Now that you bring up the British and bosses, I am reminded of the scene in the imitation game where Churchill just goes "give them whatever they want" to the general.

In most orgs nowadays, sometimes we are too tied down with pragmatism. Somehow we're asked for deadlines before even starting work. Somehow we need to define the end product and design before even starting. Only the most menial chores have their entire paths laid out. Anything great, by its virtue of being new, has unknowns that cannot be planned for beforehand.

The Socratic dialogue you bring up assumes that ideas can be interrogated to reveal itself to all members involved but frequently there's no way to put it into words until you do it. It morphs and changes as work is put into it. If Picasso described what he wanted to paint to some random artist would it have produced Picasso?