Brewster's Millions / Uncle Buck

In BREWSTER'S MILLIONS a man stands to inherit 300 million dollars, but only if he can first waste 30 million dollars in 30 days and not show a profit! Not an easy task.
UNCLE BUCK is an idle, good natured bachelor who is left in charge of his nephew and nieces during a family crisis. Unaccustomed to family life, Buck soon charms his younger relatives, but his style doesn't impress everyone, including his girlfriend.