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Caroline in the City Season 4 Episode 19

Sparks fly between Caroline and Randy when he pays her a surprise visit in New York and they end up getting stuck together in a subway tunnel for two hours. Meanwhile, Richard gets his first real break as an artist when an eccentric gallery owner offers to exhibit his work — but only if he can create another ‘bleak’ painting in time for the next day’s show.

Episode Title: Caroline and the Ultimatum (2)

Air Date: 1999-04-05