A 20th century alternate history setting created by Jordan Weisman and Dave McCoy (of BattleTech fame), centered around a series/franchise of tabletop games and their adaptations into various different media. The publisher and rights holder to Crimson Skies was originally FASA, the creators of Shadowrun and BattleTech, until closure in the early 2000s.
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Crimson Skies Official Website (archived version)
FASA's Official Crimson Skies Website (archived version)
Boardgame Geek page for Crimson Skies
The Player's Guide to Crimson Skies
Wikipedia article on Crimson Skies
Microsoft's torn apart North America
Aftermath of the Crimson Skies storyline
Reunification in the Crimson Skies universe ?
Crimson Skies - The African Version
Do you want another Crimson Skies game ?
Air Power : Battle in the Skies - Discussion on an older DOS game conceptually similar to FASA's CS and its computer adaptations.
Crimson Skies: The Red Twilight by Malta - A fanfic story series set in FASA's classic Crimson Skies setting. Currently on hiatus. The story is deliberately set in the nation of Pacifica, one of the less frequented and less explored North American nations of Crimson Skies.
Sparrow Avengers universe by Petike - A similar setting, though with a narrative focus on Europe instead of North America.