diff --git a/docs/changelog.rst b/docs/changelog.rst
index 7a7c7ae7..7a773eeb 100644
--- a/docs/changelog.rst
+++ b/docs/changelog.rst
@@ -1,5 +1,12 @@
 :orphan:
 
+Master
+======
+- TwitchIO
+    - Bug fixes
+        - Fix IndexError when getting prefix when empty message is sent in a reply.
+
+
 2.7.0
 ======
 - TwitchIO
diff --git a/twitchio/ext/commands/bot.py b/twitchio/ext/commands/bot.py
index 17f0a74c..11840b5d 100644
--- a/twitchio/ext/commands/bot.py
+++ b/twitchio/ext/commands/bot.py
@@ -173,7 +173,9 @@ async def get_prefix(self, message):
         prefixes = await self.__get_prefixes__(message)
         message_content = message.content
         if "reply-parent-msg-id" in message.tags:
-            message_content = message_content.split(" ", 1)[1]
+            message_content = " ".join(message.content.split(" ")[1:])
+        else:
+            message_content = message.content
         if not isinstance(prefixes, str):
             for prefix in prefixes:
                 if message_content.startswith(prefix):
diff --git a/twitchio/ext/commands/core.py b/twitchio/ext/commands/core.py
index 57556545..4e4c519c 100644
--- a/twitchio/ext/commands/core.py
+++ b/twitchio/ext/commands/core.py
@@ -201,8 +201,6 @@ async def invoke(self, context: Context, *, index=0) -> None:
         # TODO Docs
         if not context.view:
             return
-        args, kwargs = await self.parse_args(context, self._instance, context.view.words, index=index)
-        context.args, context.kwargs = args, kwargs
 
         async def try_run(func, *, to_command=False):
             try:
@@ -213,6 +211,17 @@ async def try_run(func, *, to_command=False):
                 else:
                     context.bot.run_event("command_error", context, _e)
 
+        try:
+            args, kwargs = await self.parse_args(context, self._instance, context.view.words, index=index)
+        except (MissingRequiredArgument,  BadArgument) as e:
+            if self.event_error:
+                args_ = [self._instance, context] if self._instance else [context]
+                await try_run(self.event_error(*args_, e))
+
+            context.bot.run_event("command_error", context, e)
+            return
+
+        context.args, context.kwargs = args, kwargs
         check_result = await self.handle_checks(context)
 
         if check_result is not True:
diff --git a/twitchio/ext/routines/__init__.py b/twitchio/ext/routines/__init__.py
index 92b14d85..89d4867c 100644
--- a/twitchio/ext/routines/__init__.py
+++ b/twitchio/ext/routines/__init__.py
@@ -360,7 +360,9 @@ async def _routine(self, *args, **kwargs) -> None:
         if self._remaining_iterations == 0:
             self._remaining_iterations = self._iterations
 
+        iteration: int = 0
         while True:
+            iteration += 1
             start = datetime.datetime.now(datetime.timezone.utc)
 
             try:
@@ -387,7 +389,7 @@ async def _routine(self, *args, **kwargs) -> None:
                 break
 
             if self._time:
-                sleep = compute_timedelta(self._time + datetime.timedelta(days=self._completed_loops))
+                sleep = compute_timedelta(self._time + datetime.timedelta(days=iteration))
             else:
                 sleep = max((start - datetime.datetime.now(datetime.timezone.utc)).total_seconds() + self._delta, 0)