VPN not working on Windows 10 1903

Hi Ryan. I'm Greg, an installation specialist and 9 year Windows MVP here to help you.

Others are reporting this in v.1903;

https://www.reddit.com/r/sysadmin/comments/bs0m...

Can't connect Windows 10 version 1903 to VPN:

https://www.techrrival.com/fix-vpn-not-working-...

https://thebestvpn.com/troubleshoot-vpn-connect...

https://www.thewindowsclub.com/vpn-not-working-...

If the above doesn't help then I suggest you contact our sister forums for IT Pro's Technet:

https://social.technet.microsoft.com/Forums/en-...

I hope this helps. Feel free to ask back any questions and keep me posted. If you'll wait to rate whether my post helped you, I will keep working with you until it's resolved.

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Thank you for your reply.

Unfortunately the links in your post have been no help :(

I have already tried the steps that those sites suggest but still no luck.

I have created a post on that forum and hopefully I will get some sort of resolution.

I am still open to any possible solutions if anyone has anything in mind!

This issue has been resolved. I had created a thread on TechNet and the user Travis Huang was able to provide a solution.

Simply by connecting to the VPN via the settings menu instead of using the tasktray!

This isn't a solution. It's a workaround. User's shouldn't be expected to do this. 

This has been a long outstanding problem:

https://social.technet.microsoft.com/Forums/en-US/821b5675-743b-4d52-87a4-3f5491c122f3/vpn-connection-from-system-tray-does-not-work-but-works-from-network-settings?forum=win10itpronetworking

I found my way on to this post while searching to see if 1903 fixes this issue but alas it hasn't. Unbelievable that this is still not resolved.

The issue appears to be the login dialog box which gets prompted for credentialing the user to enter a username and password for the VPN CONNECTION.

Based on my testing, I figured out that if the username and password is saved in the VPN SETTINGS, then the VPN object from the System Tray works just fine.  The problem only happens when the VPN initiates the login and the Login Dialog Box fails to open for prompting the username and password. 

I am not a programmer but it is safe to say the problem seems to stem from the Login Dialog Box not getting the proper permissions and/or parameters  necessary to pop up securely in order to  authenticate the user. 

I reported the issue to CISCO MERAKI as well since their online instruction now is partially broken!  Based on their documents, if one double clicks the Network VPN Adapter Object that gets created with the setup of the VPN, it will launches the Network Object in the System Tray which is in turn is used to start the VPN CONNECTION and then fails to open the login dialog box.

This should be an easy fix if Microsoft actually reads it's own forums for reported issues.

Mike Khatibi