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August 5, 2025

2025 Cyber Threat Landscape: Darktrace’s Mid-Year Review

Explore key cyber threat trends observed across Darktrace’s customer base in the first half of 2025. As threat actors increasingly adopt AI and diversify their techniques and tooling, anomaly-based detection continues to prove vital in defending against evolving attacks.
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
Emma Foulger
Global Threat Research Operations Lead
cyberseucity 2025 half year threat report Default blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
05
Aug 2025

2025: Threat landscape in review

The following is a retrospective of the first six months of 2025, highlighting key findings across the threat landscape impacting Darktrace customers.

Darktrace observed a wide range of tactics during this period, used by various types of threat actors including advanced persistent threats (APTs), Malware-as-a-Service (MaaS) and Ransomware-as-a-Service (RaaS) groups.

Methodology

Darktrace’s Analyst team conduct investigations and research into threats facing organizations and security teams across our customer base.  This includes direct investigations with our 24/7 Security Operations Centre (SOC), via services such as Managed Detection and Response (MDR) and Managed Threat Detection, as well as broader cross-fleet research through our Threat Research function.

At the core of our research is Darktrace’s anomaly-based detection, which the Analyst team contextualizes and analyzes to provide additional support to customers and deepen our understanding of the threats they face.

Threat actors are incorporating AI into offensive operations

Threat actors are continuously evolving their tactics, techniques, and procedures (TTPs), posing an ongoing challenge to effective defense hardening. Increasingly, many threat actors are adopting AI, particularly large language models (LLMs), into their operations to enhance the scale, sophistication, and efficacy of their attacks.

The evolving functionality of malware, such as the recently reported LameHug malware by CERT-UA, which uses an open-source LLM, exemplifies this observation [1].

Threat landscape trends in 2025

Threat actors applying AI to Email attacks

LLMs present a clear opportunity for attackers to take advantage of AI and create effective phishing emails at speed. While Darktrace cannot definitively confirm the use of AI to create the phishing emails observed across the customer base, the high volume of phishing emails and notable shifts in tactic could potentially be explained by threat actors adopting new tooling such as LLMs.

  • The total number of malicious emails detected by Darktrace from January to May 2025 was over 12.6 million
  • VIP users continue to face significant threat, with over 25% of all phishing emails targeting these users in the first five months of 2025
  • QR code-based phishing emails have remained a consistent tactic, with a similar proportion observed in January-May 2024 and 2025. The highest numbers were observed in February 2025, with over 1 million detected in that month alone.
  • Shifts towards increased sophistication within phishing emails are emerging, with a year-on-year increase in the proportion of phishing emails containing either a high text volume or multistage payloads. In the first five months of 2025, 32% of phishing emails contained a high volume of text.

The increase in proportion of phishing emails with a high volume of text in particular could point towards threat actors leveraging LLMs to create phishing emails with large, but believable, text in an easy and efficient way.

The above email statistics are derived from analysis of monitored Darktrace / EMAIL model data for all customer deployments hosted in the cloud between January 1 and May 31, 2025.

Campaign Spotlight: Simple, Quick - ClickFix

An interesting technique Darktrace observed multiple times throughout March and April was ClickFix social engineering, which exploits the intersection between humans and technology to trick users into executing malicious code on behalf of the attacker.

  • While this technique has been around since 2024, Darktrace observed campaign activity in the first half of 2025 suggesting a resurgence.  
  • A range of threat actors – from APTs to MaaS and RaaS have adopted this technique to deliver secondary payloads, like information stealing malware.
  • Attackers use fraudulent or compromised legitimate websites to inject malicious plugins that masquerade as fake CAPTCHAs.
  • Targeted users believe they are completing human verification or resolving a website issue, unaware that they are being guided through a series of simple steps to execute PowerShell code on their system.
  • Darktrace observed campaign activity during the first half of 2025 across a range of sectors, including Government, Healthcare, Insurance, Retail and, Non-profit.

Not just AI: Automation is enabling Ransomware and SaaS exploitation

The rise of phishing kits like FlowerStorm and Mamba2FA, which enable phishing and abuse users’ trust by mimicking legitimate services to bypass multi-factor authentication (MFA), highlight how the barriers to entry for sophisticated attacks continue to fall, enabling new threat actors. Combined with Software-as-a-Service (SaaS) account compromise, these techniques make up a substantial portion of cybercriminal activity observed by Darktrace so far this year.

Credentials remain the weak link

A key theme across multiple cases of ransomware was threat actors abusing compromised credentials to gain initial entry into networks via:

  • Unauthorized access to internet-facing technology such as RDP servers and virtual private networks (VPNs).
  • Unauthorized access to SaaS accounts.

SaaS targeted ransomware is on the rise

The encryption of files within SaaS environments observed by Darktrace demonstrates a continued trend of ransomware actors targeting these platforms over traditional networks, potentially driven by a higher return on investment.

SaaS accounts are often less protected than traditional systems because of Single Sign-On (SSO).  Additionally, platforms like Salesforce often host sensitive data, including emails, financial records, customer information, and network configuration details. This stresses the need for robust identity management practices and continuous monitoring.

RaaS is adding complexity and speed to cyber attacks

RaaS has dominated the attack landscape, with groups like Qilin, RansomHub, and Lynx all appearing multiple times in cases across Darktrace’s customer base over the past six months. Detecting ransomware attacks before the encryption stage remains a significant challenge, particularly in RaaS operations where different affiliates often use varying techniques for initial entry and earlier stages of the attack. Darktrace’s recent analysis of Scattered Spider underscores the challenge of hardening defenses against such varying techniques.

CVE exploitation continues despite available patches

Darktrace has also observed ransomware gangs exploiting known Common Vulnerabilities and Exposures (CVEs), including the Medusa ransomware group’s use of the SimpleHelp vulnerabilities: CVE-2024-57727 and CVE-2024-57728 in March, despite patches being made available in January [2].

Misused tools + delayed patches = growing cyber risk

The exploitation of common remote management tools like SimpleHelp highlights the serious challenges defenders face when patch management cycles are suboptimal. As threat actors continue to abuse legitimate services for malicious purposes, the challenges facing defenders will only grow more complex.

Edge exploitation

It comes as no surprise that exploitation of internet-facing devices continued to feature prominently in Darktrace’s Threat Research investigations during the first half of 2025.

Observed CVE exploitation included:

Many of Darktrace’s observations of CVE exploitation so far in 2025 align with wider industry reporting, which suggests that Chinese-nexus threat actors were deemed to likely have exploited these technologies prior to public disclosure. In the case of CVE-2025-0994 - a vulnerability affecting Trimble Cityworks, an asset management system designed for use by local governments, utilities, airports, and public work agencies [3] - Darktrace observed signs of exploitation as early as January 19, well before vulnerability’s public disclosure on February 6 [4]. Darktrace’s early identification of the exploitation stemmed from the detection of a suspicious file download from 192.210.239[.]172:3219/z44.exe - later linked to Chinese-speaking threat actors in a campaign targeting the US government [5].

This case demonstrates the risks posed by the exploitation of internet-facing devices, not only those hosting more common technologies, but also software associated specifically tied to Critical National Infrastructure (CNI); a lucrative target for threat actors. This also highlights Darktrace’s ability to detect exploitation of internet-facing systems, even without a publicly disclosed CVE. Further examples of how Darktrace’s anomaly detection can uncover malicious activity ahead of public vulnerability disclosures can be found here.

New threats and returning adversaries

In the first half of 2025, Darktrace observed a wide range of threats, from sophisticated techniques employed by APT groups to large-scale campaigns involving phishing and information stealers.

BlindEagle (APT-C-36)

Among the observed APT activity, BlindEagle (APT-C-36) was seen targeting customers in Latin America (LATM), first identified in February, with additional cases seen as recently as June.

Darktrace also observed a customer targeted in a China-linked campaign involving the LapDogs ORB network, with activity spanning from December 2024 and June 2025. These likely nation-state attacks illustrate the continued adoption of cyber and AI capabilities into the national security goals of certain countries.

Sophisticated malware functionality

Further sophistication has been observed within specific malware functionality - such as the malicious backdoor Auto-Color, which has now been found to employ suppression tactics to cover its tracks if it is unable to complete its kill chain - highlighting the potential for advanced techniques across every layer of an attack.

Familiar foes

Alongside new and emerging threats, previously observed and less sophisticated tools, such as worms, Remote Access Trojans (RATs), and information stealers, continue to impact Darktrace customers.

The Raspberry Robin worm... First seen in 2021, has been repeatedly identified within Darktrace’s customer base since 2022. Most recently, Darktrace’s Threat Research team identified cases in April and May this year. Recent open-source intelligence (OSINT) reporting suggests that Raspberry Robin continues to evolve its role as an Initial Access Broker (IAB), paving the way for various attacks and remaining a concern [6].

RATs also remain a threat, with examples like AsyncRAT and Gh0st RAT impacting Darktrace customers.

In April multiple cases of MaaS were observed in Darktrace’s customer base, with information stealers Amadey and Stealc, as well as GhostSocks being distributed as a follow up payload after an initial Amadey infection.

Conclusion

As cyber threats evolve, attackers are increasingly harnessing AI to craft highly convincing email attacks, automating phishing campaigns at unprecedented scale and speed. This, coupled with rapid exploitation of vulnerabilities and the growing sophistication of ransomware gangs operating as organized crime syndicates, makes today’s threat landscape more dynamic and dangerous than ever. Cyber defenders collaborate to combat these threats – the coordinated takedown of Lumma Stealer in May was a notable win for both industry and law-enforcement [7], however OSINT suggests that this threat persists [8], and new threats will continue to arise.

Traditional security tools that rely on static rules or signature-based detection often struggle to keep pace with these fast-moving, adaptive threats. In this environment, anomaly-based detection tools are no longer optional—they are essential. By identifying deviations in normal user and system behavior, tools like Darktrace provide a proactive layer of defense capable of detecting novel and emerging threats, even those that bypass conventional security measures. Investing in anomaly-based detection is critical to staying ahead of attackers who now operate with automation, intelligence, and global coordination.

Credit to Emma Foulger (Global Threat Research Operations Lead), Nathaniel Jones (VP, Security & AI Strategy, Field CISO),  Eugene Chua (Principal Cyber Analyst & Analyst Team Lead), Nahisha Nobregas (Senior Cyber Analyst), Nicole Wong (Principal Cyber Analyst), Justin Torres (Senior Cyber Analyst), Matthew John (Director of Operations, SOC), Sam Lister (Specialist Security Researcher), Ryan Traill (Analyst Content Lead) and the Darktrace Incident Management team.

The information contained in this blog post is provided for general informational purposes only and represents the views and analysis of Darktrace as of the date of publication. While efforts have been made to ensure the accuracy and timeliness of the information, the cybersecurity landscape is dynamic, and new threats or vulnerabilities may have emerged since this report was compiled.

This content is provided “as is” and without warranties of any kind, either express or implied. Darktrace makes no representations or warranties regarding the completeness, accuracy, reliability, or suitability of the information, and expressly disclaims all warranties.

Nothing in this blog post should be interpreted as legal, technical, or professional advice. Users of this information assume full responsibility for any actions taken based on its content, and Darktrace shall not be liable for any loss or damage resulting from reliance on this material. Reference to any specific products, companies, or services does not constitute or imply endorsement, recommendation, or affiliation.

Appendices

Indicators of Compromise (IoCs)

IoC - Type - Description + Probability

LapDogs ORB network, December 2024-June 2025

www.northumbra[.]com – Hostname – Command and Control (C2) server

103.131.189[.]2 – IP Address - C2 server, observed December 2024 & June 2025

103.106.230[.]31 – IP Address - C2 server, observed December 2024

154.223.20[.]56 – IP Address – Possible C2 server, observed December 2024

38.60.214[.]23 – IP Address – Possible C2 server, observed January & February 2025

154.223.20[.]58:1346/systemd-log – URL – Possible ShortLeash payload, observed December 2024

CN=ROOT,OU=Police department,O=LAPD,L=LA,ST=California,C=US - TLS certificate details for C2 server

CVE-2025-0994, Trimble Cityworks exploitation, January 2025

192.210.239[.]172:3219/z44.exe – URL - Likely malicious file download

AsyncRAT, February-March 2025

windows-cam.casacam[.]net – Hostname – Likely C2 server

88.209.248[.]141 – IP Address – Likely C2 server

207.231.105[.]51 – IP Address – Likely C2 server

163.172.125[.]253 – IP Address – Likely C2 server

microsoft-download.ddnsfree[.]com – Hostname – Likely C2 server

95.217.34[.]113 – IP Address – Likely C2 server

vpnl[.]net – Hostname – Likely C2 server

157.20.182[.]16 – IP Address - Likely C2 server

185.81.157[.]19 – IP Address – Likely C2 server

dynamic.serveftp[.]net – IP Address – Likely C2 server

158.220.96.15 – IP Address – Likely C2 server

CVE-2024-57727 & CVE-2024-57728, SimpleHelp RMM exploitation, March 2025

213.183.63[.]41 – IP Address - C2 server

213.183.63[.]41/access/JWrapper-Windows64JRE-version.txt?time=3512082867 – URL - C2 server

213.183.63[.]41/access/JWrapper-Windows64JRE-00000000002-archive.p2.l2 – URL - C2 server

pruebas.pintacuario[.]mx – Hostname – Possible C2 server

144.217.181[.]205 – IP Address – Likely C2 server

erp.ranasons[.]com – Hostname – Possible destination for exfiltration

143.110.243[.]154 – IP Address – Likely destination for exfiltration

Blind Eagle, April-June 2025

sostenermio2024.duckdns[.]org/31agosto.vbs – URL – Possible malicious file download

Stealc, April 2025

88.214.48[.]93/ea2cb15d61cc476f[.]php – URL – C2 server

Amadey & GhostSocks, April 2025

195.82.147[.]98 – IP Address - Amadey C2 server

195.82.147[.]98/0Bdh3sQpbD/index.php – IP Address – Likely Amadey C2 activity

194.28.226.181 – IP Address – Likely GhostSocks C2 server

RaspberryRobin, May 2025

4j[.]pm – Hostname – C2 server

4xq[.]nl – Hostname – C2 server

8t[.]wf – Hostname – C2 server

Gh0stRAT, May 2025

lu.dssiss[.]icu  - Hostname – Likely C2 server

192.238.133[.]162:7744/1-111.exe – URL – Possible addition payload

8e9dec3b028f2406a8c546a9e9ea3d50609c36bb - SHA1 - Possible additional payload

f891c920f81bab4efbaaa1f7a850d484 - MD5 – Possible additional payload

192.238.133[.]162:7744/c3p.exe – URL - Possible additional payload

03287a15bfd67ff8c3340c0bae425ecaa37a929f - SHA1 - Possible additional payload

02aa02aee2a6bd93a4a8f4941a0e6310 - MD5 - Possible additional payload

192.238.133[.]162:7744/1-1111.exe – URL - Possible additional payload

1473292e1405882b394de5a5857f0b6fa3858fd1 - SHA1 - Possible additional payload

69549862b2d357e1de5bab899ec0c817 - MD5 - Possible additional payload

192.238.133[.]162:7744/1-25.exe – URL -  Possible additional payload

20189164c4cd5cac7eb76ba31d0bd8936761d7a7  - SHA1 - Possible additional payload

f42aa5e68b28a3f335f5ea8b6c60cb57 – MD5 - Possible additional payload

192.238.133[.]162:7744/Project1_se.exe – URL - Possible additional payload

fea1e30dfafbe9fa9abbbdefbcbe245b6b0628ad - SHA1 - Possible additional payload

5ea622c630ef2fd677868cbe8523a3d5 - MD5 - Possible additional payload

192.238.133[.]162:7744/Project1_se.exe - URL - Possible additional payload

aa5a5d2bd610ccf23e58bcb17d6856d7566d71b9  - SHA1 - Possible additional payload

9d33029eaeac1c2d05cf47eebb93a1d0 - MD5 - Possible additional payload

References and further reading

1.        https://cip.gov.ua/en/news/art28-atakuye-sektor-bezpeki-ta-oboroni-za-dopomogoyu-programnogo-zasobu-sho-vikoristovuye-shtuchnii-intelekt?utm_medium=email&_hsmi=113619842&utm_content=113619842&utm_source=hs_email

2.        https://www.s-rminform.com/latest-thinking/cyber-threat-advisory-medusa-and-the-simplehelp-vulnerability

3.        https://assetlifecycle.trimble.com/en/products/software/cityworks

4.     https://nvd.nist.gov/vuln/detail/CVE-2025-0994

5.     https://blog.talosintelligence.com/uat-6382-exploits-cityworks-vulnerability/

6.        https://www.silentpush.com/blog/raspberry-robin/

7.        https://blogs.microsoft.com/on-the-issues/2025/05/21/microsoft-leads-global-action-against-favored-cybercrime-tool/

8.     https://www.trendmicro.com/en_sg/research/25/g/lumma-stealer-returns.html

Related Darktrace investigations

-              ClickFix

-              FlowerStorm

-              Mamba 2FA

-              Qilin Ransomware

-              RansomHub Ransomware

-              RansomHub Revisited

-              Lynx Ransomware

-              Scattered Spider

-              Medusa Ransomware

-              Legitimate Services Malicious Intentions

-              CVE-2025-0282 and CVE-2025-0283 – Ivanti CS, PS and ZTA

-              CVE-2025-31324 – SAP Netweaver

-              Pre-CVE Threat Detection

-              BlindEagle (APT-C-36)

-              Raspberry Robin Worm

-              AsyncRAT

-              Amadey

-              Lumma Stealer

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
Emma Foulger
Global Threat Research Operations Lead

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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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Carlos Gray
Senior Product Marketing Manager, Email
Your data. Our AI.
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