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Attached is the log (I made it a .txt because at first it wouldn’t upload…)
He did indeed perform a checkout and not an export and it was not into the installation directory as the warnings suggest.
We are able to work using the windows browser instead of the editor but not while the editor is open. If the editor is open and we try to update, and the update contains new versions of previously existing files, SVN is unable to overwrite the files and fails requiring a cleanup (just like olden times, though there was no crash!). If the update contains only brand new files, everything runs fine. I have also attached a screenshot of my svn error when trying to update while the editor is open.

After several open and closes (which of course we tried on our own at first but it didn’t resolve the first time) – his editor seems to have figured itself out and now allows him to work with editor integrated source control. This is joyous. However, the assets do not refresh themselves on project open, and have to be manually refreshed in order to convince them that they are not new, and expose the “check out” command rather than the “mark for add” command. Additionally, there seems to be no way to update source control while in the editor. Am I missing something? Do updates have to be performed from the windows browser with the editor closed?