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Latest update (2.1.0) was treated as new game when I sideloaded it via the Playdate website. So all my progress, users, and puzzles are reset. Is there a way to combine my save data from version 1.4 into the new update?

(+1)

Hi, this issue is unrelated to the update. Any game you sideloaded before February will have the same issue when updated. You can learn more about it at https://help.play.date/games/sideloading/#duplicate-games

To get your save data you’ll have to put your Playdate into data disk mode and copy all files from Data/user.1234.sketch-share-solve/ to Data/user.1234.net.monometric.sketch-share-solve/ where 1234 is your user number.