Edward de Bono writes about hunting questions and fishing questions.

Hunting questions are after a particular answer, so they’re closed.

Fishing questions are open: who knows what they’ll catch.

Closed questions lead to closed solutions.

Open questions lead to being usefully wrong, wrestling with questions for which the answer can’t be googled.

Usefully wrong is a phrase Seth Godin uses.  He once caught my attention with a great sentence of encouragement I’d love to use as a book title: Fail and fail and fail again.*

We need questions and practices which take us to the edges, to the cracks and gaps and liminalities in culture and society, meaning we have to be prepared to be usefully wrong, to fail purposefully.

(*I can’t remember which of his books this comes in.)