> systemd-resolved seems to correctly detect that the upstream dnsmasq
server is not supporting DNSSEC...

What makes you say it's "correct" in this case? Are you testing with a
dnsmasq server that doesn't know about DNSSEC? As we have already
discussed, "unsigned records" != "lacks DNSSEC support".

If you are able to trigger the downgrade reliably, please capture the
debug-level logs from a a single query in systemd-resolved. For example,

$ resolvectl log-level debug
$ resolvectl query <name>.lxd
$ journalctl -u systemd-resolved --since "5s ago"

or something.

> It seems like this might still not be as reliable as we'd want it to
be, and I'm pondering if we should downgrade that "Recommends: systemd-
resolved-dnssec" to a "Suggests" after all...

If we go this route, let's please just revert the change all together. I
don't think carrying the extra binary package is worth it for a
"Suggests:".

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https://bugs.launchpad.net/bugs/2119652

Title:
  systemd-resolved-dnssec breaks name resolution on lxd domain

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