High Quality Content by WIKIPEDIA articles! "When It Rains, It Pours" is the second episode of the fifth season of the American television comedy series 30 Rock, and the 82nd overall episode of the series. It was written by co-show runner and executive producer Robert Carlock and directed by series producer Don Scardino. "When It Rains, It Pours" originally aired on the National Broadcasting Company (NBC) network in the United States on September 30, 2010. Guest stars in this episode include Joanna Adler, Ben Bailey, Elizabeth Banks, Craig Castaldo, Paul Giamatti, Andrea Mitchell, Chris Parnell, Sherri Shepherd, and Brian Williams.