Senator Simon Greyshade was introduced to Star Wars fans way back in Marvel's Star Wars #18 as the administrator of the Wheel. The Wheel is a space station used as a gambling establishment by rich citizens during the era of the Empire. Simon Greyshade is a cunning and unscrupulous individual who is able to operate the Wheel outside of Imperial control due to the considerable taxes generated by his operation that are funneled back to the Empire's war machine. Despite the dissolution of the Senate by the Empire, Simon continues to use the title of Senator. His machinations interrupt the Imperial's ability to capture our heroes while pursuing them on his station as told in Star Wars #18 - 23.
Star Wars #18a - Marvel Comics, U.S. (December 1978)
Senator Jheramahd Greyshade is killed, kicking off a investigation by the Senate Guards and Jedi Knights to discover the reason in Star Wars: Republic #46. Jheramahd's cousin, Simon Greyshade, assumes the role of Senator representing the planets of the Commonality. An important decision on the Financial Reform Act is pending in the Senate and newly appointed Senator Simon Greyshade's vote is pivotal to the outcome. Obi-Wan Kenobi and Anakin Skywalker are assigned to protect the Senator. The truth behind Jheramahd's death and further appearances by Simon Greyshade take place in Star Wars: Republic #46 - 48.
Star Wars: Republic #46a - Dark Horse Comics, U.S. (September 2002)
Simon Greyshade has tentatively been introduced into canon. He is identified as the owner of the airspeeder commandeered by Anakin Skywalker in Attack of the Clones. Outside of this link to the speeder, the character has not made an appearance in any canon material.
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