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Season 4 |
| 58 :04x01 - Free Dental (Sep/26/1999) | | Bobby and Jimmy set out to defend a dentist, devoted family man, accused of murdering a patient in his office; and George Vogelman re-enters Ellenor's life. | | Guest Stars: Bonita Friedericy as Sandra Poole, Garrison Leigh as Robert Jenkins, Katie Hogan as Laura Olson, Charles Cioffi as Judge Kimball, Emily Kuroda as Hygienist Heinz, Bob Rumnock (2) as Foreperson, Michael Monks as George Vogelman, Henry Winkler as Dr. Henry Olson, Holland Taylor as Judge Kittleson, Jason Kravits as D.A. Richard Bay, Kathleen Lloyd (1) as Allison Olson, Tucker Smallwood as Psychologist, Marco Gould as Steven Olson | Director: Arvin Brown Writer: David E. Kelley (1) | | | |
| 59 :04x02 - Boston Confidential (Oct/03/1999) | | Jimmy begs Dr. Henry Olson to reveal the truth about how his patient was murdered; and Helen may again lose a murder case to Bobby, solely on a technicality. | | Guest Stars: Robyn Johanna as Clerk, Marco Gould as Steven Olson, Tracy Odom as Marcia Schultz, Benjamin Sheffer as Assistant, Kevin J. Cameron (1) as Guard, J. Patrick McCormack (1) as Pierce Stanton, Ray Abruzzo as Det. McGuire, Holland Taylor as Judge Kittleson, Kiersten Van Horne as Officer Henderson, Jason Kravits as D.A. Richard Bay, Henry Winkler as Dr. Henry Olson, Robert David Hall as Judge Michaelson, Kathleen Lloyd (1) as Allison Olson | Director: Alex Graves Writer: David E. Kelley (1) | | | |
| 60 :04x03 - Loser's Keepers (Oct/10/1999) | | Cryptic notes, illegal handguns, a naked judge, a little chloroform and a pair of new roommates combine for an explosive episode. | | Guest Stars: Bill Capizzi as Phil Handle, Michael Monks as George Vogelman, Steven Kozlowski as Ronald Vega, Lisa Erickson (1) as Clerk, Ethel Lee as Foreperson, Paul Dooley as Judge Swackheim, Mik Scriba as Det. Simmons, Ray Abruzzo as Det. McGuire, James Pickens, Jr. as Det. McKrew, Holland Taylor as Judge Kittleson, Roderick Bascom as Officer, Jessalyn Gilsig as A.D.A. Jennifer | Director: Dennis Smith (1) Writer: David E. Kelley (1), Christopher Mack (2) | | | |
| 61 :04x04 - Legacy (1) (Oct/17/1999) | | Legendary attorney Raymond Oz (James Whitmore) accuses his wife of trying to commandeer control of his assets and having an extramarital affair. But when Bobby comes to the aid of his hero and mentor, he discovers the devastating truth; and against his will, Eugene joins forces with a pathetic attorney to defend a well-packaged client. | | Guest Stars: Elayn Taylor as Judge Logan, John Patrick Clerkin as Minister Fellow, Paul Laurence as Dr. Robert Pyne, Nina Gervitz as Foreperson, Larry Weissman as Clerk, J. P. Bumstead as Bailiff, Karl Bury as D.A. Corelli, David Kelsey as Marvin Blaylock, Bonnie Bartlett as Joanne Oz, Mijanou van der Woude as Reporter, Holland Taylor as Judge Kittleson, Linda Hunt as Judge Hiller, Ray Abruzzo as Det. McGuire, James Whitmore as Raymond Oz, Ernie Sabella as Harland Bassett | Director: Dennie Gordon (1) Writer: Jill Goldsmith, Todd Kessler (1), David E. Kelley (1) | | | | | | |
| 63 :04x06 - Marooned (Nov/07/1999) | | Tension runs high as Rebecca defends a client accused of murdering her mother; and Lindsay and Bobby begin personal debate over a wedding dress. | | Guest Stars: Mary Kathleen Gordon (1) as Bridal Shop Seamstress, Stephanie Hawkins as Young Jan Carlson, David Toliver as Court Officer, Warren Davis as Foreperson, Scott Klace as Steven Hatfield, Jessica Steen as Brianna Hatfield, Bonnie Root as Jan Carlson, William Atherton as D.A. Keith Pratt, Joseph Campanella as Judge Camp, Dorothy Lyman as Dr. Diane Starger | Director: Jeannot Szwarc Writer: Todd Kessler (1), David E. Kelley (1) | | | |
| 64 :04x07 - Victimless Crimes (Nov/14/1999) | Jimmy defends a rape victim accused of killing her attacker, but he's shocked ate her reaction to his efforts to help; and when Lucy thinks she's been victimized by her dentist, the whole firm is astonished to see Bobby come to the doctor's defense.
| | Guest Stars: Annie Kitral as Clerk, Cordelia Richards as Doctor, Joe Towne as Malcolm Hynes, Vincent Mazzella, Jr. as Justin Fitzpatrick, Nat Johnson (1) as Foreperson, Michael Dempsey (1) as Testifying Officer, Charles Walker as Judge Frankel, Bob Bancroft as Dr. Alan Nettle, Karina Logue as Darlene Keating, Charles Cooper as Judge Boucher, Dorothy Lyman as Dr. Diane Starger, Jessalyn Gilsig as A.D.A. Jennifer | Director: James Frawley Writer: David E. Kelley (1), Samantha Howard Corbin (1) | | | |
| 65 :04x08 - Committed (Nov/21/1999) | | Lindsay must face her fears about whether a killer can be truly reformed when she is assigned to represent notorious serial killer Walter Arens (Richard Thomas, The Waltons), who is petitioning for release from a psychiatric hospital. | | Guest Stars: Mimi Cozzens as Ellen Rapson, Todd Beadle as Officer, Melanie Cahill as Foreperson, Dwight Hicks as Checkpoint Officer #1, Jack Impellizzeri as Checkpoint Officer #2, Lee Smith (1) as Nightmare Nun, Herb Mitchell as Judge, Steven Gilborn as D.A. Gavin Bullock, Richard Thomas (1) as Walter 'The Hummer' Arens, Ivonne Coll (1) as Dr. Maria Hernandez, Tom Urich as George Rapson, Billee Thomas (2) as Kendall Young, Jason Kravits as D.A. Richard Bay, Ray Abruzzo as Det. McGuire, Aunjanue Ellis as Sharon Young | Director: Arvin Brown Writer: David E. Kelley (1), Todd Kessler (1) | | | |
| 66 :04x09 - Bay of Pigs (Nov/28/1999) | | Jimmy comes to the aid of a former flame, who sells her eggs over the Internet; and under the guise of defending a client, Ellenor comes on strong when she cross-examines a witness lying in a hospital bed with a failing heart. | | Guest Stars: David Moss as Dr. Harris, Paul Tigue as Foreperson, Greg Wendell Reid (1) as Bailiff, Bill Applebaum as Mr. Emerson, Charles Homet as Emerson's Attorney, Dion Anderson as Ronald Morgan, Jenny O'Hara as Louise Morgan, Christine Tucci as Susan, Jason Kravits as D.A. Richard Bay, Holland Taylor as Judge Kittleson, Frank Birney as Judge West | Director: Oz Scott Writer: David E. Kelley (1) | | | |
| 67 :04x10 - Day in Court (Dec/12/1999) | Fighting their own distaste for the legal system and their role in it, Bobby and Eugene defend a notorious drug dealer accused of murder. A contemptible trial ensues, involving the personal ruin of a witness (Ed Begley Jr.) and violence erupting in the courtroom.
| | Guest Stars: Tim Hodgin as Foreperson, Lynne Lerner as Stenographer, Mike Madrigal as Bailiff, Michael C. Alexander (1) as Officer in Corridor, Mark Sheppard as Eddie Wick, Ed Begley, Jr. (1) as Dr. Foster, Jason Kravits as D.A. Richard Bay, Paul Dooley as Judge Swackheim | Director: Dennis Smith (1) Writer: David E. Kelley (1) | | | | | | |
| 69 :04x12 - New Evidence (1) (Jan/30/2000) | | With seemingly little reason, Lindsay heads to Los Angeles to defend a man with whom she is friendly, but hardly friends, accused of murdering a woman he claims to have never actually met. Bobby, Jimmy, Ellenor and even Lucy reluctantly follow to assist, but find the reception from the defendant's family, the cops, the prosecutor and the judge to be chillier than winter in Boston. | | Guest Stars: Ralph Remington as Jail Guard, Barbara Allyne-Bennet as Mrs. Reynolds, Eric Saiet as Mr. Letterman, Dreya Weber as Nun, Dougald Park (1) as Mr. Kingman, Silas Weir Mitchell as Anthony Brickman, Stan Ivar as Jacobs, Kaitlin Hopkins (1) as Karen Mills, Anthony Heald as Judge Wallace Cooper, Clancy Brown as D.A. Fox, John Finn (1) as Det. Henry Dokes, Ted Marcoux as Dennis Mills | Director: Michael Zinberg Writer: David E. Kelley (1) | | | |
| 70 :04x13 - Hammerhead Sharks (2) (Feb/06/2000) | | The trial of accused murderer Dennis Mills begins, with Bobby, Jimmy, Lindsay, and Ellenor fiercely questioning witnesses in an all-out effort to create doubt. But none of their strategic planning has prepared them for this case's shocking conclusion. | | Guest Stars: R. Emery Bright as Photographer Rydell, Dreya Weber as Nun, Dougald Park (1) as Mr. Kingman, Silas Weir Mitchell as Anthony Brickman, Ted Marcoux as Dennis Mills, John Finn (1) as Det. Henry Dokes, Clancy Brown as D.A. Fox, Anthony Heald as Judge Wallace Cooper, Kaitlin Hopkins (1) as Karen Mills | Directors: Dwight Little, Dennis Smith (1) Writer: David E. Kelley (1) | | | |
| 71 :04x14 - Checkmates (Feb/13/2000) | Helen faces the prospect of losing a case to Bobby and Eugene on a technicality; while Ellenor defends a young man accused of murder, who she believes is mentally incompetent ADA Richard Bay sees an easy conviction as he and Ellenor do battle, but the client has a few surprises for both of them.
| | Guest Stars: Rosie Malek-Yonan as Lambert, John O'Brien (1) as Foreperson, Stacy Hogue as Wendy Lawhurst, Henry LeBlanc as Det. Foster, Satiar Pourvasei as Clerk, Dick Stilwell as Donald Kent, Gates McFadden as Judge Harrison, Nick Cornish as Scott Lopes, James Pickens, Jr. as Det. McKrew, Ray Abruzzo as Det. McGuire, Jason Kravits as D.A. Richard Bay, Holland Taylor as Judge Kittleson | Director: Andy Wolk Writer: Jill Goldsmith, Alfonso H. Moreno, David E. Kelley (1) | | | |
| 72 :04x15 - Race Ipsa Loquitor (Feb/20/2000) | | Jimmy is desperate to free his innocent friend, Dr. Henry Olson (Henry Winkler), and ADA Richard Bay is desperate to improve his conviction rate, but the deal they strike may destroy them both. Meanwhile, Eugene and Rebecca represent a client in a malpractice case, but find themselves on the defense. | | Guest Stars: Louis Tucker as Probation Officer, Kathryn White as Receptionist, Henry Winkler as Dr. Henry Olson, Alicia Lee as Clerk, Jason Rudofsky as Reporter #1, Keni Marie as Reporter #2, John Demy as Foreperson, Kathleen Lloyd (1) as Allison Olson, Tony Amendola as Dr. Wills, Ted Shackelford as Dr. Stiles, Charles Cioffi as Judge Kimball, Debra Mooney as Judge Spindle, Ken Howard as Attorney Bradford, John Cassini as Clyde Miller, Robert David Hall as Judge Michaelson | Director: Alex Graves Writer: David E. Kelley (1) | | | |
| 73 :04x16 - Settling (Mar/12/2000) | | Released from prison after serving a 12-year sentence for a murder he insists he didn't commit, former client Patrick Rooney (Donnie Wahlberg) threatens violent revenge against Bobby. Prior to learning that Bobby is in serious danger, Lindsay and Helen inspect wedding invitations with the help of a stationary store owner (Rosie O'Donnell), whose manner is anything but inviting. | | Guest Stars: Rosie O'Donnell as Wedding Consultant, Christopher Daniels as Mickey, Chuck Kovacic as News Anchor, Blair Bess as Commentator, Michael Cornacchia as Johnny Franco, Paula Malcomson as Suzie Green, Lawrence Arancio as Seymour Sternbach, Donnie Wahlberg as Patrick Rooney, Ray Abruzzo as Det. McGuire, Mary Major as Reporter | Director: Arvin Brown Writer: Todd Kessler (1) | | | |
| 74 :04x17 - Black Widows (Apr/02/2000) | Bobby and Eugene defend Courtney Hanson (Victoria Principal), a beautiful woman accused of murdering her much older, third husband by "over-stimulating" his weak heart. Meanwhile, Helen uses questionable tactics to secure a confession from a 15-year-old accused of infanticide.
| | Guest Stars: Judy Louise Johnson (1) as Reporter #1, David Charles as Reporter #3, Alysia Reiner as Reporter #4, Joseph Menzo as Det. Peter Korn, Kent Klineman as Dr. Bill Babylon, Fredella Calloway as Hannah Beets, David Hirsch (1) as Reporter #2, Alex Rocco as Jerry Hansen's Doctor, Mimi Lieber as Marcia Scott, James Pickens, Jr. as Det. Mike McKrew, Charles Cioffi as Judge Kimball, Todd Roosevelt as Clerk, Linda Hunt as Judge Hiller, Whip Hubley as Craig Hansen, Paz de la Huerta as Jenny Holbrook, Victoria Principal as Courtney Hansen | Director: Mel Damski Writer: David E. Kelley (1) | | | |
| 75 :04x18 - Death Penalties (Apr/09/2000) | | When a man shoots his terminally ill wife, Bobby and Helen passionately clash in court: is it mercy or murder? And Ellenor hits the road again, this time to Philadelphia to try to save a man from death row. | | Guest Stars: Dylan Kasch as Sammy Simpson, Cody Kasch as Scott Simpson Jr., Sara Van Horn as Aunt Laurie, Richard Voigts as Foreperson, Jillian Crane as Linda Papp, Sam Catlin as Kevin Hoode, Faran Tahir as Dr. Michael Shields, John Hawkes (1) as Stuart Donovan, Caroline Kava as Mary Donovan, Charles Durning as Mr. Donnell, Debra Mooney as Judge Spindle, David Moreland as Mr. Platt | Director: Keith Samples Writer: David E. Kelley (1) | | | |
| 76 :04x19 - Till Death Do Us Part (1) (Apr/30/2000) | | Ellenor leads Eugene and Lucy in the charge on the Philadelphia courts in an effort to allow a new DNA test that may save Stuart Donovan from death row; and Rebecca takes on the case of an elderly couple trying to prevent the wife's daughter from forcing an annulment of their marriage. | | Guest Stars: Nick Ullett as Justice Silk, Dennis Neal (1) as Justice Morris, Marti Reese as Clerk, Sarah Zinsser as Debbie Bresler, David Allen Blackburn as Dr. Burke, Steven Wilde as Detective, Michael Wattman as Joe Bresler, Juanita Jennings (1) as Claire Stevens, John Hawkes (1) as Stuart Donovan, Leon Russom as Mr. Kerns, Beah Richards as Gertrude Turner, Richard McGonagle as Judge Wilcox, Herb Mitchell as Judge White, David Moreland as Mr. Platt, Bill Cobbs as Arthur Turner, Caroline Kava as Mary Donovan | Director: Duane Clark (1) Writer: David E. Kelley (1), Alfonso H. Moreno, Adam Armus, Nora Kay Foster | | | |
| 77 :04x20 - Liberty Bells (2) (May/07/2000) | | Shocking new evidence allows Ellenor to make a last argument for Stuart Donovan's innocence, but if she fails, he faces execution by lethal injection. Meanwhile, back in Boston, Bobby and Lindsay battle over wedding plans and the true meaning of marriage. | | Guest Stars: Robert Glessner as Technician, Elliott Grey as Operations Officer, James Newman as Coroner Mitchell Falk, Dennis Neal (1) as Justice Morris, Nick Ullett as Justice Silk, Carol Locatell as Erica Mathers, George D. Wallace (1) as Judge Wood, Leon Russom as Mr. Kerns, Gregory Itzin as D.A. Michael Stanfield, David Moreland as Mr. Platt, John Hawkes (1) as Stuart Donovan, Caroline Kava as Mary Donovan | Director: Michael Schultz Writer: Alfonso H. Moreno, David E. Kelley (1) | | | | | | |
| 79 :04x22 - Life Sentence (May/21/2000) | | Weary of all his complaints about the details of organizing a large, formal wedding, Lindsay makes alternative plans to get Bobby to the altar. And it's a tense courtroom battle as Ellenor defends a tragedy-torn deaf woman (Marlee Matlin) against ADA Richard Bay, who needs a conviction to save his job. | | Guest Stars: Marla Frees (1) as Sheila McCree, Jason Kravits as D.A. Richard Bay, Dale Gibson as Officer #2, John Ramsey as Michael Whittier, Kira Tirimacco as Foreperson, Paul Schackman as Dr. Lenning, Marlee Matlin as Sally Berg, Linda Hunt as Judge Hiller, Robert Prosky as Father Patrick, Van Roddy as Officer #1 | Director: Michael Zinberg Writer: David E. Kelley (1) | | | |
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