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bbfa235
(Get the code!)
As of version 3.2.1-0ubuntu2 found in precise, this is still quite annoying usability wise.
Meaning you open Simple Scan, do your scans, save them, delete some or all of them (selection wise) because you want to scan some other things, then you press "Save" and you up to repeating all the scans you did before, at least when the number of new scans is equal or higher then the old ones.
To get it right you are forced to open a new scan, then it won't just overwrite, but after delete scans in Simple Scan there is no visual indication that would distinguish those modes. So it just too easy to miss and this is really an usability nightmare, as users probably can get quite angry about that behavior, as you will loose too easily already done work.
The easiest fix would probably to always prompt when overwriting. Maybe that would also be the best in terms of interaction with other programs, just think about scanning, editing some files with GIMP without changing filenames and continue with other scans.