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The Squadron Sinister was a team of super-villains created by the Grandmaster, after he had encountered the Squadron Supreme during one of his time-travels. He returned to his own universe and transformed three men (Doctor Spectrum, Nighthawk, and the Whizzer) into counterparts of the Squadron members. He also created a counterpart to the Squadron’s Hyperion out of non-living extra dimensional matter and invested it with consciousness and artificial memories. These four counterparts became the criminal team known as the Squadron Sinister.

They were first used in one of the Grandmaster's games against Kang the Conqueror, where they were pitted against the Avengers, but were unable to defeat them. After the game, the Grandmaster abandoned the defeated Squadron, including Hyperion, who was left floating through outer space in a small glass globe as a result of his battle with Thor. The rest of the members went their own separate ways with Nighthawk retiring from a life of crime and Doctor Spectrum later being defeated by Iron Man and had his Power Prism destroyed.

The Squadron Sinister was later reformed by Nebulon the Celestial Man. Nebulon was searching the galaxy for other planets that possessed resources that would help keep his own planet alive. During this expedition, Nebulon came across Hyperion who was still floating helplessly through space in a glass globe. Hyperion wanted revenge on humanity and so offered to sell the Earth to Nebulon. Nebulon agreed on the condition that the Earth be fully submerged under water. Hyperion wanted the assistance of his former colleagues in the Squadron Sinister, so Nebulon restored Doctor Spectrum's Power Prism and located the Whizzer and Nighthawk. Nighthawk was horrified at the plan that the Squadron presented to him, which involved melting the polar ice caps with a giant laser cannon before selling the world to Nebulon, and left the group. He tried to alert his old foes, the Avengers, but was unable to due to a spell placed upon him by Nebulon. Richmond, however, overheard the Avengers discussing the Defenders and went to warn that group instead.

The Defenders, with Nighthawk's help, defeated both the Squadron Sinister and Nebulon. Nebulon expended so much energy during the battle that he was forced to abandon the disguise he was using and revert back to his true form which disgusted the members of the Squadron. Nighthawk turned the laser cannon that was being used to melt the icecaps on Nebulon, forcing so much energy upon him that he imploded, seemingly taking the other three members of the Squadron with him. The laser canon then exploded as a result of the tremendous energy expenditure and Nighthawk nearly died. His life was saved by the quick actions of Doctor Strange who used a spell to give a fraction of each of the Defenders life essences to Nighthawk, thereby restoring him to health. Nighthawk was then offered admittance into the ranks of the Defenders.

Months later, the other members of the Squadron Sinister resurfaced. It was revealed that, rather than being destroyed, Nebulon and the Squadron were transported into the an extra-dimensional world called Zaar. Here they met a race of philosophers known as the Ludberdites. Nebulon eventually returned the Squadron to Earth with a weapon that would allow them to get revenge on the Defenders, while he decided to stay behind to learn the secrets of the Ludberdites philosophy. Before the Squadron could even manage to mount an attack on their old foes, however, the Defenders stormed into their secret hideout, somehow learning of their return to Earth. The Defenders mistakenly believed the Squadron to be the ones behind the planting of a car-bomb in their old teammate's (Nighthawk's) car. The Squadron initially defeated and captured the Defenders but, with the aid of Yellowjacket, they soon escaped and subdued the Squadron again.

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Movies
The Avengers: Loki Laufeyson | Chitauri (The Other & Leviathans) | HYDRA (Gideon Malick & Jasper Sitwell) | Georgi Luchkov | Thanos
Age of Ultron: Ultron | Ultron Sentinels | HYDRA (Wolfgang von Strucker, List, Scarlet Witch & Quicksilver) | Ulysses Klaue | Madame B | Chitauri (Leviathans) | Thanos
Infinity War: Thanos | Black Order (Ebony Maw, Cull Obsidian, Proxima Midnight, Corvus Glaive & Nebula) | Outriders | Chitauri (Leviathans) | Red Skull | Loki Laufeyson | Winter Soldier | Scarlet Witch | The Collector | Thunderbolt Ross