In the particular case noted above, I would really want to know what Walter’s boss was looking to achieve (and even how that might be expected to happen). Then I would want to know what Walter’s understanding of those expectations might be and why he is doubtful about them (and my presence).

Setting/understanding expectations early is mighty important as an outsider coming into any organization. It is often one of the hadrest things to do early on because everyone is waiting for you to “do something” that represents what they assume you’re there (and getting paid) to accomplish. Setting and understanding expectations might look quite vague and unproductive to them, especially those who wanted you there in the first place.