diff --git a/pagebot.py b/pagebot.py
index 414386b..14ccf04 100644
--- a/pagebot.py
+++ b/pagebot.py
@@ -34,47 +34,53 @@ def wait_for_file_ready(filepath, stable_seconds=1, timeout=60):
 last_file_time = time.time()
 _processing_lock = threading.Lock()
 _processing_files = set()
+_debounce_timers = {}
+_debounce_lock = threading.Lock()
 
-class MyHandler(FileSystemEventHandler):
-    def on_created(self, event):
-        global last_file_time
-        if event.is_directory:
-            return
-        filepath = event.src_path
-        filename, file_extension = os.path.splitext(filepath)
-        if filename.endswith('_stt'):
-            return
-        last_file_time = time.time()
+DEBOUNCE_SECONDS = 0.5
+
+def _process_file(filepath):
+    global last_file_time
+    with _debounce_lock:
+        _debounce_timers.pop(filepath, None)
+    filename, file_extension = os.path.splitext(filepath)
+    last_file_time = time.time()
+    try:
         if file_extension.lower() == '.amr':
             with _processing_lock:
                 if filepath in _processing_files:
+                    print(f"[SKIP] Already processing: {filepath}")
                     return
                 _processing_files.add(filepath)
             try:
                 wait_for_file_ready(filepath)
                 os.remove(filepath)
-                print("Removing AMR.")
+                print(f"[AMR] Removed: {filepath}")
             finally:
                 with _processing_lock:
                     _processing_files.discard(filepath)
         if file_extension.lower() == '.mp3':
             with _processing_lock:
                 if filepath in _processing_files:
+                    print(f"[SKIP] Already processing: {filepath}")
                     return
                 _processing_files.add(filepath)
             try:
-                print("New MP3!")
+                print(f"[MP3] Processing: {filepath}")
                 wait_for_file_ready(filepath)
                 if secrets_file.speech_to_text:
                     mp3_copy = f"{filename}_stt.mp3"
                     shutil.copy2(filepath, mp3_copy)
-                print("Converting to MP4")
+                print(f"[MP3] Converting to MP4: {filepath}")
                 mp4_file = convert_to_mp4(filepath)
-                print("Sending to Discord")
+                if mp4_file is None:
+                    print(f"[MP3] Conversion failed: {filepath}")
+                    return
+                print(f"[MP3] Uploading to Discord: {mp4_file}")
                 asyncio.run_coroutine_threadsafe(upload_to_discord(mp4_file), client.loop)
                 if secrets_file.speech_to_text:
-                    print("Transcribing in background")
-                    mp4_basename = os.path.basename(mp4_file) if mp4_file else os.path.basename(filepath)
+                    print(f"[STT] Transcribing in background: {filepath}")
+                    mp4_basename = os.path.basename(mp4_file)
                     def do_transcribe():
                         text = convert_to_text(mp3_copy, filename)
                         try:
@@ -89,6 +95,48 @@ class MyHandler(FileSystemEventHandler):
             finally:
                 with _processing_lock:
                     _processing_files.discard(filepath)
+    except Exception as e:
+        print(f"[ERROR] Processing {filepath}: {e}")
+
+class MyHandler(FileSystemEventHandler):
+    def on_created(self, event):
+        if event.is_directory:
+            return
+        filepath = event.src_path
+        filename, file_extension = os.path.splitext(filepath)
+        ext = file_extension.lower()
+        print(f"[EVENT] on_created: {filepath}")
+        if filename.endswith('_stt'):
+            print(f"[EVENT] Ignoring _stt file: {filepath}")
+            return
+        if ext not in ('.amr', '.mp3'):
+            print(f"[EVENT] Ignoring non-target file: {filepath}")
+            return
+        with _debounce_lock:
+            if filepath in _debounce_timers:
+                _debounce_timers[filepath].cancel()
+                print(f"[DEBOUNCE] Reset timer: {filepath}")
+            timer = threading.Timer(DEBOUNCE_SECONDS, _process_file, args=(filepath,))
+            _debounce_timers[filepath] = timer
+            timer.start()
+            print(f"[DEBOUNCE] Started timer ({DEBOUNCE_SECONDS}s): {filepath}")
+
+    def on_modified(self, event):
+        if event.is_directory:
+            return
+        filepath = event.src_path
+        filename, file_extension = os.path.splitext(filepath)
+        ext = file_extension.lower()
+        print(f"[EVENT] on_modified: {filepath}")
+        if filename.endswith('_stt') or ext not in ('.amr', '.mp3'):
+            return
+        with _debounce_lock:
+            if filepath in _debounce_timers:
+                _debounce_timers[filepath].cancel()
+                print(f"[DEBOUNCE] Reset timer (modified): {filepath}")
+            timer = threading.Timer(DEBOUNCE_SECONDS, _process_file, args=(filepath,))
+            _debounce_timers[filepath] = timer
+            timer.start()
 
 def convert_to_mp4(mp3_file):
     try:
@@ -229,7 +277,31 @@ def launch_and_watch(program_path):
         time.sleep(10)
 
 if __name__ == "__main__":
-    observer = Observer()
+    observer = None
+    observer_lock = threading.Lock()
+    event_handler = MyHandler()
+
+    def start_observer():
+        global observer
+        with observer_lock:
+            if observer is not None:
+                try:
+                    observer.stop()
+                    observer.join(timeout=5)
+                except Exception:
+                    pass
+            observer = Observer()
+            observer.schedule(event_handler, secrets_file.watch_folder, recursive=False)
+            observer.start()
+            print("[OBSERVER] Started watching: " + secrets_file.watch_folder)
+
+    def monitor_observer():
+        while True:
+            time.sleep(30)
+            with observer_lock:
+                if observer is None or not observer.is_alive():
+                    print("[OBSERVER] Died! Restarting...")
+                    start_observer()
 
     intents = discord.Intents.default()
     intents.message_content = True
@@ -239,9 +311,8 @@ if __name__ == "__main__":
     async def on_ready():
         print(f'We have logged in as {client.user}')
 
-        event_handler = MyHandler()
-        observer.schedule(event_handler, secrets_file.watch_folder, recursive=False)
-        observer.start()
+        start_observer()
+        threading.Thread(target=monitor_observer, daemon=True).start()
 
         if secrets_file.ttd_path != "":
             watchdog_thread = threading.Thread(target=launch_and_watch, args=(secrets_file.ttd_path,), daemon=True)
@@ -250,6 +321,7 @@ if __name__ == "__main__":
     try:
         client.run(secrets_file.key)
     finally:
-        observer.stop()
-        observer.join()
+        if observer:
+            observer.stop()
+            observer.join()