Windows 10: Outlook 2016 and vpn

Discus and support Outlook 2016 and vpn in Microsoft Office and 365 to solve the problem; I have outlook 2016 which is a vpn machine. Anyway, I try add any other account expect a Microsoft Outlook account; It will not recognize the password.... Discussion in 'Microsoft Office and 365' started by lorenkjr, Dec 14, 2017.

  1. lorenkjr Win User

    Outlook 2016 and vpn

    I have outlook 2016 which is a vpn machine. Anyway, I try add any other account expect a Microsoft Outlook account; It will not recognize the password. Is there any possible fix? If not could someone tell me if there is an email reader that works with vpn?

    lorenkjr, Dec 14, 2017
  2. EsaManty Win User

    How do I turn off the Metered Connection Warning in Outlook 2016?

    This work for me on Windows 10 and Outlook 2016!

    It showed this warning once when using my LTE connection, but when I turned VPN on the warning constantly!

    Now I have changed values in registry and it doesn't give any errors.

    Cheers, Esa
    EsaManty, Dec 14, 2017
  3. Windows update

    I'm using Windows 10

    On October 29th 2016 Microsoft performed an automatic update. Ever since, I have had email issues when my VPN is activated and today I was unable to email, using outlook even with the VPN disabled, any invoices from my QuickBooks program. Both were fixed
    doing some workarounds.

    However, when I tried to uninstall the update the button to uninstall was not there. If I highlighted other updates the button was there.

    How can I uninstall this update?

    How can I also NOT allow automatic updates


    N Michael
    MichaelBryant, Dec 14, 2017
  4. Outlook 2016 and vpn

    Hi lorenkjr. Welcome to the TenForums @lorenkjr

    Very similar problem as this one.

    Outlook Keeps Asking for Password

    I would contact the VPN supplier and investigate whether a Certificate has to loaded in Outlook to work.
    Caledon Ken, Dec 14, 2017
  5. Wynona Win User
    I have Outlook 2016 also, Loren, and have the same problem you do. I have a lifetime subscription to VPN Unlimited, and had that problem. So, I "dumped" it and got a lifetime subscription to Windscribe. Same thing happened with Windscribe too, so it's obviously a failing with Outlook, but so far, I haven't seen a solution to the problem itself.

    Fact: I have installed Windscribe on my desktop computer and in the browsers I use; Firefox and Chrome. I haven't tried to install it in Edge yet, because I only test when a new Windows Insider Program Build is released.

    The one workaround I have found so far is that I can turn the desktop version of Windscribe off, run Outlook and get my emails. Another thing I have found is that the desktop version of Windscribe doesn't seem to email addresses I had before, such as at Hotmail, at, etc. Just the ones at
    Wynona, Dec 14, 2017
  6. lorenkjr Win User
    Thanks I will look into that idea. I would have expected better from Outlook. Next time probably use free email. I appreciate your help.
    lorenkjr, Dec 14, 2017
  7. You might try Thunderbird. Not a graphical but it generally works and doesn't require as much support. I don't use with VPN so I can't comment on that piece.
    Caledon Ken, Dec 14, 2017
  8. Wynona Win User

    Outlook 2016 and vpn

    I've been considering TBird myself, Ken; in fact, I have it installed, but haven't gotten a lot further than that.

    Every new app/program presents its problems, and so far, I haven't whupped it into shape yet. *Sad
    Wynona, Dec 14, 2017
  9. Wynona Win User
    On that front, I have also tried the free app that comes with Windows 10 and get the same results as with Outlook.

    I have a good friend who's an Outlook MVP that I'm going to contact today and will see what I can find out from her.

    Stay tuned for (hopefully) further news.
    Wynona, Dec 14, 2017
  10. Wynona Win User
    @lorenkjr @Caledon Ken

    I went to owned by Outlook MVP Diane Poremsky and found the below thread. So far, it's not a complete answer to our problem, but does give some hints, etc. to follow. I will go back and re-read it, since I mostly scanned to see if it would give us any help.

    How to create a new email with | Outlook Forums by

    Here's the link to all of the Outlook Forums:

    Outlook Forums by
    Wynona, Dec 14, 2017
  11. Great.

    Do you know Diane?

    I'm a member there. I recommend that site when Outlook gets real cranky.
    Caledon Ken, Dec 14, 2017
  12. Wynona Win User
    Yes, I know her. Not on a face-to-face personal level, but on a fairly interactive co-beta tester level. IOW, we've worked together on a few things.
    Wynona, Dec 14, 2017
  13. lorenkjr Win User

    Outlook 2016 and vpn

    Thanks everyone. I will give Thunderbird a try. This seems like a pretty sticky problem. But who knows, as will try the outlook suggestions too.
    lorenkjr, Dec 14, 2017
  14. lorenkjr Win User
    Wynona, I went to gmail settings for legacy, turned that on and what do you know; it now works gmail. Now if only I find legacy settings for the other two.
    lorenkjr, Dec 14, 2017
  15. lorenkjr Win User
    Thanks Ken, I went to gmail settings for legacy, turned it on and it now works for gmail only. I am still instigating the other two.
    lorenkjr, Dec 14, 2017

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