An invitation from Eggman, Shadow came to Eggman's lair where he joined Eggman's league of villains in their mission to defeat Sonic. However, Shadow quickly grew tired of their foolishness and left the group. He soon showed up again to destroy Sonic himself after Team Eggman proved incapable of doing so. Shadow got the upper hand, only to be distracted by someone, you. You were probably the only one to be able to keep up with his moves and keep Sonic and his team fighting. He was impressed.