I don't know whether it is significant but I notice in syslog that for the second connection to the vpn I see the additional line
systemd-resolved[1001]: Using degraded feature set (UDP+EDNS0+DO) for DNS server 127.0.1.1. and I notice that a similar message is present in the log in comment #1 -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1644098 Title: Network Manager + OpenVPN does not respond to DNS server change on second connection attempt To manage notifications about this bug go to: https://bugs.launchpad.net/dnsmasq/+bug/1644098/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs