diff --git a/roles/linux_common/tasks/amazon.yml b/roles/linux_common/tasks/amazon.yml
index a0958c1..8541669 100644
--- a/roles/linux_common/tasks/amazon.yml
+++ b/roles/linux_common/tasks/amazon.yml
@@ -3,10 +3,11 @@
 - name: Install Amazon-Linux-specific support packages
   yum:
     name:
-      - shadow-utils
-      - libxml2
-      - git-{{ git_version }}
       - dejavu-sans-fonts
+      - file
+      - git-{{ git_version }}
+      - libxml2
+      - shadow-utils
 
 - name: Limit the SSH ciphers
   lineinfile:
diff --git a/roles/product_install/tasks/jira-servicedesk_as_obr.yml b/roles/product_install/tasks/jira-servicedesk_as_obr.yml
index 7438f2c..6d5af31 100644
--- a/roles/product_install/tasks/jira-servicedesk_as_obr.yml
+++ b/roles/product_install/tasks/jira-servicedesk_as_obr.yml
@@ -238,6 +238,11 @@
     mode: 0750
     extra_opts: [-j]  # pass the junk paths to the unzip command so we flatten the dependencies directory
   register: obr_unpack
+  failed_when: # validation doesn't handle the -j flag, so this deals with the /dependencies/ directory not existing on dest.
+    - obr_unpack.rc > 0
+    - "'Unexpected error when accessing exploded file' not in obr_unpack.msg"
+    - "'No such file or directory' not in obr_unpack.msg"
+    - "'{{ atl_product_installation_versioned }}/atlassian-jira/WEB-INF/atlassian-bundled-plugins/dependencies/' not in obr_unpack.msg"
 
 # - name: Move JSD dependency jars into the installed-plugins dir      # noqa 503 - ignore lint info about when changed
 #   copy: