We did it a couple of years ago in our company,you could change jobs for half a day.
Many a driver wanted to change with the planners, but after half a day being bombarded with phone call of customers, BS of drivers and customers glad to be out the office.
Most where very surprised about the pressure, stress and tension wich planners and office staff endure.
But in the end made them understand each others job
Planners on the other side where surprised the hassle and bassle drivers had to endure, and surprised how drivers get treated by customer staff in negative and also in positive ways (we have some extreme fair customers)
Cherry on the cake was, when one of the young mechanics out our workshop wanted to change jobs for half a day with the gaffer.
Fair play to him it got granted and the gaffer worked a day in the workshop, dealing with breakdowns and replacing the road spring pins on one of the trailers, heavy dirty job.