History Characters / RedDeadRedemption2VanDerLindeGang

** Before that, he and Javier chat up and get drinks with two women in Valentine. During the following BarBrawl, he joins Lenny in [[EscalatingBrawl attacking]] random patrons uninvolved in the inciting confrontation between Bill and a local [[ChairmanOfTheBrawl with a chair]].

** Before that, he and Javier chat up and get drinks with two women in Valentine.

** The Van der Linde Gang will perform bank robberies, train jobs, and even steal cattle and [[ArsonMurderAndJaywalking lend money at usurious rates]], but they have an official policy of not robbing people who get by like the local grocer. [[spoiler:It's implied that the main reason [[LoanShark Strauss]] is ejected from the gang by Morgan is because he's breaking this rule, specifically targeting people with little to nothing with which to pay back the loans]].

* BaitAndSwitch: He bears a strong resemblance to the Strange Man and is a StageMagician, potentially explaining the weird tricks the Strange Man performed in the first game. Both happen to be complete coincidences.

* LastNameBasis: Almost always referred simply as Trelawny. [[spoiler: Arthur addresses him as Josiah when the former leaves the gang for good by chapter six]].

* ArcherArchetype: He ticks all the boxes. He's silent but capable of being ruthless, and not only is he an excellent archer but also other ranged weapons too like throwing knifes, rifles, and tomahawks.

* BecauseYouWereNiceToMe: Kieran’s feelings for Mary-Beth stem from the fact that she was the only one who was kind to him when he was kept as a prisoner by the Van der Linde gang.

* EvilCannotComprehendGood: [[spoiler: He's genuinely confused on why someone would [[EvenEvilHasStandards have qualms]] with what he does, and is genuinely shocked when Arthur throws him out, saying that he thought Arthur was hs friend.]]

* BecauseYouWereNiceToMe: Kieran’s feelings for Mary-Beth stem from the fact that she was the only one who was kind to him when he was kept as a prisoner by the Van der Lin gang.

* AgeGapRomance: She's visibly much younger than Dutch and is implied to be around Marston's age.

* GoodAllAlong: Downplayed, as the gang doesn't think he's openly antagonistic to them. Instead, they don't seem to trust him that much due to his constant dissapearences. [[spoiler: He never betrays the gang and is shown to care about them when he turns up at Beaver Hollow at the gang lowest point. He only leaves them when he realizes staying will only lead to his death.]]

* BewareTheNiceOnes: He's usually a NiceGuy when you're around him, but when he discovers the massacre of several bison, he's ''pissed'' to the point he shoots one of the poachers dead without batting an eye and will complain to Arthur if he doesn't kll the other one. Micah, [[TheFriendNobodyLikes unsurprisingly]], spends a lot of time hassling Charles, until TheBigGuy throws him to the ground like a sack of potatoes and warns him to step off. Wisely, he does.

* BewareTheNiceOnes: He's usually a NiceGuy when you're around him, but when he discovers the massacre of several bison, he's ''pissed'' to the point he shoots one of the poachers dead without batting an eye. Micah, [[TheFriendNobodyLikes unsurprisingly]], spends a lot of time hassling Charles, until TheBigGuy throws him to the ground like a sack of potatoes and warns him to step off. Wisely, he does.

* GoodCounterpart: Sadie is this to Micah. They share almost equal levels of bloodthirst, but their core values is what separates them apart. Both share similar levels of recklessness, and tend to not listen to orders and instead gun anyone in their way. However, unlike Micah, who only gives a damn only to himself, Sadie is loyal to those who trust and respect her and is quite moral whenever she's in a good head-space. And her psychotic breaks are mostly reserved for the O'Driscolls, who killed her husband and likely raped her, while Micah is introduced shooting up an entire town of civilians to get his guns back.

* NeverMessWithGranny: Is one of the most senior of the gang, with wrinkles on her face and greys in her hair, and holding a more passive role in the gang as the one who oversees the chores in camp. Underestimate her because of this, however, and it ''will'' be your ''last'' mistake. As she will ''gladly'' stab you in the throat, or cut you in half with her shotgun without a moment's hesitation if she decides you're a danger to her "family". [[spoiler: The Foreman Brothers, and Molly learned that the hard way; though she only kills one of the Foreman boys personally, she pointedly asked [[OneManArmy Arthur]] to come with her, sics him on the ones in the house, joins him in chasing down the ones who ran, and tells him that ''she'd'' slit Anthony Foreman's throat instead of letting him go if ''she'' was the one holding him instead of Arthur.]]

* EstablishingCharacterMoment: If Arthur robs Kieran while capuring him when they first meet, one of the few items he has is horse reviver, hinting at his affinity for horses.

* BlackAndNerdy: As noted above. Almost in defiance to the discredited Jim Crow-esque stereotype popularly disseminated [[DeliberateValuesDissonance (at the time)]] that blacks were somehow unintelligent, Lenny is ''very'' cunning. His skill with literacy in particular is [[JustifiedTrope Justified]] by his father lucking out big-time with some semblance of an education in spite of being a slave; one letter sent from the old man reveals that he himself had a large vocabulary and excellent penmanship, and even advises Lenny to say "is not", not the substitution "ain't", when reading the letter aloud to his presumably illiterate mother, showing just how important learning was for Lenny growing up. However, the canny attitude, perceptiveness, [[https://youtu.be/pf_lZGhWgzQ circumstantial awareness]] and ability to outwit Dutch in philosophical rhetoric is ''all'' Lenny, books or no books.

* BlackAndNerdy: As noted above. Almost in defiance to the discredited Jim Crow-esque stereotype popularly disseminated [[DeliberateValuesDissonance (at the time)]] that blacks were somehow unintelligent, Lenny is ''very'' cunning. His skill with literacy in particular is [[JustifiedTrope Justified]] by his father lucking out big-time with some semblance of an education in spite of being a slave; one letter sent from the old man reveals that he himself had a large vocabulary and excellent penmanship, and even advises Lenny to say "is not", not the substitution "ain't", when reading the letter aloud to his presumably illiterate mother, showing just how important learning was for Lenny growing up. However, the canny attitude, perceptiveness, social awareness and ability to outwit Dutch in philosophical rhetoric is ''all'' Lenny, books or no books.