In terms of decision style, most people fall short of the creative ideal unless they are held accountable for their decision-making strategies, they tend to find the easy way out—either by not engaging in very careful thinking or by modeling the choices on the preferences of those who will be evaluating them.
This is the kicker. Not only do people reject creativity, but they hamper their own responses by conforming to what they think the boss will like. So if you don't agree with your colleague or their interpretation of what the boss will like, you're screwed. What tends to then happen is a breakdown in communication, as you will want to present to the boss directly instead of via the misguided (in your opinion) minion.
If people stopped trying to predict other people's reactions, they'd be more likely to be themselves. Sadly in the corporate world this means that bosses only get a limited set of responses from anyone not directly below them in the hierarchy. Shame.