It doesn't take much to turn the OP into a realistic question:
"What do you think is the single most important question you could ask a wise teacher?"
Far from being a useless question I have found it to be very relevant. When I get an opportunity to talk with Bhikkhu Bodhi I have time enough for one direct question. As much as I'd like to sit and chat with him for an hour or three I am simply not given that opportunity. Or if a monk is traveling giving lectures to a crowd I am lucky if I get called on during the question & answer period. Again, no chance for lots of back and forth or multiple questions. I have a single opportunity and I have to make it count.
In these situations, if I had asked "How may I help you?" I would have squandered a precious and rare opportunity to learn Dhamma from very wise people. On the other hand, when Bhikkhu Dhammaratana was visiting my town for a week I asked him if there was anything special he needed while he was travelling. He let me know of a few things and I happily got them. But when we were doing a meditation retreat I kept my questions focused on the path and practice.
That is how I roll. I guess others roll differently.