diff --git a/dev.py b/dev.py
index 9d3b66f..fb9b184 100644
--- a/dev.py
+++ b/dev.py
@@ -1,6 +1,7 @@
 from __future__ import unicode_literals
 from __future__ import absolute_import
 import os
+import subprocess
 
 if 'PUPPETBOARD_SETTINGS' not in os.environ:
     os.environ['PUPPETBOARD_SETTINGS'] = os.path.join(
@@ -8,8 +9,24 @@ if 'PUPPETBOARD_SETTINGS' not in os.environ:
     )
 
 from puppetboard.app import app
-from puppetboard.default_settings import DEV_LISTEN_HOST, DEV_LISTEN_PORT
 
 if __name__ == '__main__':
+    # Start CoffeeScript to automatically compile our coffee source.
+    # We must be careful to only start this in the parent process as
+    # WERKZEUG will create a secondary process when using the reloader.
+    if os.environ.get('WERKZEUG_RUN_MAIN') is None:
+        try:
+            subprocess.Popen([
+                app.config['DEV_COFFEE_LOCATION'], '-w', '-c',
+                '-o', 'puppetboard/static/js',
+                'puppetboard/static/coffeescript'
+                ])
+        except OSError:
+            app.logger.error(
+                'The coffee executable was not found, disabling automatic '
+                'CoffeeScript compilation'
+                )
+
+    # Start the Flask development server
     app.debug = True
     app.run(app.config['DEV_LISTEN_HOST'], app.config['DEV_LISTEN_PORT'])
diff --git a/puppetboard/default_settings.py b/puppetboard/default_settings.py
index 534602e..d74ac3f 100644
--- a/puppetboard/default_settings.py
+++ b/puppetboard/default_settings.py
@@ -6,6 +6,7 @@ PUPPETDB_CERT = None
 PUPPETDB_TIMEOUT = 20
 DEV_LISTEN_HOST = '127.0.0.1'
 DEV_LISTEN_PORT = 5000
+DEV_COFFEE_LOCATION = 'coffee'
 UNRESPONSIVE_HOURS = 2
 ENABLE_QUERY = True
 LOCALISE_TIMESTAMP = True