I have Mapped a Drive to a SharePoint Document Library folder (with
Require Check Out set to Yes) and users are able to access the files
no problem. But the problem is when they try and save files that exist
in the document library through the Mapped Drive, it either denies
them saving it or looks like it is saved but it doesn't - it remains
the older document information. The only way that works is if the user
goes into the Web Site and checks the document out first - then goes
through the Mapped Drive and saves the file.

So my question: Is it possible to force checkout of document through a
Mapped Drive of the document library?

I have looked all over, and it doesn't seem that anyone has inquired
about this issue, am I missing something?