This matches https://github.com/systemd/systemd/issues/3421 very closely
(I've worked on this a bit, but it got stalled, sorry). I think that is
the exact symptom you are seeing, can you confirm?
** Bug watch added: github.com/systemd/systemd/issues #3421
** Also affects: systemd via
** Changed in: systemd (Ubuntu)
Status: New => Incomplete
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systemd-resolved breaks VPN with split-horizon DNS
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