I don't have to transport "cash" directly on my job, but I do get to do "cash escorts". This entails driving the manager/employee with the bank back to the bank, watching them drop it in, and drive them back to the restaurant where they work. I haven't run into any problems yet, but the few things we keep in mind when doing this is to keep a direct line of travel between the doors and the car, don't roll the window down for anybody, check out anybody loitering at the bank before letting the employee out, and we only use armed officers for the money escort.
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