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February 22, 2024

Attack Trends: VIP Impersonation in the Business Hierarchy

VIP Impersonation occurs when a cyber-threat actor impersonates a prominent employee to obtain sensitive data. Learn all about VIP impersonation here.
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
Kendra Gonzalez Duran
Director, Field CISO
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22
Feb 2024

What is VIP impersonation?

VIP impersonation involves a threat actor impersonating a trusted, prominent figure at an organization in an attempt to solicit sensitive information from an employee.

VIP impersonation is a high-priority issue for security teams, but it can be difficult to assess the exact risks, and whether those are more critical than other types of compromise. Looking across a range of Darktrace/Email™ customer deployments, this blog explores the patterns of individuals targeted for impersonation and evaluates if these target priorities correspond with security teams' focus on protecting attack pathways to critical assets.

How do security teams stop VIP Impersonation?

Protecting VIP entities within an organization has long been a traditional focus for security teams. The assumption is that VIPs, due to their prominence, possess the greatest access to critical assets, making them prime targets for cyber threats.  

Email remains the predominant vector for attacks, with over 90% of breaches originating from malicious emails. However, the dynamics of email-based attacks are shifting, as the widespread use of generative AI is lowering the barrier to entry by allowing adversaries to create hyper-realistic emails with minimal errors.

Given these developments, it's worth asking the question – which entities (VIP/non-VIP) are most targeted by threat actors via email? And, more importantly – which entities (VIP/non-VIP) are more valuable if they are successfully compromised?

There are two types of VIPs:  

1. When referring to emails and phishing, VIPs are the users in an organization who are well known publicly.  

2. When referring to attack paths, VIPs are users in an organization that are known publicly and have access to highly privileged assets.  

Not every prominent user has access to critical assets, and not every user that has access to critical assets is prominent.  

Darktrace analysis of VIP impersonation

We analyzed patterns of attack pathways and phishing attempts across 20 customer deployments from a large, randomized pool encompassing a diverse range of organizations.  

Understanding Attack Pathways

Our observations revealed that 57% of low-difficulty attack paths originated from VIP entities, while 43% of observed low-difficulty attack paths towards critical assets or entities began through non-VIP users. This means that targeting VIPs is not the only way attackers can reach critical assets, and that non-VIP users must be considered as well.  

While the sample size prevents us from establishing statistical significance across all customers, the randomized selection lends credence to the generalizability of these findings to other environments.

Phishing Attempts  

On average, 1.35% of total emails sent to these customers exhibited significantly malicious properties associated with phishing or some form of impersonation. Strikingly, nearly half of these malicious emails (49.6%) were directed towards VIPs, while the rest were sent to non-VIPs. This near-equal split is worth noting, as attack paths show that non-VIPs also serve as potential entry points for targeting critical assets.  

Darktrace/Email UI
Figure 1: A phishing email actioned by Darktrace, sent to multiple VIP and non-VIP entities

For example, a recent phishing campaign targeted multiple customers across deployments, with five out of 13 emails specifically aimed at VIP users. Darktrace/Email actioned the malicious emails by double locking the links, holding the messages, and stripping the attachments.

Given that non-VIP users receive nearly half of the phishing or impersonation emails, it underscores the critical importance for security teams to recognize their blind spots in protecting critical assets. Overlooking the potential threat originating from non-VIP entities could lead to severe consequences. For instance, if a non-VIP user falls victim to a phishing attack or gets compromised, their credentials could be exploited to move laterally within the organization, potentially reaching critical assets.

This highlights the necessity for a sophisticated security tool that can identify targeted users, without the need for extensive customization and regardless of VIP status. By deploying a solution capable of promptly responding to email threats – including solicitation, phishing attempts, and impersonation – regardless of the status of the targeted user, security teams can significantly enhance their defense postures.

Darktrace vs Traditional Email Detection Methods

Traditional rules and signatures-based detection mechanisms fall short in identifying the evolving threats we’ve observed, due to their reliance on knowledge of past attacks to categorize emails.

Secure Email Gateway (SEG) or Integrated Cloud Email Security (ICES) tools categorize emails based on previous or known attacks, operating on a known-good or known-bad model. Even if tools use AI to automate this process, the approach is still fundamentally looking to the past and therefore vulnerable to unknown and zero-day threats.  

Darktrace uses AI to understand each unique organization and how its email environment interoperates with each user and device on the network. Consequently, it is able to identify the subtle deviations from normal behavior that qualify as suspicious. This approach goes beyond simplistic categorizations, considering factors such as the sender’s history and recipient’s exposure score.  

This nuanced analysis enables Darktrace to differentiate between genuine communications and malicious impersonation attempts. It automatically understands who is a VIP, without the need for manual input, and will action more strongly on incoming malicious emails  based on a user’s status.

Email does determine who is a VIP, without a need of manual input, and will action more strongly on incoming malicious emails.

Darktrace/Email also feeds into Darktrace’s preventative security tools, giving the interconnected AI engines further context for assessing the high-value targets and pathways to vital internal systems and assets that start via the inbox.

Leveraging AI for Enhanced Protection Across the Enterprise  

The efficacy of AI-driven security solutions lies in their ability to make informed decisions and recommendations based on real-time business data. By leveraging this data, AI driven solutions can identify exploitable attack pathways and an organizations most critical assets. Darktrace uniquely uses several forms of AI to equip security teams with the insights needed to make informed decisions about which pathways to secure, reducing human bias around the importance of protecting VIPs.

With the emergence of tools like AutoGPT, identifying potential targets for phishing attacks has become increasingly simplified. However, the real challenge lies in gaining a comprehensive understanding of all possible and low-difficulty attack paths leading to critical assets and identities within the organization.

At the same time, organizations need email tools that can leverage the understanding of users to prevent email threats from succeeding in the first instance. For every email and user, Darktrace/Email takes into consideration changes in behavior from the sender, recipient, content, and language, and many other factors.

Integrating Darktrace/Email with Darktrace’s attack path modeling capabilities enables comprehensive threat contextualization and facilitates a deeper understanding of attack pathways. This holistic approach ensures that all potential vulnerabilities, irrespective of the user's status, are addressed, strengthening the overall security posture.  

Conclusion

Contrary to conventional wisdom, our analysis suggests that the distinction between VIPs and non-VIPs in terms of susceptibility to impersonation and low-difficulty attack paths is not as pronounced as presumed. Therefore, security teams must adopt a proactive stance in safeguarding all pathways, rather than solely focusing on VIPs.  

Attack path modeling enhances Darktrace/Email's capabilities by providing crucial metrics on potential impact, damage, exposure, and weakness, enabling more targeted and effective threat mitigation strategies. For example, stronger email actions can be enforced for users who are known to have a high potential impact in case of compromise. 

In an era where cyber threats continue to evolve in complexity, an adaptive and non-siloed approach to securing inboxes, high-priority individuals, and critical assets is indispensable.  

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
Kendra Gonzalez Duran
Director, Field CISO

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May 27, 2025

From Rockstar2FA to FlowerStorm: Investigating a Blooming Phishing-as-a-Service Platform

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What is FlowerStorm?

FlowerStorm is a Phishing-as-a-Service (PhaaS) platform believed to have gained traction following the decline of the former PhaaS platform Rockstar2FA. It employs Adversary-in-the-Middle (AitM) attacks to target Microsoft 365 credentials. After Rockstar2FA appeared to go dormant, similar PhaaS portals began to emerge under the name FlowerStorm. This naming is likely linked to the plant-themed terminology found in the HTML titles of its phishing pages, such as 'Sprout' and 'Blossom'. Given the abrupt disappearance of Rockstar2FA and the near-immediate rise of FlowerStorm, it is possible that the operators rebranded to reduce exposure [1].

External researchers identified several similarities between Rockstar2FA and FlowerStorm, suggesting a shared operational overlap. Both use fake login pages, typically spoofing Microsoft, to steal credentials and multi-factor authentication (MFA) tokens, with backend infrastructure hosted on .ru and .com domains. Their phishing kits use very similar HTML structures, including randomized comments, Cloudflare turnstile elements, and fake security prompts. Despite Rockstar2FA typically being known for using automotive themes in their HTML titles, while FlowerStorm shifted to a more botanical theme, the overall design remained consistent [1].

Despite these stylistic differences, both platforms use similar credential capture methods and support MFA bypass. Their domain registration patterns and synchronized activity spikes through late 2024 suggest shared tooling or coordination [1].

FlowerStorm, like Rockstar2FA, also uses their phishing portal to mimic legitimate login pages such as Microsoft 365 for the purpose of stealing credentials and MFA tokens while the portals are relying heavily on backend servers using top-level domains (TLDs) such as .ru, .moscow, and .com. Starting in June 2024, some of the phishing pages began utilizing Cloudflare services with domains such as pages[.]dev. Additionally, usage of the file “next.php” is used to communicate with their backend servers for exfiltration and data communication. FlowerStorm’s platform focuses on credential harvesting using fields such as email, pass, and session tracking tokens in addition to supporting email validation and MFA authentications via their backend systems [1].

Darktrace’s coverage of FlowerStorm Microsoft phishing

While multiple suspected instances of the FlowerStorm PhaaS platform were identified during Darktrace’s investigation, this blog will focus on a specific case from March 2025. Darktrace’s Threat Research team analyzed the affected customer environment and discovered that threat actors were accessing a Software-as-a-Service (SaaS) account from several rare external IP addresses and ASNs.

Around a week before the first indicators of FlowerStorm were observed, Darktrace detected anomalous logins via Microsoft Office 365 products, including Office365 Shell WCSS-Client and Microsoft PowerApps.  Although not confirmed in this instance, Microsoft PowerApps could potentially be leveraged by attackers to create phishing applications or exploit vulnerabilities in data connections [2].

Darktrace’s detection of the unusual SaaS credential use.
Figure 1: Darktrace’s detection of the unusual SaaS credential use.

Following this initial login, Darktrace observed subsequent login activity from the rare source IP, 69.49.230[.]198. Multiple open-source intelligence (OSINT) sources have since associated this IP with the FlowerStorm PhaaS operation [3][4].  Darktrace then observed the SaaS user resetting the password on the Core Directory of the Azure Active Directory using the user agent, O365AdminPortal.

Given FlowerStorm’s known use of AitM attacks targeting Microsoft 365 credentials, it seems highly likely that this activity represents an attacker who previously harvested credentials and is now attempting to escalate their privileges within the target network.

Darktrace / IDENTITY’s detection of privilege escalation on a compromised SaaS account, highlighting unusual login activity and a password reset event.
Figure 2: Darktrace / IDENTITY’s detection of privilege escalation on a compromised SaaS account, highlighting unusual login activity and a password reset event.

Notably, Darktrace’s Cyber AI Analyst also detected anomalies during a number of these login attempts, which is significant given FlowerStorm’s known capability to bypass MFA and steal session tokens.

Cyber AI Analyst’s detection of new login behavior for the SaaS user, including abnormal MFA usage.
Figure 3: Cyber AI Analyst’s detection of new login behavior for the SaaS user, including abnormal MFA usage.
Multiple login and failed login events were observed from the anomalous source IP over the month prior, as seen in Darktrace’s Advanced Search.
Figure 4: Multiple login and failed login events were observed from the anomalous source IP over the month prior, as seen in Darktrace’s Advanced Search.

In response to the suspicious SaaS activity, Darktrace recommended several Autonomous Response actions to contain the threat. These included blocking the user from making further connections to the unusual IP address 69.49.230[.]198 and disabling the user account to prevent any additional malicious activity. In this instance, Darktrace’s Autonomous Response was configured in Human Confirmation mode, requiring manual approval from the customer’s security team before any mitigative actions could be applied. Had the system been configured for full autonomous response, it would have immediately blocked the suspicious connections and disabled any users deviating from their expected behavior—significantly reducing the window of opportunity for attackers.

Figure 5: Autonomous Response Actions recommended on this account behavior; This would result in disabling the user and blocking further sign-in activity from the source IP.

Conclusion

The FlowerStorm platform, along with its predecessor, RockStar2FA is a PhaaS platform known to leverage AitM attacks to steal user credentials and bypass MFA, with threat actors adopting increasingly sophisticated toolkits and techniques to carry out their attacks.

In this incident observed within a Darktrace customer's SaaS environment, Darktrace detected suspicious login activity involving abnormal VPN usage from a previously unseen IP address, which was subsequently linked to the FlowerStorm PhaaS platform. The subsequent activity, specifically a password reset, was deemed highly suspicious and likely indicative of an attacker having obtained SaaS credentials through a prior credential harvesting attack.

Darktrace’s prompt detection of these SaaS anomalies and timely notifications from its Security Operations Centre (SOC) enabled the customer to mitigate and remediate the threat before attackers could escalate privileges and advance the attack, effectively shutting it down in its early stages.

Credit to Justin Torres (Senior Cyber Analyst), Vivek Rajan (Cyber Analyst), Ryan Traill (Analyst Content Lead)

Appendices

Darktrace Model Alert Detections

·      SaaS / Access / M365 High Risk Level Login

·      SaaS / Access / Unusual External Source for SaaS Credential Use

·      SaaS / Compromise / Login from Rare High-Risk Endpoint

·      SaaS / Compromise / SaaS Anomaly Following Anomalous Login

·      SaaS / Compromise / Unusual Login and Account Update

·      SaaS / Unusual Activity / Unusual MFA Auth and SaaS Activity

Cyber AI Analyst Coverage

·      Suspicious Access of Azure Active Directory  

·      Suspicious Access of Azure Active Directory  

List of Indicators of Compromise (IoCs)

IoC - Type - Description + Confidence

69.49.230[.]198 – Source IP – Malicious IP Associated with FlowerStorm, Observed in Login Activity

MITRE ATT&CK Mapping

Tactic – Technique – Sub-Technique  

Cloud Accounts - DEFENSE EVASION, PERSISTENCE, PRIVILEGE ESCALATION, INITIAL ACCESS - T1078.004 - T1078

Cloud Service Dashboard - DISCOVERY - T1538

Compromise Accounts - RESOURCE DEVELOPMENT - T1586

Steal Web Session Cookie - CREDENTIAL ACCESS - T1539

References:

[1] https://news.sophos.com/en-us/2024/12/19/phishing-platform-rockstar-2fa-trips-and-flowerstorm-picks-up-the-pieces/

[2] https://learn.microsoft.com/en-us/security/operations/incident-response-playbook-compromised-malicious-app

[3] https://www.virustotal.com/gui/ip-address/69.49.230.198/community

[4] https://otx.alienvault.com/indicator/ip/69.49.230.198

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Justin Torres
Cyber Analyst

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May 23, 2025

Defending the Frontlines: Proactive Cybersecurity in Local Government

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Serving a population of over 165,000 citizens, this county government delivers essential services that enhance the quality of life for all of its residents in Florida, United States. From public safety and works to law enforcement, economic development, health, and community services, the county’s cybersecurity strategy plays a foundational role in protecting its citizens.

From flying blind to seeing the bigger picture

Safeguarding data from multiple systems, service providers, and citizens is a key aspect of the County’s Systems Management remit. Protecting sensitive information while enabling smooth engagement with multiple external partners poses a unique challenge; the types of data and potential threats are continuously evolving, but resources – both human and financial – remain consistently tight.

When the Chief Information Officer took on his role in 2024, building out a responsive defense-in-depth strategy was central to achieving these goals. However, with limited resources and complex needs, his small security team was struggling with high alert volumes, inefficient tools, and time-consuming investigations that frequently led nowhere.

Meanwhile, issues like insider threats, Denial of Service (DoS), and phishing attacks were growing; the inefficiencies were creating serious security vulnerabilities. As the CIO put it, he was flying blind. With so much data coming in, security analysts were in danger of missing the bigger picture.

“We would just see a single portion of data that could send us down a rabbit hole, thinking something’s going on – only to find out after spending days, weeks, or even months that it was nothing. If you’re only seeing one piece of the issue, it’s really difficult to identify whether something is a legitimate threat or a false positive.”

Local government’s unique cybersecurity challenges

According to the CIO, even with a bigger team, aligning and comparing all the data into a comprehensive, bigger picture would be a major challenge. “The thing about local government specifically is that it’s a complex security environment. We bring together a lot of different individuals and organizations, from construction workers to people who bring projects into our community to better the County. What we work with varies from day to day.”

The challenge wasn’t just about identifying threats, but also about doing so quickly enough to respond before damage was done. The CIO said this was particularly concerning when dealing with sophisticated threats: “We’re dealing with nation-state attackers nowadays, as opposed to ‘script kiddies.’ There’s no time to lose. We’ve got to have cybersecurity that can respond as quickly as they can attack.”

To achieve this, among the most critical challenges the CIO and his team needed to address were:

  • Contextual awareness and visibility across the network: The County team lacked the granular visibility needed to identify potentially harmful behaviors. The IT team needed a tool that uncovered hidden activities and provided actionable insights, with minimal manual intervention.
  • Augmenting human expertise and improving response times: Hiring additional analysts to monitor the environment is prohibitively expensive for many local governments. The IT team needed a cybersecurity solution that could augment existing skills while automating day-to-day tasks. More effective resource allocation would drive improved response times.
  • Preventing email-based threats: Phishing and malicious email links present a persistent threat. The County team needed a way to flag, identify, and hold suspicious messages automatically and efficiently. Given the team’s public service remit, contextual awareness is crucial to ensuring that no legitimate communications are accidentally blocked. Accuracy is extremely important.
  • Securing access and managing insider threats: Having already managed insider threats posed by former staff members, the IT team wanted to adopt a more proactive, deterrent-based approach towards employee IT resource use, preventing incidents before they could occur.

Proactive cybersecurity

Recognizing these challenges, the CIO and County sought AI-driven solutions capable of acting autonomously to support a lean IT team and give the big picture view needed, without getting lost in false positive alerts.

Ease of deployment was another key requirement: the CIO wanted to quickly establish a security baseline for County that would not require extensive pre-planning or disrupt existing systems. Having worked with Darktrace in previous roles, he knew the solution had the capacity to make the critical connections he was looking for, while delivering fast response times and reducing the burden on security teams.

When every second counts, we want to be as close to the same resources as our attackers are utilizing. We have got to have something that can respond as quickly as they can attack. For the County, that’s Darktrace.” – CIO, County Systems Management Department.

Closing network visibility gaps with Darktrace / NETWORK

The County chose Darktrace / NETWORK for unparalleled visibility into the County’s network. With the solution in place, the CIO and his team were able to identify and address previously hidden activities, uncovering insider threats in unexpected places. For example, one team member had installed an unauthorized anonymizer plug-in on their browser, posing a potentially serious security risk via traffic being sent out to the internet. “Darktrace immediately alerted on it,” said CIO. “We were able to deal with the threat proactively and quickly.”

Darktrace / NETWORK continuously monitored and updated its understanding of the County environment, intelligently establishing the different behaviors and network activity. The end result was a level of context awareness that enabled the team to focus on the alerts that mattered most, saving time and effort.

“Darktrace brings all the data we need together, into one picture. We’re able to see what’s going on at a glance, as opposed to spending time trying to identify real threats from false positives,” said the CIO. The ability to automate actions freed the team up to focus on more complex tasks, with 66% of network response actions being applied autonomously, taking the right action at the right time to stop the earliest signs of threatening activity. This reduced pressure on the County’s team members, while buying valuable containment time to perform deeper investigations.

The agentless deployment advantage

For the CIO, one of the major benefits of Darktrace / NETWORK is that it’s agentless. “Agents alert attackers to the presence of security in your environment, it helps them to understand that there’s something else they need to bring down your defenses,” he said. Using Darktrace to mirror network traffic, the County can maintain full visibility across all network entities without alerting attackers and respond to threatening activity at machine speed. “It allows me to sleep better at night, knowing that this tool can effectively unplug the network cable from that device and bring it offline,” said CIO.

Streamlining investigations with Darktrace Cyber AI Analyst

For lean security teams, contextual awareness is crucial in reducing the burden of alert fatigue. Using Cyber AI Analyst, the County team is able to take the pressure off, automatically investigating every relevant event, and reducing thousands of individual alerts to only a small number of incidents that require manual review.

For the County team, the benefits are clear: 520 investigation hours saved in one month, with an average of just 11 minutes investigation time per incident. For the CIO, Darktrace goes beyond reducing workloads, it actually drives security: “It identifies threats almost instantly, bringing together logs and behaviors into a single, clear view.”

The efficiency gain has been so significant that the CIO believes Darktrace augments capabilities beyond the size of a team of analysts. “You could have three analysts working around the clock, but it’s hard to bring all those logs and behaviors together in one place and communicate everything in a coordinated way. Nothing does that as quickly as Darktrace can.”

Catching the threats from within: Defense in depth with Darktrace / IDENTITY

One of the key benefits of Darktrace for the County was its breadth of capability and responsiveness. “We’re looking at everything from multi-factor authentication, insider threats, distributed denial of service attacks,” said the CIO. “I’ve worked with other products in the past, but I’ve never found a tool as good as Darktrace.”

Further insider threats uncovered by Darktrace / IDENTITY included insecure access practices. Some users had logins and passwords on shared network resources or in plain-text files. Darktrace alerted the security team and the threats were mitigated before serious damage was done.

Darktrace / IDENTITY gives organizations advanced visibility of application user behavior from unusual authentication, password sprays, account takeover, resource theft, and admin abuse. Security teams can take targeted actions including the forced log-off of a user or temporary disabling of an account to give the team time to verify legitimacy.

First line of defense against the number one attack vector: Enhancing email security with Darktrace / EMAIL

Email-based threats, such as phishing, are among the most common attack vectors in modern cybersecurity, and a key vector for ransomware attacks. Post implementation performance was so strong that the organization now plans to retire other tools, cutting costs without compromising on security.

Darktrace / EMAIL was one of the first tools that I implemented when I started here,” said CIO. “I really recognize the value of it in our environment.” In addition to detecting and flagging potentially malicious email, the CIO said an unexpected benefit has been the reinforcement of more security-aware behaviors among end users. “People are checking their junk folders now, alerting us and checking to see if something is legitimate or not.”

The CIO said that, unlike traditional email security tools that basically perform only one function, Darktrace has multiple additional capabilities that deliver extra layers of protection compared to one-dimensional alternatives. For example, AI-employee feedback loops leverage insights gained from individual users to not only improve detection rates, but also provide end users with contextual security awareness training, to enhance greater understanding of the risks.

Straightforward integration, ease of use

The County wanted a powerful, responsive solution – without demanding pre-installation or integration needs, and with maximum ease of use. “The integration is relatively painless,” said the CIO. “That’s another real benefit, you can bring Darktrace into your environment and have it up and running faster than you could ever hire additional analysts to look at the same data.”

The team found that, compared to competing products, where there was extensive setup, overhead, and resources, “Darktrace is almost plug-and-play.” According to the CIO, the solution started ingesting information and providing notifications immediately: “You can turn on defense or response mechanisms at a granular level, for email or network – or both at the same time.”

The County sees Darktrace as an integral part of its cybersecurity strategy into the future. “Having worked with Darktrace in the past, it was an easy decision for me to agree to a multi-year partnership,” said the CIO “As we continue to build out our defense-in-depth strategy, the ability to use Darktrace to manage other data sources and identify new, additional behavior will be crucial to our proactive, risk-based approach.”

Darktrace has the capacity to meet the organization’s need for exceptional responsiveness, without burning out teams. “If you’re not overburdening the teams that you do have with significant workloads, they have a lot more agility to deal with things on the fly,” said the CIO.

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