I am using SP 2010. I have a document library. I try to use the multiple upload dialog from SharePoint. I got an error

Could not overwrite file.

Like you see in the print screen below I have checked "Add as a new version to existing files". Why didn't it overwrite?

enter image description here

  • Have you tried uploading just one of the files? The error message may be more descriptive. – yandr Sep 29 '14 at 11:58

That is because the document needs to be checked out first before you can upload a new version. So you have two options:

  • Turn off that documents need to be checked out before editing

  • Check out the document first check this

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