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It's possible that something happened that make the game think it had to re-set up. I'm fairly certain the save files are still around (we certainly don't delete save files), but it's possible we're looking in the wrong spot.
You can open up the "Game Settings" at the bottom of the opening screen, then go to "Troubleshooting". From there you can click the "open folder containing saved games" to verify the location that we are currently looking in. If your saved games folder was in a different location, then you should be able to edit the "paths.cfg" file (Open folder containing file "paths.cfg") to point to where your saved game is.
Most likely there was some windows update that maybe cause some of the OOTP meta-data files to be cleared, so we defaulted to a location different than where your actual saved games are. Usually they will be in a location like "C:\Users\Matt\Documents\Out of the Park Developments\OOTP Baseball 17\saved_games" in Windows.
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