I was really excited to see the new functionality with the media manager in WP 3.3 (specifically drag and drop uploads and automatic file type recognition)
But I was disheartened to see no relief in terms of the confusing manner in which WP continues to handle image overwrites (by appending a number to the image and creating a duplicate version).
Does anyone have a workaround that I can implement in my theme’s functions.php to enable automatic image overwrites, replacing the original image with the new one, and without changing the filename?
There’s another plugin out there worth checking out:
Some searching revealed a plugin that seems to work, Overwrite Uploads. However, this requires a small change to the wp core, which isn’t great. So far I haven’t found any way around this.
On a sidenote, I’ve used WPlupload to replace the built in uploader. I like how it lets me set a max upload file size and resolution. not sure if it helps with your problem but might be useful to check out.
By the way, this has been asked a few times before with the same suggestion.