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Doole began his career on Kessel as an administrator in the spice mines. He was a corrupt official who brokered deals for various smuggling gangs, particularly by selling the Hutts illegal shipments of glitterstim. Imperial Customs officer Hewat was determined to expose Doole's illegal spice distribution operation. Han Solo was a frequent visitor to Kessel when he worked for Jabba the Hutt to smuggle spice. Doole was a glitterstim user, using its abilities to boost his mental powers. However, excessive glitterstim usage causes paranoia in the user and he became excessively paranoid about Solo. Thus, Doole tipped the Imperials off about Solo. This deeply angered Jabba the Hutt, as the crime lord then planned to kill Doole. Doole pleaded with Jabba's henchmen to take only his eye instead, which they did.
In 3 ABY, Doole became responsible for the deaths of Kyp Durron's parents. After the death of Palpatine at Endor in 4 ABY, Doole staged a revolt against Imperial control of Kessel; overthrowing the guards and successfully taking control of the planet. He then installed Arb Skynxnex as his second-in-command. After the revolt, Doole discovered a dead rancor in the prison which had been starved to death. Doole regretted the death of the rancor as he planned to feed the Imperials to it. Instead, he sent them to the mines but tortured the former head of the prison and froze him in carbonite, displaying it in his office.
Now Doole was in charge, he had a number of female Rybets shipped over to Kessel so he could exclusively mate with them. He used his offspring as a form of cheap labor while they were in the larval stage before he killed them. As a result of the murder of their children, his concubines bore him tremendous ill-will.
In 6 ABY, Doole made a deal with Wedge Antilles and Rogue Squadron over prisoners in his care. Doole would release various political prisoners who were captured during the height of the Galactic Civil War in exchange for Antilles taking several "problem prisoners" off Doole's hands. In this way, Doole rid himself of some powerful Black Sun members like Zekka Thyne and Fliry Vorru. Top of the list was Arb Skynxnex but Doole utterly refused to let him go. Rogue Squadron wrecked most of Kessel's defenses during the mission so Doole put priority on building a fleet to defend the planet.
In 11 ABY, Han Solo and Chewbacca were sent on a mission to Kessel to reopen relations with the planet and to possibly negotiate the release of the remaining political prisoners there. Han Solo broadcast a greeting when he was met by Doole's fleet, but he was shot down and taken prisoner. Doole initially wanted to kill him but instead threw him in the mines. Leia Organa Solo began looking for her husband so he sent Skynxnex to kill Solo and Chewbacca. They were already planning an escape and fled with a shuttle to The Maw, with a new found friend named Kyp Durron. Skynxnex was killed and eaten by a Spice spider.
Leia sent Luke Skywalker and Lando Calrissian to Kessel to find out what became of Han. Calrissian posed as a potential investor while Luke was his assistant. During a tour, they noticed a repaired Millennium Falcon sitting alongside Doole's fleet. They recaptured the ship and fled the planet. At the same time, Admiral Daala's complement of Star Destroyers from the hidden Maw Installation made an appearance chasing the Sun Crusher. She saw Doole's fleet, thought it a Rebel trap and battled the fleet, destroying it.
Chewbacca spoke to the Galactic Senate, proposing a mission to rescue prisoners on Kessel and in the Maw Installation. A fleet was dispatched and the New Republic forces tried to arrest Doole. However, once his concubines and his children were released, they chased him into the mines and like Skynxnex, he was attacked, killed, and eaten by many energy spiders.
- Rebel Dawn (Mentioned only)
- X-Wing: Wedge's Gamble
- The Last Command (First mentioned)
- Jedi Search (First appearance)
- Champions of the Force
- I, Jedi (Mentioned only)
- Simple Tricks (Mentioned only)
- Young Jedi Knights: Return to Ord Mantell (Mentioned only)
- The New Jedi Order: Vector Prime (Mentioned only)
- The Essential Guide to Characters
- The Jedi Academy Sourcebook
- Cynabar's Fantastic Technology: Droids
- "The Unseen Planets of Star Wars"—Star Wars Insider 36
- Star Wars Episode VII: Rise of the New Republic"—InQuest Gamer 50 "
- "Feature Planet: Kessel"—Star Wars Kids 12
- The Essential Guide to Alien Species
- The Official Star Wars Fact File 89 (JAB17-18, Jabba the Hutt)
- The New Essential Chronology
- The Complete Star Wars Encyclopedia