I am in Law Enforcement and am currently flying for my department in Florida. Unfortunately, as you stated, the city attorney is in and out of our policy and procedures all the time. Not worried nearly about crashing the drone, that's small potatoes... but where and who it could crash into is their primary concern. Its great if they allow you to fly for them on your time, as long as you are not "compensated". Unfortunately, they look at it as we don't sell the photos or videos, but as the attorney stated, I am on the clock while flying, so there is my "compensation while flying".. So, I went and got the Part 107 license to fly and had to fill out the lengthy COA request. Had several other agencies (outside Florida) send me theirs so we had an idea on how in depth it actually is requesting nighttime operation, flying over people, within 5 miles of airport, requesting to fly farther than VLOS, etc.... Sounds a lot easier if you, as a civilian, can do it, without compensation.. but our agency wanted it done internally should we have an active shooter, or dangerous situation where it would be necessary to have an LEO within the Crime Scene. Especially for courtroom testimony..