Regarding the WWDC comment, of course an estimate was needed in the first place cause WWDC day was also the projects deadline.
If the team provides an estimate that falls one month after the deadline, the pressure for them to change their estimate will be extreme as well. In reality, if management has already decided when the product should be released, they don't give a fuck about an estimate. What they're interested in is for the team to take ownership of a decision they didn't make, and that's what the estimate is for.