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I am having the same problem with a WebDAV connection to a new server. We used to use SFTP and "rollback" worked fine. With the WebDAV connection and Contribute 3.1, I get an error of "Access Denied. File May Not Exist or there could be a permission problem". Looking at the remote files on the server, the original file is gone replaced with a file with a .new extension. If I disable "rollback" and delete the .new extension, it works.
The "rollback" feature also breaks Dreamweaver's file upload capability.
I am having the same problem you describe with ROLLBACK and WebDAV. It was working fine until I upgraded my server to OSXS 10.5 with Apache 2. Now I can not have rollback enabled. Did you ever figure out the solution? Thanks.
We never did resolve it unfortunately. We think it had to do with our LDAP implementation and the server timing out. We changed back to SFTP and it's working again.