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Copying the players.dat (and retired.dat) to the old file *might* work, but it's definitely going to lead to some problems. Anyone who changed teams between the dates is almost guaranteed to have some weird issues happen with them, not to mention that stuff like player ages/development obviously will all be as of the new dates. There's certainly no guarantees that stuff like scouting reports will show correctly (may need to also copy over scouting.dat?). Not sure what other files would also need to be copied over, and what problems you'll get. Copying over the players file the players will almost certainly include all their stats and information for the time between the saves too, so certainly if you have progressed you will see some weird issues (players may have double stats some years).
Now, that being said, there are various functions in the league setup that might be able to help. For example, there are import/export functions for rosters and stats which won't copy all the information that swapping the old players.dat would do. So you might be able to get a good amount of what you want by exporting the rosters from the new file, and then importing it into the old save. You may choose to do some manual editing on the roster export if you want to adjust stuff like contracts, teams, etc... back to the same as it was in the old setup, but depending exactly on what edits you did, it may help.
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