diff --git a/roles/mastodon/files/tootctl b/roles/mastodon/files/tootctl
new file mode 100644
index 0000000..5fb643f
--- /dev/null
+++ b/roles/mastodon/files/tootctl
@@ -0,0 +1,4 @@
+#!/bin/bash
+
+# Wrap around a docker command to invoke `tootctl`
+docker exec -it $(docker ps -f name=web -q | head -n1) bin/tootctl $*
diff --git a/roles/mastodon/tasks/maintenance.yml b/roles/mastodon/tasks/maintenance.yml
index 7d71642..607e60a 100644
--- a/roles/mastodon/tasks/maintenance.yml
+++ b/roles/mastodon/tasks/maintenance.yml
@@ -39,3 +39,17 @@
   tags:
     - install
   when: pull_images.changed
+
+- name: Install tootctl wrapper script
+  copy:
+    src: tootctl
+    dest: /usr/local/bin/tootctl
+  tags:
+    - install
+
+- name: Set permissions on tootctl
+  file:
+    path: /usr/local/bin/tootctl
+    mode: '0755'
+  tags:
+    - install