What you are describing isn't a game or trick. It's what your boss is asking you to do that you are complaining about. My boss and others aren't saying "leave i

What you are describing isn't a game or trick. It's what your boss is asking you to do that you are complaining about. My boss and others aren't saying "leave it slightly unfinished so I have some input and feel in control" to us. The situation you describe is your lack of communicating and/or understanding why your boss wants the hard copies. If my boss simply said "because I prefer paper and it's easier for me and/or regulations/audit trails require it." I'd say, "Okay." Then I'd decide to choose to do as he wishes and work on my merry way. A stupid game or trick would be if you had to stop your momentum to go and ask him every time "What font should it be in" even if you know he "always" says Arial. UPDATE: I agree, it may be stupid that the email has to be in PDF. If you got to the bottom of a legitimate/reasonable reason as to why or if it just came done to "Because I want it that way" then turn and focus on improving/automating the process as much as possible.