Ok, so got a stumped scenario.
On a Sharepoint MOSS 2007 site, somebody messed around with the settings of a Document Library. You try and upload multiple documents to the document library and it keeps them as checked out. This was not occurring before. The library settings (versioning settings are set to Yes to check out before editing). I have setup a test site and when enabling this, it does not keep it checked out when uploading multiple docs. Also, content types are not enabled for this Document Library.
I've narrowed it down to a required field association when uploading the document, one document at a time. It sees the filename as a required field. Not sure how this became a required field. I would assume a filename is always required. When I go to the Library Settings, I am unable to see the "file name" collumn to edit it.
I'll take any suggestions on this one.