LDAP with starttls on redmine - ldap

Question

Redmine does not use StartTLS by default. When I configure my LDAP server to require TLS, redmine fails to authenticate users.
With openldap you might see "Confidentially required" error message in redmine logs.

Answer 1

Make sure LDAPS is NOT enabled. ldaps:// is a different encryption scheme than StartTLS. With StartTLS unecrypted connection is promoted to encrypted over same port.
When using redmine 3.2.4 find a file with name redmine/app/models/auth_source_ldap.rb
search for "encryption", find:
options = { :host => self.host,
:port => self.port,
:encryption => (self.tls ? :simple_tls : nil)
}
When LDAPS is unchecked, we want to use StartTLS:
:encryption => (self.tls ? :simple_tls : :start_tls)
Save and restart your web server. Redmine should now use encrypted connection.

Answer 2

I know this is old but I just had a similar problem but with Redmine 4.1.2.
I had to make a similiar change to get StartTLS to work without LDAPS:
in redmine/app/models/auth_source_ldap.rb
Search for this block of code
if tls
options[:encryption] = {
:method => :simple_tls,
# Always provide non-empty tls_options, to make sure, that all
# OpenSSL::SSL::SSLContext::DEFAULT_PARAMS as well as the default cert
# store are used.
:tls_options => { :verify_mode => verify_peer? ? OpenSSL::SSL::VERIFY_PEER : OpenSSL::SSL::VERIFY_NONE }
}
and update it with the an else clause as:
if tls
options[:encryption] = {
:method => :simple_tls,
# Always provide non-empty tls_options, to make sure, that all
# OpenSSL::SSL::SSLContext::DEFAULT_PARAMS as well as the default cert
# store are used.
:tls_options => { :verify_mode => verify_peer? ? OpenSSL::SSL::VERIFY_PEER : OpenSSL::SSL::VERIFY_NONE }
}
else
options[:encryption] = {
:method => :start_tls,
:tls_options => { :verify_mode => OpenSSL::SSL::VERIFY_NONE}
}
end