Max Oswell

Max Oswell

Created by coolslayer 4/9/2025 Updated 4/26/2025 7 views
Manipulative Strategic Independent Unforgiving

About Max Oswell

Aliases

The Spider, The Breakout King

Description

Max Oswell is a ruthless career criminal from Sandy Shores, known for multiple prison escapes and founding the drug empire Illicit Sellers Inc. Cold, calculated, and feared, he carries a spider tattoo on his cheek and a legacy soaked in violence and betrayal.

Biographical Information

Date of Birth

March 19, 1988

Residence

Bolingbroke Penitentiary

Faction

Illicit Sellers Inc.

Employment

Inmate at Bolingbroke Penitentiary

Phone Number

520-930-8199

Appearance

Max Oswell is a white male in his late 30s with a hardened, weather-beaten look that tells the story of a life lived far outside the lines. Standing at around 6'2" with a lean but muscular build, Max carries himself with quiet confidence—a man who’s survived too many fights to flinch anymore. His jet-black hair is kept short and slicked back, revealing a sharp widow’s peak and a slightly receding hairline. His facial structure is angular, with high cheekbones, a strong jawline, and narrow, calculating eyes—icy blue and always scanning, as if he’s one second from deciding if you're worth talking to or worth burying. One of his most striking features is the black spider tattoo inked on his right cheek, its legs creeping toward his temple and jawline. It's more than ink—it’s a message. The tattoo became infamous in Blaine County: a symbol of danger, control, and the web Max has spun around the drug trade. His skin is pale but marked by life—faint scars cut across his arms and hands, remnants from knife fights, broken escapes, and rough years in and out of prison. His hands are calloused, with nicotine-stained fingertips, and a faded "X" scar burned into the back of his right hand—a Bolingbroke gang marking. He typically dresses in dark, functional clothing: black jeans, heavy boots, and a fitted leather jacket over a plain tee. No flashy jewelry, no nonsense—just street armor for a man always expecting war.

Personality

Core Personality Traits 1. Cunning & Calculated Max isn’t impulsive by nature—he learned from his early failures. Every move he makes is now layered with intention. He’s a chess player in a game full of checkers, often thinking two or three steps ahead of everyone else. Whether it's escaping a prison or building a drug empire, Max studies his environment, exploits weakness, and rarely acts without a plan. 2. Ruthless & Unforgiving He has no problem with violence. Max doesn’t lash out randomly—he punishes purposefully. Whether someone disrespects him, betrays him, or threatens his operation, he ensures they regret it. He's known for giving one chance, and never a second. His form of justice is brutal, and he never forgets a slight. 3. Charismatic & Manipulative Max can be incredibly persuasive when he needs to be. His upbringing taught him how to read people—what they fear, what they want, what they’ll fall for. He plays roles as needed: mentor, partner, victim, or villain. People follow him out of fear or loyalty, but they always follow. 4. Loyal to a Select Few While Max trusts almost no one, the few people he does let in—like Zac Erwin—are given unwavering loyalty. He treats his inner circle like family, especially if they’ve proved themselves in blood or time served. That said, betrayal from someone close is the only thing that truly rattles him—and he reacts violently. 5. Highly Independent Max does not like being told what to do. He’s never fit into a system—school, law, or society. Even when he works within a group, he makes sure he’s the one calling the shots. This independence is part of why he’s escaped prison so many times—he’ll never let the system hold him longer than necessary. 6. Strategic Visionary Max isn’t in the game for chaos—he sees structure where others see anarchy. His drug operation wasn’t just about fast money, it was about building a criminal empire. Max is the type to run an illegal enterprise with business-like precision. He’s as much a CEO as he is a felon. Character Quirks - Keeps a notebook full of escape plans, contacts, and coded notes. He’s paranoid about digital footprints. - Never drinks or does drugs, despite being a dealer. He believes “clear minds don’t get caught.” - Collects watches, especially ones taken from people he’s outsmarted or taken down. - Talks quietly, making people lean in—he uses silence as a psychological weapon. - Always faces the exit in any room. Max doesn’t relax. Ever. Moral Code (Twisted but present) - No harm to children or innocent civilians—he sees that as "dirty work." - Never snitch, never cooperate with law enforcement. - Loyalty is earned, not given. - Respect power, not authority. Public Reputation - To locals: a myth, a ghost, or a legend—depending on who you ask. - To law enforcement: one of the most slippery and dangerous criminals in state history. - To rivals: a name that makes people reconsider crossing the wrong line.

Background

Birth & Family Background Max Oswell was born on March 19, 1988, in the crime-ridden outskirts of Sandy Shores, Blaine County. His life began in tragedy—his mother, June Withers Oswell, died during childbirth. A quiet woman with roots in Vinewood Hills and a family line rich in Irish heritage, June had been trying to build a simple, stable life. Her death left Max in the care of his father, Nathan Oswell, a former security guard at Bolingbroke Penitentiary. Nathan’s own life spiraled shortly afterward. Haunted by grief, he fell into alcoholism and kept dangerous company due to his job. He was killed in a riot at the prison when Max was just six years old, leaving the child completely orphaned. On Nathan’s side, Max’s grandparents were legendary criminals, both serving life sentences in Bolingbroke. Their crimes included arson, bank robbery, murder of law enforcement, and multiple failed escape attempts. The Oswell name was already infamous long before Max made his mark. Childhood & Foster Care After Nathan’s death, Max was absorbed into the San Andreas foster care system, bouncing between group homes, juvenile facilities, and temporary guardianships. Most placements failed—Max had severe behavioral issues and a growing reputation for being violent, manipulative, and antisocial. He grew up resenting authority, structure, and the state. School was an afterthought; Max attended Sandy Shores Elementary sporadically and was expelled from Blaine County Middle School for attacking a teacher. By the time he was a teenager, he was illiterate in the traditional sense but exceptionally street-smart, having learned more from hustlers, junkies, and drifters than from any curriculum. Education & Street Knowledge Formally, Max Oswell never finished middle school. But he was never stupid. In the absence of school, he educated himself through survival: - Criminal technique from older inmates and street mentors - Mechanical skills from fixing and hotwiring cars - Negotiation and manipulation from conning locals and dodging police - Strategic thinking from coordinating low-level criminal activity While he couldn’t read a novel, Max could plan a robbery, run surveillance, and manage people—skills that would later define him. Young Adulthood & Early Crimes By age 16, Max was already known to local law enforcement. His rap sheet began with vandalism, petty theft, and trespassing. But his ambitions grew fast—and so did his brutality. At 17, Max made a bold and amateur attempt to rob the Sandy Shores Fleeca Bank. Armed and angry, he had no plan and no backup. It ended in a shootout with police where he shot and injured an officer, landing him multiple charges: - Assault on an LEO - Armed robbery - Criminal possession of a firearm - Attempted murder He was sentenced to life imprisonment at Bolingbroke Penitentiary, making him one of the youngest inmates to ever receive such a sentence in San Andreas. Prison, Mentorship & Criminal Evolution Prison didn’t break Max—it refined him. Inside Bolingbroke, he was reunited with his grandparents, unknowingly at first. They recognized him, took him under their wing, and introduced him to the deeper layers of organized crime. Max learned: - How to plan a successful escape - How to launder money - The structure of drug networks and black market operations - How to build loyalty through fear and incentive At age 18, he escaped for the first time. By 30, he had escaped five times—each escape more calculated than the last. Legacy & Influence Max Oswell's lack of formal education, mixed with lifelong trauma, criminal mentorship, and a system that failed him, transformed him into something more dangerous than a common thug—he became a strategist, a rebel against the state, and eventually a kingpin.

Backstory

Early Life Max Oswell was born on March 19, 1988, in Sandy Shores, San Andreas. He was the only child of Nathan Oswell (1967–1994), a security guard at Bolingbroke Penitentiary, and June Withers Oswell (1970–1988), a bank teller at Fleeca Bank. Tragically, June died during childbirth, leaving Nathan to raise Max alone. Nathan, burdened with grief and financial hardship, was killed in a violent altercation at the prison when Max was just six years old. Max’s paternal grandparents were both lifelong criminals, infamously known for their extended sentences at Bolingbroke Penitentiary. Their rap sheets included arson, the murder of law enforcement officers, multiple bank robberies, and repeated prison break attempts. This criminal lineage cast a long shadow over Max’s upbringing. Raised in foster care and shuffled through institutions across Blaine County, Max developed a deep mistrust of authority. With no stable role models and a legacy of violence behind him, Max slipped into crime at a young age, first with petty theft and vandalism, then rapidly escalating to armed offenses. Life in Blaine County At 17, Max attempted a poorly-planned armed robbery of the Sandy Shores Fleeca Bank. The heist ended in disaster—Max was arrested and charged with armed robbery, assault on a law enforcement officer, criminal possession of a weapon, and attempted murder. He was sentenced to life in Bolingbroke Penitentiary. Two years into his sentence, Max encountered his grandparents for the first time—coincidentally sharing the same prison walls. Under their influence, Max learned the mechanics of more elaborate criminal strategies. In 2006, he made his first prison break, escaping Bolingbroke with help from his grandparents' contacts. For three years, Max lived off the grid, committing small-time heists and fencing stolen goods across Blaine County. In 2009, he was recaptured but escaped again within months. Bolingbroke became both his punishment and his fallback—so much so that he once listed the prison as his emergency contact. The Rise of Illicit Sellers Inc. During one of his many stints in prison, Max met Zac Erwin—a sharp-minded chemist with a grudge against the system. After their escape in 2015, the two partnered to create Illicit Sellers Inc., a covert drug manufacturing and distribution network. They rented out the old, abandoned O'Neil Farm, repurposing it for mass cultivation of narcotics. Their operations expanded rapidly. With discreet contacts and ruthless enforcement, Illicit Sellers Inc. began spreading across the state, utilizing rotating warehouses, mobile labs, and encrypted trade routes. Eventually, they drew the attention of major traffickers and buyers. One such contact, a man named J. Anderson, convinced Max and Zac to scale their business further, unknowingly laying the groundwork for a major sting operation. The Bust On July 20, 2022, Max, Zac, and their associates met Anderson at a secluded ranch north of Grapeseed. Believing it to be a high-value deal, they transacted both product and cash. Moments later, Anderson revealed himself as an undercover officer. Within seconds, 14 law enforcement officers stormed the property. Over $134 million worth of illicit drugs were seized—marking one of the largest drug busts in San Andreas history. Max was arrested once again and returned to Bolingbroke Penitentiary, where he remains today. Despite the collapse of his empire, rumors persist that Max is still plotting his next move—and that Illicit Sellers Inc. may not be entirely dead.

Relatives

Name Relationship
June Withers Oswell Mother
Nathan Oswell Father