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Field Notes / Social Engineering

Whaling attack: how criminals pose as your CEO, and the five rules that stop the payment

A whaling attack targets or impersonates the people at the top of a company to move money or extract secrets. It cost US businesses $3 billion in reported email fraud in 2025. Here is how it works at a 20 to 500 person company, the real cases from Arup, WPP and Ferrari, and the payment rules that make a perfect fake useless.

Author
Red Team Partners
Read
10 MIN READ
Filed
9 Nov 2026
A businesswoman on the phone late at night in an empty office, the moment a whaling call asks for an urgent payment.

01 What a whaling attack is

hishing casts a wide net. Spear phishing picks one fish. Whaling picks the biggest one in the pond: the chief executive, the finance director, a board member, or the assistant who runs their diary and inbox. The attacker spends days on research so that one message lands perfectly.

The executive plays one of two roles. Either they are the target, and the attacker wants their login, their signature or their trust. Or they are the costume, and the attacker borrows their name to push someone junior into paying. The second version has its own name, CEO fraud, and it accounts for most of the money lost.

TermWho it hitsWhat the attacker wants
PhishingAnyone, in bulkPasswords, malware installs, card details
Spear phishingOne named person or teamAccess to a specific system or account
WhalingSenior executives, as target or as costumeLarge payments, bank detail changes, board-level data
CEO fraudFinance staff, assistants, managersAn urgent transfer “approved” by the boss
Business email compromise (BEC)Any firm that pays suppliers by transferRedirected payments, via email, phone or video calls

The FBI defines BEC as fraud that uses compromised email accounts “and other forms of communication such as phone numbers and virtual meeting applications” to make unauthorised transfers FBI IC3 2025 . That definition matters. Executive impersonation stopped being an email problem some time ago.

02 The extreme case: the person at the top

On 29 October 2026 The New York Times reported that US officials had concluded Alice Huang, also known as Huang Le, a top executive at the Singapore-based data centre company Megaspeed, was a Chinese intelligence asset passing information to Beijing. According to the report, surveillance showed she had a close relationship with NVIDIA chief executive Jensen Huang. The Times said officials initially did not believe he knew what she was doing, and that he had not received a defensive briefing NYT 2026 .

Nothing in that report has been proven in public. It rests on classified intelligence described by anonymous sources. Alice Huang did not respond to the Times. An NVIDIA spokesperson said Jensen Huang’s interactions with her “are not unusual or unexpected” NYT 2026 . Huang told Bloomberg the company’s business with Megaspeed was “normal and not unusual” IBTimes 2026 . China rejected the report as groundless speculation Euronews 2026 .

We draw one point from it and no more. Whatever the truth, the story is about the oldest shape of whaling: patient attention on the one person whose access matters most. Most companies will never meet a state service. Every company with a bank account meets the cheap, everyday version, and that one runs on the same idea.

03 How whaling works at a 20 to 500 person company

Below a few hundred staff, the attacker has an easier job. Everyone knows the CEO by first name. Finance is two people. Nobody wants to be the one who delayed the boss’s deal. These are the five plays we see described again and again in the reporting.

1. The urgent payment from the “CEO” or “CFO”

An email arrives from the chief executive, or a lookalike of their address. A deal is closing, it is confidential, the money has to go today, and they are in meetings so cannot talk. UK Finance describes the method plainly: the criminal either gets into the company’s email system or uses spoofing software to send a member of the finance team what looks like a genuine email from the CEO UK Finance 2026 .

2. The cloned voice or the deepfake call

In 2024 Arup confirmed that an employee in Hong Kong sent HK$200m (about £20m) to criminals after a video conference with people posing as senior officers of the company. Hong Kong police said the money left in 15 transactions to five local bank accounts, and Arup confirmed that fake voices and images were used Guardian 2024a .

The same month, WPP chief executive Mark Read warned his leadership team about an attempt on the company. Fraudsters set up a WhatsApp account with his public photo, opened a Teams meeting, and used a voice clone plus YouTube footage of an executive. The attempt failed. “Just because the account has my photo doesn’t mean it’s me,” Read wrote Guardian 2024b .

3. The executive assistant’s inbox

Assistants often hold delegated access to the CEO’s mailbox and calendar. They see every meeting, every investor and every supplier. Their own account usually has less protection than the boss’s, and a message from it carries the boss’s authority. Compromise the assistant and you can reply inside real threads, at the right moment, with no spoofing at all. If an IT provider runs your email, ask them about our dark web credential check: it shows whether a password from that inbox is already for sale.

4. Travel posted on LinkedIn

“Excited to be speaking in Singapore this week.” For a fraudster that post is a timetable. The CEO is in the air, hard to reach and in a different time zone, which is exactly when an “I can’t talk, just send it” message works. The NCSC tells organisations to think about what their website and social media give away, and says this matters most for high-profile staff, because the detail “could be used to craft personalised whaling attacks” NCSC 2026 .

5. The supplier’s new bank details

A known supplier writes to say its bank has changed. Sometimes the email comes from the supplier’s real, compromised account, in the real thread, attached to a real invoice. UK Finance counted 2,305 invoice and mandate scam cases in 2025, with £41.3m lost, and 68% of the losses (£28m) came from business accounts UK Finance 2026 . When the “supplier” is your own managing director asking you to pay a new firm, it is the same fraud wearing a better suit.

04 What CEO fraud costs

The FBI’s Internet Crime Complaint Center received 24,768 business email compromise complaints in 2025, up from 21,442 in 2024. Reported losses reached $3,046,598,558, second only to investment fraud FBI IC3 2025 . That works out at roughly $123,000 per complaint. For a company of 50 people, one of those is a bad year.

The long view is worse. Between October 2013 and December 2023, the FBI counted 305,033 BEC incidents worldwide with $55.5 billion in exposed losses FBI PSA 2024 . Artificial intelligence now shows up in the data too. The FBI says chat generators write convincing emails in a CEO’s name and voice cloning can request wire payments, and businesses reported more than $30 million in 2025 losses to BEC scams involving AI FBI IC3 2025 .

In the UK, UK Finance recorded 197 CEO fraud cases in 2025 and £5.6m in losses. That is the lowest case count it has ever reported. Each case still hurt: an average of just over £28,000, the highest of the eight authorised push payment scam types it tracks. Only 20% of the money came back UK Finance 2026 .

MeasureFigureSource
US BEC complaints, 202524,768FBI IC3
US BEC reported losses, 2025$3,046,598,558FBI IC3
BEC losses involving AI, 2025Over $30 millionFBI IC3
Global BEC exposed losses, Oct 2013 to Dec 2023$55.5 billionFBI PSA
UK CEO fraud, 2025197 cases, £5.6m, average just over £28,000UK Finance
UK invoice and mandate fraud, 20252,305 cases, £41.3mUK Finance

Read the UK figures with care. UK Finance counts losses reported to its member banks as authorised push payment fraud. A firm that never reports a loss, or pays through another route, is not in the table. The FBI makes the same point about its own data: it covers what victims choose to report.

05 Five rules that stop the payment

Training helps people spot some fakes. It will never catch a perfect one, and the Arup call shows how good a fake can be. The NCSC says plainly that no training package can teach users to spot every phishing attempt NCSC 2026 . So build rules that hold even when the fake is flawless.

Payment and identity rules
  • Call back on a number you already hold. Any new payee, changed bank detail or urgent transfer gets a phone call to a number from your own records, never one in the email, the signature or the WhatsApp profile. The NCSC tells organisations to verify important email requests through a second type of communication.
  • Two people approve anything above a set amount. Pick a threshold you can live with, for example the size of a normal supplier run. One of the two must not report to the person making the request.
  • Publish DMARC at a reject policy. With SPF and DKIM aligned and DMARC at p=reject, nobody can send email that passes checks from your exact domain. It does nothing against lookalike domains, so flag external senders in the mail client as well.
  • Shrink the public map of your executives. Remove direct dial numbers, assistant names and email formats from your site where you can. Ask senior staff to post about trips after they return, not before.
  • Agree a verification phrase or question for urgent requests. Keep it offline and change it after use. The Ferrari executive ended a cloned-voice call by asking which book the CEO had just recommended.

The Ferrari case shows the last rule in action. In July 2024 an executive received WhatsApp messages and then a call from someone using a voice that imitated chief executive Benedetto Vigna, talking about a confidential acquisition. He noticed small mechanical tones in the voice. He said, “Sorry, Benedetto, but I need to identify you,” and asked for the title of a book Vigna had recommended days earlier. The call ended Bloomberg 2024 .

One more rule sits under all five. Write down that any employee may refuse an instruction from the CEO until it is verified, and have the CEO say so in front of everyone. Whaling works on deference. A finance assistant who fears being shouted at for a delay will pay. One who has heard the boss thank someone for checking will not. The NCSC adds a supplier-side step: tell your customers and suppliers that your bank details will not change, so they have one more chance to spot a fake NCSC 2026 .

06 What a social engineering test checks

You can write the rules above in an afternoon. The harder question is whether people follow them at 17:40 on a Friday when the “CEO” is shouting. A social engineering test answers that with evidence instead of a policy document. A whaling-focused test, run with the board’s written approval, usually covers:

  • Reconnaissance. What an outsider can learn about your executives, assistants, finance staff, suppliers and email format from public sources in a few hours.
  • Email controls. Whether your domain can be spoofed, whether a lookalike domain gets through filtering, and whether external mail is labelled.
  • The payment path. A controlled request to change supplier bank details or make an urgent transfer, stopped before any money moves, to see whether the callback and second approval actually happen.
  • Voice and messaging. A call or WhatsApp message in an executive’s name to the assistant or finance team, with the executive’s consent.
  • Reporting. How fast someone reports the attempt, and whether the report reaches a person who acts on it.

The point is never to catch individuals out. The NCSC warns that punishing staff for clicking erodes trust and stops people reporting NCSC 2026 . A good test measures the process, and it counts the people who raised the alarm alongside the people who were fooled. It also pairs well with a technical network penetration test, because a whaling email that steals an assistant’s password is the start of a network intrusion as often as it is a payment fraud.

Every company has someone who would pay if the right name asked in the right tone. You can find out who before a criminal does. We run the whaling scenario from this article against your own company: the lookalike domain, the urgent request, the call in your executive’s name, stopped before a penny moves. You learn which step held, which step failed, and the fix for each, proven and in writing. Your red team. Within reach.

Questions readers ask

What is a whaling attack?

A whaling attack is a targeted phishing or social engineering attack aimed at, or pretending to be, a senior person in an organisation: a chief executive, finance director, board member or their assistant. The UK National Cyber Security Centre describes whaling as a type of spear phishing that targets a “big phish”, such as a board member with access to valuable assets. The usual goal is an urgent payment to the attacker’s account, a change of bank details, or confidential data.

What is the difference between whaling, CEO fraud and business email compromise?

Whaling describes who the attack is about: senior executives, either as the target or as the person being impersonated. CEO fraud is the most common payoff, where a criminal poses as the chief executive or another senior official to get staff to make an urgent payment. Business email compromise (BEC) is the FBI’s wider category for fraud that uses compromised or spoofed email, phone or video meetings to redirect payments. Most whaling losses are reported as BEC.

How much money is lost to whaling and CEO fraud?

The FBI’s Internet Crime Complaint Center received 24,768 business email compromise complaints in 2025, with reported losses of $3,046,598,558, the second-highest loss of any crime type. In the UK, UK Finance recorded 197 CEO fraud cases in 2025 with losses of £5.6 million, an average of just over £28,000 per case, the highest average of the eight scam types it tracks.

What are real examples of whaling attacks?

In 2024 Arup confirmed an employee in Hong Kong sent HK$200 million (about £20 million) to criminals after a video call with deepfaked senior officers. The same year, fraudsters used a fake WhatsApp account, a voice clone and YouTube footage of WPP chief executive Mark Read in a Teams meeting; the attempt failed. At Ferrari, an executive ended a cloned-voice call posing as CEO Benedetto Vigna by asking which book Vigna had recently recommended.

How do you prevent a whaling attack?

Make the payment process impossible to rush. Call back on a number you already hold before any new payee or changed bank detail is paid. Require two people to approve payments above a set amount. Publish DMARC at a reject policy so nobody can send email from your exact domain. Cut the executive travel, org chart and assistant details you publish. Agree a verification question or phrase for urgent requests, and make it safe for any employee to say no to the CEO.

References

Sources

  1. Swan, J., Haberman, M., Swanson, A., Mozur, P., Mickle, T. and Barnes, J. E. “Nvidia Chief Seen as Target of Chinese Spy Plot.” The New York Times, 29 October 2026 (as republished by GV Wire). gvwire.com
  2. Euronews. “China rejects report of spy plot targeting Nvidia’s Jensen Huang.” 30 October 2026. euronews.com
  3. IBTimes UK. “Nvidia CEO Jensen Huang Defends Meetings With Woman US Intelligence Reportedly Identified as a Chinese Asset.” October 2026. ibtimes.co.uk
  4. FBI Internet Crime Complaint Center. “2025 IC3 Annual Report.” 2026. ic3.gov
  5. FBI Internet Crime Complaint Center. “Business Email Compromise: The $55 Billion Scam.” Public Service Announcement I-091124-PSA, 11 September 2024. ic3.gov
  6. UK Finance. “Annual Fraud Report 2026.” June 2026. ukfinance.org.uk
  7. NCSC. “Phishing attacks: defending your organisation.” Last updated 14 September 2026. ncsc.gov.uk
  8. The Guardian. “UK engineering firm Arup falls victim to £20m deepfake scam.” 17 May 2024. theguardian.com
  9. The Guardian. “CEO of world’s biggest ad firm targeted by deepfake scam.” 10 May 2024. theguardian.com
  10. Lepido, D. (Bloomberg), via Fortune. “Ferrari exec foils deepfake attempt by asking the scammer a question only CEO Benedetto Vigna could answer.” 27 July 2024. fortune.com