Sports NightSeason 21999 · 22 episodesEpisodes1Special PowersCasey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.2When Something Wicked This Way ComesDana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.3Cliff GardnerThe staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.4Louise RevisitedCasey does everything he can to win the Sports Night “Who's Cooler: Dan or Casey?” internet poll. Dana has dinner with an old school friend.5KafelnikovJeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.6ShaneCasey wants to edit an interview to cast a ballplayer in a more favorable light, Dan has trouble taping a teaser, and The Vatican declares there's no such place as Hell.7Kyle Whitaker's Got Two SacksJeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.8The ReunionDana's brother comes to visit. Natalie asks Dan to review her audition tape.9A Girl Named PixleyIt's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.10The Giants Win the Pennant, the Giants Win the PennantDana begins to see the flaw in her dating plan. Dan wants to use Isaac in a feature on the 1951 New York Giants pennant win.11The Cut Man ComethDan and Casey cover a boxing match. Dan's father visits.12The Sweet Smell of AirThe show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.13Dana Get Your GunDan tries to get the night off for a Tom Waits concert. Dana inherits a gun.14And the Crowd Goes WildIt's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.15CelebritiesNatalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.16The Local WeatherDan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.17Draft Day: Part I - It Can't Rain at Indian WellsThe team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.18Draft Day: Part II - The Fall of Ryan O'BrianIt's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.19April is the Cruelest MonthThe network's cutting costs and jobs may be on the line. The staff sit for Passover Seder, and Dan hopes this will afford him the chance to mend a few fences.20Bells and a SirenNatalie has a job interview with Saturday Night Live. Dan hires a publicist.21La Forza Del DestinoDana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.22Quo VadimusRebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.Season 1
