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I have a somewhat different take on it from Andreas.
I tend to play out seasons slowly, so I have the game set to do the automatic save every day. That way, if there is a significant crackup on a given day, I only lose that day (I manually crash the game, if I need to, to ensure the previous save isn't overwritten). Andreas also created a secondary auto-save feature in the game, which duplicates key league files (except for the world-dat file on Macs, which needs to be fixed). So that's another fail-safe mechanism.
I use the built in backup at significant intervals (when I create a league; after the end of a season; at the start of the next pre-season). AFAIK, this backup is an identical copy of what's in the league folder.
I have the external backup going as well (using Time Machine), which allows me to completely restore any OOTP file or folder, from any previous time. That's my goto place if I have some really major problem that can't be fixed from using the other systems.
FWIW
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