The CEO is the primary antagonist of the Mansion boss fight and the main antagonist of Jailbreak, added to Jailbreak in the 2022 Winter Update. Created and animated by supernob12three[1], the CEO owns the Mansion, Crown, Successor, and Carbonara, the former being the location where players fight him.
Canonically, the CEO is a super villain responsible for several major events in Jailbreak, such as the Live Events. He wants to rule Jailbreak and destroy all criminals and police. Players will try to stop him in an epic battle, where the defeated CEO will escape to continue his crimes.
During the 2024 Live Event, the CEO made alien contact via the satellite from the Mansion and planned to use them to destroy the Jailbreak island. Luckily, asimo3089, badcc and CritStyx used a time machine to send every Jailbreak player back in time to May 17th, 2019, in order to raise funds for a special task force that would undo the damage caused by the CEO. After the goal was achieved, the CEO's plan was stopped, though the CEO escaped capture.
Overview
Appearance
The CEO is a tall, thin man who stands 6'11" and his right arm is cybernetic. He has brown hair, a goatee beard and his eyes are emerald green, though they cannot be seen as he wears black sunglasses that cover them. He wears a black and gray pinstriped suit with a white shirt, a red tie and black loafers to match his suit. On his suit is a crown logo, the same logo found on the Crown Jewel, Airdrop crates and Private Jet. This indicates that they are his property.
Personality
The CEO is an evil individual, he is quite intelligent but has no empathy for others. He will use any method necessary to achieve his goals, regardless of the damage and death he causes, even if it means losing or betraying his associates. He has no remorse for his actions, and killing is a regular occurrence for him. He seems to be very ambitious, never satisfied with his criminal acts and always trying to gain more power. Judging by his numerous experiments, he is extremely intelligent and has an affinity for scientific experimentation, having created several devices to cause all kinds of environmental destruction in Jailbreak.
Backstory
The CEO, also known as "The Boss" to his own criminal henchmen, was born into a life of crime. He was cunning and ruthless as a small-time criminal. But he wasn't satisfied with money. He craved power and was willing to do whatever it took to get it.
As he became more ambitious, The Boss hired other criminals to help him carry out bigger and more elaborate crimes. His rapidly accumulated wealth and power made him the most feared and respected in underground crime.
Using his exceptional power, he built custom tools and amassed an army of henchmen to carry out crimes never before dreamed of. He became a super villain against criminals and cops alike.
Now, The Boss sits in his new mansion, plotting world domination and destruction. But not everyone is willing to be under his control. A group of criminals who received an invitation in an airdrop are out to stop him.Boss Fight
After players enter the elevator in the Mansion that starts the fight, they are taken to the CEO's office. Coming near the office plays a cutscene where the CEO reveals that he was the one who caused the disasters in the live event. After the cutscene ends, the battle starts.
Attacks
Summoning Henchmen
The CEO will begin the boss fight by summoning upwards of 3 henchmen to defeat the players and can summon more individual henchmen during the boss fight. This can be identified by the CEO's whistle and a waving gesture at a door at the side of the room. NPCs will exit from the door that the CEO gestures at and will behave similarly to how they behave when protecting airdrops: attacking all players within range, regardless of team. The sniper NPC is notably absent, likely since Sniper Rifles are far less effective at close ranges.
Spotlights
The CEO can summon Spotlights from the left side of the room. These spotlights will move across the room and slow down players caught in them.
Cybernetic Arm
- Laser: The CEO’s robotic arm is capable of firing lasers. He will stand still and fire the laser, which tracks player movement with a slight delay. The laser can be blocked by the pop-up boards that activate when players damage the CEO from behind it.
- Grappling: The CEO will target a random player (indicated by a purple circle around the targeted player), stop moving and charge up his attack, and then extend his arm to grab the player. This attack can take off half a player's health and has infinite range, though it can be blocked by the wooden boards and by crouching under the CEO's desk if the desk is between him and the player.
Lasers
If players are able to damage the CEO to 40% of his health, he will activate lasers on the right side of the room. They behave similarly to the spotlights, moving up and down the room, and damage players by taking 20% of their health. The CEO summons these lasers by raising his hand and whistling. A buzzing sound is heard when they activate.
Dark Aura
When the CEO reaches 5% of his health, he will emit a dark purple aura that will ragdoll all players. He will also regain some of his health in this process. It is guaranteed in each fight, but the attack can be avoided if you deal enough damage to the CEO until he's defeated. This attack does not deal damage to players.
After he is defeated, he will retreat, and a congratulatory track will play. Defeating the CEO grants players that remained alive at the end of the fight 
13,000, 2,000 bounty and a bonus reward. Players can leave using a door located inside the rewards room, which teleports them outside of the mansion.
Gallery
Current
- Current images of the CEO.
- Teaser images of the CEO prior to release.
Trivia
- The CEO's total health is 10,050 HP, exactly 100.5 times as much as that of a normal player (100.5 x 100 = 10,050).
- The CEO has his own Police report files documented on him, which describes his criminal acts and backstory. [2]
- This report is written by a "Detective Shroud", a "criminal-turned-investigator". No other information about this character is currently known.
- The CEO is responsible for not only the 2022 Live Event but past live events as well. His in-game dialogue at the start of the battle mention this.
- A Chicken costume in a display case can be found in one of CEO's rooms, likely meaning that the CEO was the person under the Chicken costume during the Ready Player One event in 2018.
- The crown logo that the CEO wears as a pin on his shirt can be found in the Crown Jewel, on Airdrop crates, and in the Private Jet, indicating that those locations and objects are the CEO's property.
- One of his dialogue lines in the fight, "Block this you filthy casual!", references an internet meme, "Parry this you filthy casual".
- The CEO may have been inspired by several people, both real and fictional:
- The CEO has a similar appearance to real-world billionaire Elon Musk. Cars made by Tesla, a company owned by Musk, appear in Jailbreak.
- It is possible that the CEO took inspiration from Dr. Claw from the Inspector Gadget franchise, mainly due to his metal arm.
- The CEO does not attack immediately when the boss fight begins, only retaliating once the player shoots him.
- During the first few days of the release of the Mansion, there was a glitch in which, by equipping a Jetpack and flying up to a bookshelf, the CEO could be completed easily without getting off the bookshelf once.
- After this was fixed, another glitch was found where at the start of a battle the CEO could be pushed next to the fireplace before attacking and jumping on its head in order to get onto the fireplace, restricting his attacks.
- The CEO is canonically the owner of the Crown, Escape Bot, Successor, and Carbonara.