On the switch to using dnsmasq: that decision predates my tenure so I
have limited visibility. I can try to get our IT team to expend effort
in moving to systemd-resolved and see what breaks. It may even be
completely unnecessary in xenial, and is merely inherited to make our
bionic setups less different.

I completely agree with the general observation that they should be
filing bugs upstream and not working around them. But if I tell them
that, I suspect they're going to point at this security regression in
Xenial that still isn't fixed 14 months later, and tell me that working
around things locally is much more effective. Right now, I don't know
that I can tell them they're wrong.

Let's show them the process works, *then* I'll tell them they have to
use it :)

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https://bugs.launchpad.net/bugs/1754671

Title:
  Full-tunnel VPN DNS leakage regression

Status in NetworkManager:
  Fix Released
Status in network-manager package in Ubuntu:
  Fix Released
Status in systemd package in Ubuntu:
  Fix Released
Status in network-manager source package in Xenial:
  New
Status in systemd source package in Xenial:
  Invalid
Status in network-manager source package in Bionic:
  In Progress
Status in systemd source package in Bionic:
  Triaged

Bug description:
  [Impact]
  When using a VPN the DNS requests might still be sent to a DNS server outside 
the VPN when they should not

  [Test case]
  1) Set up a VPN with split tunneling:
    a) Configure VPN normally (set up remote host, any ports and options needed 
for the VPN to work)
    b) Under the IPv4 tab: enable "Use this connection only for the resources 
on its network".
    c) Under the IPv6 tab: enable "Use this connection only for the resources 
on its network".

  2) Connect to the VPN.

  3) Run 'systemd-resolve --status'; note the DNS servers configured:
    a) For the VPN; under a separate link (probably tun0), note down the IP of 
the DNS server(s). Also note the name of the interface (link).
    b) For the "main" connection; under the link for your ethernet or wireless 
devices (wl*, en*, whatever it may be), note down the IP of the DNS server(s). 
Also note the name of the interface (link).

  4) In a separate terminal, run 'sudo tcpdump -ni <the main interface>
  port 53'; let it run.

  5) In a separate terminal, run 'sudo tcpdump -ni <the VPN interface>
  port 53'; let it run.

  6) In yet another terminal, issue name resolution requests using dig:
    a) For a name known to be reachable via the public network:
       'dig www.yahoo.com'
    b) For a name known to be reachable only via the VPN:
       'dig <some DNS behind the VPN>'

  7) Check the output of each terminal running tcpdump. When requesting
  the public name, traffic can go through either. When requesting the
  "private" name (behind the VPN), traffic should only be going through
  the interface for the VPN. Additionally, ensure the IP receiving the
  requests for the VPN name is indeed the IP address noted above for the
  VPN's DNS server.

  If you see no traffic showing in tcpdump output when requesting a
  name, it may be because it is cached by systemd-resolved. Use a
  different name you have not tried before.

  
  [Regression potential]
  The code change the handling of DNS servers when using a VPN, we should check 
that name resolution still work whne using a VPN in different configurations

  -----------------

  In 16.04 the NetworkManager package used to carry this patch:
  
http://bazaar.launchpad.net/~network-manager/network-manager/ubuntu/view/head:/debian/patches/Filter-DNS-servers-to-add-to-dnsmasq-based-on-availa.patch

  It fixed the DNS setup so that when I'm on the VPN, I am not sending
  unencrypted DNS queries to the (potentially hostile) local
  nameservers.

  This patch disappeared in an update. I think it was present in
  1.2.2-0ubuntu0.16.04.4 but was dropped some time later.

  This security bug exists upstream too: 
https://bugzilla.gnome.org/show_bug.cgi?id=746422
  It's not a *regression* there though, as they didn't fix it yet 
(unfortunately!)

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