Opening my Windows tex files in TeXShop resulted in unreadable umlauts and special characters due to the different file encoding (I normally used ISO Latin 2 on Windows). Of course, if you take the "Open File" dialog, you can choose the encoding at the bottom in a drop-down menu, but this takes some time and it is simply much easier to double-click...
You can, however, set the standard encoding to be used in the "Settings" dialog under "Source" in the field "encoding" (I defaulted to ISO Latin 2).
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