Office 365 cloud features do not work when using a privacy VPN

Anonymous
2016-07-27T20:31:21+00:00

When I have a privacy VPN active (such as Private Internet Access - PIA) I can't access the cloud features on Office 365 (such as online templates, OneNote sync to the cloud, Excel or Word saving to OneDrive directly, etc). I have tried 3 different VPN solutions: PIA, NordVPN and VPNArea and they all exhibit the same issue. Is there a way to solve this or to tell Office to bypass the VPN?

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  1. Anonymous
    2019-01-22T02:42:03+00:00

    My concern with adding a gateway to the TAP adapter is whether it actually has any impact on how data is routed. By adding a gateway am I directing traffic to the gateway instead of via the VPN connection?

    Also, specifying the local network gateway is kind of awkward for me, since I'm using a VPN on various untrusted networks that are probably mostly using different IP schemes.

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  2. Anonymous
    2019-01-22T01:19:46+00:00

    I use NordVPN and Office 365. I found that the instructions at the below URL worked. In summary, go to your TAP Ethernet adapter and while maintaining DHCP, click the advanced button and add your local network gateway to the list.

    https://www.macwheeler.com/windows-10-office-365-cannot-connect-over-openvpn-fixed/

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  3. Anonymous
    2019-01-16T14:20:22+00:00

    Hi,

    Indeed it seems that adding a default gateway of some kind is what's required.

    In terms of your question I'm no security expert though I'd have thought a VPN is secure by nature coupled with all traffic being encrypted already.

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  4. Anonymous
    2019-01-16T11:39:02+00:00

    Hi all,

    Came across the thread as I was having the same issue with NordVPN: Office365 wouldn't recognise it was connected to the internet when the VPN was active, and OneDrive wouldn't sync either. Tried the TCP/CyberSec thing and no luck for me.

    Then I came across this article:

    https://www.macwheeler.com/windows-10-office-365-cannot-connect-over-openvpn-fixed/

    which seems to have fixed it for me.

    BUT...I have a question as to whether there are any security issues or similar in using this solution?

    Thanks all.

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  5. Anonymous
    2019-01-10T21:23:34+00:00

    I have the same problem, can't save when connected via my Cisco VPN, this is a **** Microsoft Office 365/One Drive crapware problem.

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