diff --git a/aider/commands.py b/aider/commands.py
index 6ae2064de..7c4671c36 100644
--- a/aider/commands.py
+++ b/aider/commands.py
@@ -287,7 +287,6 @@ class Commands:
         self._clear_chat_history()
 
     def _drop_all_files(self):
-        self.io.tool_output("Dropping all files from the chat session.")
         self.coder.abs_fnames = set()
         self.coder.abs_read_only_fnames = set()
 
@@ -299,7 +298,7 @@ class Commands:
         "Drop all files and clear the chat history"
         self._drop_all_files()
         self._clear_chat_history()
-        self.io.tool_output("Reset complete: all files dropped and chat history cleared.")
+        self.io.tool_output("All files dropped and chat history cleared.")
 
     def cmd_tokens(self, args):
         "Report on the number of tokens used by the current chat context"
@@ -644,6 +643,7 @@ class Commands:
         "Remove files from the chat session to free up context space"
 
         if not args.strip():
+            self.io.tool_output("Dropping all files from the chat session.")
             self._drop_all_files()
             return