Who has what to lose?
Is that question natural?
In what context?
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anonymousIs that question natural?
I do not understand it. I understand these:
Who has something to lose?
Who has a lot to lose?
anonymousWho has what to lose?
Is that question natural?
It is OK to have more than one question word in the same question, if that's what you're asking.
Who said what at the meeting?
CJ