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You don't ask "how long is it going to take?" You set a deadline and let the black box do whatever internal negotiations it needs to meet it.

Imagine if flight planning worked like that. We are going to get to Paris from New York by 8. Instead the plane lands in the ocean.

That's bleak. Where does the black box start? CEO to CTO? CTO to VP of Engineering? VP to Director? Director to Team Lead?