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Blackwing is a bat-themed villain who was part of the Red Skull's Skeleton Crew. He uses a flying glider and trained bats.
When Crossbones and Diamondback went to the Red Skull's mountain hideout in Colorado, they were "greeted" by Blackwing, Cutthroat and Jack O'Lantern. Crossbones threw a rope to Jack O'Lantern's ankle, and Diamondback jumped on his glider and threathened him with stabbing his heart with a poisonous diamond. This earned Crossbones and Diamondback an audience with the Skull. The Red Skull allowed Crossbones back into the Skeleton Crew for a probationary period, and had Diamondback imprisoned.
When Cutthroat tried to kill Crossbones to ensure his place as the Red Skull's main enforcer, Blackwing, Jack O'Lantern and Mother Night arrived just in time to see that Crossbones had killed Cutthroat. When Red Skull arrived, they couldn't confirm Crossbones' word about the killing being in self-defense.
When Mother Night got delayed to bring the prisoner Diamondback, Blackwing went after her, but found a freed Diamondback instead, who used Mother Night's darkness jewel and her own fighting abilities to knock Blackwing out. Later, the recovered Blackwing and Mother Night went to the lab where Crossbones and Jack O'Lantern were, which was under attack of Captain America and Falcon. Blackwing tried to make Cap lose balance so he fell off a ledge, and upon seeing Falcon had defeated his friend Jack, he went after the winged hero. Blackwing was next seen being carried by a victorious Falcon.
Blackwing would resurface as a member of Crimson Cowl's incarnation of the Masters of Evil.