Team Templar (and Jeremy)
Simon Drake ("Templar")
- Control Freak: He's accused of this multiple times. Is occasionally willing to admit it.
- Crazy Jealous Guy: Simon doesn't take the revelation that the thief in Double Down is Jeremy's ex-lover very well. At all.
- Dating Catwoman: They're not dating!
- Domestic Abuse: Let's be honest: if Jeremy was female, Simon would be considered an absolutely horrible person, because he very often treats Jeremy like shit and once beat the hell out of Jeremy with serious intent to hurt him and had some very dubiously consensual sex. Although Simon does start getting his act together by the end of the third book.
- Green-Eyed Monster: Simon tends to be very possessive over things he perceives as his, regardless of whether he's willing to consciously admit that he thinks of them that way or not. He gets jealous over Jeremy getting along with his teammates, because they're Simon's team and Jeremy is not one of them and never will be. Of course, he then proceeds to get incredibly, bitterly jealous over Jeremy's rival/ex-lover/"brother" Bran and is also (momentarily) jealous of Annabelle when Jeremy is comforting her after she's rescued. Simon even shows hints of being jealous of Johnny, of all people, in High Fidelity when Johnny and Jeremy are off discussing things in the gazebo.
- Jerk with a Heart of Gold
- The Leader: Has elements of all four types, but mostly III and IV.
- Married to the Job
- Must Have Caffeine: The coffeemaker in Team Templar's room is labeled "Mrs. Simon Drake (♥)".
- Oblivious to Love: In this capacity Simon may be borderline retarded.
- Only Sane Employee: Well, he does run a team of lunatics.
- Papa Wolf: Toward his squad.
- Team Dad
- Tranquil Fury: When Farraday kidnaps Jeremy.
- Tsundere: Type A to an almost ridiculous degree with Jeremy.
Sandra Leone ("Springheel")
- Action Girl: Her character profile even notes that one of her roles is to be the "muscle". She's very good at smacking people around. Including her teammates.
- Blue Blood: She did try to be the kind of upper-class daughter her parents expected her to be...but she got bored with that and joined the FBI.
- Green-Eyed Monster: With Mike and Diana Fontaine. Shows hints of it in With a Bullet when talking to Jeremy about Simon; she's quite nasty to Jeremy when he shows up, even though she was the one who called him in the first place.
- The Lancer
- Mama Bear: Toward her teammates.
- Number Two: Which causes some friction between her and Simon later on, as twice she has to take over for him as the leader of the team; once when he's out of commission and again when he's suspended from active duty. It's difficult to go back to being second-in-command after that.
- Only Sane Agent
- Time to Step Up, Commander: When Simon is taken out of commission by Farraday at the start of With a Bullet, Sandra is very stressed out over having to take Simon's place. When Mike tries to give her a pep talk, she hits himnote . The second time she's put in charge, she's much more sure of herself, but still hesitant because of the complexities it could raise when/if Simon returns.
- The Smurfette Principle: Poor lonely Sandra...
- Took a Level in Jerkass: In the last two books, she takes a level whenever she's dealing with Jeremy, most notably in High Fidelity, where she almost always seems to be about five seconds away from ripping his throat out with her teeth.
Nate Waxman ("Specs")
- Break the Cutie: Shows signs of past breakage during With a Bullet, but on the whole he's managed to recover.
- Captain Crash: To the point of it being an acknowledged Running Gag.
- The Chick
- No Sense of Direction: He was the only one who managed to get lost inside of an opera house (and twice, at that). Please note that he was also the only member of the team who had actually been there before.
- Scars Are Forever: His chest is covered with scars from when Farraday pinned him down and sliced him up with a knife.
- Stuff Blowing Up: He is the team's explosives expert. On Team Templar, this is a position that more often requires him to make bombs than defuse them.
- Team Mascot: As dubbed by Simon.
Mike Takemura ("Honda")
Johnny Pilgrim ("Texas")
Rich Story ("Specs Two")
- Insufferable Genius: He is the best at what he does and he will make sure that you know that.
- Jerkass: Sandra (mentally) describes him as an "ill-tempered little asshole with almost no sense of humor". Even Simon, who actually considers him a friend, once calls him "a very shouty little man", much to Jeremy's amusement.
- Irrational Hatred: Jeremy seems to be very good at inspiring this in people. Rich certainly has good reason to dislike Jeremy, but the raw hatred he displays is...excessive, to say the least.
- Killed Off for Real: By Simon, no less.
- The Friend Nobody Likes: Really, Simon's the only one who actually likes him.
- The Mole
- Too Clever by Half: What causes his downfall; he was tricked into posting a confidential memo to prove that he could crack it, and Karpol began blackmailing him.
Dave Brassoff ("Stonewall")
- Bunny-Ears Lawyer: Specially mentioned because Jeremy assures Dave that he's actually the right kind of crazy to fit in with Team Templar—all Dave needs to do is grow a spine. Which he does. Epically.
- Dissonant Serenity: In a Zen state while working on the computer. Mouse pad suddenly on fire. Dump coffee on it without sparing it a glance. Continue programming.
- Forgets to Eat: And sleep.
- New Meat: A textbook case until the end of With a Bullet.
- Replacement Scrappy: In-universe, for Rich Story.
- Workaholic: While otherwise capable of working on a normal schedule, Dave will go into overdrive when he's given a specific task, pulling all kinds of lunatic hours to get the job done. His current record is thirty-five hours straight without going home.
Jeremy Archer ("Shadow")
"Colonel" Cole Farraday
- Hair-Trigger Temper
- I Have Your Wife: Manages to get the drop on Jeremy of all people with a Taser, and eventually calls Simon to ask if Simon's "missing something". Of course, Jeremy being who he is, Farraday didn't have much hope of holding onto him once Jeremy woke up.
- Insane Equals Violent
- Killed Off for Real
- Mood-Swinger: Swings between "calm" and "frothing-at-the-mouth psychotic" at the slightest provocation, and it's genuinely frightening.
- Obfuscating Insanity: It was suspected that he used this to be discharged from the army, but if he wasn't crazy before going to prison, he certainly was when he got out.
- Speech Impediment: Along with physical tics, he stutters very badly. It gets worse when he loses his temper.
- Thou Shalt Not Kill: Not because he doesn't want to, but for practical reasons; the instant you murder someone, it's game over as far as the legal system is concerned. He abandons this philosophy by the end of With a Bullet, but Jeremy kills Farraday before Farraday has the chance to murder Simon.
- A Pupil of Mine Until He Turned to Evil: Bran, naturally. But Ethan still loves him, because Bran is his son.
- Cool Old Guy
- Deadpan Snarker: Oh, is he ever.
- Criminal Counterpart: To Upstairs. Both Ethan and Upstairs are very trusting and protective of their charges (Jeremy and Simon, respectively), will bend rules to help them, have a lot of resources at their disposal, and both act as father figures.
- Good Father: To both of his foster/adopted sons, though Bran is somewhat less appreciative of it than Jeremy.
- Karma Houdini: As far as we know, Ethan was never caught.
- Retired Gentleman Thief: He's technically not even wanted for anything anymore; the statute of limitations for all of his crimes has run out. Of course, this doesn't mean that he doesn't do illegal things at all anymore. He's just retired from his main profession.
Upstairs (Warren Carstairs)
- Answering Service: She answers the phone and takes messages for Jeremy, in addition to being the person he calls if he needs to leave somewhere fast. She's usually not involved in the actual jobs so much, though.
- Classy Cat-Burglar: She used to be one.
- Handicapped Badass: She's in a wheelchair, but that doesn't stop her from helping keep the mooks away during her rescue.
- Missing Answering Service: The catalyst for the second-introduced major plot of High Fidelity.
- The Voice: She's just a voice over the phone until High Fidelity.