Boston Legal

10 Best Episodes of Boston Legal - Season 4

Alan Shore and Denny Crane lead a brigade of high-priced civil litigators in an upscale Boston law firm in a series focusing on the professional and personal lives of brilliant but often emotionally challenged attorneys. A spin-off of long-running series The Practice.

Written by Sophie and last updated on jan 26, 2023.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

Boston Legal - S4E9

#15 - No Brains Left Behind (Season 4 - Episode 9)

Alan takes on one of his most outrageous lawsuits to date when he teams up with Denny to sue the National Guard for failing to show up when a flood wiped out a small business. Shirley is surprised when her granddaughter visits her at the office with the news that she was expelled from university for destroying government standards tests. Meanwhile, Carl has second thoughts about staying in Boston, and Lorraine comes clean to the firm about her true background.

The episode was rated 7.78 from 197 votes.

Boston Legal - S4E4

#14 - Do Tell (Season 4 - Episode 4)


Shirley is compelled to help an old friend of Denny who is discharged from the army for coming out publicly as being gay, but finds resistance from the judge for challenging America during war time. Meanwhile, Alan's "word salad" returns whenever Lorraine is around, and new associate Whitney Rome is thrown into a case involving a bullfighting child whose mother wants sole custody.

The episode was rated 7.79 from 191 votes.

Boston Legal - S4E13

#13 - Glow in the Dark (Season 4 - Episode 13)

Shirley is torn when her law school sweetheart comes back into her life as opposing council, bringing back old feelings and alienating Carl. Meanwhile, Alan and Denny flirt with the idea of swinging when they both have anonymous sexual encounters in the office, and Katie is threatened by Leigh who is jealous of her relationship with Jerry.

The episode was rated 7.86 from 181 votes.

Boston Legal - S4E8

#12 - Oral Contracts (Season 4 - Episode 8)


Denny is once again arrested, this time for allegedly soliciting gay sex in the court men's room, and again turns to Alan for representation. Shirley is surprised to find Bethany as her opposition in court when she defends an old "shock-jock" friend for saying offensive things over-the-air. Meanwhile, Katie begins snooping around when she suspects Lorraine is not who she says she is.

The episode was rated 7.87 from 184 votes.

Boston Legal - S4E5

#11 - Hope and Gory (Season 4 - Episode 5)

Alan is shocked when a woman asks him to represent her for a murder she has yet to commit on the basis of "temporary insanity" and turns to Denny for help. Meanwhile, Katie and Jerry once again represent Joseph Washington who is being persecuted in his home town for a crime he did not commit.

The episode was rated 7.87 from 204 votes.

Boston Legal - S4E18

#10 - Indecent Proposals (Season 4 - Episode 18)


Denny falls for a female cattle rancher who is pushing for the government to stop selling meat which has been cloned. Meanwhile, Shirley demands that Alan sues the Democratic Party after her nephew, a delegate, disagrees with his state's primary vote.

The episode was rated 7.89 from 160 votes.

Boston Legal - S4E19

#9 - The Gods Must Be Crazy (Season 4 - Episode 19)

A group of high ranking politicos ask Denny Crane to run for President of the United States. Jerry Espenson's ex-girlfriend, Dana, asks that he defend her after she's arrested for prostitution. Carl Sack and Shirley Schmidt represent a woman who is suing the Archdiocese for not permitting her to become a priest.

The episode was rated 7.92 from 176 votes.

Boston Legal - S4E14

#8 - Rescue Me (Season 4 - Episode 14)


Carl Sack represents the sexually adventurous Andrea when she sues a company for losing her mother's ashes and giving her a cubic zirconium.

The episode was rated 7.92 from 177 votes.

Boston Legal - S4E15

#7 - Tabloid Nation (Season 4 - Episode 15)

Denny, tries another stunt to win over Shirley's affections. Alan and Jerry go against Melvin Palmer again when they represent Mr.Beckham, a man who's daughter was murdered after a talk show stunt and he wants to sue the production company. Shirley begins to suspect her friend, Ethan, is unstable when she learns he's been arrested ten times for shooting seals in Boston Harbor.

The episode was rated 7.94 from 185 votes.

Boston Legal - S4E10

#6 - Green Christmas (Season 4 - Episode 10)


The firm stands to lose millions of dollars when GreenPeople threatens to sue for all the money they ever spent at Crane, Poole & Schmidt, alleging Denny misrepresented the firm as being environmentally friendly. Alan helps Clarence take on the bank that foreclosed on his house after he made a bad deal. Meanwhile, Katie helps Jerry overcome the grief of his breakup with Leigh, and Carl makes a decision regarding Lorraine's employment status.

The episode was rated 7.94 from 179 votes.

Boston Legal - S4E1

#5 - Beauty and the Beast (Season 4 - Episode 1)

New York attorney Carl Sack joins the Boston branch of Crane, Poole & Schmidt, ruffling feathers amongst the staff, including Denny who is arrested for soliciting a prostitute, and Clarence who is targeted for performing in a drag show. Meanwhile, Alan defends Shirley when she is sued for withdrawing a large contribution to an academic study, but is distracted by the familiar opposing council. Jerry helps freshman lawyer Katie Lloyd try her first case involving a murder suspect who refuses to cooperate.

The episode was rated 7.96 from 215 votes.

Boston Legal - S4E11

#4 - Mad About You (Season 4 - Episode 11)


Denny puts the whole firm on edge when he unilaterally takes on a high-profile murder case and refuses help from anybody else, especially Alan. Meanwhile, Jerry and Katie represent a woman whose husband divorced her after being "brainwashed" by an ad campaign from a sleazy lawyer.

The episode was rated 7.99 from 173 votes.

Boston Legal - S4E20

#3 - Patriot Acts (Season 4 - Episode 20)

Patriotism is in the air as Alan and Denny celebrate their acceptance into the Auxiliary Coast Guard. But when the town of Concord, Massachusetts decides to secede from the United States, Alan accepts the case, and deeply offends Denny. The case takes a personal turn when Denny represents the opposing side in court.

The episode was rated 8.08 from 173 votes.

Boston Legal - S4E16

#2 - The Mighty Rogues (Season 4 - Episode 16)


After her father -- who is in the late stages of a debilitating fight with Alzheimer's -- injures himself and lands in the hospital, Shirley Schmidt wants to end his suffering and asks Alan Shore to argue in court on her behalf. Meanwhile Jerry Espenson's beautiful, new girlfriend sues him for sexual assault, and Carl Sack represents the island of Nantucket whose residents want to build a nuclear bomb in case of attack.

The episode was rated 8.15 from 185 votes.

Boston Legal - S4E17

#1 - The Court Supreme (Season 4 - Episode 17)

Alan Shore gets the dream of a lifetime for an attorney when he is asked to present an appeal to the Supreme Court in the case of a mentally challenged man who has been sentenced to death for the rape of a young girl. Meanwhile, Katie Lloyd learns some startling news from Lorraine Weller about Jerry Espenson's new girlfriend.

The episode was rated 8.26 from 183 votes.

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