One job I had, all of our web changes were released through installation builds, which the IT people would then run on the servers; for QA releases, this happened several times per week.
After some constant installation problems resulting from configuration, not having all required components installed, etc, we started releasing a detailed installation instructions with every build; the IT guys were required to read the instructions in full (about 5-10 pages) before performing an installation, to make sure everything was done properly.
After a while, it was clear that the instructions were not being read, even though they swore up and down that they were reading and following the instructions completely.
One day, the IT manager gets all pissed off and pulls some of the dev managers together to chew them out. After yet another failed installation, it turns out that after the first page of the instructions, the entire document was in the WingDings font. The IT manager was irate, explaining that despite what everyone said, his guys always read and follow the instructions, so this kind of practical joke was not funny. One of the dev managers admitted to making the changes, and then went on to explain that it was in fact funny, because he had been releasing the instructions in WingDings for over a month.