diff --git a/ansible/roles/bootstrap-image-prepull/tasks/main.yml b/ansible/roles/bootstrap-image-prepull/tasks/main.yml
index d331d42..17507ca 100644
--- a/ansible/roles/bootstrap-image-prepull/tasks/main.yml
+++ b/ansible/roles/bootstrap-image-prepull/tasks/main.yml
@@ -2,9 +2,15 @@
 - name: Pre-pull bootstrap images into containerd
   command: /usr/local/bin/ctr -n k8s.io images pull {{ item }}
   register: bootstrap_image_pull
-  retries: 12
-  delay: 15
-  until: bootstrap_image_pull.rc == 0
   loop: "{{ bootstrap_prepull_images }}"
-  changed_when: true
+  changed_when: bootstrap_image_pull.rc == 0
   failed_when: false
+
+- name: Report bootstrap images that did not pre-pull
+  debug:
+    msg: >-
+      Bootstrap image pre-pull failed for {{ item.item }}: {{ item.stderr | default('no stderr') }}
+  loop: "{{ bootstrap_image_pull.results | default([]) }}"
+  loop_control:
+    label: "{{ item.item }}"
+  when: item.rc is defined and item.rc != 0
diff --git a/ansible/roles/rancher-image-prepull/tasks/main.yml b/ansible/roles/rancher-image-prepull/tasks/main.yml
index 3f9ee9e..319a411 100644
--- a/ansible/roles/rancher-image-prepull/tasks/main.yml
+++ b/ansible/roles/rancher-image-prepull/tasks/main.yml
@@ -2,9 +2,15 @@
 - name: Pre-pull Rancher images into containerd
   command: /usr/local/bin/ctr -n k8s.io images pull {{ item }}
   register: rancher_image_pull
-  retries: 5
-  delay: 15
-  until: rancher_image_pull.rc == 0
   loop: "{{ rancher_images_to_prepull }}"
-  changed_when: true
+  changed_when: rancher_image_pull.rc == 0
   failed_when: false
+
+- name: Report Rancher images that did not pre-pull
+  debug:
+    msg: >-
+      Rancher image pre-pull failed for {{ item.item }}: {{ item.stderr | default('no stderr') }}
+  loop: "{{ rancher_image_pull.results | default([]) }}"
+  loop_control:
+    label: "{{ item.item }}"
+  when: item.rc is defined and item.rc != 0