OK; when I actually add my custom error messages to the Validator::make() call it works:
$validation = Validator::make( $member_properties, Member::$rules, Member::$messages );
So I'll go that route.
I also had this problem, fixed it by updating lang/en/validation.php with:
"boolean" => "The :attribute field must be a valid boolean value.",
You should create a new pull request for the validation rule.
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