In Season 1 Episode 10, Trick x to x the Trick, Leorio wanted to bet on whether the blue guy was unconscious or not. At the time of the wager the prisoner was down 40-60 against Leorio.
PRISONER: Now, it's your turn to wager. What would you like to bet on?
LEORIO: Well... I'd like to bet on whether he's really unconscious or not.
Just before Leorio lets go of the blue guy, the prisoner says:
PRISONER: I bet 40 hours that he's unconscious. I'm betting all the time I have left.
Leorio lets go of the blue guy and of course he wasn't unconscious yet the prisoner was still awarded with 40 hours!!
After the prisoner was awarded the 40 hours, she says,
PRISONER: But now, you only have 20 hours of bargaining chips.
So they definitely made it seem like Leorio lost the wager, but clearly the prisoner did!
Why didn't the prisoner lose right then and there? Shouldn't that have been the end of the match?