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Ransomware has encrypted production and the attackers demand payment. How does the CISO approach the decision to pay?

Short answer

Don't decide in a panic or alone. Engage legal counsel and law enforcement, and check sanctions exposure before any payment: OFAC treats facilitating payments to sanctioned parties as a potential violation on a strict liability basis, and treats a timely self-initiated report to law enforcement, full cooperation and sound security practices as mitigating factors. Then decide on documented business impact, with the board informed.

Interviewers use this scenario to see whether a CISO treats ransom payment as a governance decision with legal consequences rather than a purely operational one.

Why counsel, law enforcement and sanctions checks come first

OFAC's updated advisory on ransomware payments explains that making or facilitating a payment can create sanctions risk, and that OFAC may impose civil penalties on a strict liability basis — meaning even an organization that didn't know the recipient was sanctioned can be exposed. The advisory treats as significant mitigating factors a full and timely, self-initiated report to law enforcement, cooperation with the authorities, and meaningful security practices in place before the attack. It encourages reporting incidents promptly to law enforcement and documenting security investments and the incident response.

A sound approach

  1. Contain and assess the incident first; establish what is encrypted, what is exfiltrated, and what can be restored from backups.
  2. Bring in legal counsel and the incident response team, and report to law enforcement.
  3. Check sanctions exposure before any payment, and consider whether a licence is appropriate.
  4. Decide on documented business impact, with the executive team and board informed; record rationale, options considered and who approved.

Why the distractors fail

  • "Pay quietly" ignores strict liability: exposure doesn't depend on later attribution.
  • "Refuse and stay silent" may skip regulatory, contractual and law enforcement reporting, and a blanket rule isn't a decision.
  • "Delegate to IT" removes the legal, financial and reputational owners from a decision that is theirs.

What interviewers want

A calm, process-driven answer: legal and law enforcement involved early, sanctions checked, decision documented and owned at executive level.

Likely follow-ups

  • What does strict liability mean in the context of OFAC sanctions, and why does it matter if you used a negotiator?
  • What would you want documented before and after the decision, and who needs to be informed?
  • How do tested backups and recovery plans change the pay-or-not calculus?

Sources

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