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August 2, 2023

Darktrace's Detection of Ransomware & Syssphinx

Read how Darktrace identified an attack technique by the threat group, Syssphinx. Learn how Darktrace's quick identification process can spot a threat.
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
Adam Potter
Senior Cyber Analyst
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02
Aug 2023

Introduction

As the threat of costly cyber-attacks continues represent a real concern to security teams across the threat landscape, more and more organizations are strengthening their defenses with additional security tools to identify attacks and protect their networks. As a result, malicious actors are being forced to adapt their tactics, modify existing variants of malicious software, or utilize entirely new variants.  

Symantec recently released an article about Syssphinx, the financially motivated cyber threat group previously known for their point-of-sale attacks. Syssphinx attempts to deploy ransomware on customer networks via a modified version of their ‘Sardonic’ backdoor. Such activity highlights the ability of threat actors to alter the composition and presentation of payloads, tools, and tactics.

Darktrace recently detected some of the same indicators suggesting a likely Syssphinx compromise within the network of a customer trialing the Darktrace DETECT™ and RESPOND™ products. Despite the potential for variations in the construction of backdoors and payloads used by the group, Darktrace’s anomaly-based approach to threat detection allowed it to stitch together a detailed account of compromise activity and identify the malicious activity prior to disruptive events on the customer’s network.

What is Syssphinx?

Syssphinx is a notorious cyber threat entity known for its financially motivated compromises.  Also referred to as FIN8, Syssphinx has been observed as early as 2016 and is largely known to target private sector entities in the retail, hospitality, insurance, IT, and financial sectors.[1]

Although Syssphinx primarily began focusing on point-of-sale style attacks, the activity associated with the group has more recently incorporated ransomware variants into their intrusions in a potential bid to further extract funds from target organizations.[2]

Syssphinx Sardonic Backdoor

Given this gradual opportunistic incorporation of ransomware, it should not be surprising that Syssphinx has slowly expanded its repertoire of tools.  When primarily performing point-of-sale compromises, the group was known for its use of point-of-sale specific malwares including BadHatch, PoSlurp/PunchTrack, and PowerSniff/PunchBuggy/ShellTea.[3]

However, in a seeming response to updates in detection systems while using previous indicators of compromise (IoCs), Syssphinx began to modify its BadHatch malware.  This resulted in the use of a C++ derived backdoor known as “Sardonic”, which has the ability to aggregate host credentials, spawn additional command sessions, and deliver payloads to compromised devices via dynamic-link library (DLL).[4],[5]

Analysis of the latest version of Sardonic reveals further changes to the malware to elude detection. These shifts include the implementation of the backdoor in the C programming language, and additional over-the-network communication obfuscation techniques. [6]

During the post-exploitation phase, the group tends to rely on “living-off-the-land” tactics, whereby an attacker utilizes tools already present within the organization’s digital environment to avoid detection. Syssphinx seems to utilize system-native tools such as PowerShell and the Windows Management Instrumentation (WMI) interface.[7] It is also not uncommon to see Windows-based vulnerability exploits employed on compromised devices. This has been observed by researchers who have examined previous iterations of Syssphinx backdoors.[8] Syssphinx also appears to exhibit elements of strategic patience and discipline in its operations, with significant time gaps in operations noted by researchers. During this time, it appears likely that updates and tweaks were applied to Syssphinx payloads.

Compromise Details

In late April 2023, Darktrace identified an active compromise on the network of a prospective customer who was trialing Darktrace DETECT+RESPOND. The customer, a retailer in EMEA with hundreds of tracked devices, reached out to the Darktrace Analyst team via the Ask the Expert (ATE) service for support and further investigation, following the encryption of their server and backup data storage in an apparent ransomware attack. Although the encryption events fell outside Darktrace’s purview due to a limited set up of trial appliances, Darktrace was able to directly track early stages of the compromise before exfiltration and encryption events began. If a full deployment had been set up and RESPOND functionality had been configured in autonomous response mode, Darktrace may have helped mitigate such encryption events and would have aided in the early identification of this ransomware attack.

Initial Intrusion and Establishment of Command and Control (C2) Infrastructure

As noted by security researchers, Syssphinx largely relies on social engineering and phishing emails to deliver its backdoor payloads. As there were no Darktrace/Email™ products deployed for this customer, it would be difficult to directly observe the exact time and manner of initial payload delivery related to this compromise. This is compounded by the fact that the customer had only recently began using Darktrace’s products during their trial period. Given the penchant for patience and delay by Syssphinx, it is possible that the intrusion began well before Darktrace had visibility of the organization’s network.

However, beginning on April 30, 2023, at 07:17:31 UTC, Darktrace observed the domain controller dc01.corp.XXXX  making repeated SSL connections to the endpoint 173-44-141-47[.]nip[.]io. In addition to the multiple open-source intelligence (OSINT) flags for this endpoint, the construction of the domain parallels that of the initial domain used to deliver a backdoor, as noted by Symantec in their analysis (37-10-71-215[.]nip[.]io). This activity likely represented the initial beaconing being performed by the compromised device. Additionally, an elevated level of incoming external data over port 443 was observed during this time, which may be associated with the delivery of the Sardonic backdoor payload. Given the unusual use of port 443 to perform SSH connections later seen in the kill chain of this attack, this activity could also parallel the employment of embedded backdoor payloads seen in the latest iteration of the Sardonic backdoor noted by Symantec.

Figure 1: Graph of the incoming external data surrounding the time of the initial establishment of command and control communication for the domain controller. As seen in the graph, the spike in incoming external data during this time may parallel the delivery of Syssphinx Sardonic backdoor.

Regardless, the domain controller proceeded to make repeated connections over port 443 to the noted domain.

Figure 2: Breach event log for the domain controller making repeated connections over port 443 to the rare external destination endpoint in constitute the establishment of C2 communication.

Internal Reconnaissance/Privilege Escalation

Following the establishment of C2 communication, Darktrace detected numerous elements of internal reconnaissance. On Apr 30, 2023, at 22:06:26 UTC, the desktop device desktop_02.corp.XXXX proceeded to perform more than 100 DRSGetNCChanges requests to the aforementioned domain controller. These commands, which are typically implemented over the RPC protocol on the DRSUAPI interface, are frequently utilized in Active Directory sync attacks to copy Active Directory information from domain controllers. Such activity, when not performed by new domain controllers to sync Active Directory contents, can indicate malicious domain or user enumeration, credential compromise or Active Directory enumeration.

Although the affected device made these requests to the previously noted domain controller, which was already compromised, such activity may have further enabled the compromise by allowing the threat actor to transfer these details to a more easily manageable device.

The device performing these DRSGetNCChanges requests would later be seen performing lateral movement activity and making connections to malicious endpoints.

Figure 3: Breach log highlighting the DRS operations performed by the corporate device to the destination domain controller. Such activity is rarely authorized for devices not tagged as administrative or as domain controllers.

Execution and Lateral Movement

At 23:09:53 UTC on April 30, 2023, the original domain server proceeded to make multiple uncommon WMI calls to a destination server on the same subnet (server01.corp.XXXX). Specifically, the device was observed making multiple RPC calls to IWbem endpoints on the server, which included login and ExecMethod (method execution) commands on the destination device. This destination device later proceeded to conduct additional beaconing activity to C2 endpoints and exfiltrate data.

Figure 4: Breach log for the domain controller performing WMI commands to the destination server during the lateral movement phase of the breach.

Similarly, beginning on May 1, 2023, at 00:11:09 UTC, the device desktop_02.corp.XXXX made multiple WMI requests to two additional devices, one server and one desktop, within the same subnet as the original domain controller. During this time, desktop_02.corp.XXXX  also utilized SMBv1, an outdated and typically non-compliant version communication protocol, to write the file rclone.exe to the same two destination devices. Rclone.exe, and its accompanying bat file, is a command-line tool developed by IT provider Rclone, to perform file management tasks. During this time, Darktrace also observed the device reading and deleting an unexpected numeric file on the ADMIN$ of the destination server, which may represent additional defense evasion techniques and tool staging.

Figure 5: Event log highlighting the writing of rclone.exe using the outdated SMBv1 communication protocol.
Figure 6: SMB logs indicating the reading and deletion of numeric string files on ADMIN$ shares of the destination devices during the time of the rclone.exe SMB writes. Such activity may be associated with tool staging and could indicate potential defense evasion techniques.

Given that the net loader sample analyzed by Symantec injects the backdoor into a WmiPrvSE.exe process, the use of WMI operations is not unexpected. Employment of WMI also correlates with the previously mentioned “living-off-the-land” tactics, as WMI services are commonly used for regular network and system administration purposes. Moreover, the staging of rclone.exe, a legitimate file management tool, for data exfiltration underscores attempts to blend into existing and expected network traffic and remain undetected on the customer’s network.

Data Exfiltration and Impact

Initial stages of data exfiltration actually began prior to some of the lateral movement events described above. On April 30, 2023, 23:09:47 the device server01.corp.XXXX, transferred nearly 11 GB of data to 173.44[.]141[.]47, as well as to the rare external IP address 170.130[.]55[.]77, which appears to have served as the main exfiltration destination during this compromise. Furthermore, the host made repeated connections to the same external IP associated with the initial suspicious beaconing activity (173.44[.]141[.]47) over SSL.

While the data exfiltration event unfolded, the device, server01.corp.XXXX, made multiple HTTP requests to 37.10[.]71[.]215, which featured URIs requesting the rclone.exe and rclone.bat files. This IP address was directly involved in the sample analyzed by Symantec. Furthermore, one of the devices that received the SMB file writes of rclone.exe and the WMI commands from desktop_02.corp.XXXX also performed SSL beaconing to endpoints associated with the compromise.

Between 01:20:45 - 03:31:41 UTC on May 1, 2023, a Darktrace detected a series of devices on the network performing a repeated pattern of activity, namely external connectivity followed by suspicious file downloads and external data transfer operations. Specifically, each affected device made multiple HTTP requests to 37.10[.]71[.]215 for rclone files. The devices proceeded to download the executable and/or binary files, and then transfer large amounts of data to the aforementioned endpoints, 170.130[.]55[.]77 and or 173-44-141-47[.]nip[.]io. Although the devices involved in data exfiltration utilized port 443 as a destination port, the connections actually used the SSH protocol. Darktrace recognized this behavior as unusual as port 443 is typically associated with the SSL protocol, while port 22 is reserved for SSH. Therefore, this activity may represent the threat actor’s attempts to remain undetected by security tools.

This unexpected use of SSH over port 443 also correlates with the descriptions of the new Sardonic backdoor according to threat researchers. Further beaconing and exfiltration activity was performed by an additional host one day later whereby the device made suspicious repeated connections to the aforementioned external hosts.

Figure 7: Connection details highlighting the use of port 443 for SSH connections during the exfiltration events.

In total, nine separate devices were involved in this pattern of activity. Five of these devices were labeled as ‘administrative’ devices according to their hostnames. Over the course of the entire exfiltration event, the attackers exfiltrated almost 61 GB of data from the organization’s environment.

Figure 8: Graph showing the levels of external data transfer from a breach device for one day on either side of the breach time. There is a large spike in such activity during the time of the breach that underscores the exfiltration events.

In addition to the individual anomaly detections by DETECT, Darktrace’s Cyber AI Analyst™ launched an autonomous investigation into the unusual behavior carried out by affected devices, connecting and collating multiple security events into one AI Analyst Incident. AI Analyst ensures that Darktrace can recognize and link the individual steps of a wider attack, rather than just identifying isolated incidents. While traditional security tools may mistake individual breaches as standalone activity, Darktrace’s AI allows it to provide unparalleled visibility over emerging attacks and their kill chains. Furthermore, Cyber AI Analyst’s instant autonomous investigations help to save customer security teams invaluable time in triaging incidents in comparison with human teams who would have to commit precious time and resources to conduct similar pattern analysis.

In this specific case, AI Analyst identified 44 separate security events from 18 different devices and was able to tie them together into one incident. The events that made up this AI Analyst Incident included:

  • Possible SSL Command and Control
  • Possible HTTP Command and Control
  • Unusual Repeated Connections
  • Suspicious Directory Replication ServiceActivity
  • Device / New or Uncommon WMI Activity
  • SMB Write of Suspicious File
  • Suspicious File Download
  • Unusual External Data Transfer
  • Unusual External Data Transfer to MultipleRelated Endpoints
Figure 9: Cyber AI Incident log highlighting multiple unusual anomalies and connecting them into one incident.

Had Darktrace RESPOND been enabled in autonomous response mode on the network of this prospective customer, it would have been able to take rapid mitigative action to block the malicious external connections used for C2 communication and subsequent data exfiltration, ideally halting the attack at this stage. As previously discussed, the limited network configuration of this trial customer meant that the encryption events unfortunately took place outside of Darktrace’s scope. When fully configured on a customer environment, Darktrace DETECT can identify such encryption attempts as soon as they occur. Darktrace RESPOND, in turn, would be able to immediately intervene by applying preventative actions like blocking internal connections that may represent file encryption, or limiting potentially compromised devices to a previously established pattern of life, ensuring they cannot carry out any suspicious activity.

Conclusion

Despite the limitations posed by the customer’s trial configuration, Darktrace demonstrated its ability to detect malicious activity associated with Syssphinx and track it across multiple stages of the kill chain.

Darktrace’s ability to identify the early stages of a compromise and various steps of the kill chain, highlights the necessity for machine learning-enabled, anomaly-based detection. In the face of threats such as Syssphinx, that exhibit the propensity to recast backdoor payloads and incorporate on “living-off-the-land” tactics, signatures and rules-based detection may not prove as effective. While Syssphinx and other threat groups will continue to adopt new tools, methods, and techniques, Darktrace’s Self-Learning AI is uniquely positioned to meet the challenge of such threats.

Appendix

DETECT Model Breaches Observed

•      Anomalous Server Activity / Anomalous External Activity from Critical Network Device

•      Anomalous Connection / Anomalous DRSGetNCChanges Operation

•      Device / New or Uncommon WMI Activity

•      Compliance / SMB Drive Write

•      Anomalous Connection / Data Sent to Rare Domain

•      Anomalous Connection / Uncommon 1 GiB Outbound

•      Unusual Activity / Unusual External Data Transfer

•      Unusual Activity / Unusual External Data to New Endpoints

•      Compliance / SSH to Rare External Destination

•      Anomalous Connection / Unusual SMB Version 1 Connectivity

•      Anomalous File / EXE from Rare External Location

•      Anomalous File / Script from Rare External Location

•      Compromise / Suspicious File and C2

•      Device / Initial Breach Chain Compromise

AI Analyst Incidents Observed

•      Possible SSL Command and Control

•      Possible HTTP Command and Control

•      Unusual Repeated Connections

•      Suspicious Directory Replication Service Activity

•      Device / New or Uncommon WMI Activity

•      SMB Write of Suspicious File

•      Suspicious File Download

•      Unusual External Data Transfer

•      Unusual External Data Transfer to Multiple Related Endpoints

IoCs

IoC - Type - Description

37.10[.]71[.]215 – IP – C2 + payload endpoint

173-44-141-47[.]nip[.]io – Hostname – C2 – payload

173.44[.]141[.]47 – IP – C2 + potential payload

170.130[.]55[.]77 – IP – Data exfiltration endpoint

Rclone.exe – Exe File – Common data tool

Rclone.bat – Script file – Common data tool

MITRE ATT&CK Mapping

Command and Control

T1071 - Application Layer Protocol

T1071.001 – Web protocols

T1573 – Encrypted channels

T1573.001 – Symmetric encryption

T1573.002 – Asymmetric encryption

T1571 – Non-standard port

T1105 – Ingress tool transfer

Execution

T1047 – Windows Management Instrumentation

Credential Access

T1003 – OS Credential Dumping

T1003.006 – DCSync

Lateral Movement

T1570 – Lateral Tool Transfer

T1021 - Remote Services

T1021.002 - SMB/Windows Admin Shares

T1021.006 – Windows Remote Management

Exfiltration

T1048 - Exfiltration Over Alternative Protocol

T1048.001 - Exfiltration Over Symmetric Encrypted Non-C2 Protocol

T1048.002 - Exfiltration Over Symmetric Encrypted Non-C2 Protocol

T1041 - Exfiltration Over C2 Channel

References

[1] https://cyberscoop.com/syssphinx-cybercrime-ransomware/

[2] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[3] https://www.bleepingcomputer.com/news/security/fin8-deploys-alphv-ransomware-using-sardonic-malware-variant/

[4] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[5] https://thehackernews.com/2023/07/fin8-group-using-modified-sardonic.html

[6] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[7] https://symantec-enterprise-blogs.security.com/blogs/threat-intelligence/Syssphinx-FIN8-backdoor

[8] https://www.mandiant.com/resources/blog/windows-zero-day-payment-cards

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
Adam Potter
Senior Cyber Analyst

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December 23, 2025

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

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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

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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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