Originally a Time Patroller for about a year, 50 years after its creation. Eventually he began to see the atrocities other Time patrollers would commit and become disgusted, mainly his friend Athena. He bring it up with both her and The Time Queen but they both shrugged it off, justifying it with the weight of their job and saying they had to do whatever it takes. "If we fail, even one outlier can rise and cause chaos across the entire multiverse. Thousands of lives ruined because we failed." Disheartened by this he thought up a plan and on a day where the Time Patrol was particularly busy he acted. Stealing multiple transport ships he flew directly towards the core of the main time patrol island, aiming to crash into it and destroy it. However Athena was able to fend him off. Deciding to retreat, he flew away with the ships with Athena and a few other time Patroller's on his tail. As he was friends with Athena he was able to learn small bits of chronos, using it He split up the ships as bait, sending them to timelines which exibited the most dispair while he escaped. As he assumed the plan wouldn't work, he wrote on each of the ships a message. Detailing some instructions on how to use the ship and their remotes, details of the time patrol, and his mission to destroy it. These ships landed in spider girl's timeline (still no name), spirit's timeline, Polyphera's timeline, Terry's timeline and a few others.
His escape plan was unsuccessful however. Athena was able to track him and followed him fair into the void. Before he could do anything about her tho, another ship came into view. From it came a blast of energy right at Athena's ship, causing her to fly into a timeline before it broke. The other ship flew to Jailbreaker's and cautiously he let them in. In the ship were two people. A mother and her child. The mother also used to be a Time Patroller and had been on the run from the them as she had learnt chronos. She pleaded with him to take her baby until Jailbreaker accepted. She then told him to fly as fast as he could away while she jumped back into her ship and flew to intercept Athena. She died in a valient fight against Athena.
For the next 10-20 years, (I would know if I hadn't lost my book that had all this info in jt) Jailbreaker recruited the people who the ships were sent to and created the Time Thieves. They created many ships which were basically their homes and eventually he figured out how to use Future vision outside of timelines. Only him and the baby(Absolom) were able to learn this ability.
During the Jailbreak Arc he commends Haro for learning the Time Freeze ability and using it to spare the Time Thieves. He is eventually defeated by the Time Queen with help from Athena, June and Saber. With his final words he asks Haro to stay pure, to not use the Time Freeze ability in case the Time Queen decided to kill him from fear, and to have the same mercy for his right hand man, Absolom.
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