diff --git a/playbooks/roles/edxapp/templates/edx/bin/edxapp-update-assets.j2 b/playbooks/roles/edxapp/templates/edx/bin/edxapp-update-assets.j2
index b8b796ed3b3..61d1cc0a6c9 100644
--- a/playbooks/roles/edxapp/templates/edx/bin/edxapp-update-assets.j2
+++ b/playbooks/roles/edxapp/templates/edx/bin/edxapp-update-assets.j2
@@ -15,7 +15,7 @@ export JS_ENV_EXTRA_CONFIG={}
 export STATICFILES_STORAGE={{ override | quote }}
 sudo -E -H -u {{ edxapp_user }} \
     env "PATH=$PATH" \
-    {{ edxapp_venv_bin }} python manage.py lms --settings=$EDX_PLATFORM_SETTINGS print_setting STATIC_ROOT WEBPACK_CONFIG_PATH \
+    {{ edxapp_venv_bin }}/python manage.py lms --settings=$EDX_PLATFORM_SETTINGS print_setting STATIC_ROOT WEBPACK_CONFIG_PATH \
     && npm run webpack \
     && npm run compile-sass -- --theme-dir /edx/var/edx-themes/edx-themes/edx-platform --theme-dir /edx/app/edxapp/edx-platform/themes \
     && {{ edxapp_venv_bin }}/python manage.py lms collectstatic --noinput --settings=$EDX_PLATFORM_SETTINGS \
@@ -24,7 +24,7 @@ sudo -E -H -u {{ edxapp_user }} \
 {% else %}
 sudo -E -H -u {{ edxapp_user }} \
     env "PATH=$PATH" \
-    {{ edxapp_venv_bin }} python manage.py lms --settings=$EDX_PLATFORM_SETTINGS print_setting STATIC_ROOT WEBPACK_CONFIG_PATH \
+    {{ edxapp_venv_bin }}/python manage.py lms --settings=$EDX_PLATFORM_SETTINGS print_setting STATIC_ROOT WEBPACK_CONFIG_PATH \
     && npm run webpack \
     && npm run compile-sass -- --theme-dir /edx/var/edx-themes/edx-themes/edx-platform --theme-dir /edx/app/edxapp/edx-platform/themes \
     && {{ edxapp_venv_bin }}/python manage.py lms collectstatic --noinput --settings=$EDX_PLATFORM_SETTINGS \