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* [[Crazy Jealous Guy]]: Simon doesn't take the revelation that the thief in ''Double Down'' is Jeremy's ex-lover very well. At. All.
* [[Domestic Abuser]]: Let's be honest: [[Double Standard|if Jeremy was female]], Simon would be considered an absolutely horrible person, because he very often treats Jeremy like shit {{spoiler|and once beat the hell out of Jeremy with serious intent to hurt him and had some ''very'' dubiously consensual sex}}. Although Simon does {{spoiler|start [[Character Development|getting his act together]] by the end of the third book}}.
* [[Green
* [[Jerk With a Heart of Gold]]
* [[The Leader]]: Has elements of all four types, but mostly III and IV.
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* [[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
* [[The Lancer]]
* [[Mama Bear]]: Toward her teammates.
* [[Number Two]]: {{spoiler|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 Man|Only Sane Agent]]
* {{spoiler|[[Time to Step Up Commander]]}}: {{spoiler|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 him<ref>For which she apologizes after he gives her a [[What the Hell, Hero?]]</ref>. 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.}}
* [[Took a Level In Jerkass]]: In the last two books she takes a level whenever she's dealing with Jeremy, but especially in ''High Fidelity'', where she almost always seems to be about five seconds away from ripping his throat out with her teeth.
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* [[Love Martyr]]: See '[[Domestic Abuser]]' under Simon's heading. There's also the situation with Bran. {{spoiler|Jeremy's willingness to put up with ''incredible'' amounts of shit is mainly the result of being so starved for affection and love as a child}}.
* [[Loveable Rogue]]: Sure, he's a criminal, but he's a smooth operator and has no interest in physically harming anyone.
* [[Mission Impossible Cable Drop]]: He's very fond of these. Using [[What Do You Mean
* [[No Sense of Personal Space]]: Employs this with Simon. ''All the time''.
* [[Not a Morning Person]]: As Simon finds out in ''Double Down''.
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* [[Blond Guys Are Evil]]
* [[Cain and Abel|Cain]]: To Jeremy's Abel.
* [[Cluster F
* [[Evil Counterpart]]: To Jeremy. They're both criminals, but Jeremy's a [[Gentleman Thief]] and Bran's an unrepentant murderer.
* [[Funetik Aksent]]: Played with; the way he pronounces words (''Jaysis!'') is mentioned in the prose, but it's heavily downplayed in his actual dialogue.
* [[Freudian Excuse]]: He blames all of his worldly problems on Jeremy, because Jeremy "stole" what was rightfully Bran's. Which isn't true, and Jeremy lampshades just how ridiculous a thing that is to say regardless.
{{quote| '''Jeremy:''' Not to belabor the obvious, but I ''am'' a thief. In fact, I'm the best thief in the world. And you're not.}}
* [[Hair
* [[In
* [[Irrational Hatred]]: Jeremy used to find it hurtful; at this point, it's still hurtful, but also extremely exasperating.
* {{spoiler|[[Karma Houdini]]}}: {{spoiler|A very ungentlemanly thief, murders innocent people, attacks Simon's team with intent to kill, tries to shoot Jeremy in the back, [[Arson, Murder, and Jaywalking|and his choices in life greatly saddened and disappointed his father]]. Yet at the end of the series, he's about twenty-five million dollars richer, presumed dead by everyone save for a few select people, and will never have to work another day for the rest of his life if he so chooses}}.
* [[Nervous Wreck]]: Jeremy notes (and Bran later demonstrates) that Bran tends to dissolve into a panicked state of fight-or-flight when things don't go according to plan.
* [[The Unfavourite]]: Subverted. Bran is wholly convinced that he is this, but Ethan and Jeremy make it clear that it's very much not the case.
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== "Colonel" Cole Farraday ==
* [[Blond Guys Are Evil]]: Although he bleaches his hair; it's not revealed what his natural hair colour is.
* [[Hair
* [[I Have Your Wife]]: Manages to get the drop on {{spoiler|''Jeremy'', of all people,}} with a taser, and eventually calls Simon to ask if Simon's "missing something". {{spoiler|Of course, Jeremy being [[Escape Artist|who he is]], Farraday didn't have much hope of holding onto him once Jeremy woke up}}.
* [[Insane Equals Violent]]
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* [[Drives Like Crazy]]: According to her [[All There in the Manual|character profile]].
* [[Iron Lady]]: ''Hell'' yes.
* [[Passive
* [[The Woman Wearing the Queenly Mask|The Woman Wearing The Iron Lady Mask]]: Started out this way in her career.
** [[Becoming the Mask]]: It stopped being a mask long before Simon meets her.
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* [[Benevolent Boss]]
* [[A Father to His Men]]: Most obviously with Simon.
* [[In
* [[Good Counterpart|Law-Abiding Counterpart]]: To Ethan. Both Upstairs and Ethan are very trusting and protective of their charges (Simon and Jeremy, respectively), will bend rules to help them, have a lot of resources at their disposal, and both act as father figures.
* [[Reasonable Authority Figure]]: Very, very much so.
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