diff --git a/ansible.cfg b/ansible.cfg
index 87df7f1376..d601cb4c54 100644
--- a/ansible.cfg
+++ b/ansible.cfg
@@ -6,6 +6,7 @@ force_handlers = True
 inventory = hosts
 nocows = 1
 roles_path = vendor/roles
+stdout_callback = prettify
 vars_plugins = ~/.ansible/plugins/vars:/usr/share/ansible/plugins/vars:lib/trellis/plugins/vars
 pipelining = True
 
diff --git a/deploy.yml b/deploy.yml
index cbe2d77de0..49deb5e10a 100644
--- a/deploy.yml
+++ b/deploy.yml
@@ -9,6 +9,7 @@
   vars:
     dynamic_user: false
   roles:
+    - { role: ansible-output-prettify, tags: [always] }
     - { role: connection, tags: [connection, always] }
 
 - name: Deploy WP site
diff --git a/dev.yml b/dev.yml
index 5cec9d18ae..6c1ad58e07 100644
--- a/dev.yml
+++ b/dev.yml
@@ -5,6 +5,7 @@
   remote_user: vagrant
 
   roles:
+    - { role: ansible-output-prettify, tags: [always] }
     - { role: common, tags: [common] }
     - { role: fail2ban, tags: [fail2ban] }
     - { role: ferm, tags: [ferm] }
diff --git a/galaxy.yml b/galaxy.yml
index 574332d4d3..15b29c4529 100644
--- a/galaxy.yml
+++ b/galaxy.yml
@@ -19,3 +19,6 @@ roles:
   - name: mailpit
     src: roots.mailpit
     version: v1.0.0
+
+  - src: https://github.com/roots/ansible-output-prettify.git
+    name: ansible-output-prettify
diff --git a/server.yml b/server.yml
index d30eb2f88b..7581a9a68c 100644
--- a/server.yml
+++ b/server.yml
@@ -7,6 +7,7 @@
   hosts: web:&{{ env }}
   gather_facts: false
   roles:
+    - { role: ansible-output-prettify, tags: [always] }
     - { role: connection, tags: [connection, always] }
 
 - name: WordPress Server - Install LEMP Stack with PHP and MariaDB MySQL