Simon Greyshade / Legends Simon Greyshade was a Human male Senator who represented Columex and the Vorzyd sector in the Galactic Senate of the Republic in the years immediately prior to the Clone Wars . He was remembered as one of the few neutral Senators to flourish during the conflict , and in 19 BBY he supported the Galactic Empire during the declaration of the New Order . He retired shortly afterwards to take control of the Wheel , a luxury gambling resort . Biography . Senate career . In 23 BBY , he was elected to replace his cousin , Senator Jheramahd Greyshade , who had been assassinated in an attempt to stall passage of the Financial Reform Act . During the waning days of the Galactic Republic , Greyshade was considered one of the most corrupt members of the Galactic Senate , and he enjoyed every minute of his term and the perks of holding the office . When not in the Senate , he would drive across the skies of Coruscant in his yellow XJ - 6 airspeeder , spend time with various female companions , or engage in gambling with fellow senators ( he even introduced legislation to legalize gambling in the entire Republic ) . After fellow Senator Padmé Amidala ' s assassination attempt , Anakin Skywalker " borrowed " the airspeeder to pursue bounty hunter Zam Wesell . During the Clone Wars , he would remain as one of the few neutral senators in the Senate . He resigned shortly after the formation of the Galactic Empire and took over the administration of a gambling resort known as The Wheel in 18 BBY . Prior to his resignation , he was part of the committee that expelled Mako Spince from the Imperial Academy . Wheel administrator . The Wheel instantly made Greyshade a very wealthy man , mostly due to its exemption from any Imperial law or interference . Greyshade had been able to make this arrangement by making the " generous " offer that the bulk of The Wheel ’ s tax profits would pay for the Empire ’ s military funding . While serving as administrator , Greyshade insisted on being addressed as " Senator " even after the Senate itself had been abolished . During the Galactic Civil War , the " Millennium Falcon " was pursued to The Wheel by the relentless Imperial Commander Zertik Strom . Much to Greyshade ' s displeasure Strom ordered Imperial stormtroopers onto the gambling station to search for the " Falcon ' s " fugitive crew . He claimed that they had attacked a House of Tagge merchant ship carrying profits from The Wheel . Greyshade relented but allowed an Imperial presence only on the lower levels , keeping the distraction away from the paying customers on the upper levels . As Greyshade ' s security cameras tracked the fugitives on board , he discovered that one of the " Falcon ' s " passengers was Leia Organa , an old colleague from the Senate and an unrequited love of his . He sent his Wheel Security Force to free her from the stormtroopers and bring her to his suite . There , Leia revealed to Greyshade that the hijacking of the House of Tagge ship had only been made to look like the Rebels ' work and that in fact it was the Empire who had been behind it . Later , Strom arrived at Greyshade ' s suite . The two men had always hated each other and Strom announced that the fact that Greyshade was harboring an enemy of the state was grounds enough to kill him . But before he could carry out his threat he was disarmed by Master - Com , the main computer running the Wheel . Greyshade then arranged a deal with Strom where he would not reveal the truth behind the attack of the merchant ship and ensure that all the Rebels would be killed on The Wheel . In exchange Leia Organa would be allowed to remain there with him . And so Greyshade set up events so that Han Solo and Chewbacca would face each other in The Big Game , and that the hospitalized Luke Skywalker would not recover from his coma - like state . The droids C - 3PO and R2 - D2 were also taken by The Wheel and scheduled to have their memories flushed , yet Master - Com released them because he was curious about their relationship with their master , Luke Skywalker . But all did not go according to plan as Leia escaped from Greyshade ' s suite and reunited with Luke who had now recovered from his sickness and escaped from the medical center . In the meantime , Greyshade had double - crossed his Imperial partner by sending his Wheel Security Force aboard Strom ' s " Pursuit " - class light cruiser to retrieve the stolen Wheel profits and load them onto his own personal space yacht . He then drugged the Imperial Commander and planned to make a clean escape with the treasure when he caught Leia and Luke along the way . He urged Leia to leave with him in his yacht , promising to allow all of her friends to go free in return . Believing Han Solo to have been killed in The Big Game , a distraught Leia accepted his offer . Strom recovered and ordered his stormtroopers to kill the Rebels and his traitorous partner , and they soon had the fugitives pinned down . Luke volunteered to stay behind to cover their escape , but Greyshade was tired of being upstaged by Luke ' s bravery and had also gained a new - found affection for his droid Master - Com . He decided that he would stay behind and let the Rebels escape in his yacht . They did , yet Greyshade was injured in the standoff with the stormtroopers . Strom finally caught up with the wounded Greyshade and intended to murder the traitor , but Greyshade tossed a proton grenade in the Commander ' s direction , killing him . However , both Greyshade and Master - Com were caught in the blast and fatally wounded as a result .