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April 10, 2023

Detecting Malicious Email Activity & AI Impersonating

Discover how two different phishing attempts from some known and unknown senders used a payroll diversion and credential sealing box link to harm users.
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
Isabelle Cheong
Cyber Security Analyst
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10
Apr 2023

Social engineering has become widespread in the cyber threat landscape in recent years, and the near-universal use of social media today has allowed attackers to research and target victims more effectively. Social engineering involves manipulating users to carry out actions such as revealing sensitive information like login credentials or credit card details. It can also lead to user account compromises, causing huge disruption to an organization’s digital estate. 

As people use social media platforms not only for personal reasons, but also for business purposes, attackers gain information they can exploit in social engineering attacks. For example, a threat actor may attempt to impersonate a known individual or legitimate service to take advantage of a user’s established trust. This is a highly successful method of social engineering because mimicking known contacts makes it difficult for traditional security tools that rely on deny-lists to detect the attack.

In October 2022, Darktrace identified and responded to two separate malicious email campaigns in which threat actors attempted to impersonate known contacts in an effort to compromise customer devices. As it learns the normal behavior of every user in the email system, Darktrace was able to instantly detect these threats and mitigate them autonomously, preventing significant disruption to the customer networks.

Payroll Diversion Fraud Attempt Impersonating a Former Employee 

While a customer in the Canadian energy sector was trialing Darktrace in October 2022, Darktrace/Email™ identified a suspicious email seemingly sent from an employee within the organization. The email was sent to the Senior Director of Human Resources (HR) with a subject line of “Change in payroll Direct Deposit.” The email requested a change in bank account information for an employee. However, Darktrace recognized that the sender was using a free mail address that contained random letters, indicating it may have been algorithmically generated. Since this incident occurred during a trial, Darktrace/Email was not configured to take action. Otherwise, it would have prevented the email from landing in the inbox. In this case though, the email went through, bypassing all other security tools in place.

Although the email was from an unknown sender, the HR director believed the email could have been legitimate as the employee who appeared to be the sender had left the organization seven days prior and no longer had access to their corporate email account. However, after reviewing it in the Darktrace/Email dashboard, the customer grew suspicious and contacted the former employee directly to verify if the request was legitimate. The former employee validated the suspicions by confirming they had sent no such email.

Further investigation by the customer revealed that the former employee had been vocal about their departure on various social media platforms. This gave threat actors valuable information to believably impersonate the former employee and defraud the organization. 

Such attempts to target organizations’ HR departments and divert payroll are common tactics for cyber-criminals and are often identified by Darktrace/Email across the customer base. Darktrace/Email is able to instantly identify the indicators associated with these spoofing attempts and immediately bring them to the attention of the customer’s security team. 

Using Legitimate File Sharing Service to Share a Phishing Link 

On October 7, 2022, a customer in the Singaporean construction sector was targeted by a phishing campaign attempting to impersonate a law firm known to the organization. Almost 200 employees received an email with the subject line “Accepted: Valuation Agreement.” 

Figure 1: Sample of an UI view of the message held showing anomaly indicators, history, association, and validation.

Four days earlier, Darktrace observed communication between another email address associated with the law firm and an employee of the customer. Darktrace/Email noted that it was the first time this correspondent had sent emails to the customer. 

Figure 2: Metrics showing how well the sender’s domain is known within the digital environment.

The emails contained a highly unusual link to a file sharing service, (hxxps://ssvilvensstokes[.]app[.]box[.]com/notes), hidden behind the text “PREVIEW OR PRINT COPY OF DOCUMENT HERE.” Darktrace analysts investigated this event further and found that around 30 similar URLs had been identified as suspicious using OSINT security tools in October 2022, suggesting the customer was not the only target of this phishing campaign.

Figure 3: Preview of the phishing email’s body.
Figure 4: Darktrace’s evaluation of the link contained in the phishing email.

Additional OSINT work revealed that the link directed to a website which appeared to host a PDF file named “Valuation Agreement.” The recipient would then be prompted to follow another link (hulking-citrine-krypton[.]glitch[.]me), again hidden behind the text “OPEN OR ACCESS DOCUMENT HERE” to view the file. Subsequently, the user would be prompted to enter their Microsoft 365 credentials. 

Figure 5: The page displayed when the phishing link was clicked, viewed in a sandbox environment.
Figure 6: Example of a page shown when recipient clicks the second link, accessing “hulking-citrine-krypton[.]glitch[.]me”. 

This page contained the text “This document has been scanned for viruses by Norton Antivirus Security.” This is another example of threat actors’ employing social engineering techniques by impersonating well-known brands, such as established security vendors, to gain the trust of users and increase their likelihood of success.

It is highly probable that a real employee of the law firm had their account hijacked and that a malicious actor was exploiting it to send out these phishing emails en masse as part of a supply chain attack. In such cases, malicious actors rely on their targets’ trust of known contacts to not question departures from their normal conversations. 

Darktrace was able to instantly detect multiple anomalies in these emails, despite the fact that they were seemingly sent by known correspondents. The activity detected automatically triggered model breaches associated with unexpected and visually prominent links. As a result, Darktrace/Email responded by locking the link, stopping users from being able to click it.

Darktrace subsequently identified additional emails from this sender attempting to target other recipients within the company, triggering the model breaches associated with a surge in email sending indicative of a phishing campaign. In response, Darktrace/Email autonomously acted and filed these emails as junk. As more emails were detected across the customer’s environment, the anomaly score of the sender increased and Darktrace ultimately held back over 160 malicious emails, safeguarding recipients from potential account compromise.           

The following Darktrace/Email models were breached throughout the course of this phishing campaign:

  • Unusual/Sender Surge 
  • Unusual/Undisclosed Recipients 
  • Antigena Anomaly 
  • Association/Unlikely Recipient Association 
  • Link/Low Link Association 
  • Link/Visually Prominent Link 
  • Link/Visually Prominent Link Unexpected For Sender 
  • Unusual/New Sender Wide Distribution
  • Unusual/Undisclosed Recipients + New Address Known Domain

Conclusion

Social engineering plays a role in many of the major threats challenging current email cyber security, as attackers can use it to manipulate users into transferring money, revealing credentials, clicking malicious links, and more. 

The above threat stories happened before language generating AI became mainstream with the release of ChatGPT in December 2022. Now, it is even easier for malicious actors to generate sophisticated social engineering emails. By using social media posts as input, social engineering emails written by generative AI can be highly targeted and produced at scale. They often avoid the flags users are trained to look for, like poor grammar and spelling mistakes, and can hide payloads or forgo them entirely.

To mitigate the risk of possible social engineering attempts, it is recommended that organizations implement social media policies that advise employees to be cautious of what they post online and enact procedures to verify if fund transfer requests are legitimate.

Yet these policies are not enough on their own. Darktrace/Email can identify suspicious email traits, whether an email is sent from a known correspondent or an unknown sender. With Self-Learning AI, it knows an organization’s users better than any impersonator could. In this way, Darktrace/Email detects anomalies within emails and neutralizes malicious components at machine-speed, stopping attacks at their earliest stages, before employees fall victim. 

Appendices

List of Indicators of Compromise (IoCs)

Domain:

hxxps://ssvilvensstokes[.]app[.]box[.]com/notes/*?s=* - 1st external link (seen in email)

hxxps://hulking-citrine-krypton[.]glitch[.]me/flk.html - 2nd external link, masked behind “OPEN OR ACCESS DOCUMENT 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
Isabelle Cheong
Cyber Security Analyst

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April 16, 2026

中国系サイバー作戦の進化 - それはサイバーリスクおよびレジリエンスにとって何を意味するか

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サイバーセキュリティにおいては、これまではインシデント、侵害、キャンペーン、そして脅威グループを中心にリスクを整理してきました。これらの要素は現在も重要です -しかし個別のインシデントにとらわれていては、エコシステム全体の形成を見逃してしまう危険があります。国家が支援する攻撃者グループは、個別の攻撃を実行したり短期的な目標を達成したりするためだけではなく、サイバー作戦を長期的な戦略上の影響力を構築するために使用するようになっています。  

当社の最新の調査レポート、Crimson Echoにおいてもこうした状況にあわせて視点を変えています。キャンペーンやマルウェアファミリー、あるいはアクターのラベルを個別のイベントとして分類するのではなく、ダークトレースの脅威調査チームは中国系グループのアクティビティを長期的に連続した行動として分析しました。このように視野を拡大することで、これらの攻撃者がさまざまな環境内でどのように存在しているか、すなわち、静かに、辛抱強く、持続的に、そして多くのケースにおいて識別可能な「インシデント」が発生するかなり前から下準備をしている様子が明らかになりました。  

中国系サイバー脅威のこれまでの変化

中国系サイバーアクティビティは過去20年間において4つのフェーズで進化してきたと言えます。初期の、ボリュームを重視したオペレーションは1990年代にから2000年代初めに見られ、それが2010年代にはより構造化された、戦略に沿った活動となり、そして現在の高度な適応性を備えた、アイデンティティを中心とした侵入へと進化しています。  

現在のフェーズの特徴は、大規模、攻撃の自制、そして永続化です。攻撃者はアクセスを確立し、その戦略的価値を評価し、維持します。これはより全体的な変化を反映したものです。つまりサイバー作戦は長期的な経済的および地政学的戦略に組み込まれる傾向が強まっているということです。デジタル環境へのアクセス、特に国家の重要インフラやサプライチェーン、先端テクノロジーにつながるものは、ある種の長期的な戦略的影響力と見られるようになりました。  

複雑な問題に対するダークトレースのビヘイビア分析アプローチ

国家が支援するサイバーアクティビティを分析する際、難しい問題の1つはアトリビューションです。従来のアプローチは多くの場合、特定の脅威グループ、マルウェアファミリー、あるいはインフラに判定を依存していました。しかしこれらは絶えず変化するものであり、さらに中国系オペレーションの場合、しばしば重複が見られます。

Crimson Echo は2022年7月から2025年9月の間の3年間にDarktrace運用環境で観測された異常なアクティビティを回顧的に分析した結果です。ビヘイビア検知、脅威ハンティング、オープンソースインテリジェンス、および構造化されたアトリビューションフレームワーク(Darktrace Cybersecurity Attribution Framework)を用いて、数十件の中~高確度の事例を特定し、繰り返し発生しているオペレーションのパターンを分析しました。  

この長期的視野を持ったビヘイビア中心型アプローチにより、ダークトレースは侵入がどのように展開していくかについての一定のパターンを特定することができ、動作のパターンが重要であることがあらためて確認されました。  

データが示していること

分析からいくつかの明確な傾向が浮かび上がりました:

  • 標的は戦略的に重要なセクターに集中していたのです。データセット全体で、侵入の88%は重要インフラと分類される、輸送、重要製造業、政府、医療、ITサービスを含む組織で発生しています。   
  • 戦略的に重要な西側経済圏が主な焦点です。米国だけで、観測されたケースの22.5%を占めており、ドイツ、イタリア、スペイン、および英国を含めた主要なヨーロッパの経済圏と合わせると侵入の半数以上(55%)がこれらの地域に集中しています。  
  • 侵入の63%近くがインターネットに接続されたシステムのエクスプロイトから始まっており、外部に露出したインフラの持続的リスクがあらためて浮き彫りになりました。  

サイバー作戦の2つのモデル

データセット全体で、中国系のアクティビティは2つの作戦モデルに従っていることが確認されました。  

1つ目は“スマッシュアンドグラブ”(強奪)型と表現することができます。これらはスピードのために最適化された短期型の侵入です。攻撃者はすばやく動き  – しばしば48時間以内にデータを抜き出し  – ステルス性よりも規模を重視します。これらの侵害の期間の中央値は10日ほどです。検知の危険を冒しても短期的利益を得ようとしていることが明らかです。  

2つ目は“ローアンドスロー”(低速)型です。これらのオペレーションはデータセット内ではあまり多くありませんでしたが、潜在的影響はより重大です。ここでは攻撃者は持続性を重視し、アイデンティティシステムや正規の管理ツールを通じて永続的なアクセスを確立し、数か月間、場合によっては数年にわたって検知されないままアクセスを維持しようとします。1つの注目すべきケースでは、脅威アクターは環境に完全に侵入して永続性を確立し、600日以上経ってからようやく再浮上した例もありました。このようなオペレーションの一時停止は侵入の深さと脅威アクターの長期的な戦略的意図の両方を表しています。このことはサイバーアクセスが長期にわたって保有し活用するべき戦略的資産であることを示しており、これは最も戦略的に重要なセクターにおいて最もよく見られたパターンです。  

同じ作戦エコシステムにおいて両方のモデルを並行して利用し、標的の価値、緊急性、意図するアクセスに基づいて適切なモデルを選択することも可能だという点に注意することも重要です。“スマッシュアンドグラブ” モデルが見られたからといって諜報活動が失敗したとのみ解釈すべきではなく、むしろ目標に沿った作戦上の選択かもしれないと見るべきでしょう。“ローアンドスロー” 型は粘り強い活動のために最適化され、“スマッシュアンドグラブ” 型はスピードのために最適化されています。どちらも意図的な作戦上の選択と見られ、必ずしも能力を表していません。  

サイバーリスクを再考する

多くの組織にとって、サイバーリスクはいまだに一連の個別のイベントとして位置づけられています。何かが発生し、検知され、封じ込められ、組織はそれを乗り越えて前に進みます。しかし永続的アクセスは、特にクラウド、アイデンティティベースのSaaSやエージェント型システム、そして複雑なサプライチェーンネットワークが相互接続された環境では、重大な持続的露出リスクを作り出します。システムの中断やデータの流出が発生していなくても、そのアクセスによって業務や依存関係、そして戦略的意思決定についての情報を得られるかもしれません。サイバーリスクはますます長期的な競合情報収集に似てきています。

その影響はSOCだけの問題ではありません。組織はガバナンス、可視性、レジリエンスについての考え方を見直し、サイバー露出をインシデント対応の問題ではなく構造的なビジネスリスクとして扱う必要があります。  

次の目標

この調査の目的は、これらの脅威の仕組みについてより明確な理解を提供することにより、防御者がより早期にこれらを識別しより効果的に対応できるようにすることです。これには、インジケーターの追跡からビヘイビアの理解にシフトすること、アイデンティティプロバイダーを重要インフラリスクとして扱うこと、サプライヤーの監視を拡大すること、迅速な封じ込めのための能力に投資すること、などが含まれます。  

ダークトレースの最新調査、Crimson Echo: Understanding Chinese-nexus Cyber Operations Through Behavioral Analysisについてより詳しく知るには、ビジネスリーダー、CISO、SOCアナリストに向けたレポート全文およびサマリーを ここからダウンロードしてください。 

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About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO

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April 16, 2026

Why Behavioral AI Is the Answer to Mythos

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How AI is breaking the patch-and-prevent security model

The business world was upended last week by the news that Anthropic has developed a powerful new AI model, Claude Mythos, which poses unprecedented risk because of its ability to expose flaws in IT systems.  

Whether it’s Mythos or OpenAI’s GPT-5.4-Cyber, which was just announced on Tuesday, supercharged AI models in the hands of hackers will allow them to carry out attacks at machine speed, much faster than most businesses can stop them.  

This news underscores a stark reality for all leaders: Patching holes alone is not a sufficient control against modern cyberattacks. You must assume that your software is already vulnerable right now. And while LLMs are very good at spotting vulnerabilities, they’re pretty bad at reliably patching them.

Project Glasswing members say it could take months or years for patches to be applied. While that work is done, enterprises must be protected against Zero-Day attacks, or security holes that are still undiscovered.  

Most cybersecurity strategies today are built like a daily multivitamin: broad, preventative, and designed to keep the system generally healthy over time. Patch regularly. Update software. Reduce known vulnerabilities. It’s necessary, disciplined, and foundational. But it’s also built for a world where the risks are well known and defined, cycles are predictable, and exposure unfolds at a manageable pace.

What happens when that model no longer holds?

The AI cyber advantage: Behavioral AI

The vulnerabilities exposed by AI systems like Mythos aren’t the well-understood risks your “multivitamin” was designed to address. They are transient, fast-emerging entry points that exist just long enough to be exploited.

In that environment, prevention alone isn’t enough. You don’t need more vitamins—you need a painkiller. The future of cybersecurity won’t be defined by how well you maintain baseline health. It will be defined by how quickly you respond when something breaks and every second counts.

That’s why behavioral AI gives businesses a durable cyber advantage. Rather than trying to figure out what the attacker looks like, it learns what “normal” looks like across the digital ecosystem of each individual business.  

That’s exactly how behavioral AI works. It understands the self, or what's normal for the organization, and then it can spot deviations in from normal that are actually early-stage attacks.

The Darktrace approach to cybersecurity

At Darktrace, we’ve been defending our 10,000 customers using behavioral AI cybersecurity developed in our AI Research Centre in Cambridge, U.K.

Darktrace was built on the understanding that attacks do not arrive neatly labeled, and that the most damaging threats often emerge before signatures, indicators, or public disclosures can catch up.  

Our AI algorithms learn in real time from your personalized business data to learn what’s normal for every person and every asset, and the flows of data within your organization. By continuously understanding “normal” across your entire digital ecosystem, Darktrace identifies and contains threats emerging from unknown vulnerabilities and compromised supply chain dependencies, autonomously curtailing attacks at machine speed.  

Security for novel threats

Darktrace is built for a world where AI is not just accelerating attacks, but fundamentally reshaping how they originate. What makes our AI so unique is that it's proven time and again to identify cyber threats before public vulnerability disclosures, such as critical Ivanti vulnerabilities in 2025 and SAP NetWeaver exploitations tied to nation-state threat actors.  

As AI reshapes how vulnerabilities are found and exploited, cybersecurity must be anchored in something more durable than a list of known flaws. It requires a real-time understanding of the business itself: what belongs, what does not, and what must be stopped immediately.

What leaders should do right now

The leadership priority must shift accordingly.

First, stop treating unknown vulnerabilities as an edge case. AI‑driven discovery makes them the norm. Security programs built primarily around known flaws, signatures, and threat intelligence will always lag behind an attacker that is operating in real time.

Second, insist on an understanding of what is actually normal across the business. When threats are novel, labels are useless. The earliest and most reliable signal of danger is abnormal behavior—systems, users, or data flows that suddenly depart from what is expected. If you cannot see that deviation as it happens, you are effectively blind during the most critical window.

Finally, assume that the next serious incident will occur before remediation guidance is available. Ask what happens in those first minutes and hours. The organizations that maintain resilience are not the ones waiting for disclosure cycles to catch up—they are the ones that can autonomously identify and contain emerging threats as they unfold.

This is the reality of cybersecurity in an AI‑shaped world. Patching and prevention remain important foundations, but the advantage now belongs to those who can respond instantly when the unpredictable occurs.

Behavioral AI is security designed not just for known threats, but for the ones that AI will discover next.

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Ed Jennings
President and CEO
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