Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
22min
October 5, 1999
2. When Something Wicked This Way Comes
Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.
0
22min
October 12, 1999
3. Cliff Gardner
The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.
22min
October 19, 1999
4. Louise Revisited
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.
0
22min
October 26, 1999
5. Kafelnikov
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
0
22min
November 2, 1999
6. Shane
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.
22min
December 7, 1999
7. Kyle Whitaker's Got Two Sacks
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
22min
December 14, 1999
8. The Reunion
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
0
22min
December 21, 1999
9. A Girl Named Pixley
It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.
22min
December 28, 1999
10. The Giants Win the Pennant, the Giants Win the Pennant
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.
0
22min
January 11, 2000
11. The Cut Man Cometh
Dan and Casey cover a boxing match. Dan's father visits.
22min
January 18, 2000
12. The Sweet Smell of Air
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
0
22min
January 25, 2000
13. Dana Get Your Gun
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
0
22min
February 1, 2000
14. And the Crowd Goes Wild
It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.
0
22min
February 8, 2000
15. Celebrities
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
22min
February 29, 2000
16. The Local Weather
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
0
22min
March 7, 2000
17. Draft Day: Part I - It Can't Rain at Indian Wells
The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.
0
22min
March 14, 2000
18. Draft Day: Part II - The Fall of Ryan O'Brian
It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.
0
22min
March 21, 2000
19. April is the Cruelest Month
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.
0
22min
March 28, 2000
20. Bells and a Siren
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
0
22min
April 4, 2000
21. La Forza Del Destino
Dana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.
22min
May 9, 2000
22. Quo Vadimus
Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.