Which is the bigger cybersecurity risk: careless employees, or executives who just don't get it?

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You can't make meaningful changes within an organization without backing from management/executives.

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It depends on the context. Each has risk.

If you generalise, end users are still the main weak link in security - source DBIR / most of the data breach reports. Employees at all levels should be on everyones risk registers and threat / intel maps.

Execs not getting security is a problem BUT in part can we explain it in terms that they understand and in a lot of cases the cost to implement change way lore than the cost of a breach. For me this is 100% wrong but i have worked with exec who see it this way

The latter is a subset of the former

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