Two annoyances were the errors with My Documents unable to redirect
EventID: 112 Source: Folder Redirection
Failed to perform redirection of folder My Documents. The files for the redirected folder could not be moved to the new location. The folder is configured to be redirected to <\\%HOMESHARE%%HOMEPATH%>. Files were being moved from
Access is denied.
It turns out there is an issue with having the my documents folder automatically move the contents of the folder to the new location and the desktop.ini file. Once disabled this went away, luckily my users don't have any data in the local my documents folder so i can get away with this.
And the other annoyance was launching an application from the desktop (now hosted on the network share) now prompted me with a security dialog before allowing me to run any apps on desktop.
This is correctable by setting the Internet Explorer Trusted sites to contain \\my.domain
Instead of doing this for all my users, I setup a GPO with these IE settings.