What do you call someone who asks many questions?

Solution 1:

I would say: Most inquisitive:

Merriam-Webster:

1 : given to examination or investigation

2 : inclined to ask questions, especially : inordinately or improperly curious about the affairs of others

Cambridge Dictionary

wanting to discover as much as you can about things, sometimes in a way that annoys people

Someone who is inquisitive asks a lot of questions and is genuinely curious about things. They might take it a little too far, but it's a very weak negative connotation and one that doesn't really apply when you're in any context related to learning.

Particularly within academia, being inquisitive would be considered a badge of honor:

It's partly because humans are naturally inquisitive and exploratory but also, and more significant, because we need the unknown, what historians of religion call "otherness," to lend our lives significance.

— David Nicholson-Lord, Nation, 6 Oct. 1997

Inquisitive really only has a negative connotation when used to describe someone inquisitive about something that isn't their business, for example, inquisitive neighbors:

an inquisitive woman who tends to everybody's business but her own

And, while it shares a root with "inquisitor", "inquisitive" doesn't share any of that word's negative connotations.

Solution 2:

I would steal from the StackExchange platform. We give good question askers 3 badges:

  • Curious
  • Inquisitive
  • Socratic

The last here being somewhat of a joke. Socrates is known as a philosopher for posing difficult "Socratic questions" to people.

As such, if you're intending this to be somewhat humorous, you could also use the term for your award and call it "Most Socratic":

Of or pertaining to, characteristic of, Socrates the Athenian philosopher, or his philosophy, methods, character, etc.

Solution 3:

I would recommend Inquirer .

According to Cambridge Dictionary:

INQUIRER:

someone who asks about something

Synonym - questioner

Solution 4:

You could use "inquisitor".

a person making an inquiry, especially one seen to be excessively harsh or searching.

It does conjur up images (to me at least) of the Spanish Inquisition but if you are looking for a slightly tongue in cheek term it could fit the bill.

Solution 5:

You might need to make up a word. Some words simply do not have straightforward translations. In German kindergarten names, they sometimes translate почемучка as Warumka ("why-ka") . But in that situation some of the context is quite obvious, e.g. that the word is meant to be cute and that it is some kind of non-native word.