Now we're talking! There should definitely be a prize... But honestly, I got nothing. Winner gets to have the loser do whatever they want for a day? Unless you got better ideas.
[She's open to them at least. And besides, she doesn't plan on losing.]
Asking the person who barely carries money on them in the first place? [Although of course there's always plenty of people to steal from at a bar, so:] Heh, you're on. Hope you're ready to empty those pockets 'cause I rack up a mean fucking tab.
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Is there a prize to be gained upon winning? It's not much of a contest without a wager.
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[She's open to them at least. And besides, she doesn't plan on losing.]
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That sounds fair to me. Winner gets a free meal.
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[Cutting deals with salesmen is a better option in her opinion.]
I have no intention of losing when gold is so valuable! Do you think you're any good at picking pockets?
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[EXCEPT THAT'S NOT HOW PICK POCKETING WORKS?? But it's sure worked out for Zero.]