TaleSpin - Season 1 Episode 30
Double or Nothing

Baloos favorite record, handed down by his father, is broken and so is Baloos heart. He finds the last existing record is for sale at an antique store for $100. With $50 of Kits hard earned money for starting cash, Baloo sets out to show Kit that you dont need to work hard for easy money. However, the easy street requires them to cross Trader Moe, whos not about to lose his trades to someone muscling in on his action.