I ran into the same type of people when I worked in uniform in NY State's Correctional Services. The majority of the security problems were with the civilian staff. They went through an orientation program that stressed that security was the highest priority. Inevitably, one of them would leave their purses sitting where inmates could get access, leave their personal and/or facility issued keys laying out, etc.
The biggest problem we had was with shop instructors who were required to maintain an inventory of all the tools they issued each day to the inmates. Each shop used shadow boards, and each tool on that board was engraved with a specific number as it related to the inventory list for that class. An inmate would have to turn over his prison photo ID to the instructor, in order to get the tool he needed. He had to return the tool to the instructor, in order to get his ID back. Inmates were required to carry their ID's on them at all times. The tools were supposed to be in a secured area, but inevitably, one of these instructors would find a tool missing, and had no idea where it had gone...no inmate ID that corresponded with the missing tool. Instead of reporting the loss to the Deputy Superintendent of Administration, who was their immediate supervisor, they'd simply go out and purchase the same brand of that specific tool, engrave the old number on it, and hang it in the empty space on the shadow board. Uniformed staff would only realize that a tool had gone missing when it was discovered on area searches within the prison grounds. And even when it was discovered that one of those instructors hadn't followed the rules when it came to reporting missing items, nothing would ever happen to them. We were lucky that none of those missing screwdrivers, or drill bits hadn't been sharpened, and ended up in one of us.
The lack of security is horrific especially in your line of work. No matter where I am I constantly scan what is going on, I do not want to be a statistic.