Only 10 episodes comprised season one. Once the show was greenlit for a second season, the producers chose to make 90 episodes and air two weekly. The reason for this: 100 episodes was often the minimum number of episodes required for a series to be released in syndication, thus producing an ongoing income stream for those involved.
Charlie Sheen greeted Barry Corbin by telling him "everything you've read about me is true." Corbin replied that the same was true of himself. Sheen replied that "I haven't ready anything about you," to which Corbin told him "That's because I fly under the radar, you might should have tried that a few years ago."
It has been reported that recurring love interest Selma Blair did not get along with Charlie Sheen during filming.
Noureen DeWulf was pregnant during the end of filming which is why they were many plots revolving around her baby bump.
Charlie Sheen personally advocated for Brett Butler to have a recurring role because both of them had addiction issues as well as being let go of two series which were both created by Chuck Lorre. After her addiction issues were causing havoc ABC canceled Butler's sitcom Grace Under Fire (1993) mid-season in 1998 and Sheen was fired because of his addiction issues from Two and a Half Men (2003) and replaces by Ashton Kutcher. Butler had pretty much remained dormant since the cancellation of her show fourteen years earlier but feeling sympathy for her own personal struggles Sheen wanted her on the series and it marked a small comeback for the comedic actress.