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Season 2

24 :02x01 - Special Powers

Oct/05/1999
Ninety days have passed since Gordon broke up with Dana, and Casey is trying to find the right time and method to approach her romantically. Dana is worried about Isaac's ability to work since returning from his stroke. Natalie and Jeremy argue over the possibly of her taking a job in Texas.
Guest Stars: Kayla Blake as Kim | Suzanne Kellogg as Alyson | Greg Baker as Elliot | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Jeff Mooring as Dave
Director: Thomas Schlamme
Writer: Aaron Sorkin
Songs: Aretha Franklin -- It's In His Kiss, Neil Finn -- She Will Have Her Way, Tim Cullen -- The Valentine

25 :02x02 - When Something Wicked This Way Comes

Oct/12/1999
A rumor is spreading through the studio that the network has hired a ratings expert for the show. Casey makes plans for his first date with Dana. Dana attends a biker-themed bachelorette party and has an epiphany. Dan is invited to Hillary Clinton's fund-raising breakfast. Sam Donovan arrives.
Guest Stars: Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim | William H. Macy as Sam Donovan
Writer: Aaron Sorkin

26 :02x03 - Cliff Gardner

Oct/19/1999
The presence of Sam Donovan has everyone on edge. In spite of Casey's best efforts, Dana will not budge with regards to her "dating plan". Network executives meet with the Sports Night staff with suggestions. Sam Donovan tells the network executives about Cliff Gardner.
Guest Stars: Bari Hochwald as Tricia | Tim DeKay as Ray Mitchel | Robert Mailhouse as J.J. | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Jeff Mooring as Dave | Greg Baker as Elliot | Kayla Blake as Kim | William H. Macy as Sam Donovan
Writer: Aaron Sorkin

27 :02x04 - Louise Revisited

Oct/26/1999
An internet poll asks viewers who is cooler - Dan or Casey? Casey intends to win this poll by any means necessary, and recruits Jeremy to help. Relations between the staff and Sam Donovan begin to thaw. Dana goes on a date with Cab Calloway (no, not that Cab Calloway). Natalie is emailing Jeremy's sister.
Guest Stars: Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim | William H. Macy as Sam Donovan
Director: Marc Buckland
Songs: Neil Finn -- She Will Have Her Way

28 :02x05 - Kafelnikov

Nov/02/1999
Jeremy convinces Dana that he is qualified to eliminate any potential Y2K problems from the computers as they approach the millennium. The "dress rehearsal" test of his changes doesn't go without some problems. Dan meets a woman at a bar who asks her to call him. However, since the woman is a psychologist, Dan is not exactly sure if her intent was romantic or professional.
Guest Stars: Mary Ostrow as Female Patient | Suzanne Kellogg as Alyson | Jayne Brook as Abby Jacobs | Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim

29 :02x06 - Shane

Dec/07/1999
Dan continues to see Abby, hoping to get to the bottom of his escalating emotional problems. Casey interviews Shane McArnold - an old friend and professional baseball player who has signed with the New York Yankees. Dana is tickled pink when Shane makes a fool of himself and refuses Casey's request to edit the interview. Natalie is alarmed that the Vatican has denounced the existence of hell as an actual "place".
Guest Stars: Richard Steinmetz as Shane McArnold | Jayne Brook as Abby Jacobs | Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim
Songs: Katrina And The Waves -- Walking on Sunshine

30 :02x07 - Kyle Whitaker's Got Two Sacks

Dec/14/1999
Dana cannot contain her pride for her brother who got two sacks while playing in a Monday night football game. Jeremy is in charge of the irresponsible cousin of a network executive, and must learn to take a hard line with him. Sports Night investigates a drug scandal involving several pro athletes. Dan continues to struggle with emotional issues.
Guest Stars: Brad Tannebaum (2) as Intern | Suzanne Kellogg as Alyson | Nadia Dajani as Tina Leke | Jayne Brook as Abby Jacobs | Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim | Charlie Finn as Corbin Davis

31 :02x08 - The Reunion

Dec/21/1999
Dana must deal with the recent news that her brother Kyle has been taking anabolic steroids and will be suspended from the team. The staff buys "Secret Santa" gifts for each other and discuss who should be "Athlete of the Year".
Guest Stars: Suzanne Kellogg as Alyson | Eric Bruskotter as Kyle Whitaker | Jeff Mooring as Dave | Ron Ostrow as Will | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim

32 :02x09 - A Girl Named Pixley

Dec/28/1999
Per the rules of Dana's dating plan, Casey goes out on a date with a girl named "Pixley". The staff is trying to research news for tomorrows show, which is short by 42 minutes. Jeremy has been nominated for an award and is having problems writing a suitable acceptance speech.
Guest Stars: Megan Ward as Pixley Robinson | Darren Foreman as Waiter | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim

33 :02x10 - The Giants Win the Pennant, the Giants Win the Pennant

Jan/11/2000
Dan is excited to learn that Isaac attended a specific historic baseball game in 1952, but Isaac is reluctant to talk about it. Casey bumps into Pixley and writes his phone number on her hand. Dana finds about about this and is concerned.
Guest Stars: Thomas Cavanagh as Howard | James Edson as Mike Greenway | Megan Ward as Pixley Robinson | Timothy Davis-Reed as Chris | Jeff Mooring as Dave | Greg Baker as Elliot | Kayla Blake as Kim | Darren Foreman as Jack
Director: Pamela Dresser

34 :02x11 - The Cut Man Cometh

Jan/18/2000
Sports Night provides special coverage of a boxing match. When the scheduled ring-side color commentator gets sick, they must recruit a man who is only marginally qualified for the job. Dan's father visits him at the studio, but their reunion isn't as warm as Dan would have liked. When the fight ends in a knockout after seven seconds, Dan and Casey have to fill for an hour and a half. Dana begins to regret her "dating plan" for Casey.
Guest Stars: Allen Garfield as Chuck Kimmel | James Edson as Mike Greenway | Peter Riegert as Jay | Timothy Davis-Reed as Chris | Jeff Mooring as Dave | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim
Director: Alex Graves

35 :02x12 - The Sweet Smell of Air

Jan/25/2000
Dan wants to change his name to "Daniel". Sam Donovan is driving Dana crazy. Michael Jordan would like to announce his new line of cologne on Sports Night, but the staff is concerned that they won't have the opportunity to discuss sports with him. Casey goes to his son's class to give a presentation of sorts.
Guest Stars: Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim | Brenda Strong as Sally | William H. Macy as Sam Donovan
Director: Alex Graves

36 :02x13 - Dana Get Your Gun

Feb/01/2000
One hand washes the other as everyone's plans depend on favors from each other. Dana inherits a revolutionary war rifle and is less than thrilled about it. Natalie gets on the list to a hot nightclub, but Jeremy doesn't share her excitement. Casey has to work with a substitute anchor who's off-air girlfriend problems affect his on-air performance.
Guest Stars: Ron Ostrow as Will | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim | Cress Williams as Steve Sarris | William H. Macy as Sam Donovan
Director: Alex Graves

37 :02x14 - And the Crowd Goes Wild

Feb/08/2000
After experiencing some vision problems, Casey goes to an ophthalmologist. Since he had to have his eyes dilated, he has to wear dark glasses and can't see. Natalie and Jeremy break up. Sports Night is subpoenaed to turn over videotape of a riot that occurred on a nearby street. It's Sam Donovan's last day and Dana wants to get him a cake.
Guest Stars: Spencer Garrett as Peter Sadler | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Jeff Mooring as Dave | Greg Baker as Elliot | Kayla Blake as Kim | William H. Macy as Sam Donovan
Director: Alex Graves

38 :02x15 - Celebrities

Feb/29/2000
With the unpleasant breakup of Natalie and Jeremy, relationships in the studio are strained. The staff of Sports Night create teams and play the game "Celebrities". Jeremy meets a girl in a bar who turns out to be a porn star.
Guest Stars: Suzanne Kellogg as Alyson | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim | Paula Marshall as Jenny
Writer: Aaron Sorkin

39 :02x16 - The Local Weather

Mar/07/2000
The episode is told by Dan to his therapist. Sports Night is covering the tape-delayed broadcast of a track and field event in New Zealand. Jeremy emails an adult film actress that he met recently in a bar. Dana goes to church.
Guest Stars: Derek Webster as Oscar Parrish | Jayne Brook as Abby Jacobs | Suzanne Kellogg as Alyson | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim | Paula Marshall as Jenny

40 :02x17 - Draft Day: Part I - It Can't Rain at Indian Wells

Mar/14/2000
It's football draft day, and the staff is making predictions on who will be picked. Word starts to spread that Jeremy is dating a porn star. Dan has plans to go golfing with a notable pro golfer, but if it rains at Indian Wells, he'll have to remain in the studio for additional draft day coverage.
Guest Stars: Amy Powell as Kelly Kirkpatrick | Susan Leslie as Karen | Darren Foreman as Jack | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim
Director: Bryan Gordon

41 :02x18 - Draft Day: Part II - The Fall of Ryan O'Brian

Mar/21/2000
Sports night continues to cover the professional football draft. Tensions are strained between Casey and Dan. Jeremy's new girlfriend is stopping by the studio and since he doesn't want Natalie to know that she's a adult film actress, he tells her that she's a choreo-animator.
Guest Stars: John Kidd (2) as Aaron | James Goss as Commissioner | Amy Powell as Kelly Kirkpatrick | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim | Paula Marshall as Jenny
Director: Danny Leiner
Story: Kevin Falls | Teleplay: Aaron Sorkin

42 :02x19 - April is the Cruelest Month

Mar/28/2000
Reductions in Olympic coverage appear to be harbinger of future staff cutbacks at Sports Night. Jeremy plans a Jewish Sader at the studio and invites several of the non-Jewish staff to participate. The anchors are at odds after Dan's recent on-air embarrassment of Casey. The cool relations between Jeremy and Natalie begin to thaw.
Guest Stars: Christopher Francis as Staff Member | Rose Colasanti as Billi | John de Lancie as Bert Stors | Tim DeKay as Ray Mitchel | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Jeff Mooring as Dave | Greg Baker as Elliot | Kayla Blake as Kim
Director: Don Scardino

43 :02x20 - Bells And A Siren

Apr/04/2000
Dan has hired a publicist, but is a little apprehensive about some of the places he is asked to go. Natalie has a job interview with Saturday Night Live. Casey and Jeremy monitor CSC's stock online. Isaac's new grandson visits him. Continental Corp is put up for sale.
Guest Stars: Alanna Ubach as Catherine Brenner | Ron Ostrow as Will | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Greg Baker as Elliot | Kayla Blake as Kim
Director: Don Scardino

44 :02x21 - La Forza Del Destino

May/09/2000
The discussion among the staff is centered primarily around who is bidding to buy CSC, and the very real possibility that they may all be out of a job soon. Dan is shocked to discover that Kim is actually NOT his secretary. Dana meets a man at the bar who seems to know quite a bit about the current bidding situation with CSC.
Guest Stars: Mary McCann (1) as Woman #2 | Kelly McNair as Woman | Clark Gregg as Stranger (Calvin Trager) | Darren Foreman as Jack | Jeff Mooring as Dave | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Greg Baker as Elliot | Kayla Blake as Kim
Writer: Aaron Sorkin

45 :02x22 - Quo Vadimus

May/16/2000
A company named "Quo Vadimus" puts an 11th-hour stock bid on Continental Corp. Rebecca may be coming back into Dan's life. Dana discovers that the mystery man in the bar is actually the owner of Quo Vadimus. He purchases CSC and tells Dana that he will be keeping Sports Night on the air.
Guest Stars: Teri Polo as Rebecca | Clark Gregg as Stranger (Calvin Trager) | Darren Foreman as Jack | Timothy Davis-Reed as Chris | Ron Ostrow as Will | Jeff Mooring as Dave | Greg Baker as Elliot | Kayla Blake as Kim | Jim Brooks as Mitchell
Director: Thomas Schlamme
Writer: Aaron Sorkin
Classification: Scripted
Genre: Comedy | Sports
Status: Canceled/Ended
Network: ABC ( USA)
Airs: Tuesdays at 09:30 pm
Runtime: 30 Minutes
Premiere: September 22, 1998
Ended: May 16, 2000
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