Season 2
Episodes
1. Special Powers
1999-10-05
Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
2. When Something Wicked This Way Comes
1999-10-12
Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.
3. Cliff Gardner
1999-10-19
The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.
4. Louise Revisited
1999-10-26
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.
5. Kafelnikov
1999-11-02
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
6. Shane
1999-12-07
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.
7. Kyle Whitaker's Got Two Sacks
1999-12-14
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
8. The Reunion
1999-12-21
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
9. A Girl Named Pixley
1999-12-28
It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.
10. The Giants Win the Pennant, the Giants Win the Pennant
2000-01-11
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.
11. The Cut Man Cometh
2000-01-18
Dan and Casey cover a boxing match. Dan's father visits.
12. The Sweet Smell of Air
2000-01-25
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
13. Dana Get Your Gun
2000-02-01
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
14. And the Crowd Goes Wild
2000-02-08
It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.
15. Celebrities
2000-02-29
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
16. The Local Weather
2000-03-07
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
17. Draft Day: Part I - It Can't Rain at Indian Wells
2000-03-14
The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.
18. Draft Day: Part II - The Fall of Ryan O'Brian
2000-03-21
It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.
19. April is the Cruelest Month
2000-03-28
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.
20. Bells and a Siren
2000-04-04
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
21. La Forza Del Destino
2000-05-09
Dana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.
22. Quo Vadimus
2000-05-16
Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.