Duplicate file name on Azure when uncheck “Keep local files”
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1. Clean install WordPress 4.7.
2. Download and activate Windows Azure Storage for WordPress 4.0.1.
3. Set storage account either new or classic on Windows Azure setting page.
4. Check “Use Windows Azure Storage for default upload”.
5. Uncheck “Keep local files”.
6. Upload an image on Media Library.
7. Upload same name image again.
8. Filename duplicate and overwrite image on Azure.
If check both options, don’t appear this issue.
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