Well...it has been quite some time and this bug has received absolutely
*zero* attention from the Gnome Shell Gitlab here
https://gitlab.gnome.org/GNOME/gnome-shell/issues/123 escalated from the
Gnome Bugzilla tracker after Gnome shell development moved to Gitlab.
The issue is fully present in Ubuntu 18.04 AND in the newer version of
the Gnome shell and NetworkManager in Fedora 28. Before v3.26.X, auto-
connect worked fine through the NetworkManager in the Gnome environment.
I'm afraid to report that months later, absolutely nothing has been done
to address what should be a relatively high-priority bug in the Gnome
Shell. If anyone has the capabilities to reach out farther than I
already have, please do so. This critical bug has been sitting idle with
no attention for months, and persists across newer versions of the Gnome
shell, namely 3.28.X, seemingly independent of distribution.

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You received this bug notification because you are a member of Ubuntu
Touch seeded packages, which is subscribed to network-manager in Ubuntu.
https://bugs.launchpad.net/bugs/1718931

Title:
  No VPN autoconnect

Status in NetworkManager:
  Incomplete
Status in network-manager package in Ubuntu:
  Triaged

Bug description:
  When setting up VPN to auto connect with wifi (done through nm-
  connection-editor) the wifi never manages to connect. However if I
  unselect the auto connect option while it is attempting a reconnection
  then it manages to connect to both (wifi and VPN). Doing the
  connection manually also poses no issues

  ProblemType: Bug
  DistroRelease: Ubuntu 17.10
  Package: network-manager 1.8.2-1ubuntu8
  ProcVersionSignature: Ubuntu 4.13.0-11.12-generic 4.13.1
  Uname: Linux 4.13.0-11-generic x86_64
  ApportVersion: 2.20.7-0ubuntu1
  Architecture: amd64
  CurrentDesktop: ubuntu:GNOME
  Date: Fri Sep 22 13:15:55 2017
  IfupdownConfig:
   # interfaces(5) file used by ifup(8) and ifdown(8)
   auto lo
   iface lo inet loopback
  InstallationDate: Installed on 2017-09-09 (12 days ago)
  InstallationMedia: Ubuntu 17.10 "Artful Aardvark" - Alpha amd64 (20170908)
  IpRoute:
   default via 192.168.0.1 dev wlp6s0 proto static metric 600 
   169.254.0.0/16 dev wlp6s0 scope link metric 1000 
   192.168.0.0/24 dev wlp6s0 proto kernel scope link src 192.168.0.18 metric 600
  NetworkManager.state:
   [main]
   NetworkingEnabled=true
   WirelessEnabled=true
   WWANEnabled=true
  SourcePackage: network-manager
  UpgradeStatus: No upgrade log present (probably fresh install)
  nmcli-dev:
   DEVICE  TYPE      STATE      DBUS-PATH                                  
CONNECTION  CON-UUID                              CON-PATH                      
                     
   wlp6s0  wifi      connected  /org/freedesktop/NetworkManager/Devices/2  
VM5055940   85b8f881-7ed9-477a-9c39-9afb5a40bda9  
/org/freedesktop/NetworkManager/ActiveConnection/1 
   lo      loopback  unmanaged  /org/freedesktop/NetworkManager/Devices/1  --   
       --                                    --
  nmcli-nm:
   RUNNING  VERSION  STATE      STARTUP  CONNECTIVITY  NETWORKING  WIFI-HW  
WIFI     WWAN-HW  WWAN    
   running  1.8.2    connected  started  full          enabled     enabled  
enabled  enabled  enabled

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