My point is that it's not the VPN which is why it's a confusing problem. \\FILESERVER\Data has offline files enabled on Local Machine \\FILESERVER\Software does not have offline files enabled on Local Machine Local Machine can access \\FILESERVER\Software with no problems at all - I know...
I have two problems with Offline Files in Windows 7 that maybe you can shed some light on. I have narrowed these problems down specifically to Offline Files in Windows 7 and have manufactured some workaround solutions, but they are not great. This is a really long forum post, I apologize...