Aired: 10/5/1999
Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
Aired: 10/12/1999
Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.
Aired: 10/19/1999
The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.
Aired: 10/26/1999
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.
Aired: 11/2/1999
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
Aired: 12/7/1999
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.
Aired: 12/14/1999
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
Aired: 12/21/1999
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
Aired: 12/28/1999
It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.
Aired: 1/11/2000
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.
Aired: 1/18/2000
Dan and Casey cover a boxing match. Dan's father visits.
Aired: 1/25/2000
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
Aired: 2/1/2000
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
Aired: 2/8/2000
It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.
Aired: 2/29/2000
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
Aired: 3/7/2000
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
Aired: 3/14/2000
The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.
Aired: 3/21/2000
It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.
Aired: 3/28/2000
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.
Aired: 4/4/2000
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
Aired: 5/9/2000
Dana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.
Aired: 5/16/2000
Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.
