- David Letterman (Self - Host)
- Paul Shaffer (Self - Musical Director)
- Alan Kalter (Self - Announcer)
Episode: Vince Vaughn, Brian Benben, Brian Setzer Orchestra
Air Date: 1998-09-18
Dave makes another rant pertaining to the CBS Watermark; kid Geography whiz Jonathan Estrada helps out during CBS Mailbag; Brian Benben promotes his new, self-titled (and quickly cancelled) sitcom.