I'm almost 6 years late to this conversation but this worked for me:

{
  package MyOpenSSH 0.000001;
  use Moose::Role;
  has 'ssh' => (is => 'rw', isa => 'Str', required => 0, lazy => 0 );
}

{
  package Apache2Info 0.000001;
  use Moose::Role;
  requires 'ssh';
}

{
  package WebServerRemote 0.000001;
  with 'MyOpenSSH';
  with 'Apache2Info';
}
[download]

The trick seems to have been to put the with statements on two different lines and putting the role with the required attribute first in the list.