Colin, I was able to manually reproduce the bug by running:

   sudo sh -c "unset HOME ; /usr/share/debconf/frontend sh -ex
/usr/sbin/make-ssl-cert generate-default-snakeoil --force-overwrite"

If you remove the redirection of stderr to /dev/null from the openssl
invocation in make-ssl-cert, you'll see openssl's cryptic failure
message where it complains about the variable not having a value:

  error on line 5 of /tmp/tmp.JOuWS24408
  24410:error:0E065068:configuration file routines:STR_COPY:variable has no 
value:conf_def.c:629:line 5

Hope this helps.

-- 
make-ssl-cert fails if HOME is unset or empty
https://bugs.launchpad.net/bugs/250400
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