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On Windows I'm trying to start editing two files and check or edit the end of both files.

I didn't manage to jump to the end of both files. It only works for the first file:

gvim -O "+norm Go" +startinsert file1.txt +$ file2.txt

The cursor in the second file is always at the position where editing the last time. Also +norm Go or +norm G$ doesn't do it for the second file.

Is it possible? Any ideas?

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As Christian mentioned in the comments, I would do something like

vim -O files… +'windo $'

More generally, there's argdo $, which you might want to follow with :rewind to get to the first argument. (There's also tabdo and others.)

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