During this beaconing an internal device was also observed making an extremely large number of writes of files that appeared to be ransom notes, these were appropriately named ‘YOURNETWORKDATAHASBEENCOMPROMISED.txt’. 

Darktrace Coverage

 How did this attack remain hidden from the company’s other tools? Neither the initial C2 IP Address, the follow-on Cobalt Strike C2 servers or the exfiltration server were associated with malicious activity in open-source reporting prior to this compromise. This meant they were likely omitted from expected blacklists and standard signature-based security. Furthermore, executable files written by the compromised devices included ‘anydesk.exe’ and ‘procdump64.exe’, both of which are legitimate tools commonly used by administrators. This demonstrates the use of living off the land tactics (LotL) which are typically hard to detect. 

Given the attack’s novelty and LotL techniques, it is no surprise that Darktrace DETECT/Network identified anomalies in usual network behaviour. In particular, Cyber AI Analyst was a large highlight when it came to both Darktrace’s and the security team’s follow-up triage. AI Analyst collated different phases of the compromise such as the network scanning activity, the lateral movement activity over the DCE-RPC protocol, the data exfiltration, and the beaconing activity to the Cobalt Strike endpoints. This helped to map a clear timeline and progression of events along the kill chain. 

Figure 1: An AI Analyst Graph showing the timeline of the beaconing activity to the Cobalt Strike Endpoints and the lateral movement activity over the DCE-RPC protocol.
Figure 2: AI Analyst Graph showing the timeline of overall suspicious activities carried out by the compromised devices.

On top of the DETECT product, Darktrace services had a large role to play in the aftermath. The customer subscribed to Darktrace’s Ask the Expert (ATE) service and only became fully aware of the compromise after submitting an ATE ticket requesting assistance investigating one of the related model breaches. Finally, RESPOND itself (although in human confirmation mode) was still able to be used to manually quarantine devices.

Conclusion

During this incident, the initial point of infection, data exfiltration endpoint, and Cobalt Strike C2 Servers were recently created and had no OSINT associating them with malicious activity. This demonstrates how ineffective traditional signature-based intrusion detection systems can be at detecting compromises and how effective Darktrace is at detecting novel campaigns and attacks. Despite this, detection is clearly not enough, especially as out-of-hours attacks increase in frequency and effectiveness. This customer had RESPOND in human confirmation mode which meant that the activity was acted upon and stopped slower than had it been set autonomously. If malicious data loss is to be stopped in full, companies need to reduce reliance on humans and embrace AI-based protection.

Thanks to Darktrace analyst Steve Robinson for his insights on the above threat investigation.

Appendices

Related AI Analyst Incidents

  • Unusual Repeated Connections
  • Suspicious DCE-RPC Activity 
  • Internal Download and External Upload 
  • Scanning of Multiple Devices 
  • Possible SSL Command and Control Activity to Multiple Endpoints 
  • Suspicious Remote WMI Activity 
  • Access of Probable Unencrypted Password File 
  • Extensive Suspicious DCE-RPC Activity
  • Suspicious Remote Control Service Activity 

Indicators of Compromise 

Inside the SOC
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Anna Gilbertson
Cyber Security Analyst

More in this series

No items found.

Blog

/

AI

/

December 22, 2025

The Year Ahead: AI Cybersecurity Trends to Watch in 2026

Default blog imageDefault blog image

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


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.  

Continue reading
About the author

Blog

/

Email

/

December 18, 2025

Why organizations are moving to label-free, behavioral DLP for outbound email

Default blog imageDefault blog image

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.

[related-resource]

Continue reading
About the author
Carlos Gray
Senior Product Marketing Manager, Email
あなたのデータ × DarktraceのAI
唯一無二のDarktrace AIで、ネットワークセキュリティを次の次元へ