OK, so typically after filing this and then reproducing on an old CentOS
install I did some more digging.

Issue appears to be that MAXDNSRCH is hard coded to 6 in resolv.h.

Not a bug as such but annoying. Also tricky for those of us who have a
lot of search domains, quite probably in an enterprise environment where
companies have been acquired. For now the only feasible workaround may
be to install a local proxy DNS server to workaround this limitation
although I've not tried this.

Perhaps the init scripts for networking/resolvconf could print a warning
if more than six search domains are defined?

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https://bugs.launchpad.net/bugs/1465220

Title:
  Only first six DNS search domains are used

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