diff --git a/MANIFEST b/MANIFEST
index 834f91c47..cd6f510cc 100644
--- a/MANIFEST
+++ b/MANIFEST
@@ -446,6 +446,10 @@ plugins/sudoers/regress/cvtsudoers/test26.out.ok
 plugins/sudoers/regress/cvtsudoers/test26.sh
 plugins/sudoers/regress/cvtsudoers/test27.out.ok
 plugins/sudoers/regress/cvtsudoers/test27.sh
+plugins/sudoers/regress/cvtsudoers/test28.out.ok
+plugins/sudoers/regress/cvtsudoers/test28.sh
+plugins/sudoers/regress/cvtsudoers/test29.out.ok
+plugins/sudoers/regress/cvtsudoers/test29.sh
 plugins/sudoers/regress/cvtsudoers/test3.out.ok
 plugins/sudoers/regress/cvtsudoers/test3.sh
 plugins/sudoers/regress/cvtsudoers/test4.out.ok
diff --git a/plugins/sudoers/regress/cvtsudoers/test28.out.ok b/plugins/sudoers/regress/cvtsudoers/test28.out.ok
new file mode 100644
index 000000000..ba19cb926
--- /dev/null
+++ b/plugins/sudoers/regress/cvtsudoers/test28.out.ok
@@ -0,0 +1,10 @@
+Defaults log_output
+
+# sudoRole millert
+millert ALL = (ALL : ALL) ALL
+
+# sudoRole root
+root ALL = (ALL : ALL) NOPASSWD: ALL
+
+# sudoRole %wheel
+%wheel +sudo-hosts = (ALL : ALL) NOPASSWD: ALL
diff --git a/plugins/sudoers/regress/cvtsudoers/test28.sh b/plugins/sudoers/regress/cvtsudoers/test28.sh
new file mode 100755
index 000000000..c923ef027
--- /dev/null
+++ b/plugins/sudoers/regress/cvtsudoers/test28.sh
@@ -0,0 +1,73 @@
+#!/bin/sh
+#
+# Test LDAP sudoOrder when converting to sudoers.
+#
+
+exec 2>&1
+./cvtsudoers -c "" -i ldif -f sudoers <<EOF
+dn: dc=sudo,dc=ws
+objectClass: dcObject
+objectClass: organization
+dc: courtesan
+o: Sudo World Headquarters
+description: Sudo World Headquarters
+
+# Organizational Role for Directory Manager
+dn: cn=Manager,dc=sudo,dc=ws
+objectClass: organizationalRole
+cn: Manager
+description: Directory Manager
+
+# SUDOers, sudo.ws
+dn: ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: organizationalUnit
+description: SUDO Configuration Subtree
+ou: SUDOers
+
+# defaults, SUDOers, sudo.ws
+dn: cn=defaults,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: defaults
+description: Default sudoOption's go here
+sudoOption: log_output
+
+# root, SUDOers, sudo.ws
+dn: cn=root,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: root
+sudoUser: root
+sudoRunAsUser: ALL
+sudoRunAsGroup: ALL
+sudoHost: ALL
+sudoCommand: ALL
+sudoOption: !authenticate
+sudoOrder: 10
+
+# %wheel, SUDOers, sudo.ws
+dn: cn=%wheel,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: %wheel
+sudoUser: %wheel
+sudoRunAsUser: ALL
+sudoRunAsGroup: ALL
+sudoHost: +sudo-hosts
+sudoCommand: ALL
+sudoOption: !authenticate
+sudoOrder: 10
+
+# millert, SUDOers, sudo.ws
+dn: cn=millert,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: millert
+sudoUser: millert
+sudoRunAsUser: ALL
+sudoRunAsGroup: ALL
+sudoHost: ALL
+sudoCommand: ALL
+sudoOrder: 5
+EOF
diff --git a/plugins/sudoers/regress/cvtsudoers/test29.out.ok b/plugins/sudoers/regress/cvtsudoers/test29.out.ok
new file mode 100644
index 000000000..c168898d8
--- /dev/null
+++ b/plugins/sudoers/regress/cvtsudoers/test29.out.ok
@@ -0,0 +1,4 @@
+Defaults log_output
+
+# sudoRole millert, millert2
+millert ALL = (ALL : ALL) ALL, NOPASSWD: ALL
diff --git a/plugins/sudoers/regress/cvtsudoers/test29.sh b/plugins/sudoers/regress/cvtsudoers/test29.sh
new file mode 100755
index 000000000..6f0148c77
--- /dev/null
+++ b/plugins/sudoers/regress/cvtsudoers/test29.sh
@@ -0,0 +1,60 @@
+#!/bin/sh
+#
+# Test LDAP sudoOrder when converting to sudoers.
+#
+
+exec 2>&1
+./cvtsudoers -c "" -i ldif -f sudoers <<EOF
+dn: dc=sudo,dc=ws
+objectClass: dcObject
+objectClass: organization
+dc: courtesan
+o: Sudo World Headquarters
+description: Sudo World Headquarters
+
+# Organizational Role for Directory Manager
+dn: cn=Manager,dc=sudo,dc=ws
+objectClass: organizationalRole
+cn: Manager
+description: Directory Manager
+
+# SUDOers, sudo.ws
+dn: ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: organizationalUnit
+description: SUDO Configuration Subtree
+ou: SUDOers
+
+# defaults, SUDOers, sudo.ws
+dn: cn=defaults,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: defaults
+description: Default sudoOption's go here
+sudoOption: log_output
+
+# millert, SUDOers, sudo.ws
+dn: cn=millert,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: millert
+sudoUser: millert
+sudoRunAsUser: ALL
+sudoRunAsGroup: ALL
+sudoHost: ALL
+sudoCommand: ALL
+sudoOrder: 5
+
+# millert2, SUDOers, sudo.ws
+dn: cn=millert2,ou=SUDOers,dc=sudo,dc=ws
+objectClass: top
+objectClass: sudoRole
+cn: millert2
+sudoUser: millert
+sudoRunAsUser: ALL
+sudoRunAsGroup: ALL
+sudoHost: ALL
+sudoCommand: ALL
+sudoOption: !authenticate
+sudoOrder: 10
+EOF