Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
EP2 When Something Wicked This Way ComesOct 12, 1999
Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.
EP3 Cliff GardnerOct 19, 1999
The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.
EP4 Louise RevisitedOct 26, 1999
Casey 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.
EP5 KafelnikovNov 02, 1999
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
EP6 ShaneDec 07, 1999
Casey 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.
EP7 Kyle Whitaker's Got Two SacksDec 14, 1999
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
EP8 The ReunionDec 21, 1999
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
EP9 A Girl Named PixleyDec 28, 1999
It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.
EP10 The Giants Win the Pennant, the Giants Win the PennantJan 11, 2000
Dana 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.
EP11 The Cut Man ComethJan 18, 2000
Dan and Casey cover a boxing match. Dan's father visits.
EP12 The Sweet Smell of AirJan 25, 2000
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
EP13 Dana Get Your GunFeb 01, 2000
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
EP14 And the Crowd Goes WildFeb 08, 2000
It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.
EP15 CelebritiesFeb 29, 2000
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
EP16 The Local WeatherMar 07, 2000
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
EP17 Draft Day: Part I - It Can't Rain at Indian WellsMar 14, 2000
The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.
EP18 Draft Day: Part II - The Fall of Ryan O'BrianMar 21, 2000
It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.
EP19 April is the Cruelest MonthMar 28, 2000
The 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.
EP20 Bells and a SirenApr 04, 2000
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
EP21 La Forza Del DestinoMay 09, 2000
Dana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.
EP22 Quo VadimusMay 16, 2000
Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.
The offbeat cast and crew of a sports news show deal with professional, personal, and ethical challenges while functioning in a pressure-cooker work environment.