+ 0 Votes offline files will not synchronize doug.lewis 6 years ago I have this same issue here and I am trying to find a resolution. Have you figured this out yet? + 0 Votes OLK ssine 6 years ago Thanks for the suggestion, but OLK is fine if you look at the post I put in the wrong spot. Besides the other stuff I tried in that post, I also checked the firewall setting in the Cisco VPN client which I should have done earlier, but didn't think of it. No matter, the always on setting was not set. + 0 Votes Is it possible..... ThumbsUp2 6 years ago ... that the OLK Temp folder is full? There is a known bug whereby people can't open attachments from within Outlook (connected) because there are more than 99 files by the same name within the OLK temp folder which is hidden and can only be located by looking at a particular registry key to find where it's at. Is it possible that the Offline files are affected by the contents of that folder too? If you think it COULD be possible, I can go find that MS article again for you. Right now, I have to get ready for work.