Season 2

1999-10-05 · 22m

Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.

1999-10-12 · 22m

Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.

1999-10-19 · 22m

The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.

1999-10-26 · 22m

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.

1999-11-02 · 22m

Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.

1999-12-07 · 22m

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.

1999-12-14 · 22m

Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.

1999-12-21 · 22m

Dana's brother comes to visit. Natalie asks Dan to review her audition tape.

1999-12-28 · 22m

It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.

2000-01-11 · 22m

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.

2000-01-18 · 22m

Dan and Casey cover a boxing match. Dan's father visits.

2000-01-25 · 22m

The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.

2000-02-01 · 22m

Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.

2000-02-08 · 22m

It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.

2000-02-29 · 22m

Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.

2000-03-07 · 22m

Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.

2000-03-14 · 22m

The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.

2000-03-21 · 22m

It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.

2000-03-28 · 22m

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.

2000-04-04 · 22m

Natalie has a job interview with Saturday Night Live. Dan hires a publicist.

2000-05-16 · 22m

Rebecca returns, Natalie and Jeremy rekindle their relationship, and the network is sold.