Key so i did some tests and i m not making this up
Yes i did chose the stupid road i kind of wanted to compare treasures
HOWEVER:
i earned from this 1 fight more than my entire brothel earns in a day
Also i m fucking beggar tier penny earner at this brothel minigame this entire 20k i was earned in this map
on funny note: you can use skill collect on DOGS and it gave me 12 coins (this imply dogs in undercity brothel yakuza earn salary)
EDIT: Both chest had same loot!