He means to get that job the number of background checks he would have to go through far exceed even that of a CCW by a large margin. So if he can't get one even being so vetted that they are intentionally not giving them to anyone but people who the sheriff favors. That's the problem, the unfairness of deciding who gets the permit being decided by a single person with no need to justify the decision to anyone else.
He meant that having a CCW is necessary for the position of head of security for such an organization. The part you quoted makes no assertion that they should be expected to break the law.