Jack Riley Sharpe (The Raider Timeline)

Big Jackie (by junior operatives)

Rattlesnake Riley

Operative of the WTO (Formerly)

Co-founder/Leader of the Reapers (Formerly)

Second-in-Command of the ARF (Formerly)

De-facto leader of the ARF (Formerly)

Leader of his own gang (Formerly)

High intelligence

Gunmanship

Marksmanship

Manipulation

Indomitable will

High pain tolerance

Leadership

Charisma

Torturing

Planning vengeance

Aid the ARF in their plans to occupy Argentina and the United States (failed)

Wipe out the Reapers (partly succeeded, failed)

Torture

Kidnapping

Destruction

Weapons dealing

Menticide

Psychological abuse

War crimes

Assault

Conspiracy

Aiding and abetting

**Jack Riley Sharpe** (currently known as "**Rattlesnake Riley**") is one of the supporting characters and the main antagonist of the 6th and 7th chapters of the "Raider" series.

Sharpe is a former U.S. soldier and Green Beret that worked for the W.T.O. and became one of the co-leaders of the Reapers until his apparent demise. However, he resurfaced and began to side with the Argentinian Revolutionary Front to seek vengeance against his former allies.

## Background

While nothing's known about Jack, it's hinted that Jack was born at one of the Northern states on January 14, 1994. During his childhood, Jack joined a small time gang, becoming a master hustler, gambler, panhandler, and thief throughout his gangbanging days. However at the age of 18, Jack joined the United States Army and worked his way up as an Infantryman until he joined the U.S. Special Forces under the command of a unknown leader.

After leaving the Army, Jack was found on the streets, selling drugs until he met Mordecai Winchester, who gave him an opportunity to join the W.T.O. PMC. Thanks to his shady background and quick adaptability to his environment, Jack quickly earns Winchester's respect and became the second-in-command of the Reapers. Due to his brutality and willingness to cause fear within their enemies, Jack was both respected and feared by his own allies as the Reapers' very best.

However, Jack and 12 operatives were apparently killed during the Buenos Aires Siege (The Argentinian Civil War), as rumored by most of the Reapers. Unknown to them, Jack survived with multiple burn wounds and continued fighting, killing 8 ARF soldiers before getting captured. A injured Roberto Salazar saw Jack and as he points his sidearm at Jack's head, he remembers that Jack hated the government and wanted more power and seeing an perfect opportunity, he deliberately chose to spare Jack and ordered his men to capture him alive.

During his time with the Front, Jack was nursed to health until they stuck in a hole for months, fed him food laced with poison from exotic plants, and tortured him extensively until he broke (mind, body, and soul). With intense sessions of brainwashing, Jack became part of the Front and seeing an opportunity, he managed to stage a coup that resulted in several of the Argentine soldiers killed in order to obtain supplies, which earned Salazar's respect and a position as his second-in-command.

For 20 years, Jack has led the A.R.F. to war against the Argentine government and managed to turn the Front into an actual army by killing both Marine units and W.T.O. operatives and taking their equipment, strengthening their paramilitary power to a degree. During this time, Jack became "Rattlesnake Riley" due to his scavenged gear and his makeshift ballistic mask. He is first discovered by both Mordecai Junior and Jay Roberts when they're captured. After escaping, Jay and Mordecai were ordered (by Mordecai Senior) to capture Sharpe alive.

Soon after capturing Helen (a fellow operative and a C.I.A. handler), he was confronted by the duo and Mordecai Senior. Sharpe killed Helen and injured Mordecai Senior. However, Jay and Mordecai still pursued him and after a intense fight, Jack was eventually captured and imprisoned. However, Jack was set free when his men (both his loyalists from his own gang and Reapers that Jay discharged) broke him out of prison. Despite being free and setting up his own criminal empire in a short time, Jack managed to wipe out half of his former Reapers and killed Mordecai Senior in front of the duo, which ultimately led him to his downfall as Jay and Mordecai managed to raid his compound and killed most of the soldiers. After a brutal fight, Jack tries to convince Jay to spare him while threatening him, but Jay tells him a subtle quote before brutally murdering him and decapitating him.

## Personality

While his background has been partly revealed, it's hinted that Jack was a deceitful, cunning, and cold individual that didn't care about anyone, except for himself and is shown to be more than willing to accept morally questionable missions with the promise of a huge payout or take considerate risks that most people would consider to be too dangerous, giving his shady background and showing an arrogant and greedy side to his personality.

Throughout his military career, Jack is well-known for his ruthlessness and excessive brutality towards his enemies, making him a dangerous foe that most people (both the Reapers and his enemies) respected and feared. However, being left for dead by his fellow allies and being captured, tortured, and eventually brainwashed by the Front has made Jack lost all loyalty and compassion for his country and has been shown to completely devolve into an extremely vicious, destructive, and bitter individual that was willing to seek vengeance against his former allies. As shown as he coldly executed a wounded operative and have killed Helen and Mordecai Senior in cold blood while "drawing it out", Jack is shown to be sadistic and remorseless towards his former allies, which shocked Jay. He's also more cynical and cold-hearted, having no concern or sympathy for the people he has killed and is said to prefer quantity over quality when it comes to recruitment, having used his own men as expendable pawns and relied on fear to keep them in line.

Despite his viciousness, Jack is highly intelligent, manipulative, and cunning, having orchestrated Salazar's assassination by using Helen and the duo to take full control of the Front (as well as seeking revenge for his brainwashing) and using threats, power-plays, and psychological tactics to weaken morale. He also led the remnants of the Front to capture or kill Jay and Mordecai in order to continue with the goal of taking over Argentina. He also orchestrated his escape with the help of his men and having formed an huge compound and criminal empire in a short period of time. He's able to deduct that Jay had a sniper and managed to hack into the W.T.O. HQ's servers to gain information.

However, Jack has shown to have a code of honor (despite being the most brutal and destructive), having respected Jay for his considerable amount of combat experience and chose to fight him in hand-in-hand than outright shooting him and was willing to spare Jay, the Winchester boys, and Helen in order to brainwash them into joining the A.R.F. forces.

Even before meeting his demise, Jack claimed that he had no fear or concern for his own life and reveals that he chose to give up and let Jay take his life rather than be captured, showing that Jack has completely lost all of his sanity and devolved from an extremely patriotic and loyal man that cared for the well-being of his allies to an insane and violent individual that was easily manipulated to commit the most immoral and vicious war crimes in order to survive, making him far more dangerous than most antagonists.

By committing several murders and having killed Mordecai Senior and Helen in cold blood, his obsessive desire for blood and vengeance has ultimately led Jack to his well-deserved downfall and eventual demise by the hands of Jay Roberts, dying as an cunning, vicious, and bloodthirsty individual that didn't care about anyone except for himself and his closest associates.

## Appearance

Jack is an American man with blue eyes, dark brown hair, and pale skin. According to most characters that read his file, Jack is 6'6 and weighs over 248 lbs, which made him the tallest operative in the W.T.O. and one of the most physically intimidating antagonists in the "Raider" series.

As of 2030, Jack sports a high & tight fade and a clean-shaven look. He has a very muscular build, perfect for his position, and a few notable tattoos.

As of 2050 and the present day, Jack is shown to have multiple burn scars (notably on the right side of his face) from his past attack from the Front and various scars on his body and on the left cheek. He has long hair and a beard.

As "Rattlesnake Riley", Jack wore makeshift armor, a white t-shirt, dark blue jeans with a custom-made belt buckle of a rattlesnake, and his ballistic mask with a scaly paint job.

## Skills

* **High Intelligence**: Jack is shown to be a highly intelligent, sharp-witted, and extremely methodical man, despite his viciousness. He is extremely charismatic and adaptable, having formed his own criminal organization in a short period of time and has led a small army to wipe out half of his former allies. While working with the Front, Jack managed to obtain military-grade hardware for the group by fighting against Marine units and W.T.O. operatives.
* **Criminology**: As a former gangbanger, Jack is shown to know a thing or two about hustling, robbing, and obtaining resources rapidly and was capable of leading and forming his own empire.
* **Intimidation**: As a former Green Beret and Reaper, Jack is widely feared for his excessive brutality and ruthlessness, which made the Reapers more feared by various organizations, most notably the Front. Jack's physicality also added to his intimidating nature since most people (with the exception of some Reapers) showed that he was an imposing threat.
* **Hacking Skills**: Jack is shown to be an expert hacker, having used various sources to obtain blackmail and other information to use against his enemies. He managed to reroute CKOS connections within his own compound and used a remote server to both collect and store information and to create a digital dead zone to become unpredictable.
* **Multilingualism**: Jack was shown to be extremely fluent in both English and French due to his background as a Green Beret. As "Rattlesnake Riley", Jack is shown multiple times to understand and speak Spanish to a degree, confusing his enemies deliberately into thinking that he is an Argentinian.
* **Master Tactician**: Jack is shown to be extremely resourceful, having used a two-fold strategy to split his gang into two groups: one group is his own gang members from his old gang-banging days that "rag, tag, and bang" and the other group are both former Reapers and loyal members that Jack trusts and trained with his own special forces experience. The two-fold strategy is used as a banner to protect his loyalists from potential threats and to trick people into thinking that his gang isn't highly organized and combat-experienced soldiers. He also managed to create his own compound and obtain military-grade hardware and supercomputers. During his time with the Front, Jack is a fierce and strong leader, having led a hundred A.R.F. soldiers to kill or capture the duo.
* **Master Marksman**: Jack is shown to be a proficient gunman, having used pistols, revolvers, rifles, shotguns, and heavier weaponry throughout his paramilitary career. As shown in the series, Jack is extremely proficient with pistols and rifles with ease, given his military background.
* **Master Martial Artist**: Jack is shown to be an extremely skilled hand-to-hand fighter, using Karate, Boxing, and Wrestling. Combined with his imposing height, Jack can outmatch, outlast, and outmaneuver his enemies in a fight. He can make use of dirty tactics and can quickly adapt to his opponent's fighting style. He fought against highly skilled fighters, such as Jay Roberts, Mordecai Winchester Junior, Helen, and Nathan West with relative ease during his time with the Front.
* **Knife Mastery**: Jack is shown to be somewhat skilled with blades, as shown during his fight with Jay Roberts. He is capable of throwing knives at Jay, with some difficulty.
* **Peak Human Condition**: As a former Green Beret and Reaper, Jack is very athletic for a man of his age. His physicality is in top condition due to his paramilitary background.
* **Peak Human Strength**: Jack is shown to be extremely physically stronger than his own allies, having beaten most of his opponents in hand-to-hand with ease. As shown in his fights, Jack has beaten Nathan West in a fight and managed to throw him off a building and he manages to brutally beat Jay close to a pulp.
* **Peak Human Durability**: Jack is physically durable for a man of his age, having survived a severe burn scar and an intense pain session from the Front. During his fights, Jack can outlast his opponents and is capable of taking several hits before ending a fight.
* **Peak Human Reflexes**: Jack is extremely quick on his feet, capable of dodging bullets and physical blows with ease, despite his size. Due to his time in combat, Jack is extremely precise and perceptive of his surroundings, having survived several assassination attempts.
* **High Pain Tolerance**: For a man of his size, Jack is physically capable of surviving near-fatal blows and his notable feats are surviving an intense and brutal torture/brainwashing session from the Front and stronger physical blows from Jay Roberts, who's more skilled in hand-to-hand.

## Equipment

**Weapons**:

* **Springfield Armory Loaded**: Jack's main sidearm. Throughout his career, Jack used the pistol to kill Helen and wound Jay and Mordecai Winchester (the latter is gravely wounded and killed). Jack loses the pistol during the assault. His pistol is nickel-plated or stainless steel with black G10 grips.
* **H&K G36C**: Jack's former main weapon. He mainly used it throughout the Civil War before being captured by the Front. His rifle is customized with G36 PMags, an EOTech 552 holographic sight, and a Magpul AFG.
* **Colt M4A1**: Jack's main weapon. Jack took various rifles from his fallen troops and notably carried them throughout the final battle against the pair in Argentina and his last stand against Jay until discarding it.
* **Beretta PX4 Storm**: Jack's temporary sidearm. He notably used it to wound Jay and to kill Mordecai Winchester Senior before discarding it.

## Deaths

**Murders committed by Jack:**

* **25 A.R.F. Soldiers**: Shot to death.
* **PFC. Nathan West**: Shot, beaten, and thrown off a building.
* **About 200 WTO Operators**: Killed offscreen, rumored to be shot and hung on display after collecting their masks.
* **Agent Helen Matthews**: Shot in the head.
* **Mordecai Winchester, Sr**: Shot to death.

**Murders connected to Jack:**

* **Roberto Salazar, Jr**: Shot in the head by Helen. Jack orchestrated the assassination himself and managed to convince Salazar to fight with his men.
* **28 Reapers**: Shot to death by his orders.
* **About 242 WTO Operators**: Shot and tortured by his orders.

## Quotes

* "You've done well, kids" - Jack mocking claims to Jay and Mordecai Junior after killing two armed soldiers with Mordecai Senior
* "Is this what you're looking for?" - Jack to the trio after killing two Reapers
* "That's funny. Cause you already let me die once." - Jack reveals himself to the duo
* "That's not... how it's supposed to go down." - Jack to Jay before getting captured

## Trivia

* Jack is known for his infamous brutality and fierce loyalty toward any group that paid him the most.
* Jack is the only Reaper that was part of a gang before joining the military.
* Before Jay's appearance and future leadership skills, Jack is revealed to be the Reapers' very best operative and is the original leader of the group.
* Standing at 6'6, Jack is the tallest antagonist of the series and is shown to be one of the physically capable operatives, having fought various opponents in H2H with relative ease.
* Jack is the only antagonist to appear in two chapters of the "Raider" series and has killed 4 (1 indirect) main characters himself.
* Jack (next to Dean Mitchell, Scorpio, and Ryan Welles) is one of the major antagonists to have been affiliated with the W.T.O. and is the only antagonist to have about 497 W.T.O. operatives killed either directly or indirectly.
* Jack demonstrates a strong physical endurance and an extremely high tolerance for pain, given his large size and muscular build.
	+ He displayed no signs of pain when he was stabbed in the chest with a scalpel by an ARF soldier and effortlessly removes it without any resistance.
	+ He survives and stands back up after surviving a major fiery explosion and kept fighting, killing 8 soldiers before being captured.
	+ He endured a brutal and painful torture session and survived various poisons from exotic plants in the Amazon before succumbing to the brainwashing.
	+ He endured a beating by Nathan West and was slashed in the gut. While that momentarily affected him, he still managed to overpower Nathan.
	+ He survived an explosion and despite being heavily injured with shrapnel in the leg, he managed to get out of the APC and surrendered.
	+ He endured a brutal beating and despite having a broken leg and being stabbed in the gut, the thigh, and the armpit, Jack still survived and showed no pain when talking to Jay before facing his fate.

* While it's unknown, it's implied that Jack ordered Roberto Salazar's death and it's not known that Jack either broke out of his brainwashed state and sought vengeance or that he planned everything out with Roberto, knowing the stakes are too high and that Roberto seems eager to give up and use light security. Given Jack's retaliative and deceptive nature and willingness to turn against his allies and twisted his morality for a higher price, it's implied that the former option is the most likely to happen.
* While it's never shown, it's heavily implied that were subtle hints about Rattlesnake Riley's identity:
	+ His brutal murders of Nathan West and the 497 WTO operators and his violent nature. It's later revealed by an ARF soldier that Riley collected the masks of the fallen WTO operators as war trophies to satisfy his victories, highlighting a strong hatred and/or pride toward the WTO and killing them.
	+ They bear the same insignia and skillset. His strong combat skills and H2H skills are notably shown when he fought and killed Nathan West with brute strength and strong leadership skills as he ordered various ARF soldiers to kill the pair multiple times.
	+ They have the same height and body shape. Jack is a large and heavyset man and it's later revealed by Mordecai that Jack always stuck out like a sore thumb due to his size.
	+ They have the same unique tattoos. Even though they're hidden by his thick makeshift armor, parts of his floral tattoo are seen throughout it.
	+ His scaly mask is a dead giveaway. Given the fact that Riley seems to know where the operators are and has communicated with them, it's revealed that Jack redesigned his old mask to hide his identity. Given his past background and irrational personality, the scales on the mask do represent his deceitful traits, and combined with Jack's "I'm just cold as ice and I'm a survivor to the end" claim, it foreshadows his betrayal and violent nature later on.
	+ His strange obsession with Jay and Mordecai as if he's holding a grudge. Given the fact that he was currently hunting down WTO operators, it makes sense for him to capture the pair and turn them into recruits, as shown as he chose to capture them upon knocking them out by psychological fear rather than killing them like the others.