What you might do By the time somebody reaches an executive position, they likely have many perceived wins under their belt, and those perceived wins have shaped their experience and expectations in ways that are always good for you to understand. One approach I’ve found particularly helpful is to say something to the effect of, “I’m super excited that you think this feature is going to be a win for us—help me understand your thinking here so that I can make sure I execute against this in a way that will continue to build on the success we’ve had so far.”