I am running Mountain Lion (10.8.2), and when I attempt to copy a bunch of files from Directory A to Directory B (which contains some files with names matching those from Directory A), I get this dialog:

copy dialog

In Lion, there used to be the extremely handy “Keep Both” option here. It would copy the conflicting files over and append a “1” or “2” or similar to each one’s filename so I could have them in the same directory. For my purposes here, this is exactly what I want. But that option is now missing, and all I get is “Skip,” “Stop,” and “Replace.”

Can I get the “Keep Both” option back? If not, can I otherwise duplicate this behavior?

Edit: I am aware of the idea of holding down option when copying, but I have tried it both in copying (⌥⌘C) and pasting (⌥⌘V) in different instances, and it has never changed anything about this dialog, even on 10.8.2, which is what I am on and also what it is said to work for sure on. :(

2 Answers 2


I simply used the Alt button in the Dialog box to switch it to "Keep Both" mode.


The Keep Both button seems to turn to Skip when there are five or more items with duplicate names. It should change back to Keep Both when you hold option in the dialog though.

  • worked for me in mavericks :)
    – jpillora
    Jun 22, 2014 at 3:34
  • 1
    For anyone else looking at this, it's important to understand the difference between holding option/alt while copying vs in the dialog that pops up. Once you see the dialog (screenshot in question) hold the option/alt key down and it will toggle between Skip and Keep Both.
    – bernk
    Oct 12, 2016 at 15:49

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