The mandate from above is clear, just get it done! Avoid everything that's in the way: all advice, all expertise, all discovery efforts that detract from hitting the Date™!
What these organizations don't realize is that all software change can be modeled as three components: Value, Filler and Chaos. Chaos destroys Value and Filler is just functionality that nobody wants. When date pressure is applied to software projects, the work needed to remove Chaos is subtly placed on the chopping block. Work like error handling, clear logging, chaos & load testing and other quality work is quietly deferred in favor of hitting the Date™.
Finding value is the result of enabling individual and group-level discovery attempts. It's not the result of everyone following one leader's gut.
What just happened is a new software product/feature was created that no customer wanted. This happens way too often. In fact, most hyper important software projects that must be done by date certain or else, have deep flaws that cause some variation of this phenomenon, flaws that include:
Not wanted - Company specified a solution to a problem that customers don't actually have
No Rarity - Company is pursuing an iKnockoff of existing products. The market already has two scaled competitors with working solutions, customers naturally spend budget on products that are already successful to avoid risk
Incorrect Packaging - Customers need a website, but the company created an iOS app instead
Incorrect Pricing - Customers need SaaS pricing, but the company created a shrink wrapped, on-premise solution with CapEx and maintenance agreements instead
In this sense, trust is a polarizing strategy, and it's one that is important to apply early on in the relationship before someone becomes important to you. If you trust someone excessively and it goes badly, but they don't matter to you, you can just kick them to the curb. In general, trusting someone at a level that seems slightly excessive for their level of importance to you will help you sort people in your life who you want to be more important to you than they are from those who you want to be less important than they are.
And it does need to be excessive. It needs to be trust beyond reason. Not beyond all reason, but somewhat beyond what currently seems reasonable. If it is not, then unless they are prepared to take the first move, you will never find the signs you need to move to a higher level of mutual trust.
Sometimes this will go badly, but you need to be able to try bad things.