diff --git a/misc/open_pieces_command.py b/misc/open_pieces_command.py
index f93d557..92b181a 100644
--- a/misc/open_pieces_command.py
+++ b/misc/open_pieces_command.py
@@ -7,15 +7,20 @@ def run(self):
 		sublime.set_timeout_async(self.run_async)
 
 	@staticmethod
-	def run_async():
+	def run_async() -> bool:
 		if PiecesSettings.api_client.is_pieces_running():
-			return sublime.status_message("PiecesOS is already running")
+			sublime.status_message("PiecesOS is already running")
+			return False
 		view = sublime.active_window().active_view()
 		view.set_status("OPEN_STATUS","Opening PiecesOS") if view else None
 		if PiecesSettings.api_client.open_pieces_os():
 			view.erase_status("OPEN_STATUS") if view else None
 			sublime.status_message("PiecesOS launched successfully")
 			sublime.run_command("pieces_reload")
-		else: 
+			return True
+		else:
 			view.erase_status("OPEN_STATUS") if view else None
-			sublime.status_message("Unable to launch PiecesOS")
\ No newline at end of file
+			sublime.status_message("Unable to launch PiecesOS")
+			if sublime.ok_cancel_dialog("PiecesOS could not be launched. Would you like to install it?"):
+				sublime.active_window().run_command("pieces_install_pieces_os")
+			return False
\ No newline at end of file
diff --git a/misc/reload_command.py b/misc/reload_command.py
index 0c6d630..44e0e21 100644
--- a/misc/reload_command.py
+++ b/misc/reload_command.py
@@ -13,6 +13,7 @@ def run(self):
 	def reload_async(self):
 		if PiecesSettings.api_client.is_pieces_running():
 			try:
+				PiecesSettings.api_client._startup() # Running the startup command
 				PiecesSettings.on_settings_change(all = True)
 				sublime.status_message(f"Reloading [completed]")
 			except Exception as e:
diff --git a/startup_utils.py b/startup_utils.py
index 8f6ab23..a4f037c 100644
--- a/startup_utils.py
+++ b/startup_utils.py
@@ -1,6 +1,7 @@
 from ._pieces_lib.pieces_os_client.wrapper.version_compatibility import UpdateEnum, VersionChecker
 from ._pieces_lib.pieces_os_client.wrapper.websockets.health_ws import HealthWS
 from .settings import PiecesSettings
+from .misc import PiecesOpenPiecesCommand
 import sublime
 from functools import wraps
 
@@ -71,9 +72,14 @@ def run_async():
 				if r == sublime.DIALOG_NO:
 					return sublime.run_command("pieces_support",args={"support":"https://docs.pieces.app/support"})
 				elif r == sublime.DIALOG_YES:
-					return sublime.run_command("pieces_open_pieces")
+					return sublime.set_timeout_async(lambda:open_pieces_async(func=func,*args,**kwargs))
 				print("Make sure PiecesOS is running")
 
 		return wrapper
 	return decorator
 
+def open_pieces_async(func, *args, **kwargs):
+    running = PiecesOpenPiecesCommand.run_async()
+    if running:
+        func(*args, **kwargs)
+