Hi,
That sounds like a rather odd issue.
I'd first go check on the following:
Is this "savvy" user deleting the files 1 by 1 through the Save As form (when trying to save a document using the software)?
What about when browsing to the explorer? Any difference in deleting files there?
Any other users facing this issue?
Always a specific network folder (with underlying folders)? (And when using multiple fileshare servers, do others work well?)
(If its only noticed inside the Sperry Software, consider reinstalling it?)
Based on that reinstall the 3rd party tooling, or creating a new share (if it is just one network share and underlying folders which start to act up it could be worth considering to migrate to a new share).
Hope this helps!
