diff --git a/gui_2.py b/gui_2.py
index d44c612..8f600bb 100644
--- a/gui_2.py
+++ b/gui_2.py
@@ -22,6 +22,8 @@ import numpy as np
 import api_hooks
 import mcp_client
 from performance_monitor import PerformanceMonitor
+from log_registry import LogRegistry
+from log_pruner import LogPruner
 
 from fastapi import FastAPI, Depends, HTTPException, Security
 from fastapi.security.api_key import APIKeyHeader
@@ -265,8 +267,22 @@ class App:
 
         label = self.project.get("project", {}).get("name", "")
         session_logger.open_session(label=label)
+        self._prune_old_logs()
         self._init_ai_and_hooks()
 
+    def _prune_old_logs(self):
+        """Asynchronously prunes old insignificant logs on startup."""
+        def run_prune():
+            try:
+                registry = LogRegistry("logs/log_registry.toml")
+                pruner = LogPruner(registry, "logs")
+                pruner.prune()
+            except Exception as e:
+                print(f"Error during log pruning: {e}")
+        
+        thread = threading.Thread(target=run_prune, daemon=True)
+        thread.start()
+
     @property
     def current_provider(self):
         return self._current_provider
diff --git a/session_logger.py b/session_logger.py
index 2c0e56c..9cffcb7 100644
--- a/session_logger.py
+++ b/session_logger.py
@@ -86,8 +86,20 @@ def open_session(label: str | None = None):
 
 
 def close_session():
-    """Flush and close all log files. Called on clean exit (optional)."""
-    global _comms_fh, _tool_fh, _api_fh, _cli_fh
+    """Flush and close all log files. Called on clean exit."""
+    global _comms_fh, _tool_fh, _api_fh, _cli_fh, _session_id, _LOG_DIR
+
+    if _comms_fh is None:
+        return
+
+    # Trigger auto-whitelist update for this session before closing
+    try:
+        from log_registry import LogRegistry
+        registry = LogRegistry(str(_LOG_DIR / "log_registry.toml"))
+        registry.update_auto_whitelist_status(_session_id)
+    except Exception as e:
+        print(f"Warning: Could not update auto-whitelist on close: {e}")
+
     if _comms_fh:
         _comms_fh.close()
         _comms_fh = None
@@ -97,7 +109,7 @@ def close_session():
     if _api_fh:
         _api_fh.close()
         _api_fh = None
-    if _cli_fh: # Close the new log file handle
+    if _cli_fh:
         _cli_fh.close()
         _cli_fh = None