diff --git a/tools/reload_webviews.py b/tools/reload_webviews.py
index 7afda5616..948401d9b 100755
--- a/tools/reload_webviews.py
+++ b/tools/reload_webviews.py
@@ -41,7 +41,7 @@ try:
     chrome = PyChromeDevTools.ChromeInterface(host=args.host, port=args.port)
 except Exception as e:
     print_error(
-        f"Could not establish connection to Chromium remote debugger. Exception:\n{e}"
+        f"Could not establish connection to Chromium remote debugger. Is Anki Open? Exception:\n{e}"
     )
     exit(1)
 
diff --git a/tools/web-watch b/tools/web-watch
index 9e6820d7a..f1b822041 100755
--- a/tools/web-watch
+++ b/tools/web-watch
@@ -10,14 +10,16 @@ set -e
 MONITORED_FOLDERS=("ts/" "sass/" "qt/aqt/data/web/")
 MONITORED_EVENTS=("Created" "Updated" "Removed")
 
-on_change_detected="printf \\033c\\n; \"./tools/rebuild-web\""
+on_change_detected="clear; ./tools/rebuild-web; echo Rebuilt at $(date +%H:%M:%S)"
 
 event_args=""
 for event in "${MONITORED_EVENTS[@]}"; do
     event_args+="--event ${event} "
 done
 
+bash -c "$on_change_detected"
+
 # poll_monitor comes with a slight performance penalty, but seems to more
 # reliably identify file system events across both macOS and Linux
 fswatch -r -o -m poll_monitor ${event_args[@]} \
-    "${MONITORED_FOLDERS[@]}" | xargs -n1 -I{} sh -c "$on_change_detected"
+    "${MONITORED_FOLDERS[@]}" | xargs -I{} bash -c "$on_change_detected"