Crimson Skies is a tabletop and a video game media franchise created by Jordan Weisman and Dave McCoy, first released as a board game in 1998 and then as a PC game in 2000.
The series is set within an alternate history of the 1930s invented by Weisman and McCoy. Within this divergent timeline, the United States has collapsed, and air travel has become the most popular mode of transportation in North America; as a result, air pirates thrive in the world of Crimson Skies. In describing the concept of Crimson Skies, Jordan Weisman stated he wanted to “take the idea of 16th century Caribbean piracy and translate into a 1930s American setting”.[3]
It’s pretty long in the tooth now, but I remember this:
https://en.wikipedia.org/wiki/Crimson_Skies
You mean, my perfect setting has existed all this time??
I loved the setting for this game, if not the game itself.
Plus, doesn’t anyone else remember Tailspin? I swear this was a real show and not an elaborate fever dream from my childhood.
Jordan Weisman is better known, I think, for the Battletech tabletop miniatures game.