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Answer: WANNABET
WANNABET is a crossword puzzle answer that we have spotted 11 times.
Offer that may be answered by "How much?"
Follow-up to "Oh, yeah?"
"Care to make it interesting?"
Words before "You're on!"
Doubter's challenge
'Care to put money on it?'
"Oh, yeah?" follower
"Are you sure of that?"
"Care to wager?" ... and a question answered, one way or the other, by the first words of the answers to starred clues
"You sure of that?"
"Just how sure are you?"