diff --git a/CHANGELOG.md b/CHANGELOG.md
index 911ebd6480..3bf7cd67cb 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -74,6 +74,8 @@ These changes are available on the `master` branch, but have not yet been releas
   ([#2457](https://github.com/Pycord-Development/pycord/pull/2457))
 - Fixed `AttributeError` due to `discord.Option` being initialised with `input_type` set
   to `None`. ([#2464](https://github.com/Pycord-Development/pycord/pull/2464))
+- Fixed `remove_application_command` causing issues while reloading extensions.
+  ([#2480](https://github.com/Pycord-Development/pycord/pull/2480))
 
 ### Changed
 
diff --git a/discord/bot.py b/discord/bot.py
index 19a1ca9bdc..a81825b494 100644
--- a/discord/bot.py
+++ b/discord/bot.py
@@ -108,7 +108,7 @@ def application_commands(self) -> list[ApplicationCommand]:
         return list(self._application_commands.values())
 
     def add_application_command(self, command: ApplicationCommand) -> None:
-        """Adds a :class:`.ApplicationCommand` into the internal list of commands.
+        """Adds an :class:`.ApplicationCommand` into the internal list of commands.
 
         This is usually not called, instead the :meth:`command` or
         other shortcut decorators are used instead.
@@ -143,7 +143,7 @@ def add_application_command(self, command: ApplicationCommand) -> None:
     def remove_application_command(
         self, command: ApplicationCommand
     ) -> ApplicationCommand | None:
-        """Remove a :class:`.ApplicationCommand` from the internal list
+        """Remove an :class:`.ApplicationCommand` from the internal list
         of commands.
 
         .. versionadded:: 2.0
@@ -156,16 +156,15 @@ def remove_application_command(
         Returns
         -------
         Optional[:class:`.ApplicationCommand`]
-            The command that was removed. If the name is not valid then
+            The command that was removed. If the command has not been added,
             ``None`` is returned instead.
         """
-        if command.id is None:
-            try:
-                index = self._pending_application_commands.index(command)
-            except ValueError:
-                return None
-            return self._pending_application_commands.pop(index)
-        return self._application_commands.pop(command.id, None)
+        if command.id:
+            self._application_commands.pop(command.id, None)
+
+        if command in self._pending_application_commands:
+            self._pending_application_commands.remove(command)
+            return command
 
     @property
     def get_command(self):
@@ -185,7 +184,7 @@ def get_application_command(
         guild_ids: list[int] | None = None,
         type: type[ApplicationCommand] = ApplicationCommand,
     ) -> ApplicationCommand | None:
-        """Get a :class:`.ApplicationCommand` from the internal list
+        """Get an :class:`.ApplicationCommand` from the internal list
         of commands.
 
         .. versionadded:: 2.0
diff --git a/discord/commands/core.py b/discord/commands/core.py
index d89ea0a5b2..3c886f2dfc 100644
--- a/discord/commands/core.py
+++ b/discord/commands/core.py
@@ -519,7 +519,7 @@ def before_invoke(self, coro):
         called. This makes it a useful function to set up database
         connections or any type of set up required.
 
-        This pre-invoke hook takes a sole parameter, a :class:`.ApplicationContext`.
+        This pre-invoke hook takes a sole parameter, an :class:`.ApplicationContext`.
         See :meth:`.Bot.before_invoke` for more info.
 
         Parameters
@@ -544,7 +544,7 @@ def after_invoke(self, coro):
         called. This makes it a useful function to clean-up database
         connections or any type of clean up required.
 
-        This post-invoke hook takes a sole parameter, a :class:`.ApplicationContext`.
+        This post-invoke hook takes a sole parameter, an :class:`.ApplicationContext`.
         See :meth:`.Bot.after_invoke` for more info.
 
         Parameters