diff --git a/chart/templates/cronjob-media-remove.yaml b/chart/templates/cronjob-media-remove.yaml
index 726e100cf8..160aee2042 100644
--- a/chart/templates/cronjob-media-remove.yaml
+++ b/chart/templates/cronjob-media-remove.yaml
@@ -12,6 +12,10 @@ spec:
       template:
         metadata:
           name: {{ include "mastodon.fullname" . }}-media-remove
+        {{- with .Values.jobAnnotations }}
+          annotations:
+            {{- toYaml . | nindent 12 }}
+        {{- end }}
         spec:
           restartPolicy: OnFailure
           {{- if (not .Values.mastodon.s3.enabled) }}
diff --git a/chart/templates/job-assets-precompile.yaml b/chart/templates/job-assets-precompile.yaml
index 4aa8d1407c..faa51a20d9 100644
--- a/chart/templates/job-assets-precompile.yaml
+++ b/chart/templates/job-assets-precompile.yaml
@@ -12,6 +12,10 @@ spec:
   template:
     metadata:
       name: {{ include "mastodon.fullname" . }}-assets-precompile
+    {{- with .Values.jobAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+    {{- end }}
     spec:
       restartPolicy: Never
       {{- if (not .Values.mastodon.s3.enabled) }}
diff --git a/chart/templates/job-chewy-upgrade.yaml b/chart/templates/job-chewy-upgrade.yaml
index 16b4f75a7d..ae6fb38e12 100644
--- a/chart/templates/job-chewy-upgrade.yaml
+++ b/chart/templates/job-chewy-upgrade.yaml
@@ -13,6 +13,10 @@ spec:
   template:
     metadata:
       name: {{ include "mastodon.fullname" . }}-chewy-upgrade
+    {{- with .Values.jobAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+    {{- end }}
     spec:
       restartPolicy: Never
       {{- if (not .Values.mastodon.s3.enabled) }}
diff --git a/chart/templates/job-create-admin.yaml b/chart/templates/job-create-admin.yaml
index 486c0c3572..659c00671f 100644
--- a/chart/templates/job-create-admin.yaml
+++ b/chart/templates/job-create-admin.yaml
@@ -13,6 +13,10 @@ spec:
   template:
     metadata:
       name: {{ include "mastodon.fullname" . }}-create-admin
+    {{- with .Values.jobAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+    {{- end }}
     spec:
       restartPolicy: Never
       {{- if (not .Values.mastodon.s3.enabled) }}
diff --git a/chart/templates/job-db-migrate.yaml b/chart/templates/job-db-migrate.yaml
index 41ece64a2a..8e4f70dfb1 100644
--- a/chart/templates/job-db-migrate.yaml
+++ b/chart/templates/job-db-migrate.yaml
@@ -12,6 +12,10 @@ spec:
   template:
     metadata:
       name: {{ include "mastodon.fullname" . }}-db-migrate
+    {{- with .Values.jobAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+    {{- end }}
     spec:
       restartPolicy: Never
       {{- if (not .Values.mastodon.s3.enabled) }}
diff --git a/chart/values.yaml b/chart/values.yaml
index bd723567f0..4b18a9dfa5 100644
--- a/chart/values.yaml
+++ b/chart/values.yaml
@@ -281,8 +281,14 @@ serviceAccount:
   # If not set and create is true, a name is generated using the fullname template
   name: ""
 
+# Kubernetes manages pods for jobs and pods for deployments differently, so you might
+# need to apply different annotations to the two different sets of pods. The annotations
+# set with podAnnotations will be added to all deployment-managed pods.
 podAnnotations: {}
 
+# The annotations set with jobAnnotations will be added to all job pods.
+jobAnnotations: {}
+
 resources: {}
   # We usually recommend not to specify default resources and to leave this as a conscious
   # choice for the user. This also increases chances charts run on environments with little