Randy Cohen, a former writer for David Letterman, discusses an interesting aspect to this former employer's inter-office trysts. What does it do to the mood of a workplace when the boss — and in Dave's case, a boss who's not going to be replaced or overruled by a superior — is involved with one or more staff members?
One point: I doubt Letterman was putting any staff member on-camera because he was involved with them. With a couple of exceptions like Johnny Dark, I think Dave is just more comfortable with amateurs and with folks who are never going to get a laugh on their own.