diff --git a/src/applications/base/controller/PhabricatorController.php b/src/applications/base/controller/PhabricatorController.php
--- a/src/applications/base/controller/PhabricatorController.php
+++ b/src/applications/base/controller/PhabricatorController.php
@@ -560,6 +560,7 @@
       ->setViewer($viewer)
       ->withSignatureRequired(1)
       ->needViewerSignatures(true)
+      ->setOrder('oldest')
       ->execute();
 
     $must_sign_docs = array();