Why are mid market CEOs so often the victims of hackers?

Mid-market CEOs are increasingly becoming victims of hackers, often not because of weak systems, but because of leadership resistance to basic security protocols.

We usually imagine a hacking victim as someone careless or naïve or perhaps an older person uncomfortable with technology.

But it’s not unusual for some of the smartest, most capable people we know to fall prey to cyber crime – that is, mid-market CEOs.

The video explains how this happened to one CEO – and how we helped them dig out of it.

CEO pushback on basic security rules (00:20)

The speaker shares a cautionary tale about a mid-market CEO who completely refused to use two-factor authentication (2FA) and rejected regular 30-day password changes because she felt that, as a co-owner, she didn’t need the extra administrative burden. To avoid remembering multiple passwords, she reused her corporate password on a personal online shopping website.

How the hack occurred and data was siphoned (00:57)

When the personal online shopping site was eventually breached, cybercriminals stole her credentials and successfully used them to log into her business email. Once inside, the hackers quietly altered the inbox rules. They set up a system where any incoming business or financial emails containing specific keywords were automatically funneled into a hidden RSS folder and siphoned out to an external email address in China without her knowledge.

Discovery and final warnings for leadership (01:31)

The breach was only discovered when an urgent financial document sent by the CFO repeatedly failed to appear in the CEO’s main inbox, prompting an IT investigation. The panel emphasizes that this scenario is highly common because senior leaders often try to exempt themselves from security protocols. They warn that hackers specifically target senior executives because they handle the most sensitive information and are the most likely to bypass essential security guardrails.