Behind the Breach, Episode 3: The Help Desk Call That Cost $24 Million

by | Jun 30, 2026 | Cyber Risk, Podcast

A locked account. A routine help desk call. A password reset that appeared to follow the process.

Then $24 million in insurance payments went to the wrong account.

In this episode of Behind the Breach, host Amber Wuollet follows an anonymized healthcare scenario involving a large organization where a threat actor gains access through a help desk call, moves through internal systems, and changes payment information inside an insurance portal.

She’s joined by DJ Hoeksema, Head of Managed Security Services at SpearTip, a Zurich company, to walk through how the incident unfolded — from the initial password reset, to the payment diversion, to the investigation that followed.

Together, they explore why identity-based attacks can be difficult to detect, how attackers take advantage of trusted workflows, and what organizations can learn from a case where each individual step appeared routine until the financial impact became impossible to ignore.

In this episode:

  • Why social engineering is effective against help desk workflows
  • How exposed personal information can weaken identity verification
  • What threat actors look for once they gain access to an account
  • Why changes inside business portals can be difficult to detect
  • How delayed discovery can make fund recovery harder
  • What incident responders look for when reconstructing the timeline
  • How organizations can strengthen help desk processes after an incident

Listen now.

Behind the Breach is a Cowbell podcast exploring what happens inside a cyber incident — and what organizations can learn before one happens to them. 

Guest: DJ Hoeksema, Head of Managed Security Services, SpearTip, a Zurich company

Host: Amber Wuollet, Director of Product & Lifecycle Marketing, Cowbell

Disclaimer: This episode is for informational purposes only and does not constitute legal, insurance, or cybersecurity advice.

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