Blog
/
Network
/
March 31, 2021

Why Most Ransomware Attacks Occur "After Hours"

Cyber-criminals target weekends and holidays to strike while employees are away. Discover how defensive AI can protect your business 24/7.
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
Max Heinemeyer
Global Field CISO
Default blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
31
Mar 2021

Ransomware: An unwanted present

Darktrace regularly observes an increase in cyber-attacks carried out during holidays, weekends, and outside of working hours. It is clear that such ‘off peak’ attacks allow easy exploitation of standard organizational practices and human vulnerabilities.

As reduced staff wind down and employees mentally and physically log off from the workplace, there is a decline in the speed of detection and triage within an enterprise. This allows threat actors to sneak in unnoticed. Without real-time autonomous systems, when executed these unexpected attacks have a much greater impact on response and recovery.

One of the most frequent threats detected out of hours is ransomware. In 76% of infections, the encryption process begins either after hours or during the weekend. Darktrace was alerted to a ransomware incident which was executed in the early hours of a client’s network on Christmas Day, when most employees were offline.

Figure 1: Timeline of the Christmas Day ransomware breach

Over a week before the encryption began, an initial foothold was established on an unassuming desktop. Using this vector, the threat actor was able to move laterally and gain access to two domain controllers – servers used to verify users and authenticate requests. The two servers then made unusual command and control (C2) connections to a rare endpoint linked to ransomware. Next, the threat went into hiding. Although Darktrace had alerted to this activity at every stage, the security team was under great stress during the December period and did not manage to action even these highly critical alerts. Without Darktrace / NETWORK or Proactive Threat Notifications (PTNs), the threat remained uninterrupted.

It suddenly re-emerged after hours on December 24 and utilized its additional privileges to write suspicious executable files to a range of internal devices. A pre-determined set of company data was exfiltrated and a ransomware payload downloaded from the same cloud destination.

A cyber-attack striking on a public holiday is likely to destabilize communication – who is responsible for dealing with it? Are they hard to reach? Are there different protocols for an out-of-hours breach? When unexpected during the holidays, these questions may be surprisingly hard to answer. When answers finally arrive, it is often too late – the damage has already been done.

Once dealt with, there are also repercussions for evaluation: security personnel will be needed to investigate what happened and the future consequences of the attack. If internal staff are hard to mobilize, and external security services come at a premium, this process can be arduous and key evidence may be lost. In turn, the company will be left open to similar attacks in the future.

Saturday night fearware

Holidays clearly pose a human and logistical vulnerability. However, it is often overlooked that these same down periods occur on a small scale throughout the year – at the end of every week. Darktrace has observed a huge surge in weekend attacks in recent months.

Figure 2: Diagram of the key terms Darktrace has observed over the past six months in out-of-hours model breaches

This includes another ransomware incident, which struck a hospitality organization based in the UK. A company device was compromised when a user unintentionally accessed a harmful email. The infection exploited cleartext password files to laterally move to four other devices, including critical servers which it then used to host outbound spam and further disseminate. For several following weekends, compromised devices made a large volume of open or Tor-hosted C2 connections to endpoints associated with the XINOF ransomware.

This example shows that out-of-hours infections can come from any vector, and human compliance errors can be exploited to quickly propagate malware and hide before the security team returns to work on Monday. With many data breaches already taking months to discover, threat actors are looking to extend their concealment by implementing the initial compromise at times with decreased monitoring.

Improving detection of these first compromises and adapting to smaller out-of-hours periods may lead to improved response and adjustment for larger holidays as well. But for a permanent fix, enterprises need a proactive approach.

The solution which never sleeps

In the case study above, Autonomous Response was possible at every attack stage, had it been switched on in active mode. Darktrace / EMAIL would have stopped the initial compromise by identifying the anomalous attachment and quarantining the infection before it could enter the network. Once inside, the critical servers exploited would not have been compromised, as the malicious login activity using gathered passwords would have been halted until verified. Finally, connections to the malicious sites containing the XINOF payload could have been blocked, stopping further damages from occurring.

Unlike a human, AI never sleeps, and never takes a holiday. Instead, the AI stays active around the clock, containing all types of threats in their earliest stages. This prevents malicious activity from escalating while giving human security teams valuable airtime to react and remediate the root cause of any incidents.

If a security team requires an extra set of eyes to augment their investigation, incidents can also be mitigated with Proactive Threat Notifications (PTNs). This service funnels high-severity detections straight into Darktrace’s customer-dedicated SOC to be investigated by expert cyber analysts. The Darktrace PTN SOC has a follow-the-sun approach to monitoring customer environments, meaning that organizations are protected from attacks around the clock.

Timing is everything

The case studies in this blog should serve as a reminder of the need for 24/7 attentiveness. As security professionals increase their skills and creativity in combating threats, malicious actors continue to adapt themselves and are using timing to their advantage during attacks. Now more than ever, it is clear that autonomous AI-based detection is the only means to remove the advantage of timing from threat actors so that even when the office is closed or the laptop is switched off, your security remains on.

Thanks to Darktrace Product Manager Gabriel Few-Wiegratz for his insights.

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
Max Heinemeyer
Global Field CISO

More in this series

No items found.

Blog

/

AI

/

December 22, 2025

The Year Ahead: AI Cybersecurity Trends to Watch in 2026

2026 cyber threat trendsDefault blog imageDefault blog image

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.  

Continue reading
About the author
The Darktrace Community

Blog

/

Email

/

December 22, 2025

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

Man at laptopDefault 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
Your data. Our AI.
Elevate your network security with Darktrace AI