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September 20, 2022

Modern Extortion: Detecting Data Theft From the Cloud

Darktrace highlights a handful of data theft incidents on shared cloud platforms, showing that cloud computing can be a vulnerable place for modern extortion.
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
Adrianne Marques
Senior Research Analyst
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20
Sep 2022

Ransomware Industry

The ransomware industry has benefitted from a number of factors in recent years: inadequate cyber defenses, poorly regulated cryptocurrency markets, and geopolitical tensions have allowed gangs to extort increasingly large ransoms while remaining sheltered from western law enforcement [1]. However, one of the biggest success stories of the ransomware industry has been the adaptability and evolution of attacker TTPs (tactics, techniques and procedures). The WannaCry and NotPetya attacks of 2017 popularized a form of ransomware which used encryption algorithms to hold data to ransom in exchange for a decryption key. Last year in 2021, almost all ransomware strains evolved to use double extortion tactics: holding stolen data to ransom as well as encrypted data [2]. Now, some ransomware gangs have dropped encryption entirely, and are using data theft as their sole means of extortion. 

Using data theft for extortion is not new. In 2020 the Finnish psychotherapy center Vastaamo had over 40,000 patient records stolen. Impacted patients were told that their psychiatric transcripts would be published online if they failed to pay a Bitcoin ransom. [3]. A later report by BlackFog in May 2021 predicted data theft extortion would become one of the key emerging cybersecurity trends that year [4]. Adoption of offline back-ups and endpoint detection had made encryption harder, while a large-scale move to Cloud and SaaS platforms offered new vectors for data theft. By moving from data encryption to data exfiltration, ransomware attackers pivoted from targeting data availability within the CIA triad (Confidentiality, Integrity, Availability) to threatening data confidentiality.

In November 2021, Darktrace detected a data theft incident following the compromise of two SaaS accounts within an American tech customer’s Office365 environment. The client was a longstanding user of Darktrace DETECT/Network, and was in the process of expanding their coverage by trialing Darktrace DETECT+RESPOND/ Apps + Cloud.

Attack Overview

On November 23rd 2021, an Ask the Expert (ATE) ticket was raised prompting investigation into a breached SaaS model, ‘SaaS / Access / Unusual External Source for SaaS Credential Use’, and the activities of a user (censored as UserA) over the prior week.

1. Office365: UserA 

The account UserA had been logging in from an unusual location in Nigeria on November 21st. At the time of the incident there were no flags of malicious activity from this IP in widely used OSINT sources. It is also highly probable the attacker was not located in Nigeria but using Nigerian infrastructure in order to hide their true location. Regardless, the location of the login from this IP and ASN was considered highly unusual for users within the customer’s digital estate. The specific user in question most commonly accessed their account from IP ranges located in the US.

Figure 1: In the Geolocation tab of the External Sites Summary on the SaaS Console, UserA was seen logging in from Nigeria when previous logins were exclusively from USA

Further investigation revealed an additional anomaly in the Outlook Web activity of UserA. The account was using the Firefox browser to access their account for the first time in at least 4 weeks (the maximum period for which the customer stored such data). SaaS logs detailing the access of confidential folders and other suspicious actions were identified using the Advanced Search (AS) query:

@fields.saas_actor:"UserA@[REDACTED]" AND @fields.saas_software:"Firefox"

Most actions were ‘MailItemsAccessed’ events originating from IPs located in Nigeria [5,6] and one other potentially malicious IP located in the US [7].

‘MailItemsAccessed’ is part of the new Advanced Audit functionality from Microsoft and can be used to determine when email data is accessed by mail protocols and clients. A bind mail access type denotes an individual access to an email message [8]. 

Figure 2: AS logs shows UserA had not used Firefox to access Office365 for at least 4 weeks prior to the unusual login on the 21st November

Below are details of the main suspicious SaaS activities: 

·      Time: 2021-11-21 09:05:25 - 2021-11-22 16:57:39 UTC

·      SaaS Actor: UserA@[REDACTED]

·      SaaS Service: Office365

·      SaaS Service Product: Exchange

·      SaaS Software: Firefox

·      SaaS Office365 Parent Folders:

          o   \Accounts/Passwords
          o   \Invoices
          o   \Sent Items
          o   \Inbox
          o   \Recoverable Items\Deletions

·      SaaS Event:

          o   MailItemsAccessed
          o   UserLoggedIn
          o   Update

·      SaaS Office365 Mail Access Type: Bind (47 times)

·      Source IP addresses:

          o   105.112.59[.]83
          o   105.112.36[.]212
          o   154.6.17[.]16
          o   45.130.83[.]129

·      SaaS User Agents: 

          o   Client=OWA;Mozilla/5.0 (Windows NT 10.0; Win64; x64; rv:80.0) Gecko/20100101 Firefox/80.0;
          o   Mozilla/5.0 (Windows NT 10.0; Win64; x64; rv:80.0) Gecko/20100101 Firefox/80.0

·      Total SaaS logs: 57 

At the start of the month on the 5th November, the user had also been seen logging in from a potentially malicious endpoint [9] in Europe, performing ‘MailItemsAccessed’ and ‘Updates’ events with subjects and a resource location related to invoices and wire transfers from the Sent items folder. This suggests the initial compromise had been earlier in the month, giving the threat actor time to make preparations for the final stages of the attack.

Figure 3: Event log showing the activity of UserA from IP 45.135.187[.]108 

2. Office365: UserB 

Looking into the model breach ‘SaaS / Access / Suspicious Credential Use And Login User-Agent’, it was seen that a second account, UserB, was also observed logging in from a rare and potentially malicious location in Bangladesh [7]. Similar to UserA, this user had previously logged in exclusively from the USA, and no other accounts within the digital estate had been observed interacting with the Bangladeshi IP address. The login event appeared to bypass MFA (Multi-factor Authentication) and a suspicious user agent, BAV2ROPC, was used. Against misconfigured accounts, this Microsoft user agent is commonly used by attackers to bypass MFA on Office365. It targets Exchange’s Basic Authentication (normally used in POP3/IMAP4 conditions) and results in an OAuth flow which circumvents the additional password security brought by MFA [10].  

During the session, additional resources were accessed which appear to be associated with bill and invoice payments. In addition, on the 4th November, two new suspicious email rules named “..” were created from rare IPs (107.10.56[.]48 and 76.189.202[.]66). This type of behavior is commonly seen during SaaS compromises to delete or forward emails. Typically, an email rule created by a human user will be named to reflect the change being made, such as ‘Move emails from Legal to Urgent’. In contrast, malicious email rules are often short and undescriptive. The rule “..” is likely to blend in without arousing suspicion, while also being easy for the attacker to create and remember. 

Details of these rule changes are as follows:

·      Time: 2021-11-04 13:25:06, 2021-11-05 15:50:00 [UTC]
·      SaaS Service: Office365
·      SaaS Service Product: Exchange
·      SaaS Status Message: True
·      SaaS Source IP addresses: 107.10.56[.]48, 76.189.202[.]66
·      SaaS Account Name: O365
·      SaaS Actor: UserB@[REDACTED]
·      SaaS Event: SetInboxRule
·      SaaS Office365 Modified Property Names:
          o   AlwaysDeleteOutlookRulesBlob, Force, Identity, MoveToFolder, Name, FromAddressContainsWords, StopProcessingRules
          o   AlwaysDeleteOutlookRulesBlob, Force, Identity, Name, FromAddressContainsWords, StopProcessingRules
·      SaaS Resource Name: .. 

During cloud account compromises, attackers will often use sync operations to download emails to their local email client. During the operations, these clients typically download a large set of mail items from the cloud to a local computer. If the attacker is able to sync all mail items to their mail client, the entire mailbox can be compromised. The attacker is able to disconnect from the account and review and search the email without generating additional event logs. 

Both accounts UserA and UserB were observed using ‘MailItemsAccessed’ sync operations between the 1st and 23rd November when this attack occurred. However, based on the originating IP of the sync operations, the activity is likely to have been initiated by the legitimate, US-based users. Once the security team were able to confirm the events were expected and legitimate, they could establish that the contents of the mailbox were not a part of the data breach. 

Accomplish Mission

After gaining access to the Office365 accounts, sensitive data was downloaded by the attackers to their local system. Either on or before 14th December, the attacker had seemingly uploaded the documents onto a data leak website. In total, 130MB of data had been made available for download in two separate packages. The packages included audit and accounting financial documents, with file extensions such as DB, XLSX, and PDF.

Figure 4: The two data packages uploaded by the attacker and the extracted contents

In a sample of past SaaS activity of UserA, the subject and attachments appear related to the ‘OUTSTANDING PREPAY WIRES 2021’ excel document found from the data leak website in Figure 4, suggesting a further possibility that the account was associated with the leaked data. 

Historic SaaS activity associated with UserA: 

·      Time: 2021-11-05 21:21:18 [UTC]
·      SaaS Office365 Logon Type: Owner
·      Protocol: OFFICE365
·      SaaS Account Name: O365
·      SaaS Actor: UserA@[REDACTED].com
·      SaaS Event: Send
·      SaaS Service: Office365
·      SaaS Service Product: Exchange
·      SaaS Status Message: Succeeded
·      SaaS Office365 Attachment: WIRE 2021.xlsx (92406b); image.png (9084b); image.png (1454b); image.png (1648b); image.png (1691b); image.png (1909b); image.png (2094b)
·      SaaS Office365 Subject: Wires 11/8/21
·      SaaS Resource Location: \Drafts
·      SaaS User Agent: Client=OWA;Action=ViaProxy 

Based on the available evidence, it is highly likely that the data packages contain the data stolen during the account compromise the previous month.  

Once the credentials of an Office365 account are stolen, an attacker can not only access the user's mailbox, but also a full range of Office365 applications such as SharePoint folders, Teams Chat, or files in the user's OneDrive [11]. For example, files shared in Teams chat are stored in OneDrive for Business in a folder named Microsoft Teams Chat Files in the default Document library on SharePoint. One of the files visible on the data leak website, called ‘[REDACTED] CONTRACT.3.1.2020.pdf’, was also observed in the default document folder of a third user account (UserC) within the victim organization, suggesting the compromised accounts may have been able to access shared files stored on other accounts by moving laterally via other O365 applications such as Teams. 

One example can be seen in the below AS logs: 

·      Time: 2021-11-11 01:58:35 [UTC]
·      SaaS Resource Type: File
·      Protocol: OFFICE365
·      SaaS Account Name: 0365
·      SaaS Actor: UserC@[REDACTED]
·      SaaS Event: FilePreviewed
·      SaaS Service Product: OneDrive
·      SaaS Metric: ResourceViewed
·      SaaS Office365 Application Name: Media Analysis and Transformation Service
·      SaaS Office365 File Extension: pdf
·      SaaS Resource Location: https://[REDACTED]-my.sharepoint.com/personal/userC_[REDACTED]_com/Documents/Microsoft Teams Chat Files/[REDACTED] CONTRACT 3.1.2020.pdf
·      SaaS Resource Name: [REDACTED] CONTRACT 3.1.2020.pdf
·      SaaS Service: Office365
·      SaaS Service Product: OneDrive
·      SaaS User Agent: OneDriveMpc-Transform_Thumbnail/1.0 

In the period between the 1st and 30th November, the customer’s Darktrace DETECT/Apps trial had raised multiple high-level alerts associated with SaaS account compromise, but there was no evidence of file encryption.  

Establish Foothold 

Looking back at the start of the attack, it is unclear exactly how the attacker evaded the customer’s pre-existing security stack. At the time of the incident, the victim was using a Barracuda email gateway and Microsoft 365 Threat Management for their cloud environment. 

Darktrace detected no indication the accounts were compromised via credential bruteforcing, which would have enabled the attacker to bypass the Azure Active Directory smart lockout (if enabled). The credentials may have been harvested via a phishing campaign which successfully evaded the list of known ‘bad’ domains maintained by their email gateway.  

Upon gaining access to the account, the Microsoft Defender for Cloud Apps anomaly detection policies would have been expected to raise an alert [12]. In this instance, the unusual login from Nigeria occurred over 16 hours after the previous login from the US, potentially evading anomaly detection policies such as the ‘Impossible Travel’ rule. 

Figure 5: Event log showing the user accessing mail from USA a day before the suspicious usage from Nigeria 

Darktrace Coverage

Darktrace DETECT 

Throughout this event, high scoring model breaches associated with the attack were visible in the customer’s SaaS Console. In addition, there were two Cyber AI Analyst incidents for ‘Possible Account Hijack’ associated with the two compromised SaaS Office365 accounts, UserA and UserB. The visibility given by Darktrace DETECT also enabled the security team to confirm which files had been accessed and were likely part of the data leak.

Figure 6: Example Cyber AI Analyst incident of UserB SaaS Office365 account

Darktrace RESPOND

In this incident, the attackers successfully compromised O365 accounts in order to exfiltrate customer data. Whilst Darktrace RESPOND/Apps was being trialed and suggested several actions, it was configured in human confirmation mode. The following RESPOND/Apps actions were advised for these activities:  

·      ‘Antigena [RESPOND] Unusual Access Block’ triggered by the successful login from an unusual IP address, would have actioned the ‘Block IP’ inhibitor, preventing access to the account from the unusual IP for up to 24 hours
·      ‘Suspicious Source Activity Block’, triggered by the suspicious user agent used to bypass MFA, would have actioned the ‘Disable User’ inhibitor, disabling the user account for up to 24 hours 

During this incident, Darktrace RESPOND/Network was being used in fully autonomous mode in order to prevent the threat actor from pivoting into the network. The security team were unable to conclusively say if any attempts by the attacker to do this had been made. 

Concluding Thoughts  

Data theft extortion has become a widely used attack technique, and ransomware gangs may increasingly use this technique alone to target organizations without secure data encryption and storage policies.  

This case study describes a SaaS data theft extortion incident which bypassed MFA and existing security tools. The attacker appeared to compromise credentials without bruteforce activity, possibly with the use of social engineering through phishing. However, from the first new login, Darktrace DETECT identified the unusual credential use in spite of it being an existing account. Had Darktrace RESPOND/Apps been configured, it would have autonomously responded to halt this login and prevent the attacker from accomplishing their data theft mission.

Thanks to Oakley Cox, Brianna Leddy and Shuh Chin Goh for their contributions.

Appendices

References 

[1] https://securelist.com/new-ransomware-trends-in-2022/106457/

[2] https://www.itpro.co.uk/security/ransomware/367624/the-rise-of-double-extortion-ransomware

[3] https://www.malwarebytes.com/blog/news/2020/10/vastaamo-psychotherapy-data-breach-sees-the-most-vulnerable-victims-extorted

[4] https://www.blackfog.com/shift-from-ransomware-to-data-theft-extortion/

[5] https://www.abuseipdb.com/check/105.112.59.83

[6] https://www.abuseipdb.com/check/105.112.36.212

[7] https://www.abuseipdb.com/check/45.130.83.129

[8] https://docs.microsoft.com/en-us/microsoft-365/compliance/mailitemsaccessed-forensics-investigations?view=o365-worldwide

[9] https://www.abuseipdb.com/check/45.135.187.108

[10] https://www.virustotal.com/gui/ip-address/45.137.20.65/details

[11] https://tidorg.com/new-bec-phishing-attack-steals-office-365-credentials-and-bypasses-mfa/

[12] https://docs.microsoft.com/en-us/microsoft-365/security/office-365-security/responding-to-a-compromised-email-account?view=o365-worldwide

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
Adrianne Marques
Senior Research Analyst

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June 30, 2026

5 Ways AI is changing traditional security models according to modern CISOs

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The Reality of Securing AI in Motion

Traditional security tools were built for environments defined by fixed rules and predictable workflows. But AI behavior is non-deterministic. The same prompt can produce different outcomes, and risk often emerges gradually as AI behavior adapts, and permissions drift over time. This creates a constantly shifting environment where security teams are working to define control in a system that resists stability. “In AI security, yesterday's priorities can become tomorrow's blind spots. The landscape shifts that fast,” warned the SVP and Head of Technology and Cybersecurity of a real estate investment trust. Conventional approaches, which rely on establishing and maintaining a steady baseline, struggle to keep up with that level of change.

At the same time, AI adoption is accelerating across organizations, often faster than security teams can implement the controls needed to manage it. “The car is being built while it’s already on the road,” explained the CISO of a global private fund administrator. “The threats we're securing against today won't be the threats we're facing tomorrow. What kept us up three months ago looks nothing like what we're dealing with today.”

As businesses move quickly to unlock value from AI, security teams are left closing gaps in real time, while also facing adversaries who are using AI to make their attacks more scalable, adaptive, and difficult to detect. In this recent roundtable discussion of CISOs and security leaders, five themes emerged around AI cyber risk.  

1. AI agents with human access but no human judgment

In Darktrace’s 2026 State of AI Cybersecurity report, 96% of the surveyed security professionals agree that AI significantly improves the speed and efficiency with which they work. Yet, 92% admitted that they’re concerned with the security implications of the use of AI agents across their workforce.

AI agents now operate with human-level permissions across systems, acting at machine speed, orchestrating actions across platforms, and making decisions without the judgment or caution a person would apply. Unlike human users, they cannot be expected to pause and question whether a given action is appropriate.

Their identities are also difficult to inventory, govern, and audit. As agents become easier to deploy than legacy IT systems ever were, organizations are quickly losing track of what is running, what it has access to, and what it is doing. This creates a growing class of highly privileged, autonomous actors operating without the visibility or oversight that traditional identity and access controls were designed to provide.“While AI adoption is critical to running a modern business, AI alone can’t solve all our cybersecurity challenges,” said a global financial sector CISO. “We still need think critically and use human judgement. Those are two things AI can’t do.”

This lack of human judgment becomes especially risky as new architectures, such as Model Context Protocol (MCP), can expand how agents connect to data, tools, and external systems. By design, MCP enables agents to dynamically discover and interact with new resources, increasing flexibility but also introducing new pathways for unintended access, data exposure, or abuse if not properly governed.

The CISO of a fund administrator highlighted one emerging vector as an example: rogue MCP servers. “Our developers want to move quickly and bring value to the business, but technologies like these can unintentionally expose sensitive data in ways that would never have happened before.”

2. Increased digital complexity and expanded attack surface

AI activity rarely stays contained. A single prompt can trigger a chain of actions across networks, email, cloud infrastructure, SaaS platforms, endpoints, identity systems, and development environments, spanning systems that were never designed to be secured as a single, connected flow. This expands both the scale and complexity of what security teams need to monitor and defend.

Yet no single control has visibility across that entire chain. “You can’t defend effectively what you can’t see,” cautioned the private fund administrator CISO. As AI-driven activity moves fluidly across environments, gaps in coverage become inevitable, creating blind spots that attackers can exploit.

Threat actors are already capitalizing on this lack of visibility. “Threat actors have advanced their use of generative AI to launch more convincing phishing campaigns, automate social engineering, and scale attacks with greater precision down to the individual level,” said the SVP of Technology and Cybersecurity for the real estate investment trust. What was once manual and targeted can now be automated and personalized at scale, making attacks harder to detect and easier to execute.

At the same time, the pace of exploitation is accelerating. As a global CISO operating across 40+ countries described it: “Zero-day vulnerabilities are no longer zero day; it’s minus one day. By the time you get to it and address it, it’s already a problem.” By the time risk is identified, it has often already been realized.

The result is a rapidly expanding and increasingly interconnected attack surface that challenges security teams to maintain visibility, context, and control across AI-driven activity.

3. Shadow AI is already everywhere

76% of organizations now cite shadow AI as a problem, one that is spreading through organizations in ways that are hard to track and even harder to control.

Employees are experimenting with publicly available Gen AI tools. Teams are spinning up low-code automations on their own. SaaS providers are quietly embedding AI into existing products. Developers are plugging AI services directly into workflows, often without pausing to consider what that exposure means.

The result is a lack of visibility into:

  • What AI tools are being used
  • What data those tools can access
  • Where prompts and outputs are going
  • Which AI agents are interacting with enterprise systems

The SVP of Cybersecurity at a real estate investment trust described the shift: “Before, I was worried about someone sending data erroneously to their personal email. Now we have all these agents online that people are utilizing, and we’re looking at those vectors as well.” For security teams, this means operating without a complete view of how AI is being used, what it can access, and where risk may already be emerging.

4. Built-in guardrails are not enough

Organizations often assume that native AI guardrails or provider-level controls are sufficient to manage AI risk. But securing AI requires ongoing visibility, oversight, and governance, not just controls configured at deployment. "It’s a misconception that adopting AI is going to solve all your problems,” warns a global financial services CISO.

Security leaders are increasingly recognizing the limitations of these controls as:

  • Fragmented and difficult to enforce consistently across multiple AI systems, workflows, and environments
  • Ambiguous in terms of accountability due to shared responsibility for AI governance between IT, security, developers, business teams, and third-party providers
  • Limited in end-to-end oversight, leaving gaps that stretch from the initial prompt all the way through to the downstream impact of an agent's actions

Securing AI demands more than simple prompt filtering or static policy enforcement. It requires understanding intent, behavior, and context across both human and AI activity.

The next phase of cybersecurity: securing AI

To safely and responsibly adopt AI at scale, organizations need a new operational model for cybersecurity that’s capable of:

• Understanding AI behavior

• Identifying risk in real time

• Maintaining governance without slowing innovation

The CSO of a $10 billion municipal utility organization described the challenge with precision: “We have to move at the speed of innovation and risk, because both are accelerating faster than ever.”

Embrace AI with confidence with Darktrace / SECURE AI

Darktrace has introduced Darktrace / SECURE AI™, a new product within the Darktrace ActiveAI Security Platform™  ,designed to provide enterprise-wide security for AI by applying industry leading behavioral analysis to how prompts, agents, and AI systems are used.

Darktrace / SECURE AITM delivers real-time visibility and control across Enterprise and SaaS GenAI prompts, AI agent identities, development and production environments, and Shadow AI - detecting even subtle misuse, misconfiguration, and drift that traditional, rule-based controls simply do not understand. By interpreting context and intent across humans and machines, Darktrace enables organizations to adopt AI at scale without introducing unmanaged risk

What makes this possible is Darktrace’s decade-long maturity and expertise in behavioral understanding and AI-native cybersecurity. Achieved with Self-Learning AI that has been proven across more than 10,000 organizations, Darktrace understands what “normal” looks like for a business, across its users, systems, and now AI, so that meaningful deviations can be detected and acted on before they become incidents.

With one CISO describing Darktrace’s Self-Learning AI as “a leap forward compared to other tools” and another as a “force multiplier,” the technology can interpret ambiguous interactions, understand how access accumulates over time, and recognize when behavior, human or machine, begins to drift.

“Strategically, we’re looking to gain more visibility into how AI is operating across the environment and achieve greater control over what AI should be allowed to access and do,” shared the CISO at a private fund administrator.  

“What I’ve seen from Darktrace / SECURE AI is extremely promising. I have tremendous confidence in Darktrace’s vision for where this is headed and its ability to execute on this new solution.”

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June 29, 2026

How Darktrace Transformed Cybersecurity at Our Health Center: A CIO’s Perspective

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How Darktrace Transformed Cybersecurity at Our Health Center: A CIO’s Perspective

In my role as CIO, I bring years of experience leading IT for healthcare organizations. I’ve seen firsthand the unique cybersecurity challenges that nonprofit health centers face: limited budgets, small IT teams, and the constant pressure to prioritize patient care over technology investments. Yet, the threat landscape for health is relentless, and the stakes for protecting patient data and ensuring operational continuity have never been higher. It’s a balancing act.

The search for a better solution

Like many nonprofits, organizations I work at start with Microsoft’s security stack. The discounted pricing for nonprofits makes it an obvious choice, and Microsoft Defender provided a solid foundation for endpoint and email security. However, I quickly realized that relying on a single vendor, even one as robust as Microsoft, left gaps in our defenses. Cybersecurity is never one-size-fits-all, which is why my preference was to layer an additional solution on top of our native security to improve our security posture.

Teams needed a solution that could layer seamlessly on top of Microsoft, without adding complexity or draining limited resources. That’s when I found Darktrace. I had heard of their reputation after seeing how other organizations used Darktrace to secure their infrastructure and was impressed by their AI-native, agentless approach and agreed to a proof of value (POV).

Our goal was to elavate Microsoft with an additional layer of intelligence- one that could seamlessly integrate, operate autonomously, and support a small team without increasing overhead. We turned to Darktrace because its AI-native, agentless approach offered a fundamentally different way to detect and respond to threats, learning our environment in real time and filling gaps that traditional tools can miss. With a quick POV, we were able to validate how effectively Darktrace works alongside Microsoft to deliver a more complete and resilient security architecture.

Why Darktrace stood out

From the start, Darktrace differentiated itself in several critical ways:

  • Deep visibility: Unlike other solutions that rely simply on host-based monitoring with endpoint agents, Darktrace operates passively at the network layer and integrates via APIs for email and identity security. This gave full visibility into network traffic that we previously didn’t have, going beyond our existing endpoint-based tools without adding additional maintenance overhead for our small IT team.
  • AI-native from the ground up: Darktrace wasn’t just layering AI on top of an existing product; it was built with AI at its core. Their autonomous detection and response to threats immediately reduced the need for constant human supervision. In a world where cyber-attacks are increasingly sophisticated and subtle, having an AI that learns our environment and adapts in real time is invaluable.
  • Comprehensive coverage: We started with a POV focused on email security, but quickly expanded to full deployment across our entire infrastructure. Darktrace’s products now protect our email, network, and identity layers, providing visibility and defense against lateral movement and abnormal behavior that traditional tools often miss.

Integration and workflow: Smooth and simple

One of the most impressive aspects of Darktrace is how easy it was to integrate into an existing environment. For network security, it was as simple as plugging an appliance into our top-of-rack switch – no downtime, no complex configuration. For email and identity, API integrations meant we could be up and running in hours, not weeks.

This simplicity extended to day-to-day operations. Our IT team received regular security reports, and any time we had questions or needed to adjust policies, Darktrace’s support team was there with white-glove service. Their responsiveness- even in the middle of the night- gave us confidence that we had true partners, not just a vendor.

Real-world impact: Threats stopped, time saved

The results spoke for themselves. During the time with Darktrace, I did not experience any security incidents. The team slept better at night knowing that Darktrace was monitoring for anomalies and proactively blocking suspicious activity, alerting us even before we noticed anything was wrong.

A memorable example was during an Electronic Health Record (EHR) upgrade, when my team forgot to adjust the policy in advance. Darktrace’s autonomous response was so effective that it blocked our upgrade activities- proof that nothing, not even internal changes, could slip by unnoticed. This level of vigilance meant that ransomware, data exfiltration attempts, or insider threats would be detected and contained before causing harm.

While I can’t share specific ROI numbers, the value was clear: we’ve avoided costly breaches, reduced the time spent investigating alerts, and eliminated the performance drag of agent-based tools. With Darktrace layered on top of Microsoft, I’ve hit the right balance of maximum protection with minimal spending. The cost of Darktrace / EMAIL was competitive, especially when factoring in the included Managed Detection and Response (MDR) service, which provides expert human oversight on top of the AI.

Key differentiators over the competition

  • Extending visibility beyond the endpoint: Traditional host-based monitoring solutions, such as EDR, play a critical role in securing individual devices. By adding a network detection and response (NDR) layer, we gained visibility into activity across our wider digital environment, surfacing threats that move laterally, operate between devices, or bypass endpoint controls. Darktrace also stood out for its ability to learn our normal patterns of behavior and identify subtle deviations in real time, not just known indicators of compromise. Because this is delivered through passive, non-disruptive monitoring, we were able to strengthen our defenses without adding complexity or impacting performance.
  • Layered security without complexity: Darktrace elevated our Microsoft foundation without creating conflicts or requiring us to disable existing protections. This layered approach maximized our security posture without adding operational burden.
  • Expert partnership: Beyond technology, Darktrace’s team acted as true partners, guiding us through deployment, providing ongoing support, and helping us interpret findings. This partnership was as valuable as the technology itself.

Advice for other nonprofits

If you’re an IT leader in a nonprofit, my advice is simple: look for solutions that are easy to deploy, intelligent in their response, and cost-effective. Don’t settle for more endpoint based tools that overlap with what you already have. Seek out a layered approach that covers your blind spots – especially at the network and email layers- at a price point that suits your organization.

Most importantly, don’t be afraid to evaluate new solutions. Even if you’re inundated with vendor pitches, you owe it to your organization to explore options that could save you time, money, and sleepless nights.

For organizations I work at, combining Microsoft’s security stack with Darktrace’s AI-native, platform struck the right balance between protection and practicality. We gained enterprise-grade security without sacrificing performance or stretching our budget. In the end, that meant more resources for what matters most: delivering care to our patients. If you’re facing similar challenges, I encourage you to consider how Darktrace could transform your security posture, and give your team the peace of mind they deserve.

For the organization I work in, combining Microsoft with Darktrace delivered a clear step-change in our security posture. Microsoft provided the foundation, while Darktrace’s behavioral intelligence added visibility into the unknown, surfacing emerging threats based on deviations in real-time activity, not just known indicators.

The result was enterprise-grade protection without added overhead, allowing us to stay focused on patient outcomes, not security operations. For organizations facing similar pressures, this layered approach offers a smarter, more efficient path to securing modern environments.

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About the author
Mice Chen
Chief Information Security Officer
Your data. Our AI.
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