Mission to Serenno ( Boba Fett ' s syndicate ) During the Clone Wars , Asajj Ventress enlisted Boba Fett ' s syndicate of bounty hunter s to undertake a mission to rescue Jedi Master Quinlan Vos from Dooku ' s palace on Serenno . However , Count Dooku had already turned Vos to the dark side by revealing that Ventress had murdered his late Master Tholme . Thus , Vos spurned Ventress ' rescue offer and instead attacked his former lover . Ventress and her bounty hunter associates were forced to flee while Vos stayed behind and became Dooku ' s new Sith apprentice . Prelude . After Count Dooku massacred civilians on Mahranee , the Jedi High Council decided to assassin ate the Sith Lord and Separatist leader in order to end the Clone Wars . For this mission , they selected Quinlan Vos , a Jedi Master who was skilled with undercover work . Vos enlisted the help of Asajj Ventress , a Nightsister who had once been Dooku ' s Sith apprentice . Ventress agreed to help in order to seek revenge against Dooku and enrolled Vos in an intense training regimen decided to hone his dark side powers . Later , Ventress and Vos received intelligence that Dooku was traveling to Raxus , a Separatist world in the Tion Hegemony , to receive the Raxian Humanitarian Award at a public ceremony . The two Force - users managed to infiltrate the ceremony and engaged the Sith Lord in a fight at an isolated overlook . Despite their preparation , they were no match for Dooku ' s mastery of the dark side . Ventress was forced to flee when General Grievous arrived to aid Dooku . In the end , Vos was taken captive and struck unconscious with Force lightning . He was then taken to Dooku ' s palace on Serenno . In Dooku ' s custody , Quinlan was subjected to prolonged periods of torture . After holding out for an unknown period , Vos finally gave into the dark side after Dooku revealed that Ventress had murdered his late Master Tholme . Thus , Dooku also succeeded in turning Vos against his lover . Meanwhile on Tatooine , Ventress traveled to Chalmun ' s Cantina where she met Boba Fett and his syndicate , which included Bossk , Latts Razzi , Embo , and C - 21 Highsinger . In return for paying them 250 , 000 credit s , Ventress enlisted the bounty hunters ' support to rescue Vos from Dooku ' s palace on Serenno . The mission . Asajj Ventress and Boba Fett ' s syndicate traveled to Serenno in the " Slave I " and Embo ' s saucer - shaped " Guillotine " . Ventress then put her plan into action . While the bounty hunter s created a diversion , Ventress would infiltrate Dooku ' s palace and make her way to the prison . After some deliberation , the bounty hunters agreed to steal a starship . Under Fett ' s leadership , the bounty hunters attacked two disembarking ships and their battle droid escorts . While Embo decapitated two droids with a disk - shaped metal object , Latts used a grappling boa to ensnared another droid . Highsinger than crushed it with his metal feet . While the bounty hunters exchanged fire with battle droid reinforcements , Ventress infiltrated Dooku ' s prison . In the prison complex , she found that almost all of the cells had been abandoned . While navigating her way through the prison complex , she used her lightsaber to dispatch several droid sentries she encountered , including two carrying battle staves . After destroying the droid sentries , Ventress finally found Vos ' cell . However , Vos , grieving over the murder of his Master Tholme , was enraged by Ventress ' presence and Force choke d her while denouncing her as a liar and murderer . Ventress tried to reason with her former lover , but Vos flung her hard against the dungeon ' s stony floor . During the assault , Asajj noticed that Quinlan ' s eye s had turned a blood - rimmed shade of yellow ; meaning that he had turned to the dark side . Consumed by rage , hatred , and the dark side , Vos activated Tholme ' s lightsaber and attacked Ventress . She was forced to draw her lightsaber in self - defense . As they parried , Vos accused her of using him while Ventress tried to reason with him by telling him that his mind was clouded by the dark side . Ventress also suggested that Vos leave Dooku and the Jedi Order behind . Unable to reason with Vos , Ventress was forced to flee the prison . Quinlan followed her and used the Force to hurl broken parts of battle droids at her . In the end , Asajj managed to exit the prison where she was met by Boba Fett and his companions , who had trapped Dooku under some webbing . With Vos intent on killing Ventress and everyone in his way , she and her bounty hunter allies were forced to flee Serenno without Vos . As Ventress left aboard a stolen shuttle , she saw Vos and Dooku walking together . This indicated that Vos had become Dooku ' s newest Sith apprentice . Aftermath . Following the failed rescue mission , Asajj Ventress made her way to Coruscant where she informed Quinlan ' s friend , Master Obi - Wan Kenobi that he had joined Count Dooku . For the next several months , Vos assumed his place as Dooku ' s new right - hand man and earned the moniker " Admiral Enigma " in HoloNet news reports . At some point , Ventress encountered Vos ' friend , the Jedi Knight Akar - Deshu ( " Desh " ) , who informed her that the Jedi were debating on rescuing Vos . At Kenobi ' s request , Desh invited Ventress to help convince the Jedi Council to support their plan to rescue Vos . At the Jedi Council Chamber s , Ventress was greeted with hostility by some of the Jedi Masters , but Masters Kenobi and Yoda vouched for her . During the meeting , Ventress admitted that she had trained Vos in the ways of the dark side , believing that it was the best method to accomplish the mission to kill Dooku . When some of the Jedi criticized her , Ventress responded by reminding the Council that they were the ones who had paired her with Vos in the first place . After further deliberation , the Jedi Council agreed to hatch a mission to rescue Vos . They also reluctantly agreed to allow Ventress to participate in the mission in return for pardoning her of all crimes against the Republic and the Jedi . The Council ' s decision to proceed with the rescue mission was invigorated by an intelligence report from Admiral Wullf Yularen that Dooku and Admiral Enigma were planning to attack Taris . With the help of Ventress , Master Kenobi and his former apprentice Anakin Skywalker managed to infiltrate Dooku ' s " Providence " - class dreadnought . Together , they made their way to the bridge where they confronted Dooku and quickly deduced that " Admiral Enigma " was a pseudonym . They also managed to reach the ship ' s brig and find Vos . While Vos appeared to be emaciated and brutalized , Ventress quickly sensed that it was a deception and that her former lover had succumbed to the dark side . Despite her protestations , Vos was welcomed back into the Jedi Order . However , he used his position to advance the Separatist cause . In secret , Vos planned to use his loyalty to Dooku to learn the identity of his mysterious master Darth Sidious and destroy the Sith once and for all .