GPO gets pushed and MSI installed.
However the registry settings part of the gpo that uses the addin template doesn't get applied until the user reboots again.
I assume this is because when it tries to apply those settings the msi isn't fully installed yet.
So basically 2 reboots to get the outlook addin installed and configured.
Was just seeing if someone was doing something else to make sure the regkeys get updated after the msi without rebooting.
"Have you tried to force a group policy update on a client and then check the registry?"
That's what i'm testing now in the user configuration I've created a bat script that does a gpudate /force /w:0 when the user logs on.
Hopefully that will force the key changes after the msi.