diff --git a/charts/dispatch/Chart.yaml b/charts/dispatch/Chart.yaml
index 3071008..33c5add 100644
--- a/charts/dispatch/Chart.yaml
+++ b/charts/dispatch/Chart.yaml
@@ -1,4 +1,4 @@
 apiVersion: v2
 name: dispatch
 description: Netflix Dispatch incident management system
-version: 0.2.8
\ No newline at end of file
+version: 0.2.9
\ No newline at end of file
diff --git a/charts/dispatch/templates/dispatch-db-init.yaml b/charts/dispatch/templates/dispatch-db-init.yaml
new file mode 100644
index 0000000..4b97531
--- /dev/null
+++ b/charts/dispatch/templates/dispatch-db-init.yaml
@@ -0,0 +1,36 @@
+apiVersion: batch/v1
+kind: Job
+metadata:
+  name: {{ include "dispatch.fullname" . }}-web-db-init
+  labels:
+    {{- include "dispatch.labels" . | nindent 4 }}
+  annotations:
+    "helm.sh/hook": pre-install
+    "helm.sh/hook-delete-policy": before-hook-creation,hook-succeeded
+spec:
+  template:
+    spec:
+      restartPolicy: Never
+      containers:
+        - name: general-db-init
+          image: "{{ .Values.initContainers.dbInit.image.repository }}:{{ .Values.initContainers.dbInit.image.tag }}"
+          envFrom:
+            - secretRef:
+                name: {{ .Values.postgres.secretName }}
+        - name: dispatch-db-init
+          image: "{{ .Values.initContainers.dbInit.image.repository }}:{{ .Values.initContainers.dbInit.image.tag }}"
+          command: ["dispatch", "database", "init"]
+          env: &dispatchEnv
+            - name:  DISPATCH_UI_URL
+              value: "{{ .Values.url }}"
+            - name:  DATABASE_HOSTNAME
+              value: "{{ .Values.postgres.hostname }}"
+            - name:  DATABASE_PORT
+              value: "{{ .Values.postgres.port }}"
+            - name:  DATABASE_NAME
+              value: "{{ .Values.postgres.database_name }}"
+          envFrom:
+            - secretRef:
+                name: {{ .Values.envFromSecret }}
+      # Tolerate a few failures, adjust the number as needed
+  backoffLimit: 3
\ No newline at end of file
diff --git a/charts/dispatch/templates/web-deployment.yaml b/charts/dispatch/templates/web-deployment.yaml
index 15c0320..b53dd4b 100644
--- a/charts/dispatch/templates/web-deployment.yaml
+++ b/charts/dispatch/templates/web-deployment.yaml
@@ -16,9 +16,9 @@ spec:
         app: {{ include "dispatch.fullname" . }}-web
     spec:
       initContainers:
-        - name: web-db-init
+        - name: web-db-upgrade
           image: "{{ .Values.image.repository }}:{{ .Values.image.tag }}"
-          command: ["dispatch", "database", "init"]
+          command: ["dispatch", "database", "upgrade"]
           env: &dispatchEnv
             - name:  DISPATCH_UI_URL
               value: "{{ .Values.url }}"
@@ -31,6 +31,11 @@ spec:
           envFrom:
             - secretRef:
                 name: {{ .Values.envFromSecret }}
+                
+        - name: web-plugin-install
+          image: "{{ .Values.image.repository }}:{{ .Values.image.tag }}"
+          command: ["dispatch", "plugins", "install"]
+          env: *dispatchEnv
 
       containers:
         - name: web