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March 8, 2024

Malicious Use of Dropbox in Phishing Attacks

Understand the tactics of phishing attacks that exploit Dropbox and learn how to recognize and mitigate these emerging cybersecurity threats.
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
Ryan Traill
Analyst Content Lead
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08
Mar 2024

Evolving Phishing Attacks

While email has long been the vector of choice for carrying out phishing attacks, threat actors, and their tactics, techniques, and procedures (TTPs), are continually adapting and evolving to keep pace with the emergence of new technologies that represent new avenues to exploit. As previously discussed by the Darktrace analyst team, several novel threats relating to the abuse of commonly used services and platforms were observed throughout 2023, including the rise of QR Code Phishing and the use of Microsoft SharePoint and Teams in phishing campaigns.

Dropbox Phishing Attacks

It should, therefore, come as no surprise that the malicious use of other popular services has gained traction in recent years, including the cloud storage platform Dropbox.

With over 700 million registered users [1], Dropbox has established itself as a leading cloud storage service celebrated for its simplicity in file storage and sharing, but in doing so it has also inadvertently opened a new avenue for threat actors to exploit. By leveraging the legitimate infrastructure of Dropbox, threat actors are able to carry out a range of malicious activities, from convincing their targets to unknowingly download malware to revealing sensitive information like login credentials.

Darktrace Detection of Dropbox Phishing Attack

Darktrace detected a malicious attempt to use Dropbox in a phishing attack in January 2024, when employees of a Darktrace customer received a seemingly innocuous email from a legitimate Dropbox address. Unbeknownst to the employees, however, a malicious link had been embedded in the contents of the email that could have led to a widespread compromise of the customer’s Software-as-a-Service (SaaS) environment. Fortunately for this customer, Darktrace / EMAIL quickly identified the suspicious emails and took immediate actions to stop them from being opened. If an email was accessed by an employee, Darktrace / IDENTITY was able to recognize any suspicious activity on the customer’s SaaS platform and bring it to the immediate detection of their security team.

Attack overview

Initial infection  

On January 25, 2024, Darktrace / EMAIL observed an internal user on a customer’s SaaS environment receiving an inbound email from ‘no-reply@dropbox[.]com’, a legitimate email address used by the Dropbox file storage service.  Around the same time 15 other employees also received the same email.

The email itself contained a link that would lead a user to a PDF file hosted on Dropbox, that was seemingly named after a partner of the organization. Although the email and the Dropbox endpoint were both legitimate, Darktrace identified that the PDF file contained a suspicious link to a domain that had never previously been seen on the customer’s environment, ‘mmv-security[.]top’.  

Darktrace understood that despite being sent from a legitimate service, the email’s initiator had never previously corresponded with anyone at the organization and therefore treated it with suspicion. This tactic, whereby a legitimate service sends an automated email using a fixed address, such as ‘no-reply@dropbox[.]com’, is often employed by threat actors attempting to convince SaaS users to follow a malicious link.

As there is very little to distinguish between malicious or benign emails from these types of services, they can often evade the detection of traditional email security tools and lead to disruptive account takeovers.

As a result of this detection, Darktrace / EMAIL immediately held the email, stopping it from landing in the employee’s inbox and ensuring the suspicious domain could not be visited. Open-source intelligence (OSINT) sources revealed that this suspicious domain was, in fact, a newly created endpoint that had been reported for links to phishing by multiple security vendors [2].

A few days later on January 29, the user received another legitimate email from ‘no-reply@dropbox[.]com’ that served as a reminder to open the previously shared PDF file. This time, however, Darktrace / EMAIL moved the email to the user’s junk file and applied a lock link action to prevent the user from directly following a potentially malicious link.

Figure 1: Anomaly indicators associated with the suspicious emails sent by ’no.reply@dropbox[.]com’, and the corresponding actions performed by Darktrace / EMAIL

Unfortunately for the customer in this case, their employee went on to open the suspicious email and follow the link to the PDF file, despite Darktrace having previously locked it.

Figure 2: Confirmation that the SaaS user read the suspicious email and followed the link to the PDF file hosted on Dropbox, despite it being junked and link locked.

Darktrace / NETWORK subsequently identified that the internal device associated with this user connected to the malicious endpoint, ‘mmv-security[.]top’, a couple of days later.

Further investigation into this suspicious domain revealed that it led to a fake Microsoft 365 login page, designed to harvest the credentials of legitimate SaaS account holders. By masquerading as a trusted organization, like Microsoft, these credential harvesters are more likely to appear trustworthy to their targets, and therefore increase the likelihood of stealing privileged SaaS account credentials.  

Figure 3: The fake Microsoft login page that the user was directed to after clicking the link in the PDF file.

Suspicious SaaS activity

In the days following the initial infection, Darktrace / IDENTITY began to observe a string of suspicious SaaS activity being performed by the now compromised Microsoft 365 account.

Beginning on January 31, Darktrace observed a number of suspicious SaaS logins from multiple unusual locations that had never previously accessed the account, including 73.95.165[.]113. Then on February 1, Darktrace detected unusual logins from the endpoints 194.32.120[.]40 and 185.192.70[.]239, both of which were associated with ExpressVPN indicating that threat actors may have been using a virtual private network (VPN) to mask their true location.

FIgure 4: Graph Showing several unusual logins from different locations observed by Darktrace/Apps on the affected SaaS account.

Interestingly, the threat actors observed during these logins appeared to use a valid multi-factor authentication (MFA) token, indicating that they had successfully bypassed the customer’s MFA policy. In this case, it appears likely that the employee had unknowingly provided the attackers with an MFA token or unintentionally approved a login verification request. By using valid tokens and meeting the necessary MFA requirements, threat actors are often able to remain undetected by traditional security tools that view MFA as the silver bullet. However, Darktrace’s anomaly-based approach to threat detection allows it to quickly identify unexpected activity on a device or SaaS account, even if it occurs with legitimate credentials and successfully passed authentication requirements, and bring it to the attention of the customer’s security team.

Shortly after, Darktrace observed an additional login to the SaaS account from another unusual location, 87.117.225[.]155, this time seemingly using the HideMyAss (HMA) VPN service. Following this unusual login, the actor was seen creating a new email rule on the compromised Outlook account. The new rule, named ‘….’, was intended to immediately move any emails from the organization’s accounts team directly to the ‘Conversation History’ mailbox folder. This is a tactic often employed by threat actors during phishing campaigns to ensure that their malicious emails (and potential responses to them) are automatically moved to less commonly visited mailbox folders in order to remain undetected on target networks. Furthermore, by giving this new email rule a generic name, like ‘….’ it is less likely to draw the attention of the legitimate account holder or the organizations security team.

Following this, Darktrace / EMAIL observed the actor sending updated versions of emails that had previously been sent by the legitimate account holder, with subject lines containing language like “Incorrect contract” and “Requires Urgent Review”, likely in an attempt to illicit some kind of follow-up action from the intended recipient.  This likely represented threat actors using the compromised account to send further malicious emails to the organization’s accounts team in order to infect additional accounts across the customer’s SaaS environment.

Unfortunately, Darktrace's Autonomous Response was not deployed in the customer’s SaaS environment in this instance, meaning that the aforementioned malicious activity did not lead to any mitigative actions to contain the compromise. Had Autonomous Response been enabled in fully autonomous mode at the time of the attack, it would have quickly moved to log out and disable the suspicious actor as soon as they had logged into the SaaS environment from an unusual location, effectively shutting down this account takeover attempt at the earliest opportunity.

Nevertheless, Darktrace / EMAIL's swift identification and response to the suspicious phishing emails, coupled with Darktrace / IDENTITY's detection of the unusual SaaS activity, allowed the customer’s security team to quickly identify the offending SaaS actor and take the account offline before the attack could escalate further

Conclusion

As organizations across the world continue to adopt third-party solutions like Dropbox into their day-to-day business operations, threat actors will, in turn, continue to seek ways to exploit these and add them to their arsenal. As illustrated in this example, it is relatively simple for attackers to abuse these legitimate services for malicious purposes, all while evading detection by endpoint users and security teams alike.

By leveraging these commonly used platforms, malicious actors are able to carry out disruptive cyber-attacks, like phishing campaigns, by taking advantage of legitimate, and seemingly trustworthy, infrastructure to host malicious files or links, rather than relying on their own infrastructure. While this tactic may bypass traditional security measures, Darktrace’s Self-Learning AI enables it to recognize unusual senders within an organization’s email environment, even if the email itself seems to have come from a legitimate source, and prevent them from landing in the target inbox. In the event that a SaaS account does become compromised, Darktrace is able to identify unusual login locations and suspicious SaaS activities and bring them to the attention of the customer for remediation.

In addition to the prompt identification of emerging threats, Darktrace's Autonomous Response is uniquely placed to take swift autonomous action against any suspicious activity detected within a customer’s SaaS environment, effectively containing any account takeover attempts in the first instance.

Credit to Ryan Traill, Threat Content Lead, Emily Megan Lim, Cyber Security Analyst

Appendices

Darktrace Model Detections  

- Model Breach: SaaS / Access::Unusual External Source for SaaS Credential Use

- Model Breach: SaaS / Unusual Activity::Multiple Unusual External Sources For SaaS Credential

- Model Breach: SaaS / Access::Unusual External Source for SaaS Credential Use

- Model Breach: SaaS / Access::Unusual External Source for SaaS Credential Use

- Model Breach: SaaS / Unusual Activity::Multiple Unusual SaaS Activities

- Model Breach: SaaS / Unusual Activity::Unusual MFA Auth and SaaS Activity

- Model Breach: SaaS / Compromise::Unusual Login and New Email Rule

- Model Breach: SaaS / Compliance::Anomalous New Email Rule

- Model Breach: SaaS / Compliance::New Email Rule

- Model Breach: SaaS / Compromise::SaaS Anomaly Following Anomalous Login

- Model Breach: Device / Suspicious Domain

List of Indicators of Compromise (IoCs)

Domain IoC

mmv-security[.]top’ - Credential Harvesting Endpoint

IP Address

73.95.165[.]113 - Unusual Login Endpoint

194.32.120[.]40 - Unusual Login Endpoint

87.117.225[.]155 - Unusual Login Endpoint

MITRE ATT&CK Mapping

DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS

T1078.004 - Cloud Accounts

DISCOVERY

T1538 - Cloud Service Dashboard

RESOURCE DEVELOPMENT

T1586 - Compromise Accounts

CREDENTIAL ACCESS

T1539 - Steal Web Session Cookie

PERSISTENCE

T1137 - Outlook Rules

INITIAL ACCESS

T156.002 Spearphishing Link

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
Ryan Traill
Analyst Content Lead

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December 23, 2025

How to Secure AI in the Enterprise: A Practical Framework for Models, Data, and Agents

How to secure AI in the enterprise: A practical framework for models, data, and agents Default blog imageDefault blog image

Introduction: Why securing AI is now a security priority

AI adoption is at the forefront of the digital movement in businesses, outpacing the rate at which IT and security professionals can set up governance models and security parameters. Adopting Generative AI chatbots, autonomous agents, and AI-enabled SaaS tools promises efficiency and speed but also introduces new forms of risk that traditional security controls were never designed to manage. For many organizations, the first challenge is not whether AI should be secured, but what “securing AI” actually means in practice. Is it about protecting models? Governing data? Monitoring outputs? Or controlling how AI agents behave once deployed?  

While demand for adoption increases, securing AI use in the enterprise is still an abstract concept to many and operationalizing its use goes far beyond just having visibility. Practitioners need to also consider how AI is sourced, built, deployed, used, and governed across the enterprise.

The goal for security teams: Implement a clear, lifecycle-based AI security framework. This blog will demonstrate the variety of AI use cases that should be considered when developing this framework and how to frame this conversation to non-technical audiences.  

What does “securing AI” actually mean?

Securing AI is often framed as an extension of existing security disciplines. In practice, this assumption can cause confusion.

Traditional security functions are built around relatively stable boundaries. Application security focuses on code and logic. Cloud security governs infrastructure and identity. Data security protects sensitive information at rest and in motion. Identity security controls who can access systems and services. Each function has clear ownership, established tooling, and well-understood failure modes.

AI does not fit neatly into any of these categories. An AI system is simultaneously:

  • An application that executes logic
  • A data processor that ingests and generates sensitive information
  • A decision-making layer that influences or automates actions
  • A dynamic system that changes behavior over time

As a result, the security risks introduced by AI cuts across multiple domains at once. A single AI interaction can involve identity misuse, data exposure, application logic abuse, and supply chain risk all within the same workflow. This is where the traditional lines between security functions begin to blur.

For example, a malicious prompt submitted by an authorized user is not a classic identity breach, yet it can trigger data leakage or unauthorized actions. An AI agent calling an external service may appear as legitimate application behavior, even as it violates data sovereignty or compliance requirements. AI-generated code may pass standard development checks while introducing subtle vulnerabilities or compromised dependencies.

In each case, no single security team “owns” the risk outright.

This is why securing AI cannot be reduced to model safety, governance policies, or perimeter controls alone. It requires a shared security lens that spans development, operations, data handling, and user interaction. Securing AI means understanding not just whether systems are accessed securely, but whether they are being used, trained, and allowed to act in ways that align with business intent and risk tolerance.

At its core, securing AI is about restoring clarity in environments where accountability can quickly blur. It is about knowing where AI exists, how it behaves, what it is allowed to do, and how its decisions affect the wider enterprise. Without this clarity, AI becomes a force multiplier for both productivity and risk.

The five categories of AI risk in the enterprise

A practical way to approach AI security is to organize risk around how AI is used and where it operates. The framework below defines five categories of AI risk, each aligned to a distinct layer of the enterprise AI ecosystem  

How to Secure AI in the Enterprise:

  • Defending against misuse and emergent behaviors
  • Monitoring and controlling AI in operation
  • Protecting AI development and infrastructure
  • Securing the AI supply chain
  • Strengthening readiness and oversight

Together, these categories provide a structured lens for understanding how AI risk manifests and where security teams should focus their efforts.

1. Defending against misuse and emergent AI behaviors

Generative AI systems and agents can be manipulated in ways that bypass traditional controls. Even when access is authorized, AI can be misused, repurposed, or influenced through carefully crafted prompts and interactions.

Key risks include:

  • Malicious prompt injection designed to coerce unwanted actions
  • Unauthorized or unintended use cases that bypass guardrails
  • Exposure of sensitive data through prompt histories
  • Hallucinated or malicious outputs that influence human behavior

Unlike traditional applications, AI systems can produce harmful outcomes without being explicitly compromised. Securing this layer requires monitoring intent, not just access. Security teams need visibility into how AI systems are being prompted, how outputs are consumed, and whether usage aligns with approved business purposes

2. Monitoring and controlling AI in operation

Once deployed, AI agents operate at machine speed and scale. They can initiate actions, exchange data, and interact with other systems with little human oversight. This makes runtime visibility critical.

Operational AI risks include:

  • Agents using permissions in unintended ways
  • Uncontrolled outbound connections to external services or agents
  • Loss of forensic visibility into ephemeral AI components
  • Non-compliant data transmission across jurisdictions

Securing AI in operation requires real-time monitoring of agent behavior, centralized control points such as AI gateways, and the ability to capture agent state for investigation. Without these capabilities, security teams may be blind to how AI systems behave once live, particularly in cloud-native or regulated environments.

3. Protecting AI development and infrastructure

Many AI risks are introduced long before deployment. Development pipelines, infrastructure configurations, and architectural decisions all influence the security posture of AI systems.

Common risks include:

  • Misconfigured permissions and guardrails
  • Insecure or overly complex agent architectures
  • Infrastructure-as-Code introducing silent misconfigurations
  • Vulnerabilities in AI-generated code and dependencies

AI-generated code adds a new dimension of risk, as hallucinated packages or insecure logic may be harder to detect and debug than human-written code. Securing AI development means applying security controls early, including static analysis, architectural review, and continuous configuration monitoring throughout the build process.

4. Securing the AI supply chain

AI supply chains are often opaque. Models, datasets, dependencies, and services may come from third parties with varying levels of transparency and assurance.

Key supply chain risks include:

  • Shadow AI tools used outside approved controls
  • External AI agents granted internal access
  • Suppliers applying AI to enterprise data without disclosure
  • Compromised models, training data, or dependencies

Securing the AI supply chain requires discovering where AI is used, validating the provenance and licensing of models and data, and assessing how suppliers process and protect enterprise information. Without this visibility, organizations risk data leakage, regulatory exposure, and downstream compromise through trusted integrations.

5. Strengthening readiness and oversight

Even with strong technical controls, AI security fails without governance, testing, and trained teams. AI introduces new incident scenarios that many security teams are not yet prepared to handle.

Oversight risks include:

  • Lack of meaningful AI risk reporting
  • Untested AI systems in production
  • Security teams untrained in AI-specific threats

Organizations need AI-aware reporting, red and purple team exercises that include AI systems, and ongoing training to build operational readiness. These capabilities ensure AI risks are understood, tested, and continuously improved, rather than discovered during a live incident.

Reframing AI security for the boardroom

AI security is not just a technical issue. It is a trust, accountability, and resilience issue. Boards want assurance that AI-driven decisions are reliable, explainable, and protected from tampering.

Effective communication with leadership focuses on:

  • Trust: confidence in data integrity, model behavior, and outputs
  • Accountability: clear ownership across teams and suppliers
  • Resilience: the ability to operate, audit, and adapt under attack or regulation

Mapping AI security efforts to recognized frameworks such as ISO/IEC 42001 and the NIST AI Risk Management Framework helps demonstrate maturity and aligns AI security with broader governance objectives.

Conclusion: Securing AI is a lifecycle challenge

The same characteristics that make AI transformative also make it difficult to secure. AI systems blur traditional boundaries between software, users, and decision-making, expanding the attack surface in subtle but significant ways.

Securing AI requires restoring clarity. Knowing where AI exists, how it behaves, who controls it, and how it is governed. A framework-based approach allows organizations to innovate with AI while maintaining trust, accountability, and control.

The journey to secure AI is ongoing, but it begins with understanding the risks across the full AI lifecycle and building security practices that evolve alongside the technology.

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About the author
Brittany Woodsmall
Product Marketing Manager, AI & Attack Surface

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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.  

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