The problem is that most endpoint protection is a joke. Companies buy enormously expensive enterprise endpoint protection systems with big dashboards to tell them if their endpoints are protected, and one of two things happens: either the dashboard falsely reports that everything is up to date (and you have Outlook 2007 running in the wild) or the dashboard reports that you have 4,394,665 security issues that need fixing, and not only does nobody have a clue where to get started, the minute they move laterally in the org to try to update anything, users scream DON'T YOU DARE TOUCH THAT!

You can't fix your security posture until you fix your update culture.