- David Letterman (Self - Host)
- Paul Shaffer (Self -Musical Director)
- Alan Kalter (Self - Announcer (voice))
Episode: Chris Tucker, Faith Ford, Eagle Eye Cherry
Air Date: 1998-09-29
Dave lets Inky go on a ""gum break;"" George Clarke is introduced as operator of the Late Show hedge fund; Biff demands more scandals involving President Clinton; Chris Tucker promotes Rush Hour.