Arthur Morgan is a cold, brooding outlaw who often resorts to violence and has very few qualms about killing. At his worst Arthur could be extremely ruthless and completely unsympathetic to the people he hurts. Despite being capable of committing such violence, Arthur does have a playful, comedic side to his personality that comes out around those he is friendly with. Thus, he isn't above joking or employing sarcasm with his friends. Notably, Arthur was kind and polite to John Marston's then-four-year-old son, Jack, having a gentle demeanor around the young boy in contrast to his threatening persona. As of 1899, Arthur is approximately 36 years of age, with a muscular build perfect for his position, with a head of thick, light brown hair and green eyes and stands at approximately 6'1" (185 cm). He also has a scar near his chin, which leaves a bald patch visible in his beard.

He greatly respects women and refuses to commit adultery yet can be quick to anger and never seems to feel guilty or remorseful about the deaths he's caused both past and present. Despite Dutch leaving him for dead and devolving to a deranged maniac, John still holds respect for him as a former father figure in his life. The familial bond created when Dutch took in an orphaned teenage John. the scars are and wears an orange union suit with either a scout coat or a black leather jacket and dark black pants. According to most people, he is approximately 5'10" tall.

Dutch himself is shown to be a merciless killer who justifies killing innocent people or lawmen as a way of combating the corruption of the federal government. Despite his brutal ways, Dutch is educated and, unlike many outlaws, genuinely believes he is committing these crimes for idealistic reasons rather than greed. His anti-government and pro-individualist idealism, combined with his natural charisma, attracted a following of people who had been downtrodden by the society they lived in. Several members of the gang were orphans, minorities, town drunks, former prostitutes and other lowlifes; people who had felt they had no purpose until they joined the gang and Dutch gave them one. This created a strong sense of unity within the gang and a great sense of loyalty to Dutch. Despite at times being rather brutal in his methods, Dutch would often joke around with his fellow gang members and had a kind, playful disposition. He would often make motivational speeches to encourage the gang to come together in times of hardship while preaching that "loyalty" and "faith" were among the highest and most honorable tenets. Before Hosea's demise, he often consulted him and Arthur on important decisions, putting it to a discussion and vote between the three of them when deciding on the direction of the gang, demonstrating how much their opinions meant to him. In 1899, Dutch is an average built man in his mid-forties[1] and is approximately 6 feet in height.[36][37][38] He has tanned skin, a large roman nose, brown eyes and a cleft chin, along with a thick, black mustache and soul patch surrounded by a light stubble, and black, slick backed hair that curls at the end reaching his nape. He is always seen in elegant suits or fancy clothing, most often wearing a white and grey striped shirt, charcoal grey striped trousers with pointed black leather boots, an ornate black paisley waistcoat with a blood red silk back, and matching red pocket square, it has glittering gold buttons and is decorated with a gold pocket-watch with twin chains and ruby pendant.

Micah is considered to be perverse, wild and unpredictable, even by the Van der Linde gang's standards. He is said to enjoy the action in his life, going as far as shooting what Arthur claims to be half the town of Strawberry in order to reclaim his prized revolvers. In spite of his brash nature, Micah is an experienced criminal and hitman, earning him the favor of Dutch himself. Micah has a poor relationship with most of the gang members, as he frequently antagonizes and bullies them, sometimes going as far as making colorful threats to those he dislikes.

Sadie is also very loyal those she cares about. She is extremely eager to prove to Arthur and Dutch that she can be a fighting member. This is evident when she zealously asks Arthur if they should rob the general store in Rhodes, asks Dutch if he can take her robbing, and leads the counterattack against the O'Driscolls at Shady Belle.

Sadie is also very loyal those she cares about. She is extremely eager to prove to Arthur and Dutch that she can be a fighting member. This is evident when she zealously asks Arthur if they should rob the general store in Rhodes, asks Dutch if he can take her robbing, and leads the counterattack against the O'Driscolls at Shady Belle.