The show was finally canceled when Aaron Sorkin decided to concentrate on his other show, The West Wing (1999). Low ratings on ABC also contributed to its demise. But it did receive several attractive offers to continue on cable TV. However, all the deals included Sorkin as a writer but Sorkin declined.
During one episode, Dan shakes writer's block by reminding himself why he got into writing in the first place - to impress women. Josh Charles, who plays Dan Rydell, was also in Dead Poets Society (1989) in which Josh's character wrote poetry also to woo a woman.
Clark Gregg was offered one of the lead roles. But he had to turn it down because he was working on the pre-production of What Lies Beneath (2000). Gregg ended up playing the recurring role of The Stranger.
Throughout episode 2-20, "Bells and a Siren", Dan jokes that his young publicist should be at home watching Felicity (1998). Felicity was produced by Ron Howard, Brian Grazer and Tony Krantz- the same team responsible for this show.
The tapes and decks used on the show are U-Matic (aka 3/4") format, which, in the late '90s, would have been quite outdated. The standard they would have likely used at the time would have been Betacam. The U-Matic equipment, which looks very much alike the Betacam equipment, would have been available far more cheaply than Betacam gear, especially for use as a prop.