Failure is easy to spot. They have signs and fingerprints as does success.
If you don't ask the right questions you are going to be surprised many times in life. Usually those surprises are expensive.
And the hard questions are usually missed or ignored. The ones with murky or even no answers. You can't be afraid of questions and many are. Most are. They have silly answers to key concerns.
I have been involved in many businesses and it's a minefield no matter how sophisticated you are. That is why 8 out of 10 fail. There are always so many unknowns and lousy answers for some of the knowns.
But an unknown is not the same as not knowing or being unaware. Sometimes you don't have the answer just yet, but you are aware of the question and that protects you from disaster which can occur from being surprised or unprepared for a question. Splitting hairs? Yes, perhaps, but don't ignore that the difference between winning and losing or success or failure many times comes down to that split hair.