It’s easy to see why fans are obsessed with James Spader in The Blacklist - but Red is far from the first slick-talking character he’s played (and it’s not even Spader’s best). As Raymond “Red” Reddington, Spader brought an unmatched mix of charm, menace, and eccentricity to the role of a criminal mastermind turned FBI informant. Whether Reddington was confessing dark secrets, monologuing about fine wine, or coolly dismantling his enemies, Spader’s performance always held the spotlight, and rightly so. For over a decade, The Blacklist was defined by one thing above all else: James Spader being at his absolute Spader-iest.
Still, what if Spader had already reached his peak well before he ever donned Reddington’s fedora? Long before The Blacklist made him a household name again, Spader anchored another series, one that let him unleash all of his dramatic power, biting wit, and moral complexity in even richer ways. This earlier show wasn’t just a legal drama. It was a character study, a social commentary, and a deeply human comedy wrapped into one. And with Spader at its center, it became one of the best TV dramas of its time. That series was Boston Legal, and even though The Blacklist is great, Spader’s earlier work sures it.
James Spader's Best TV Show Is Boston Legal
Boston Legal Blended Courtroom Drama, Political Satire, And Eccentric Character Work Better Than Almost Any Show On TV
If The Blacklist made James Spader a late-career legend, Boston Legal proved he was already there. Created by David E. Kelley, Boston Legal was a spin-off of The Practice and ran on ABC from 2004 to 2008. A legal dramedy with sharp writing and a knack for blending high-stakes issues with surreal humor, the show centered around the eccentric lawyers at Crane, Poole & Schmidt - and no one was more eccentric (or compelling) than James Spader’s Alan Shore.
Compared to The Blacklist, Boston Legal gave Spader more room to develop a morally complicated character over time.
At a glance, Boston Legal may look like a typical courtroom procedural, but it’s far more than that. The show mixed absurd comedy with timely legal and ethical debates, and its dynamic storytelling gave Spader the freedom to flex his full range of skills. One moment, he’s making a heartfelt closing argument about civil liberties. The next, he’s flirting with judges, dueling in paintball battles, or sipping scotch on a balcony with Denny Crane (played by William Shatner). The tonal shifts shouldn’t work, but they do, largely because Spader grounds it all with intelligence, soul, and a glint of mischief.
Compared to The Blacklist, Boston Legal gave Spader more room to develop a morally complicated character over time. While Raymond Reddington is enigmatic and entertaining, Alan Shore is fully lived-in - a ionate, deeply flawed man who frequently challenges the very system he works in. Spader earned three consecutive Emmys for Boston Legal, and for good reason. Watching him in the show is like watching a master class in acting every single week.
James Spader Played Alan Shore For Over 100 Episodes Across 2 Shows
Spader’s Portrayal Of Alan Shore Evolved Across The Practice And Boston Legal Into One Of The Richest Characters On Television
Before The Blacklist ever aired, James Spader had already portrayed Alan Shore for five full seasons, and across two different TV series. He first stepped into the role in the final season of The Practice in 2003, where his charismatic but morally flexible lawyer immediately stole the spotlight. His success on The Practice led directly to the groundbreaking courtroom drama Boston Legal, where Alan Shore became the heart and soul of the show.
Spader’s Alan Shore stands out not just as a great character, but as one of TV’s most unique legal minds.
What makes Alan Shore so compelling isn’t just that he’s brilliant in court, though he is, it’s that he’s unpredictable, idealistic, cynical, romantic, and flawed all at once. He fights ionately for causes he believes in, yet isn’t afraid to manipulate the system when he sees fit. He’s an outspoken defender of civil rights but doesn’t pretend to be a saint. Spader imbues Alan Shore with nuance and contradiction that few TV characters can match.
Compared to Raymond Reddington in The Blacklist, Alan Shore is arguably a deeper and more challenging role. Reddington thrives on mystery and theatrical flair, but Alan Shore is rooted in moral conflict and emotional honesty. Where Reddington spins riddles and veiled threats, Alan delivers blistering monologues and gut-wrenching soliloquies. The writing on Boston Legal often gave Spader the final word - literally - with powerful closing arguments that addressed everything from gun control to corporate corruption.

James Spader: Net Worth, Age, Height & Everything You Need To Know About The Blacklist Actor
James Spader's career has spanned over four decades, but his role on The Blacklist is probably most responsible for the actor's impressive net worth.
More than 100 episodes later, Spader’s Alan Shore stands out not just as a great character, but as one of TV’s most unique legal minds. Unlike many long-running characters, Alan never grew stale thanks to Spader’s ability to shift seamlessly between biting sarcasm and genuine vulnerability. It’s no exaggeration to say that Boston Legal offered James Spader an even more layered and transformative role than The Blacklist ever did.
James Spader Has No Shortage Of Iconic Characters Under His Belt
Spader’s Career Has Been Built On Unforgettable Roles - And He’s Always Thrived When Things Get Weird
James Spader in The Blacklist may be the most widely recognized version of the actor today, but it's just one highlight in a career full of complex, quirky, and unforgettable performances. Whether he’s playing a smooth-talking lawyer or a philosophical supervillain, Spader has made a career out of turning unconventional roles into defining moments.
He broke out in the ’80s in movies like Pretty in Pink and Sex, Lies, and Videotape, where his roles leaned toward the morally ambiguous. In the 2000s, he took that to another level with Alan Shore, but Spader’s willingness to play characters with sharp edges never went away. Even in the Marvel Cinematic Universe, his turn as Ultron in Avengers: Age of Ultron is anything but generic. He brought eerie wit and existential dread to the villainous robot, making Ultron one of the more memorable MCU antagonists.
Plus, of course, James Spader in The Blacklist solidified his status as a television heavyweight. Few actors could have made Reddington’s blend of menace and oddball charm so compelling, but Spader did it effortlessly. What ties all of his best roles together is his command of language, his unique vocal delivery, and his gift for turning even the most offbeat characters into something oddly human. Whether it’s Ultron, Reddington, Alan Shore, or even The Office, Spader doesn’t just play characters, he owns them. While The Blacklist may be his most mainstream hit, Boston Legal remains the finest showcase of his extraordinary talent.
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The Blacklist
- Release Date
- 2013 - 2023-00-00
- Network
- NBC
- Showrunner
- Jon Bokenkamp
Cast
- Harry Lennix
- Megan Boone
The Blacklist is an action/thriller crime-drama TV series on NBC from creator Jon Bokenkamp. The show follows former intelligence officer turned master criminal Raymond Reddington (James Spader) and FBI agent Elizabeth Keen (Megan Boone.) Red, one of the FBI’s most wanted fugitives, known as “The Concierge of Crime,” mysteriously surrenders to the FBI and offers to help them catch a deadly terrorist, with the condition that he only speaks to Elizabeth- who just so happens to be starting her first day on the job. The two continue to partner to tackle Red's "Blacklist," which he offers in exchange for immunity for his past crimes.
- Writers
- Jon Bokenkamp
- Seasons
- 10
- Streaming Service(s)
- Netflix
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Boston Legal
- Release Date
- 2004 - 2008-00-00
- Showrunner
- David E. Kelley
- Writers
- David E. Kelley
Cast
- Monica Potter
Boston Legal is a legal comedy-drama series created by David E. Kelley and initially premiered in 2004. The series follows the exploits of the Crane, Poole & Schmidt law firm staff helmed by Denny Crane (William Shatner) and Alan Shore (James Spader) as the attorneys dabble into the legal gray area to take on cases deemed "unwinnable."
- Seasons
- 5
- Streaming Service(s)
- Hulu
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