8.0
S2E1 - Special Powers
Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
Oct. 5, 1999, midnight
S2E2 - 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.
Oct. 12, 1999, midnight
8.0
S2E3 - 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.
Oct. 19, 1999, midnight
S2E4 - 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.
Oct. 26, 1999, midnight
S2E5 - Kafelnikov
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
Nov. 2, 1999, midnight
8.0
S2E6 - 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.
Dec. 7, 1999, midnight
8.0
S2E7 - Kyle Whitaker's Got Two Sacks
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
Dec. 14, 1999, midnight
S2E8 - The Reunion
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
Dec. 21, 1999, midnight
7.0
S2E9 - 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.
Dec. 28, 1999, midnight
S2E10 - 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.
Jan. 11, 2000, midnight
8.0
S2E11 - The Cut Man Cometh
Dan and Casey cover a boxing match. Dan's father visits.
Jan. 18, 2000, midnight
S2E12 - The Sweet Smell of Air
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
Jan. 25, 2000, midnight
S2E13 - Dana Get Your Gun
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
Feb. 1, 2000, midnight
S2E14 - 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.
Feb. 8, 2000, midnight
8.5
S2E15 - Celebrities
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
Feb. 29, 2000, midnight
S2E16 - The Local Weather
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
March 7, 2000, midnight
S2E17 - 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.
March 14, 2000, midnight
S2E18 - 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.
March 21, 2000, midnight
S2E19 - 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.
March 28, 2000, midnight
S2E20 - Bells and a Siren
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
April 4, 2000, midnight
4.0
S2E21 - 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.
May 9, 2000, midnight
S2E22 - Quo Vadimus
Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.
May 16, 2000, midnight