Casey tries to find the courage to ask Dana out, Isaac's back at work, and Jeremy and Natalie have a fight.
Guest Stars:
Kayla Blake, Jeff Mooring, Greg Baker
Dana goes to a bachelorette party and has an epiphany, Dan has breakfast with Hillary Clinton, and Isaac brings in a ratings guy.
Guest Stars:
William H. Macy, Kayla Blake, Jeff Mooring, Greg Baker
The staff are stressed out by Sam Donovan's presence, and things get worse when J.J. stops by to give them notes.
Guest Stars:
Tim DeKay, William H. Macy, Kayla Blake, Robert Mailhouse, Jeff Mooring
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.
Guest Stars:
William H. Macy, Kayla Blake, Jeff Mooring, Greg Baker
Jeremy readies the show's computer systems for Y2K. Dan meets a woman in a bar, discovering later that she's a psychologist.
Guest Stars:
Kayla Blake, Jeff Mooring, Greg Baker
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.
Guest Stars:
Kayla Blake, Jeff Mooring, Greg Baker
Jeremy has to fire an intern, and the team covers breaking news of a football steroid scandal.
Guest Stars:
Charlie Finn, Kayla Blake, Jeff Mooring, Greg Baker
Dana's brother comes to visit. Natalie asks Dan to review her audition tape.
Guest Stars:
Eric Bruskotter, Kayla Blake, Jeff Mooring, Greg Baker
It's a very slow news day, Casey goes on a date with a woman named Pixley, and Jeremy is up for an award.
Guest Stars:
Megan Ward, Kayla Blake, Jeff Mooring, Greg Baker
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.
Guest Stars:
Tom Cavanagh, Megan Ward, Kayla Blake, Jeff Mooring, Greg Baker
Dan and Casey cover a boxing match. Dan's father visits.
Guest Stars:
Peter Riegert, Kayla Blake, Jeff Mooring, Greg Baker
The show lands an interview with Michael Jordan but there are a few strings attached. Sam returns.
Guest Stars:
William H. Macy, Brenda Strong, Kayla Blake, Jeff Mooring, Greg Baker
Dan tries to get the night off for a Tom Waits concert. Dana inherits a gun.
Guest Stars:
William H. Macy, Kayla Blake, Jeff Mooring, Greg Baker
It's Sam's last day at the show, Jeremy and Natalie break up, and Casey gets his eyes examined.
Guest Stars:
Spencer Garrett, William H. Macy, Kayla Blake, Jeff Mooring, Greg Baker
Natalie organizes a post-show trivia game but excludes Jeremy, who ends up meeting a woman at a bar.
Guest Stars:
Paula Marshall, Kayla Blake, Jeff Mooring, Greg Baker
Dan reacts to not making the “100 Most Influential People in Sports” list. Dana goes to church.
Guest Stars:
Paula Marshall, Derek Webster, Kayla Blake, Jeff Mooring, Greg Baker
The team covers the first round of the NFL draft. Jeremy is nervous about Jenny's visit to the studio.
Guest Stars:
Kayla Blake, Jeff Mooring, Greg Baker
It's the second round of the NFL draft. Jenny visits, and Dan and Casey fight.
Guest Stars:
Paula Marshall, John Kidd, Kayla Blake, Jeff Mooring, Greg Baker
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.
Guest Stars:
Tim DeKay, Kayla Blake, John de Lancie, Jeff Mooring, Greg Baker
Natalie has a job interview with Saturday Night Live. Dan hires a publicist.
Guest Stars:
Alanna Ubach, Kayla Blake, Jeff Mooring, Greg Baker
Dana meets a man with inside information on the sale of the network. Dan and Casey have a job offer in Los Angeles.
Guest Stars:
Clark Gregg, Kayla Blake, Jeff Mooring, Greg Baker