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September 6, 2021

What Are the Early Signs of a Ransomware Attack?

Discover the early signs of ransomware and how to defend against it. Often attack is the best form of defense with cybersecurity. Learn more here!
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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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06
Sep 2021

The deployment of ransomware is the endgame of a cyber-attack. A threat actor must have accomplished several previous steps – including lateral movement and privilege escalation – to reach this final position. The ability to detect and counter the early moves is therefore just as important as detecting the encryption itself.

Attackers are using diverse strategies – such as ‘Living off the Land’ and carefully crafting their command and control (C2) – to blend in with normal network traffic and evade traditional security defenses. The analysis below examines the Tactics, Techniques and Procedures (TTPs) used by many ransomware actors by unpacking a compromise which occurred at a defense contractor in Canada.

Phases of a ransomware attack

Figure 1: Timeline of the attack.

The opening: Initial access to privileged account

The first indicator of compromise was a login on a server with an unusual credential, followed by unusual admin activity. The attacker may have gained access to the username and password in a number of ways, from credential stuffing to buying them on the Dark Web. As the attacker had privileged access from the get-go, there was no need for privilege escalation.

Lateral movement

Two days later, the attacker began to spread from the initial server. The compromised server began to send out unusual Windows Management Instrumentation (WMI) commands.

It began remotely controlling four other devices – authenticating on them with a single admin credential. One of the destinations was a domain controller (DC), another was a backup server.

By using WMI – a common admin tool – for lateral movement, the attacker opted to ‘live off the land’ rather than introduce a new lateral movement tool, aiming to remain unnoticed by the company’s security stack. The unusual use of WMI was picked up by Darktrace and the timings of the unusual WMI connections were pieced together by Cyber AI Analyst.

Models:

  • New or Uncommon WMI Activity
  • AI Analyst / Extensive Chain of Administrative Connections

Establish C2

The four devices then connected to the IP 185.250.151[.]172. Three of them, including the DC and backup server, established SSL beacons to the IP using the dynamic DNS domain goog1e.ezua[.]com.

The C2 endpoints had very little open-source intelligence (OSINT) available, but it seems that a Cobalt Strike-style script had used the endpoint in the past. This suggests complex tooling, as the attacker used dynamic SSL and spoofed Google to mask their beaconing.

Interestingly, through the entirety of the attack, only these three devices used SSL connections for beaconing, while later C2 occurred over unencrypted protocols. It appears these three critical devices were treated differently to the other infected devices on the network.

Models:

  • Immediate breach of Anomalous External Activity from Critical Network Device, then several model breaches involving beaconing and SSL to dynamic DNS. (Domain Controller DynDNS SSL or HTTP was particularly specific to this activity.)

The middle game: Internal reconnaissance and further lateral movement

The attack chain took the form of two cycles of lateral movement, followed by establishing C2 at the newly controlled destinations.

Figure 2: Observed chain of lateral movement and C2.

So, after establishing C2, the DC made WMI requests to 20 further IPs over an extended period. It also scanned 234 IPs via ICMP pings, presumably in an attempt to find more hosts.

Many of these were eventually found with ransom notes, in particular when the targeted devices were hypervisors. The ransomware was likely deployed with remote commands via WMI.

Models:

  • AI Analyst / Suspicious Chain of Administrative Connections (from the initial server to the DC to the hypervisor)
  • AI Analyst / Extensive Suspicious WMI Activity (from the DC)
  • Device / ICMP Address Scan, Scanning of Multiple Devices AI Analyst incident (from the DC)

Further C2

As the second stage of lateral movement stopped, a second stage of unencrypted C2 was seen from five new devices. Each started with GET requests to the IP seen in the SSL C2 (185.250.151[.]172), which used the spoofed hostname google[.]com.

Activity started on each device with HTTP requests for a URI ending in .png, before a more consistent beaconing to the URI /books/. Eventually, the devices made POST requests to the URI /ebooks/?k= (a unique identifier for each device). All this appears to be a way of concealing a C2 beacon in what looks like plausible traffic to Google.

In this way, by encrypting some C2 connections with SSL to a Dynamic DNS domain, while crafting other unencrypted HTTP to look like traffic to google[.]com, the attacker managed to operate undetected by the company’s antivirus tools.

Darktrace identified this anomalous activity and generated a large number of external connectivity model breaches.

Models:

  • Eight breaches of Compromise / HTTP Beaconing to New Endpoint from the affected devices

Accomplish mission: Checkmate

Finally, the attacker deployed ransomware. In the ransom note, they stated that sensitive information had been exfiltrated and would be leaked if the company did not pay.

However, this was a lie. Darktrace confirmed that no data had been exfiltrated, as the C2 communications had sent far too little data. Lying about data exfiltration in order to extort a ransom is a common tactic for attackers, and visibility is crucial to determine whether a threat actor is bluffing.

In addition, Antigena – Darktrace’s Autonomous Response technology – blocked an internal download from one of the servers compromised in the first round of lateral movement, because it was an unusual incoming data volume for the client device. This was most likely the attacker attempting to transfer data in preparation for the end goal, so the block may have prevented this data from being moved for exfiltration.

Figure 3: Antigena model breach.

Figure 4: Device is blocked from SMB communication with the compromised server three seconds later.

Models:

  • Unusual Incoming Data Volume
  • High Volume Server Data Transfer

Unfortunately, Antigena was not active on the majority of the devices involved in the incident. If in active mode, Antigena would have stopped the early stages of this activity, including the unusual administrative logins and beaconing. The customer is now working to fully configure Antigena, so they benefit from 24/7 Autonomous Response.

Cyber AI Analyst investigates

Darktrace’s AI spotted and reported on beaconing from several devices including the DC, which was the highest scoring device for unusual behavior at the time of the activity. It condensed this information into three incidents – ‘Possible SSL Command and Control’, ‘Extensive Suspicious Remote WMI Activity’, and ‘Scanning of Remote Devices’.

Crucially, Cyber AI Analyst not only summarized the admin activity from the DC but also linked it back to the first device through an unusual chain of administrative connections.

Figure 5: Cyber AI Analyst incident showing a suspicious chain of administrative connections linking the first device in the chain of connections to a hypervisor where a ransom note was found via the compromised DC, saving valuable time in the investigation. It also highlights the credential common to all of the lateral movement connections.

Finding lateral movement chains manually is a laborious process well suited to AI. In this case, it enabled the security team to quickly trace back to the device which was the likely source of the attack and find the common credential in the connections.

Play the game like a machine

To get the full picture of a ransomware attack, it is important to look beyond the final encryption to previous phases of the kill chain. In the attack above, the encryption itself did not generate network traffic, so detecting the intrusion at its early stages was vital.

Despite the attacker ‘Living off the Land’ and using WMI with a compromised admin credential, as well as spoofing the common hostname google[.]com for C2 and applying dynamic DNS for SSL connections, Darktrace was able to identify all the stages of the attack and immediately piece them together into a meaningful security narrative. This would have been almost impossible for a human analyst to achieve without labor-intensive checking of the timings of individual connections.

With ransomware infections becoming faster and more frequent, with the threat of offensive AI looming closer and the Dark Web marketplace thriving, with security teams drowning under false positives and no time left on the clock, AI is now an essential part of any security solution. The board is set, the time is ticking, the stakes are higher than ever. Your move.

Thanks to Darktrace analyst Daniel Gentle for his insights on the above threat find.

IoCs:

IoCComment185.250.151[.]172IP address used for both HTTP and SSL C2goog1e.ezua[.]comDynamic DNS Hostname used for SSL C2

Darktrace model detections:

  • AI Analyst models:
  • Extensive Suspicious WMI Activity
  • Suspicious Chain of Administrative Connections
  • Scanning of Multiple Devices
  • Possible SSL Command and Control
  • Meta model:
  • Device / Large Number of model breaches
  • External connectivity models:
  • Anonymous Server Activity / Domain Controller DynDNS SSL or HTTP
  • Compromise / Suspicious TLS Beaconing to Rare External
  • Compromise / Beaconing Activity To External Rare
  • Compromise / SSL to DynDNS
  • Anomalous Server Activity / External Activity from Critical Network Device
  • Compromise / Sustained SSL or HTTP Increase
  • Compromise / Suspicious Beaconing Behaviour
  • Compromise / HTTP Beaconing to New Endpoint
  • Internal activity models:
  • Device / New or Uncommon WMI Activity
  • User / New Admin Credentials on Client
  • Device / ICMP Address Scan
  • Anomalous Connection / Unusual Incoming Data Volume
  • Unusual Activity / High Volume Server Data Transfer

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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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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.  

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December 18, 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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