Shadow was among the first four of Sonic's friends to be abducted in order to be turned into one of the Roboticized Masters. After being captured by Metal Sonic and Bass along with Tails, Knuckles and Amy, Shadow was transformed into Shadow Man. Together with his new teammates Tails Man, Knuckles Man and Rose Woman, he attacked the Mega City bank, only to be confronted by Proto Man. Shadow Man's comrades quickly overwhelmed the Robot Master, only to be attacked by Mega Man. Shadow Man quickly had his teammates attack the interloper while he transported the gray Chaos Emerald. He was briefly stunned by Mega Man's Mega Buster weapon, but managed to escape through a Warp Ring alongside his teammates and Metal Sonic. On orders from Dr. Eggman andDr. Wily, he and his teammates split up after entering Green Hill Zone, leaving Metal Sonic to continue antagonizing Mega Man while they made their way to a rendezvous point. Along with Knuckles Man and Rose Woman-Tails Man having stayed behind to observe the ensuing battle between the duped Mega Man and Sonic-Shadow Man returned to the Wily Egg and presented the Chaos Emerald to his masters.
Shadow Man and his remaining teammates-now joined by Silver Man, Blaze Woman, Vector Man, Espio Man, and Charmy Man-were soon dispatched to battle Sonic and Mega Man after the two heroes joined forces. After a brief battle, Shadow Man and most of the Masters were sent to pursue Proto Man deeper into the Skull Egg Zone, leaving the Roboticized Chaotix to deal with Sonic, Mega Man, the De-Roboticized Tails, and Rush. Following the restoration of the trio, Shadow Man was called away from the search, and the doctors decided to team him up with Wily's Shadow Man to challenge the heroes again. Sonic and Mega man deroboticized Shadow Man as soon as he warped away with Chaos Control. As soon as he was deroboticized, Sonic asked for Shadow's help. He refused and warped away.
Powers and abilities
Shadow Man's abilities are enhanced from those of his organic self as a result of his Roboticization. He is also capable of passing freely between his own world and that of the Robot Masters due to his altered state. However, like the other Roboticized Masters, he is vulnerable to Mega Man's Mega Buster, which can temporarily stun him. His primary attack method is an energy blast, which is known as the Chaos Cannon.