5 Questions Every CEO Should Ask About Cybersecurity This Quarter

Most CEOs don’t need to know how to configure a firewall. But they do need to ask the right questions. If no one is asking, risks tend to grow silently — until an incident forces them into the open.

Here are five questions every CEO should ask their team or provider this quarter

  1. Do we know all our digital assets?
    Forgotten domains, old servers, and abandoned SaaS accounts often become easy entry points for attackers.
  2. When did we last test our incident response plan?
    A plan that lives only on paper will collapse under pressure. A one-hour tabletop exercise can be worth more than a fifty-page document.
  3. How are we tracking leaked credentials?
    Employee logins appear on the dark web every day. If no one is checking, you may already be exposed.
  4. What’s our weakest link — people or technology?
    Security awareness training and regular system patching must go hand in hand. Neglecting either leaves the door wide open.
  5. If we were breached tomorrow, what would be the cost?
    Not just fines — but downtime, lost clients, and reputational damage. Prevention is usually cheaper by a factor of ten.

Takeaway

As a CEO, you don’t need technical answers. You need clarity. If your team can’t answer these five questions in plain business terms, your company may already be at risk.