- December 29, 1999 - The new voice for the females of South Park is revealed to be Eliza Scheider. She has four prior projects listed at IMDb.com. Like Mary Kay Bergman, she attended UCLA and graduated as a world arts and cultures major (Mary Kay left UCLA after her thid year there).
- January 2, 2000 - South Park Central gets its cease-and-desist letter.
- January 6, 2000 - No. 1 South Park Street gets its cease-and-desist letter.
- January 7, 2000 - In Entertainment Weekly, Trey and Matt reveal that the shorts they'll make for Shockwave will not be related to South Park after all. They'll try new stuff, weird stuff. They'll have full artistic control, which means no restrictions from Macromedia or the FCC.
- January 12, 2000 - On Fox News Roger Friedman relays the news that there are 27 episodes left in the series. Season five will have ten of them.
- January 19, 2000 - Mr. Hat's Hellhole announces a Layout Design Contest, as it has gotten tired of the old layout.
- January 27, 2000 - At Lapdance DVDA, Trey Parker's band, performs some of its songs from 11:15 p.m. to midnight. Two of the songs were "Robert Redford Fucks Babies" and "David Kelley, TV Warrior." Also, eCompanies' Icebox.com will create original animated programming for the Internet in partnership with the best group of talent ever assembled for the medium. Among the group is Pam Brady, co-writer of "South Park, Bigger, Longer, Uncut."
- January 28, 2000 - At Lapdance 2000, Trey is a voice in the short "Revenge of the Roadkill Rabbit." Eric Stough co-directs and produces it.
- February 8, 2000 - The total number of episodes has been raised to 75. In the South Park Digest, Booster Club Moderator Paul Wein reveals that season four will have 17 episodes. The first four will air in April, starting on the fifth, then 7 in the first half of summer, then 6 in the last half of fall.
- February 10, 2000 - A post in the SP Digest says that Matt and Trey are going to be at the William S. Paley Television Festival in Los Angeles, Thursday, March 2 at 7:00 p.m. Alta Vista: Live! reports that Stone and Parker, who were set to debut their show in March, now seem to be at least a month behind schedule. The duo are looking for real estate near Marina del Rey, Calif., to house some computers and serve as headquarters for the show. Explains Stone, "We're in a ramp-up period."
- February 18, 2000 - Trey Parker and DVDA are featured in MTV's True Life, which is being repeated multiple times in the next few days. Trey sings a snatch of "Robert Redford Fucks Babies" and "I Am Chewbacca", among other memorable moments.
- February 21, 2000 - McFarlane Toys and Comedy Central Make Sweet Lovin. In October, McFarlane Toys will come out with a series of posable dolls. They include the four boys, each with a minor character to play with (ex.: Kyle and Ike, Cartman and Kitty). Starvin' Marvin, Officer Barbrady, Nurse Gollum, some cows, and other characters will also be available. See here for more information: South Park and Austin Powers (Gotta have Quicktime VR for this one), South Park Figures On Display, and South Park Figures In Detail. Also, a blackout is executed by 75 South Park sites to protest Comedy Central's position on episodes and mp3's online. The blackout involved shutting down the sites for one day. The facts are that Comedy Central has ordered fan sites to remove full-length episodes, and mp3's from the three current CD"s, from their Web spaces (see the listing for October 16, 1997). The sites protest that doing this will deprive people who don't get Comedy Central from seeing the show and increasing its popularity (which may result in new subscribers to Comedy Central). Truth is, the show has already peaked in popularity and has leveled off, so the blackout had no effect.
- February 25, 2000 - Mr. Hat's Hellhole announces the deadline for the contest: February 27.
- February 27, 2000 - The deadline for Mr. Hat's Hellhole's Layout Design Contest arrives. Stevo of Kenny's Hall of Death is announced as the contest winner, so he gets the $200 offered as the Grand Prize. Vin and Matt seem to realize their error, though, as the contest winner is hardly ever announced at the deadline, so they revert to the old layout and ask the fans to continue voting. The prize is retracted.
- March 2, 2000 - At the William S. Paley Television Festival at the DGA Trey and Matt discuss various aspects of the show, from the last-minute changes made to an episode to the four or five voice-over artists they will need to replace Mary Kay Bergman. They also discuss their experiences with both independent and major studios, their struggle to get a trailer for South Park: Bigger, Longer & Uncut to air on television, their struggle against the MPAA concerning the movie, and the reasons why there will not be a sequel to the movie. Trey Parker and Marc Shaiman receive the Award for Best Original Score for South Park: Bigger, Longer, & Uncut at the 12th Annual Chicago Film Critics Awards.
- March 5, 2000 - Mr. Hat's Hellhole declares a winner for the second time: Dan, who sent in some revisions to his layout. The claim is that the contest was a draw all the way to the end, but that Dan's layout went better with its subpage layouts. This means that the February 27 announcement was premature, that the deadline was violated with voting past the deadline date, and that the final decision was not the fans'. For this, the contest and the Hellhole are reviled. The lesson here is that the layouts should not have been shown to the fans. The Webmasters are the ones who are going to deal with the layouts daiily, and what may work for the fans may not work out for the Webmasters. Vin and Matt should have tested the layout without having the fans vote, and then chosen the one that works best for them. They could then ask fans for small improvements.
- March 13, 2000 - In the TIME article God's Gift, James Poniewozik talks about the state of TV today. He says this of South Park: "In this environment, a show like South Park is, perversely, the most retro rarity on TV: an offensive and intelligent series, satirizing religion and society with proud coarseness (just as All In The Family did in its own way). South Park's bigoted, foulmouthed Eric Cartman may go to hell for it, but unlike GD&B's creators, he'll at least have something to show for his trip." P.S.: God, the Devil & Bob has been cancelled