I am seeing the exact same bug, only with the server being postgresql
instead of openldap.

The same setup and certificates works fine on Trusty, but have regressed
on Xenial.

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https://bugs.launchpad.net/bugs/1612711

Title:
  TLS negation fails

Status in openssl package in Ubuntu:
  Confirmed

Bug description:
  This seems like a duplicate of #965371, however that is marked fixed,
  so I don't know.

  I'm running 16.04.1.  I'm setting up OpenLDAP with TLS.  I've followed
  the instructions at https://help.ubuntu.com/lts/serverguide/openldap-
  server.html#openldap-tls, and test with the command openssl s_client
  -connect my.server.com:389 -showcerts and I get the error:

  140668035487384:error:140790E5:SSL routines:ssl23_write:ssl handshake
  failure:s23_lib.c:177

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