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"Burned Spies Organization" (Seasons 1-6)

    Phillip Cowan 

Phillip Cowan

Played by: Richard Schiff
https://static.tvtropes.org/pmwiki/pub/images/cowan_2.jpg
The Man Who Burned Michael

"You're on the edge of something much, much bigger than us, my friend. The people I work for, they have plans for you."

The man who signed off on Michael's burn notice. Michael spends much of the first season trying to figure out why and get in touch with him, thinking that's where he can find answers. Unfortunately for Michael, Cowan is just the tip of the iceberg...


  • Arc Villain: Season 1.
  • Bait-and-Switch: Set up to be Big Bad, but really was simply the first of many an Arc Villain Michael would confront.
  • Corrupt Bureaucrat: He's a government desk jockey who falsely filled Michael's record with certain crimes and atrocities in order to get him burned. Michael's not the first spy Cowan has ruined this way, either; it's his organization's way of recruiting new operatives.
  • Killed Mid-Sentence: By the Organization, who decided Cowan had become too much of a loose end.
  • Small Role, Big Impact: Played with. Cowan is the one who signed the burn notice, but when they finally meet, he chides Michael for thinking only one man was responsible for forcing him out, freezing his assets, and so forth.
  • We Hardly Knew Ye: His name only exists for a few episodes in the first season, and we only see his face once before he's immediately killed off.
  • You Have Out Lived Your Usefulness: After getting discovered by Michael and sending an assassin to cover his ass, the Organization was most displeased. A sniper kills Cowan when he starts telling Michael the truth about his situation.

    Carla 

Carla

Played by: Tricia Helfer
https://static.tvtropes.org/pmwiki/pub/images/carla_3.jpg

"I would have to explain two dead bodies; you would have to be one of them!"

Agent of the shadowy organization that burned Michael. Spent Season 2 as Michael's primary source of "do this or we'll kill you" tasks. In spy parlance, that makes her Michael's handler, or evil agency contact.


  • Arc Villain: Season 2.
  • Designated Girl Fight: Fi's the one who finally takes her out. (Not much of a fight - Carla gets picked off with a sniper rifle.)
  • Dropped a Bridge on Her: She's killed off rather abruptly at the end of season two. She and her goon squad have Michael and Victor cornered on his boat, but then Fiona shoots her through the gut from behind with a sniper rifle.
    Fiona: Finally.
  • Faux Affably Evil: She keeps up the facade of politeness and is usually rather calm and relaxed, but most of her dialogue to Michael involves subtly and not-so-subtly threatening him, his friends and his family if he doesn't do what she wants.
  • The Handler: To Michael for Season 2.
  • I Have Your Wife: Michael's first job for her involved assisting someone she was controlling this way.
  • Hoist by Her Own Petard: Her usage of the Organization's resources to fund her own side work is what Victor planned to use as insurance against her. More potently, it's Victor and Michael, the two men who she's threatened and hurt, that ultimately bring her operation crashing down around her.
  • Manipulative Bastard: One of the first and few who have ever managed to stay a step ahead of Michael for most of a season. And who knows how long she played Victor for the fool about his family's death.
  • Mundane Utility: She used the Burned Spy Organizations resources to get out of parking tickets. Unfortunately for her, Management doesn't take kindly to use of their resources like that, which is why she keeps it quiet and Victor kept it as blackmail.
  • O.O.C. Is Serious Business: She's often calm and relaxed, but "Do No Harm" (where her operation has been severely compromised) is the first time she's on edge. The Season 2 finale has her completely break down.
  • Only One Name: Subverted. While she is always referred to as Carla, Michael's investigation into her previous cover as an irrigation specialist turns up a business card. The card shows that her name is listed as Carla Baxter, though it is possible that was a fake name for the cover identity.
  • Resignations Not Accepted: Her idea of a "resignation" is to murder someone.
  • Rogue Agent: In addition to the things she does for the Organization, she's also using its resources to do side projects of her own. It's this information that Victor kept as insurance and Michael uses to stay alive when he meets Management.
  • Shadow Archetype: She is what Michael would have wound up like if he joined the BSO. She lampshades it at one point during a talk with Michael, telling him she was like him when she was first burned.
  • The Spook: Almost nothing is known about Carla's past save what she herself has divulged and what little Team Westen could dig up.
  • Villainous Demotivator: "Oh, the usual- do what we say or we'll work our way through your friends and family with a nine-millimeter." And as Victor can attest to, it's no empty threat.
  • The Woman Behind the Man: To Cowan.
  • Would Hurt a Child: She threatens to do this to a man's daughter if Michael didn't do what he was told. Victor later revealed that she orchestrated the death of his family, which included his 4-year-old son.

    Victor Stecker-Epps 

Victor Stecker-Epps

Played by: Michael Shanks
https://static.tvtropes.org/pmwiki/pub/images/victor_95.jpg
The Wrangler

"...the people we work for, they're into the whole 'carrot and stick' thing, and...I'm the stick."

Agent of the shadowy organization that burned Michael, working under Carla. Calls himself a "wrangler" of the burned spies, though it turns out he has a bit of a bone of his own to pick with the Organization.


  • Ax-Crazy: "Careful. The last person who insulted me had to fish pieces of his tongue out of a garbage disposal."
  • Deadpan Snarker: When he's not being Laughing Mad.
    Victor: (Looking for a replacement car with Michael) How about this? Two guys, Miami, cute convertible, perfect campuflage.
  • A Death in the Limelight: The final death of Season 2, and it gets a great deal of focus when compared to say, Carla.
  • Defeat Means Friendship: He develops a rapport with Michael in the final episodes of Season 2 after he survives being killed and captures Victor.
  • Dies Wide Open: Michael shuts them after he shoots him.
  • The Dog Was the Mastermind: He appeared once in the first half of Season 2 as a mook for Carla, but the second half of the season is driven by him turning on the Organization.
  • Enemy Mine: With Michael and the gang to take on Carla and the Organization.
  • Fatal Family Photo: A variant. It's not meant to make us feel sorry for the family who will have to do without him, since they're already dead, but to make us feel sorry for Victor and care about his angst and, of course, his inevitable death.
  • I Cannot Self-Terminate: Well, he could have, but Michael would have a better chance if he did it for him.
  • Large Ham: He's very dramatic when he gets going.
  • Laughing Mad: When he tells Michael how he learned the Awful Truth about his family's death.
    Victor:: (Laughing) And the punchline, the really really funny part is it was Carla. She had my family killed as part of my recruitment.
  • Le Parkour: Ran across the top of storage units and over a razor-wired fence to escape Michael once. He even tells Michael he should do more cardio.
  • The Nicknamer: Michael is "sport".
  • Nothing Personal: What he tells Michael when confronted about attempting to blow him up.
    Victor: You make it sound so personal. I was removing operatives from the field. You were cogs in the machine. I just hit that machine with a baseball bat.
  • Redemption Equals Death: Dies in the very same episode he makes a Heel–Face Turn, and while he would have died either way, he had Michael finish him so he'd have a better shot of getting out of meeting with Management alive.
  • Red Oni: To Michael's blue.
  • Roaring Rampage of Revenge: When he found out what Carla had done to his family, he tried to kill every member of the organization that he knew about. Unfortunately for Michael, that included fellow pawns.
  • Shadow Archetype: He's "a lot like you, only with rabies", according to Sam. In actuality, he's what Michael could have become if the burn notice had taken not only his job but everyone he loved.
  • Sympathy for the Devil: Yes, Victor tried to kill Michael more than once, but he wouldn't even have been in that position had Carla not had his wife and son killed and him burned. Having to kill Victor even made Michael tear up a little bit.
  • Technically a Smile: Good Lord, he looks like he's about to bite you!
  • Terms of Endangerment: To Michael, so much.
  • Tragic Villain: He's a psychopath who tried to kill Michael and killed who knows how many others before him given his nonchalantness towards the idea, but he was a good guy at one point whose entire desire for revenge was motivated by the deaths of his wife and son.
    Fiona: Who knew you could feel this bad for a psychopath on the edge of sanity?
  • Trigger-Happy: His go-to solution to a problem? Shoot it until it stops moving.
  • Unwitting Pawn: Worked for the people who murdered his family, in the hopes of finding the people who murdered his family. When he finally found out, he wasn't happy.

    "Management" 

"Management"

Played by: John Mahoney
https://static.tvtropes.org/pmwiki/pub/images/management_6.jpg

"Tell me, Michael, all your old enemies from your spy days, all the people who have scores to settle with Michael Westen, where do you think they've been? Did they just forget about you... or has someone been keeping them at bay?"

A high ranking member of the Burned Spies Organization, and Carla's boss, who she fears will come down on her for her extracurricular activities. Later revealed by Anson to be a co-founder of the Organization and presumably the head of the group.


  • Big Bad Duumvirate: With Anson.
  • Did Not See That Coming: He believes that Michael's old enemies coming out of the woodwork would start harassing him in Season 3, but while that does happen, it's Simon one of his former assets, who winds up being the principle antagonist for most of its episodes.
  • Even Evil Has Standards/Enemy Mine: Considers Simon a bigger threat to the organization than Michael's antics, enough to agree to help Michael in capturing him. Which is precisely what Simon was counting on.
    "Michael: [voiceover] Work in intelligence long enough, you hang on to phone numbers. No matter who your enemy is there's a chance you'll need them tomorrow. Churchill and Stalin weren't chummy in 1941, but once the Nazis marched on Moscow they got past their differences.
  • Evil Old Folks: One of the founders of the Organization, and no nicer than the people he employs. He signs off on it, in fact.
    Management: I might look like a nice old man, but I assure you, Michael, I'm not.
  • Left Hanging: Looking more and more unlikely with every passing season that his plot thread will be resolved.
  • The Man Behind the Man: Michael, Victor, Carla, they're the operatives and handlers of the operatives. He's the one who controls them from behind the scenes.
  • Non-Action Big Bad: Justified in being an old man. His bodyguards and the power of his Organization is what makes him so threatening.
  • No Name Given: Still a mystery what his name is. Even Anson only calls him "Management".
  • Sinister Shades: Always wearing them.
  • What Happened to the Mouse?: Even though Anson specifically mentions Management as the man he founded the organization with, he has utterly disappeared from the series since the end of season 3, without explanation. In the interim between seasons 4 and 5, it's implied that Michael and the CIA hunted down and arrested or killed every member of the organization except Anson, presumably including Management.

    Simon Escher 

Simon Escher

Played by: Garret Dillahunt
https://static.tvtropes.org/pmwiki/pub/images/simon_9.png
?

"The powers that be decided I was uncontrollable. They dumped me in a hole and transferred my file to you. Gave you a fearsome reputation. My reputation. I want my life back."

A burned spy, like Michael. Unlike Michael, he deserved it, as he did most of the things that Michael is accused of doing in his burn notice. Eventually the Burned Spies Organization deemed him too unstable and uncontrollable and in his words, threw him in a hole. He has something to say about that, and is willing to wreak all kinds of havoc in revenge.


  • Ax-Crazy: Not as hammy as equivalent villains in this series, but arguably the most unhinged. All the crimes Michael was accused of in his burn notice? All proudly done by him, or at least all the "best" parts.
  • Back for the Dead: 2 episodes from the end.
  • Bad Guys Do the Dirty Work: For the CIA in his last appearance.
  • Batman Gambit: He rigs the only helipad in the area to blow, knowing it's where Management would land.
    • He attacks Michael in "Hard Times" not out of revenge, but to get him out of Vaughn's listening range so he can reveal a key piece of information.
  • Breaking Speech: One of the last things he says to Michael's face is a sarcastic lecture for having a problem with the trail of bodies he's leaving in his wake, enemy or not.
  • But for Me, It Was Tuesday: Threatening to bomb the living daylights out of Miami is just another Tuesday to Simon. To prove this point, before he even shows his face, he treats Michael to file tape of various atrocites he's commited elsewhere.
  • Card-Carrying Villain: Simon is completely up front about the sort of monster he is, which makes him quite the rarity among the more subtle villains.
  • Cold Ham: He's quite theatrical, but he rarely raises his voice.
  • Crazy-Prepared: After his falling out with the Organization, he coded a Bible to reveal their identities. He knew he couldn't make significant use of it, so he made a deal with Barrett in order to play that card effectively.
  • Creepy Monotone: His default way of speaking is creepily serene.
  • Cruel and Unusual Death: In the end, he pushes Michael's Berserk Button so hard that for his trouble, Simon gets his nose smashed in (with graphic nosebleed), his eyes nearly gouged out, and is slowly stabbed through the chest with a dagger.
  • Cynicism Catalyst: His very appearance under orders of the CIA is what pushes Michael over to James's side after his deep cover assignment had him questioning just how willing he was to betray "The Family".
  • Enemy Mine: Once with Michael during his (second) imprisonment by the Organization. Again near the end of the series, where it's forced on Michael under circumstances where Simon is the worst kind of help imaginable.
  • Evil Counterpart: To Michael. This is especially hammered home in his final appearance where he and Michael are wearing the exact same outfit, but Michael is in white and Simon's in dark grey.
    • In a sense, even Larry. This is because Larry has enough of a personal obsession with Michael to be (temporarily) talked down from killing his way through everything. Simon tunes out Michael's protests and does whatever.
  • Eviler than Thou: The Organization fired and imprisoned Simon due to him being out of control.
  • Friendly Enemy: As the Organization's prisoner. (There's not much violence he can get up to in two pairs of shackles.)
  • Foreshadowing: It takes four seasons for this to truly set in.
    "It's only a matter of time, now, until you're just like me. [laughs] Just like me. Just... like... me."
  • Gut Punch: His abrupt "rescue" of Michael while in deep cover proves that the CIA is just as bad as the people they're making Mike catch, setting off a four-alarm Heroic BSoD.
  • In Love with Your Carnage: He really loves the killing and the Stuff Blowing Up.
  • Kick the Dog: Tortures a surviving agent of James's organization to help sell Michael's cover... then shoots him anyway when his purpose is served.
  • Lack of Empathy: Really doesn't give one kick for anyone and everyone he's killed, be they people he hates or just ones caught in the crossfire.
  • Laughing Mad: Larry, aside from his bursts of anger, is a rather jovial man. He tends to laugh pretty heartily whenever you see him.
  • Mad Bomber: Explosives seem to be his speciality.
  • Might as Well Not Be in Prison at All: He didn't have much trouble planning his escape while in it with Gilroy's assistance. Though Season 4 reveals Simon had help on the outside from John Barrett.
  • Psycho for Hire: Naturally, but the last season reveals even the CIA fished him out of prison for dirty work. He racks up the body count on their behalf for 2 years.
  • Put on a Bus: There are long gaps between his appearances, but when he does show up he makes a memorable spectacle of himself.
  • Small Role, Big Impact: He appears three times total and each time has far-reaching consequences:
    • His actions in Season 3's "Devil You Know" ultimately lead to the Organization getting its hooks in Michael again and working more proactively with him, which (among other things) gets Jesse burned.
    • He makes one appearance in Season 4 ("Hard Times"), but in addition to filling in some key details to the current story arc, the entire season hinges on the deal he made with Barrett and the Bible he coded, which reveals the identities of those in the Organization. This, of course, adversely changes the status quo in Season 5.
    • His final appearance lasts only 10 minutes. It's the most important 10 minutes of the season.
  • The Sociopath: Simon might very well be the best example of anyone on the show. He cares for no one save himself, revels in whatever brings him joy and entertainment, and has zero remorse for any sort of suffering he causes as a result.
  • Wild Card: Even his subtitle on his first appearance is, simply, "?".

    Vaughn 

Vaughn

Played by: Robert Wisdom
https://static.tvtropes.org/pmwiki/pub/images/vaughn_1.jpg
Michael's "Partner"

"This is a new kind of problem. This is somebody willing to let a guy like Simon blow up Miami to protect his cash flow. I mean, bottom line, you may not like it, but we're on the same side here."

Michael's handler in season 4. A high ranking member of the Burned Spies Organization, he tries to convince Michael to willingly work with them against a corrupt group that engages in War for Fun and Profit. Tries to frame past members of the Organization like Carla and Victor as bad apples in a group that, while underhanded and ruthless, is still essentially trying to do good. Of course, as Michael digs deeper and pushes his buttons, it becomes clear that Vaughn has much more in common with those "bad apples" than he publicly admits.


  • Arc Villain: For Season 4. Obvious as it seems, it doesn't become entirely apparent that he is this until the second half.
  • Bait the Dog: From his first appearance onward, Vaughn seems to be one of the more reasonable, if not moral, members of the organization. He eventually reveals himself to be just as brutal as Carla, if not more so.
  • Bald of Evil: Considering what he threatened to do during the season finale to Maddie.
  • Enemy Mine: Offers Michael a chance to use the Organization's resources to go after other bad people in order to keep Michael under their thumb, of course.
  • Evil Sounds Deep: It got even lower and threatening when he finally dropped the pretense.
  • Faux Affably Evil: Puts a lot of effort into the pretense and doesn't take exception to things like Michael kicking him out into a hurricane, but he's nowhere near as pleasant as he tries to come off. As revealed by a taped conversation courtesy of Simon, Vaughn was one of the very people who helped pull the trigger on Michael's burn notice, and he doesn't shy away from using excessive force to kill Michael and his friends and family once he finally has enough.
  • The Friend Nobody Likes: When he spent the first half of Season 4 apparently being on Michael's side, this was how everyone felt about him.
  • Left Hanging: For several seasons, fans never knew whether Michael really did arrange for Vaughn to be thrown into prison alongside both Simon and an unseen Belgian assassin that Vaughn ratted on to reduce his sentence. In the final season, we learn that the CIA almost immediately got Simon out of prison and put him back to work for The Company. While Vaughn was apparently spared being in prison with Simon, we still don't know if the same holds true for the assassin he betrayed.
  • No-Nonsense Nemesis: When Michael earns his wrath.
  • Only One Name: Subverted. Vaughn's full name is never given in season 4. However, in season 5, Michael and Fiona find files with assets associated with Vaughn in DC. The paper shown on screen gives his name as Vaughn Anderson. Whether that is his real name or a fake is never explained.
  • Reasonable Authority Figure: Takes pains to come off as this to Michael.
  • Scary Black Man: Can be, once Michael invokes his ire.
  • Spear Counterpart: Of Carla. Made especially apparent when it's revealed by Simon's tape to Michael that Vaughn, despite him claiming earlier in the season he had nothing specifically to do with Michael's burn notice, told Simon in a recorded conversation that they would be replacing him with Michael "and if he doesn't work out, there'll be another", just like how Carla lied to Victor about being responsible for burning him and killing his family.
  • Villainous Breakdown: Suffers it in his last appearance, because of the threat of Michael leaving him at Simon's mercy in federal prison.

    Anson Fullerton 

Anson Fullerton

Played by: Jere Burns
https://static.tvtropes.org/pmwiki/pub/images/anson_8.jpg
Evil Mastermind

"Michael, I've seen your psych eval. You can do anything you set your mind to. Or, in this case, anything I set your mind to."

DIA psychiatrist and latest victim of Dead Larry, who is holding his wife hostage in exchange for helping break into the British consulate. He is later revealed as the "client" who hired Larry for the job in the first place. After blackmailing Michael to do his bidding, he outs himself as the founder (and last remaining member) of the Burned Spies organization. He gets gunned down by the same bullet that kills Nate just a few episodes into season 6.


  • Authority Equals Asskicking: Averted, he's probably the least capable recurring character in the show's history — including Maddy. That said, when he has the psychological advantage, he can at least delay someone like Michael long enough in a fight to come up with an exit strategy.
  • Batman Gambit: His first appearance has him pulling a hell of a big one. He hires Larry to break into the British Consulate, counting on Larry to rope his real target, Michael, into the operation. Then he plants a bomb in the lobby of said consulate to amplify the explosion that he successfully predicts Fiona will use to kill Larry once he's sufficiently pissed her off. Then he records Fiona's tearful confession in Michael's loft with a bug he'd planted earlier, when Sam and Fi brought him there to question him. Every single part of his plan required his targets to behave in exactly the ways he expected them to, though this is justified: for a psychiatrist whose job is analyzing spies to determine whether they should be burned, predicting behavior is a necessary skill.
  • Best Served Cold: Not terribly happy about Michael dismantling his organization.
  • Big Bad: Arguably the whole series, as he was one of the main architects of the Burned Spies Organization. Somewhat unusually in what is otherwise very close to being a World of Badass, he's a Non-Action Big Bad, as being the chess master and playing mental games is his specialty. The only thing that may undermine his claim to be the Big Bad is after he spends the second half of Season 5 tormenting Team Westen and the first half dozen episodes of Season 6 on the run from both Michael and the intelligence community, he is suddenly killed off and the group must deal with several further antagonists. So despite the far reaching consequences of his actions, which completely reshaped the lives of Michael and everyone, it may demote him to the rank of Arc Villain.
  • Bullying a Dragon: He started the organization with Management recruiting burned spies that no conventional espionage agency would hire. It's only when he started trying to manufacture them through frame-ups and contrived scenarios like with Victor, Michael, and Simon that his group started messing with the kind of people who would ultimately take his network down.
  • The Chessmaster: Has had a personal interest in Michael for years prior to the first episode. To put this in perspective, Madeleine complains to Michael that he missed his father's funeral by eight years. Anson was using Frank to learn about Michael and was the one who had him killed.
  • Crazy-Prepared: Anson demonstrates such an insanely meticulous degree of awareness/paranoia that when anything in his schemes goes wrong, he's either got something else up his sleeve, and/or enough leverage against Michael to force him into a Heads I Win, Tails You Lose conundrum.
  • Decoy Damsel: He tearfully arrives on the scene, pleading to Michael to save his wife. After her death, he admits he knew her only as "some lady," setting her up to die solely to show how well he can manipulate the cast.
  • Diabolical Mastermind: The only thing he enjoys more than ruining Michael's life is bragging about how he could helped him instead.
  • Dropped a Bridge on Him: Unceremoniously killed in a blink.
  • Enemy Mine: In "Depth Perception", Michael is forced to work with Anson to help Beatriz.
  • Even Evil Has Standards: He’s genuinely shocked that Michael thought he killed his actual wife and not a decoy.
  • Evil Cannot Comprehend Good: He works HARD at averting this trope, in Episode 16 of Season Five. And gets Michael to understand the villain.
  • Four Eyes, Zero Soul: Despite being a capable therapist, has absolutely no empathy. He even mocks the idea by feigning interest in Michael's relationship with his father.
  • He Knows Too Much: The reason he's killed by a sniper literally seconds before he can be taken into CIA custody.
  • Hidden Villain: Although he built and had a hand in directing the Burned Spies Organization, he never appeared until Season 5.
  • Internal Affairs: Before becoming disenchanted with his job. "Hated to see all that talentnote  go to waste."
  • Jerkass: Revealed at the end of "Acceptable Loss" that Frank Westen wanted to make up with his son shortly before his organization decided he knew too much and killed him, apparently for no other reason than to hurt Michael.
    • There is also an argument to be made that he really thought he was helping Mike get closure on his Dad. He is, after all, honestly interested in Mike's mind and mental health, and pointed out that Mike did used to say he wanted his dad dead.
  • Karma Houdini: And you thought Larry was bad.
  • Karma Houdini Warranty: But it wears off surprisingly fast in season 6.
  • Mad Bomber: His preferred method of killing.
  • The Man Behind the Man: Turns out there wasn't any "wife" being held for ransom. "I think her name was Some Lady."
  • Manipulative Bastard: He literally asks Michael to tell him insights into his psychology as part of payment for an Enemy Mine situation.
  • Pornstache: Until he shaves it off in season 6.
  • Parental Substitute: Tries to cultivate this dynamic between him and Michael. He isn't very successful at it in the long run but of all the father figures Michael has, Anson is the one most prone to acting like a proper parent, often addressing Michael calmly and patiently.
  • Psycho Psychologist: While affiliated with Internal Affairs, he analyzed spies like Michael to determine whether they should be burned; This became the seed for the burned spies organization. Unbeknown to Michael, he also stood in as his parents' therapist. He's such an evil, manipulative prick that he preps a paranoid delusional as a failsafe, pointing the man at Michael and his family should Michael ever get too close to taking him down.
  • Smug Snake: Becomes incredibly smug and cocky when his true nature is revealed. Given his sheer skill at manipulation, he may have the right to.
  • Villainous Breakdown: It takes a lot of doing, but when Michael and the CIA start to make the walls close in on him in season 6, he is visibly flustered and starts making uncharacteristic mistakes.

Major Recurring Villains

  • NOTE: Please limit inclusion here to characters who either have at least three appearances or a significant role in a seasonal arc or half season arc. Also, please order the characters according to when they first appeared on the show.

    Larry Sizemore 

Larry Sizemore

Played by: Tim Matheson
https://static.tvtropes.org/pmwiki/pub/images/larry_7.jpg
Undead Spy

"I feel a rash of heart attacks coming on. The wife? Dead! The kid? Dead! The drug dealer? Dead!"

Michael's whackjob former partner/mentor during Michaels' black ops days. He faked his death years ago, and became a freelance assassin for hire. It's a Running Gag that it's impossible to make him actually die for real... but he may have finally been killed off for good at the end of Season 5.


  • Arson, Murder, and Jaywalking: Not only is he a violent nutcase for hire, but he'll also raid Michael's fridge and eat his yogurt without asking. You Bastard!.
  • Ax-Crazy: Acknowledged by everyone who's survived a meeting with him.
    Michael: If I let him out of my sight, that's when he starts killing everyone.
  • Badass in a Nice Suit: One of the perks of being a highly paid assassin is that he can always afford to walk around in a nice suit.
  • Big Bad Duumvirate: With Brennen in "Out of the Fire."
  • Body-Count Competition: One of Larry's pastimes.
    Sam: That's a Santa Marta tattoo. Six tears. The guy's a pro with half a dozen kills.
    Larry: 'Pro'? That's kinda generous. Six is a promising start, I guess.
  • Chronic Backstabbing Disorder: Almost no one is safe from Larry. He'll kill his own clients if he feels like it and even if they pay him as requested. Michael's the one person he usually won't try to kill, but that doesn't mean he'll try to screw him over in another fashion, all in the name of getting him to come to his side, of course.
  • Clean Food, Poisoned Fork: Tried to kill Michael's client by spraying her fork with atropine.
  • The Corrupter: His apparent mission in life is to talk Michael into crossing the Moral Event Horizon.
  • Crazy Sane: Michael explains to Fiona that he and Larry worked together in the Balkans during the outset of the Yugoslav civil wars (1991 and 1992) - "it was a crazy time; he seemed relatively sane by comparison."
  • Cutting the Knot: Due to guilt over his past misdeeds and the lives those misdeeds cost, Michael favors complex strategies that are (usually) non-lethal or cause a target to be the cause of his own undoing. Larry, who is pretty much amoral and Ax-Crazy, (and thus immune to Curious Qualms of Conscience) just kills whoever is in his way and moves on.
    You are so busy looking 10 moves ahead that you don't see the move that is right in front of you.
  • Even Evil Has Loved Ones: Michael has screwed Larry over several times. Larry would kill a dozen people to get out of a parking ticket but he won't kill Michael.
  • Evil Cannot Comprehend Good: He really does believe that Michael and he are alike, which is usually his downfall.
    Michael: You know the difference between us? I really do understand you. You only think you understand me.
  • Evil Counterpart: Larry is what Michael might have turned into if he'd stayed in black ops.
    • Pointed out in season 3 that Larry also has a personal intimate relationship with Michael, like Fiona.
  • Evil Mentor: Larry faked his own death in Bosnia and is now a Psycho for Hire Professional Killer who truly believes that Murder Is the Best Solution. Larry also likes to invoke the "Not So Different" Remark in regards to himself and Michael. Particularly notable in the season 4 finale when Larry wonders where all the darkness and anger Michael had went. On par for being the evil mentor, Larry also laments that Michael is losing the things that made him able to do bad things with a smile.
  • Faking the Dead: "Fifteen people watched Larry walk into an oil refinery right before it blew up. Apparently, it was his way of taking early retirement." Also, he was foiled this way in his first appearance as a Professional Killer, as Michael was able to fake the death of Larry's target and get her safely out of the way.
  • Faux Affably Evil: Naturally. He's played by Tim Matheson, who specializes in this trope. Meeting Larry at a party, you'd probably think he was charming, funny, and the sort of guy that you'd like to hang out and have a few laughs with over drinks. Then he'd stick a knife in your side without missing a beat or dropping his smile.
  • Friendly Enemy: At least until his appearance in the 5th season summer finale. Apparently, spending time in an Albanian prison made him just a little bit upset with Michael.
  • Hated by All: Everyone who got to know Larry when he was a spy has less-than-stellar things to say about him, and that was before he faked his death and became a freelance psychopath.
    Sam: "Larry?" You mean "Dead Larry"? Heh, I hated that guy. *takes a swing of his drink with a smirk*
    Michael: Yeah, he's back.
    Sam: *lowers his drink and now frowning* Well, I hate him in the present-tense.
  • In-Series Nickname: "Dead Larry," and "Undead Spy."
  • Joker Immunity: In fact, the subtitles took to calling him things like "Spy With Nine Lives".
  • Karma Houdini: Despite killing more people per episode than some Myth Arc villains do in a whole season, he never received any comeuppance until his third appearance. It's definitively deconstructed with his fourth episode as Anson had arranged his supposedly miraculous escape from prison to use him against Michael in a manner he was fairly sure would get Larry killed.)
  • Laughably Evil: He's quite funny and likable. He's also quite Ax-Crazy.
  • Like a Son to Me: To Michael Westen, this is not a positive statement.
  • Manipulative Bastard: While he usually prefers violent and bloody ways to get what he wants, in "Enemies Closer" Larry proves he can be just as wily and guileful as Michael himself when he feels like it. After switching out Michael's phone card, and programming it to only calls to Larry would be answered, Larry starts stirring up conflict between him and his friends, making him feel isolated. Then he steals the money Michael was trying to return to the cartel, leaving him in danger. Then he actually manages to convince him to kill the cartel leader and go on the run with him. Even though Michael should have known better, he doesn't catch to what Larry's doing until Nate visits him, asking why he hasn't been returning the latter's calls. This leads to Michael finding the Sim card.
  • Murder Is the Best Solution: He swears by it. Although it soon transpires that relying homicide as his go-to espionage strategy has caused much of his genuine cleverness in the art of subterfuge to atrophy, making it so that Michael (and more lethally, Fiona and Anson) is able to outsmart him again and again.
  • Never Found the Body: Played rather subtly in the Season 5 summer finale - after Fiona blows up the office that Larry's in and (with a little help from the new Myth Arc villain) inadvertently destroys a little more than she meant to, the paper at the end of the episode says "2 people killed" (namely, the two security guards). Later another character refers to Larry in the past tense and while we have a scene or two where we see him in flashbacks, we don't ever see him in the present again.
  • Nietzsche Wannabe: He justifies killing people for money on the basis that people die anyway, and he all but calls himself an Ãœbermensch while talking to Michael in "Enemies Closer."
  • No One Could Survive That!: His fate as of mid-Season 5. Though, since "surviving that" is how he got his nickname, he's probably still not dead.
  • Not Quite Dead: It's his M.O. His subtitles have referred to him as "Larry: Undead Spy", "Larry: Spy with Nine Lives", and "Larry: Unfriendly Ghost."
  • Professional Killer: Definitely an assassin.
  • Psycho for Hire: He was already a psycho as a spy; faking his death was just his way of going into retirement so he could get paid for it.
  • Psycho Knife Nut: An utterly ruthless and amoral man who loves using knives in close quarters.
  • Running Gag: Yes, dead Larry.
  • Slasher Smile: In contrast to Michael The Stoic.
  • Smug Snake: Leads to his downfall again and again. His death even involved him being tricked into standing in front of a bomb by a relatively simple ruse.
  • The Unfettered: He gives Michael a speech about it in his second appearance.
  • Unwitting Pawn: For Anson in "Dead to Rights." Anson uses Larry as pawn and a means of maneuvering Michael and Fiona into a corner until it puts them in a position where he can blackmail them.
  • We Can Rule Together: His entire motivation is to get Michael to work with him again. He'll do anything to get Michael to work with him again.

    Tyler Brennen 

Tyler Brennen

Played by: Jay Karnes
https://static.tvtropes.org/pmwiki/pub/images/brennan.jpg
Part-Time Spy

"Forcing. Such an ugly word. Encouraging? Incentivizing? No, you're right. Let's go with forcing."

A former Military Intelligence officer turned arms dealer. Michael first encounters him in season 2, where he foiled a deal Brennan had going with some South Americans. Ever since then Brennan has wanted revenge and to use Michael's formidable talents for his own ends. One of the very few foes Michael cannot outwit, or at least not with significant difficulty.


  • Arms Dealer: His calling after leaving Military Intelligence. The first time he and Michael met was after Brennen coaxed Michael's former friend/lover into stealing a valuable data chip, which was purely business on his end. After that deal goes bust thanks to Mikey, however, it gets personal.
  • Asshole Victim: One of the few times the audience can cheer when Larry kills someone.
  • Badass in a Nice Suit: Not much for combat, but he's Michael's equal in scheming and dresses just as nicely.
  • Big Bad Duumvirate: With Larry in "Out of the Fire." Larry decides he prefers keeping the spotlight to himself.
  • "Blackmail" Is Such an Ugly Word: But at least he'll just come out and say it, as shown in his quote.
  • Bullying a Dragon: Towards Michael, to his misfortune. And then more passive-aggressively to Larry., which leads to his death.
  • The Chessmaster: One of the few who have been able to consistently match and even outplay Michael.
  • Cruel and Unusual Death: Everyone else in the show tends to fall to the Instant Death Bullet or being in an explosion. Brennan spends a solid minute with Larry twisting a blade in his chest and bleeding like a stuck pig.
  • Deadpan Snarker: He's Michael's equal in wit and their exchanges reflect this.
  • Didn't See That Coming: His death. Larry puts it well:
    You are so busy looking 10 moves ahead that you don't see the move that is right in front of you.
  • Dropped a Bridge on Him: How some fans feel about his death.
  • Establishing Character Moment: Strapping a bomb with a dead-man's switch to a kid, just to show he meant business.
  • Even Evil Has Loved Ones: Michael beats him in "End Run" by locating his daughter and bluffing that he's sent an assassin to kill her if Brennen goes through with his plan to kill Michael and Nate. Brennen is completely furious about his daughter being threatened and has to back off.
  • Evil Counterpart: Brennen is what post-burning Michael might have become if he hadn't been surrounded by Morality Pets.
  • Hostage for MacGuffin: Does this in every single episode he's in.
  • Insufferable Genius: He's one of Michael's smarter enemies and he knows it.
  • Jerkass: Even leaving aside the fact that he's an arms dealer, Brennan is rude, smug and likes pushing people around. It's telling that even Larry thinks he's "kind of a dick."
  • Last-Name Basis: doesn't even learn his first name until the end of his second appearance.
  • Moral Myopia: He is totally outraged that Michael would threaten to have his daughter murdered if he doesn't do what he's told, despite, as several tropes above show, that is basically his own M.O.
  • Papa Wolf: When Michael bluffs about sending an assassin to kill his daughter, Brennen viciously warns Michael to make his life hell if anything happens to her.
  • Pragmatic Villainy: He'll cut his losses when he realizes that Michael has pushed him into an unwinnable situation
  • Skewed Priorities: In his final moments, he tries to be Defiant to the End by telling Michael that, at the very least, he didn't beat him this time while Larry is gradually stabbing him to death.
  • Smug Snake: For all his mastery of mental combat that has let him get the better of Michael, Brennen is far too overconfident in his abilities, which always leads to his defeat and eventual death.
  • Underestimating Badassery: Deconstructed. When he finally wises up and starts lavishing the lion's share of his suspicion and attention on Michael during their showdown in Season 4, it causes him to pretty much ignore how dangerous Larry is.
  • Villain Ball:
    • Despite being cunning in many other ways, he keeps making the same mistake over and over: leaving Michael unattended for long periods of time.
    • For that matter, when teaming up with Larry he makes the mistake of leaving Michael's mentor unattended or with Michael for long periods of time. Larry may be evil, but Brennan obviously did not expect how much Larry really just wants to turn Michael to the dark side.
  • Villain Respect: While he is planning to eventually kill Michael for his actions during "Sins of Omissions," Brennen respects and compliments some of Michael's planning to to the tasks Michael is assigned in "End Run."
  • Would Hurt a Child: As mentioned above, he strapped a bomb onto a child.

    Tom Strickler 

Tom Strickler

Played by: Ben Shenkman
https://static.tvtropes.org/pmwiki/pub/images/strickler_7.jpg
Agent to the Spies

So-called "Agent to the Spies", he's essentially a manager to talent like burned spies, ex-special forces, etc. He sets them up with gigs paid for by shadowy figures that he has contacts with, and in return he gets 10%. He appears in Season 3 offering to cut Michael in on a similar deal and promising that he has the connections to help Michael with the burn notice. Unfortunately, he is not the sort of guy who is trustworthy. At all.


  • Arc Villain: First half of season 3, although he doesn't actually become antagonistic until his final appearance.
  • Asshole Victim: One of the extremely few people that Michael willingly kills with his own hands.
  • Knowledge Broker: He has his fingers deep in both the government and the criminal underworld, which is why he can get Michael's burn notice moving. Diego Garza, Michael's contact, states he's so knowledgeable that he has pull in at least one government agency Diego didn't even know existed until he started asking around.
  • Last-Name Basis: Is called Strickler almost exclusively.
  • Nice Job Fixing It, Villain: Michael may have been wavering given his own feelings for Fi and the increasing shaddiness of Strickler's offers, but he was still willing to play by Strickler's rules. Unfortunately for Strickler, he got too impatient and tried to cut out the middleman (Fi), and paid for it with his life by a vengeful Michael's hand.
  • Only in It for the Money: He'll do many things for the money, and part of his friction with Michael is that he doesn't play that way.
  • Screw the Rules, I Have Connections!: He actually does manage to get some movement going on Michael's burn notice, much to the shock of Michael's contact Diego Garza. He also has all sort of unsavory underworld connections, which causes Garza to freak out when he learns that Michael was working with Strickler.
  • Smug Snake: He has a fairly high opinion of himself, and he behaves condescendingly to Michael when he thinks he has the upper hand.
  • They Were Holding You Back: His opinion of Michael's relationship with Fiona. Michael made his objection to that quite clear.
  • Toxic Friend Influence: Everyone, but especially Fiona, is convinced that getting into bed with Strickler won't end well for Michael at all, and even Michael clearly shows doubts as more and more dubious things come up about the man.

    Mason Gilroy 

Mason Gilroy

Played by: Chris Vance
https://static.tvtropes.org/pmwiki/pub/images/gilroy_0.jpg
Freelance Psychopath

"Most people bore me, especially Americans. Always some structure to report to, some memo to file. For all your talk of rugged individualism, in my experience this is a nation of sheep. I see opportunities and I take them. It's much simpler that way, much more fun."

One of the people that Strickler represented. He's a ruthless former black ops agent who has turned freelance, working for anyone and any cause if they pay him well enough, regardless of how much potential damage it may do to the world.


  • Ambiguously Gay: It's unclear if he's genuine or just trying to psyche Michael out, but a lot of his mannerisms and words to Michael implies he'd like him to be his partner in more than just "business".
  • Arc Villain: Second half of season 3. Until Simon explosively upends him.
  • Dropped a Bridge on Him: After all the build up he was finally going to do something... and someone we hadn't even met yet mortally wounds him off screen. Granted, that someone turned out to be Simon, and doing something like that is exactly Simon's modus operandi.
  • Evil Brit: Very British and a bonafide psychopath.
  • Evil Cannot Comprehend Good: Can only understand selfish motives such as greed, which is why he falls for Michael pretending to be like him.
  • Eviler than Thou: According to Michael, Gilroy is even worse than the people that burned him; say what you will about them, but at least they weren't selling nuclear secrets to the highest bidder.
  • Expy: Of Ian Fleming's original James Bond. A deceptively suave but ultimately ruthless glorified wetworks espionage agent. His abrupt demise,helps cement the idea that Michael's a better sort of spy.
  • Faux Affably Evil: Unfailingly polite, and will smile in your face while shooting you dead.
  • Go Out with a Smile: Despite being shot by Simon, handcuffed and unable to do anything about the explosive device attached to him, he still gives Michael his last words with a smile.
  • Only in It for the Money: Michael believes and Gilroy hints that he'll do any job if the money is right. Gilroy also hints, however, that he'll do a job if it entertains him enough.
  • Psycho for Hire: To quote Michael:
    ''"This man is a freelance psychopath.
  • Smug Snake: While he's a lot smarter, and more dangerous than the average villain on the show, he spends most his screentime thinking he's holding all the cards. Simon proves him dead wrong.
  • The Sociopath: Repeatedly referred to as one, and Michael thinks that Gilroy is worse than the people who burned him. So far as he knows, they don't sell nuclear secrets on the black market.
  • The Unfettered: Honestly, just look at his character quote.
  • The Worf Effect: A variation, instead of dying in combat, he is unceremoniously strapped to a bomb vest to show just how dangerous Simon is.
  • You Have Failed Me: Pulls this on Claude, a thief Gilroy hired and who (unbeknownst to Claude and Gilroy) had been sabotaged by Michael. Apparently Claude did not survive the complications resulting from a broken ankle.
  • You Have Out Lived Your Usefulness: Done to him by Simon.

    Kendra 

Kendra

Played by: Navi Rawat
https://static.tvtropes.org/pmwiki/pub/images/kendra_8.jpg

"You promise me one thing. If this helps you track down the man that hired me, you make sure he knows that I'm the one that ruined him."

An assassin under the payroll of John Barrett, tasked with cleaning up the failures of those who don't meet expectations. Having come to Miami as part of her contract to kill four such failures, one of which was Jesse's first lead into the conspiracy around Drake Technologies, she runs headlong against Team Westen early in season 4 and ends up providing much-needed info in learning more about Barrett.


  • Ax-Crazy: Even though she seems to care more for the money than anything else, she is pretty eager to get into a fight.
  • Best Served Cold: When she thinks that Barrett's betrayed her and drained the money from her accounts thanks to some Barry-magic, she agrees to tell Team Westen what she knows in exchange for them getting to him.
  • Dark Action Girl: Professional assassin and capable of getting the drop on Michael.
  • Hired Guns: Unlike Gilroy or Larry, she doesn't kill for the pleasure but for the money alone. She didn't even know Barrett's name, but did what was told because he was signing her the fat checks.
  • Only One Name: She's only called "Kendra", no known last name.
  • Professional Killer: She's been on Barrett's payroll for a long while now.
  • Too Kinky to Torture: When captured by the team, she immediately decides to show the group that they can't torture information out of her by repeatedly slamming her own head into a metal table, and only relents when Jesse forces her to stop.

    John Barrett 

John Barrett

Played by: Robert Patrick
https://static.tvtropes.org/pmwiki/pub/images/barrett_9.jpg
International Power Player

The CEO of Drake Technologies, a telecom, technology, and infrastructure company that has been part of a conspiracy to foment wars and destabilize entire countries so that Drake Technologies can then go in and rebuild everything afterward at massive profit. Jesse was investigating his activities prior to being burned, and the Burned Spies Organization views him as a dangerous threat to its agenda.


  • Arc Villain: First half of of season 4.
  • Corrupt Corporate Executive: His hat.
  • The Corrupter: Strongly hinted that his money, resources and connections make him this, especially when he sends an active duty Army Colonel to try to snatch a MacGuffin out of the hands of Team Westen.
  • Filler Villain: In the grand scheme of things, he served mostly as a plot device sandwiched between Vaughn's agenda and Michael.
  • Only in It for the Money: And he's perfectly willing to do anything for more.
  • Screw the Rules, I Have Money!: Money is how he bribed all those officials, made his business, and hired the assassins to do his dirty work, after all.
  • Surprisingly Realistic Outcome: Regardless of how much he's been built up as a potential Big Bad, he's a normal middle aged man who takes part in a massive gunfight. All that building up, character hype, and all his money and sinister connections don't stop him from catching a bullet in the middle of the chaos.
  • War for Fun and Profit: Although the rebuilding afterward is where he makes his money.
  • X Must Not Win: He's the X in question as far as the Burned Spies Organization and Team Westen is concerned.

    Tyler Gray 

Tyler Gray

Played by: Kenny Johnson
https://static.tvtropes.org/pmwiki/pub/images/gray_4.jpg
The Man Who Murdered Nate

Nice try, Westen. I know who you are and I know what you are. The only mistake I made is not killing you sooner.

A former US Marine sniper, and one of the foremost snipers in the world. After ending his time in the Marines, Gray became a mercenary for cash, except when good old Uncle Sam needs him, at which point he'll do whatever job is asked of him, no questions asked. It's hinted that Card regularly offered him unofficial, off the books work to further Card's agenda. When Card was afraid that Anson would spill the beans on the links between the two and how Card had used the Burned Spies Organization for his own pro-America purposes, he had Gray kill Anson, resulting in Nate also being killed by the same bullet.


  • Cold Sniper: Gray is a ruthless sniper who kills Nate with a sense of belief he's right and takes a lot to be convinced otherwise.
  • Deceased Fall-Guy Gambit: Card apparently planned to use him for this. Michael tried to prevent it, but Gray was killed anyway and Michael subsequently killed Card.
  • Dropped a Bridge on Him: Of the sudden, unexpected death variety.
  • Evil Counterpart: Of a sort, to Michael. Both are badass operatives with military service histories who were trained by Tom Card. But where Michael was and is a stellar intelligence agent who was wrongfully burned and uses his skills and training for good, Gray became a mercenary who didn't particularly care about collateral damage and sold his services to the highest bidder.
  • Heel–Face Door-Slam: He is suddenly killed in the process of trying to help Team Westen, and before his character arc goes any further.
  • Heel–Face Turn: Begins to cooperate with Team Westen and maybe looking at changing his worldview, but...
  • Jerkass Has a Point: Michael tells him off for shooting Anson with Nate, an innocent, in the way. Gray then relates the conditions under which he made the shot on Anson. He is not exaggerating when calls it a once in a lifetime shot, and on top of that he had no idea who the hell Nate was at the time, for all he knew Nate could have been an accomplice of Anson. Taking the shot when it was available or passing on the chance to kill Anson entirely were Gray's only options under the circumstances.note 
  • My God, What Have I Done?: Gray comes to realize his mistake over killing Nate.
    "If I could take that shot back..."
  • The Power of Friendship: He's won over to Michael's side in large part due to this. Gray entirely believes that Michael is the monster that his file and Card make Michael out to be... until he sees Michael lying under torture to cover for the rest of Team Westen. As Gray himself says, the man who did the things from Michael's file would have never put himself on the line for others like that.
  • "The Reason You Suck" Speech: Is subjected to minor versions from both Michael and Madeline, due to his willingness to shoot someone other than his target. He lays one on Michael while still under the impression that Michael's the monster he was made to look like.
  • Unwitting Pawn: Is one for Card.
  • Walking Spoiler: It's impossible to talk about Gray without tripping over several other plot twists.
  • We ARE Struggling Together: Even when he's won over to Team Westen's side, they do not exactly work together well.

"The Family" (Season 7)

    Randall Burke 

Randall Burke

Played by: Adrian Pasdar

  • The Dragon: After being set up for 3 episodes to be the new Arc Villain, he turns out to be the Dragon for the mysterious leader of the organization, rather than the leader himself.
  • Heroic Sacrifice: Blows himself up to kill the leader of the Russian blacksite, and make a hole in the wall for Michael and Sonya to use.
  • Knight Templar: Is a true believer in the Family's cause. He's willing to kill a child if necessary, and even kills himself to further the cause.
  • An Offer You Can't Refuse: One of his associates, with whom he planned to steal a truck full of valuable computer equipment, finds out what the stuff is actually worth and hikes the price of his services accordingly. Burke is not amused and "politely" urges him to think twice. The associate brandishes a knife which Burke promptly jams into the guy's spleen.
  • Noble Demon: He's serving a violent extremist organization, but he will do whatever it takes to protect his people, including sacrificing his own life.
  • Walking Spoiler: He's only present for the first third of the final season, but he's so significant that everything he does has a major impact on the plot.
  • Would Hurt a Child: Via proxy, but he had zero problem ordering Michael to shoot a drug lord's daughter.

    Sonya Lubjenko 

Sonya Lubjenko

Played by: Alona Tal

  • Action Girl: She is seemingly the main combatant of James group.
  • Badass in Distress: In her first episode she's a prisoner in a Russian Black Site.
  • Birds of a Feather: Shares a few of these moments with Michael, which draws them to sleep together.
  • The Dragon: Appears to be this to James, now that Burke is dead.
  • Foil: To Michael. She has the same keen analytical mind, Determinator streak, legendary reputation, and private regrets about sacrificing any chance for a normal life.
  • Living MacGuffin: Burke says she's the "key to everything."
  • Shrouded in Myth: After busting her out, Sam and Jessie realize that she's probably a certain legendary Russian operative who wreaked havoc at the CIA a few years ago.

    James Kendrick 

James Kendrick

  • Affably Evil: He's a charming guy most of the time, trying to have personal connections with his people and working for generally noble goals. But he's also a Knight Templar who is willing to casually kill those who disagree with him and his goals.
  • Big Bad: Of season 7.
  • The Corrupter: Toyed with. He inspires an almost cult-like loyalty in his troops, coming as close to averting There Are No Therapists as this show ever does and digging out what each person's trauma is to help them forgive themselves for the questionable things they've had to do in the line of duty. He and his crew certainly don't see it as corruption. His affection and loyalty to the members of his organization nearly pulls Michael completely over to his side.
  • A Father to His Men: An evil variation on this; he is fiercely devoted to the members of his organization, and he inspires the same in his people. Of course, if one of his people doesn't show that same level of devotion to the team, James will quite calmly shoot him in the head.
  • Final Boss: The final main villain of the series.
  • The Man Behind the Man: To Burke, the public face of the organization. No one, not even Agent Strong who'd been working for years to take the organization down, even knew he existed until Michael got to him.
  • No One Gets Left Behind: His motto for missions, to the point where he'll execute someone if they leave a team member behind.
  • Screw the Rules, I'm Doing What's Right!: His backstory is something of a Deconstruction of this concept. Facing a situation where he had to choose between following his orders and following his conscience, he chose his conscience...and wound up having to do things that were just as bad, if not worse, than what he'd been ordered to do (murdering several of his fellow soldiers, who were reluctantly willing to go through with order to kill civilians). The consequences of doing the "right" thing in a Morally Grey world where there is no objectively "right" decision forced him to snap and go rogue. By the time we meet him, he's long past justifying his actions and lives by his own moral code.
  • Straight Edge Evil: Implied. When he has Burke seek out Michael, Burke insists that Michael has to stop drinking before they can work together. Also, when James pops up on Madeline at her house, he crushes her cigarettes before taking his leave.
  • Taking You with Me: Tries to pull this off with his death in the series finale. He fails to take Michael and Fiona with him. Barely.
  • Villainous Breakdown: Has a surprisingly brief one when Michael shoots Sonya, before he slips into Tranquil Fury and starts issuing orders to his men.
  • Visionary Villain: He may do unsavory things but he has a definite vision of how to make the world a better place and is so strongly committed to it he'd even willingly sacrifice himself to ensure the Family can carry on.
  • We Can Rule Together: Tries to pull this on Michael. It almost works.
  • Well-Intentioned Extremist: James believes that he's working for a greater good with all his murders, and he isn't always wrong.
  • Would Hit a Girl: Was ready to kill Sonya when he thinks that she betrayed him. He was also ready to kill Madeline when Michael made it clear he wouldn't work for him.
  • Would Hurt a Child: Found no problems with attempting to kill Michael's three-year-old nephew.

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