The show was inspired by an unproduced episode of "The Larry Sanders Show" (1992) in which Janeane Garofalo's character had to look after a fashion model Larry was dating.
There is a new bouquet of flowers in every episode on Jack Gallo's office window.
The part of Dennis Finch was written specifically for David Spade, and was added after the original pilot had already been taped but was rejected in favor of "Suddenly Susan" (1996). Before it was added, there was a minor secretary character called Connor, but he bore little resemblance to Finch.
The original set was drastically different from the one used in the series. One such difference was an opulent staircase that led up to Nina's office. Wendie Malick was disappointed that the staircase was removed, as it provided her character with the opportunity to make distinct and comedic entrances. Malick unsuccessfully lobbied for the staircase's return throughout much of the series' run.
The title is taken from the song "Surf City" by Jan and Dean, which plays over the montage of Finch running around New York City trying to procure all the items Jill needs.
The episode's title references Dr. Seuss' book "How the Grinch Stole Christmas"
Angelina Jolie is the cover girl on the Blush magazine used to introduce new scenes.