Guest Stars Ben Feldman as Ron LaFlamme Henry Phillips as John Stafford Emily Chang as Herself Kara Swisher as Herself Joel Swetow as Rod Morgenstern Dick Costolo as Himself Yonas Kibreab as Boy in the Jungle Conan O'Brien as Himself Samantha Cutaran as Woman in Pied Piper Ad #2 Jason Sims-Prewitt as Jim Gittman Alec Berg as Documentarian Bill Gates as Himself Leanne Suter as KTUY3 Female News Anchor Julia Finkelstein as Young Woman Lavelle Roby as Old Woman in Pied Piper Ad Rick Chambers as KCYD News Anchor Jim Cramer as Himself Cinda Adams as Woman in Pied Piper Ad #3 Richard Wharton as Man in Pied Piper Ad #2 Alfred Rubin Thompson as Man in Pied Piper Ad #1 Jaidyn-Bleau as Girl in Pied Piper Ad Julianne Buescher as Debbie Robert M. Lee as Man in Pied Piper Ad #3 Drake Hansen as Boy in Pied Piper Ad Judith Drake as Judy Jay Jackson as KTUY3 Male News Anchor