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This is a duplicate of bug: https://bugs.launchpad.net/network-manager/+bug/1718931 It is marked as fixed, but the feature is still broken for me. I configured my Wifi connection to automatically connect to a VPN, but it only works if I manually connect to the Wifi via NetworkManager. ProblemType: Bug DistroRelease: Ubuntu 19.10 Package: network-manager 1.20.4-2ubuntu2 ProcVersionSignature: Ubuntu 5.3.0-19.20-generic 5.3.1 Uname: Linux 5.3.0-19-generic x86_64 NonfreeKernelModules: nvidia_modeset nvidia ApportVersion: 2.20.11-0ubuntu8.1 Architecture: amd64 CurrentDesktop: ubuntu:GNOME Date: Tue Nov 5 04:07:00 2019 IfupdownConfig: # interfaces(5) file used by ifup(8) and ifdown(8) auto lo iface lo inet loopback InstallationDate: Installed on 2019-09-26 (39 days ago) InstallationMedia: Ubuntu 19.04 "Disco Dingo" - Release amd64 (20190416) SourcePackage: network-manager UpgradeStatus: No upgrade log present (probably fresh install) nmcli-nm: RUNNING VERSION STATE STARTUP CONNECTIVITY NETWORKING WIFI-HW WIFI WWAN-HW WWAN running 1.20.4 connected started full enabled enabled enabled enabled enabled ** Affects: gnome-shell (Ubuntu) Importance: Low Status: New ** Tags: amd64 apport-bug eoan -- VPN auto-connect is not working https://bugs.launchpad.net/bugs/1851322 You received this bug notification because you are a member of Ubuntu Desktop Bugs, which is subscribed to gnome-shell in Ubuntu. -- desktop-bugs mailing list desktop-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/desktop-bugs