Neil Patrick Harris and the entire SNL cast perform the theme to Doogie Howser, M.D.. Harris wears a tuxedo while everyone else is dressed as Doogie Howser in blonde wigs, lab coats with a picture ID of Doogie on them, dress shirts, colorful ties, acid washed jeans, and Nike hi-tops (Armisen and Samberg wear green sunglasses as well). Harris plays keyboard; Wilson, Elliott, and Michaela Watkins play violin; Moynihan plays tuba; Thompson plays harp; Hader plays saxophone; Hammond plays trumpet; Wiig plays electric guitar; Sudeikis plays double bass; Forte plays drum kit; Armisen plays synthesizer; and Samberg plays an Akai MPC 2000XL drum machine. At the end of the performance, Harris sheds a single tear.

During a performance review conducted by episode host Seth Rogen, Samberg raps about his typical day as the boss of a large company. The first few activities he names are what one might expect, such as approving memos and micromanaging his staff (John Mulaney). His actions become increasingly erratic, however, after a subordinate (Kristin Wiig) rejects his advances and he is consequently denied a promotion. The boss's description ends with him turning into a jet, crashing into the sun, and dying. Rogen leaves the performance review in apparent disgust as Samberg repeatedly reminds him, "I'm the boss."

The fifth single from The Lonely Island's debut album, Incredibad, Rogen's voice replaces Schaffer's as the company evaluator, though Schaffer does appear in the short as a hooded gun dealer. Taccone also makes a cameo appearance as the man who hands Samberg a notice about a harassment lawsuit filed by Wiig.

A music video for the song "Boombox" featuring Samberg and Julian Casablancas. The second verse from the album version of the song was not included in the video. Cameos by Schaffer (dancing with two cops), Fred Armisen (the Spanish guy doing the Bartman), and Bobby Moynihan (the orderly in the old folks' home who steals one of the resident's money).

The eighth track on The Lonely Island's first album, Incredibad.