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Here's an event I posted about a couple of pages back: war time military service.
I worked up the actual percentage chances of a player leaving for WWII military service, and for how long, based on the actual effects the war had on MLB rosters. That would definitely add some interesting twists to roster management.
By the way, the event you listed where an entire ball team is killed in an airline crash actually has been considered by MLB. When air travel became more widely used, MLB was forced to create a contingency plan in case of such a disaster. I forget the actual details of the plan, but it was first tabled by the leagues on January 29, 1957.
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