Caroline in the City S04 E19 Caroline and the Return of the Sudsy Guy

"She's got a cartoon life and a real-life love triangle."

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.