- David Letterman (Self - Host)
- Paul Shaffer (Self -Musical Director)
- Alan Kalter (Self - Announcer (voice))
Episode: Cuba Gooding Jr., Simon & Garfunkel
Air Date: 2003-09-12
Dave has a major announcement to make; Cuba Gooding, Jr. promotes The Fighting Temptations; Paul Simon and Art Garfunkel sing "America" and "The Boxer."