Your attack surface keeps growing. The audit calendar doesn’t care that you’re short-staffed. And somewhere in your stack, there might be a six-figure tool nobody has touched since the implementation consultant left. At Flagler Technologies, we talk with IT leaders every week, and the same three questions keep coming up. Who’s watching after hours? Which tools are doing the work we pay for? And how do we know the fixes held? 1. Who’s watching when your team is offline? If a c