diff --git a/app/library/Utils.py b/app/library/Utils.py
index 123222ee..a86074f4 100644
--- a/app/library/Utils.py
+++ b/app/library/Utils.py
@@ -643,7 +643,7 @@ def arg_converter(
         # important to ignore external config files.
         args = "--ignore-config " + args
 
-    opts = yt_dlp.parse_options(shlex.split(args)).ydl_opts
+    opts = yt_dlp.parse_options(shlex.split(args, posix=os.name != "nt")).ydl_opts
     diff = {k: v for k, v in opts.items() if default_opts[k] != v} if not keep_defaults else opts.items()
     if "postprocessors" in diff:
         diff["postprocessors"] = [pp for pp in diff["postprocessors"] if pp not in default_opts["postprocessors"]]
diff --git a/app/library/config.py b/app/library/config.py
index be384bbb..6fca0d6a 100644
--- a/app/library/config.py
+++ b/app/library/config.py
@@ -117,13 +117,13 @@ class Config(metaclass=Singleton):
     extract_info_timeout: int = 70
     """The timeout to use for extracting video information."""
 
-    db_file: str = "{config_path}/ytptube.db"
+    db_file: str = "{config_path}{os_sep}ytptube.db"
     """The path to the database file."""
 
-    archive_file: str = "{config_path}/archive.log"
+    archive_file: str = "{config_path}{os_sep}archive.log"
     """The path to the download archive file."""
 
-    apprise_config: str = "{config_path}/apprise.yml"
+    apprise_config: str = "{config_path}{os_sep}apprise.yml"
     """The path to the Apprise configuration file."""
 
     ui_update_title: bool = True
@@ -295,6 +295,9 @@ class Config(metaclass=Singleton):
     _manager: SyncManager | None = None
     "The manager instance."
 
+    os_sep: str = os.path.sep
+    "The system path separator."
+
     @staticmethod
     def get_instance(is_native: bool = False) -> "Config":
         cls = Config(is_native)
@@ -528,7 +531,7 @@ class Config(metaclass=Singleton):
             dict[str, str]: The replacer variables.
 
         """
-        keys: tuple[str] = ("download_path", "temp_path", "config_path", "archive_file")
+        keys: tuple[str] = ("os_sep", "download_path", "temp_path", "config_path", "archive_file")
         return {k: getattr(self, k) for k in keys}
 
     @staticmethod
diff --git a/app/local.py b/app/local.py
index 9ddc7d2b..cae170ad 100644
--- a/app/local.py
+++ b/app/local.py
@@ -69,6 +69,8 @@ def open_browser_when_ready(url: str, timeout: float = 5.0) -> None:
 def app_start(host: str, port: int) -> None:
     import asyncio
 
+    from aiohttp.web_runner import GracefulExit
+
     from app.main import Main
 
     try:
@@ -77,7 +79,10 @@ def app_start(host: str, port: int) -> None:
         loop = asyncio.new_event_loop()
         asyncio.set_event_loop(loop)
 
-    Main(is_native=True).start(host, port)
+    try:
+        Main(is_native=True).start(host, port)
+    except GracefulExit:
+        sys.exit(0)
 
 
 def update_env_file(env_file: pathlib.Path, port: int) -> None:
diff --git a/app/routes/api/system.py b/app/routes/api/system.py
index a1edbd99..79a538b8 100644
--- a/app/routes/api/system.py
+++ b/app/routes/api/system.py
@@ -4,6 +4,7 @@ import time
 
 from aiohttp import web
 from aiohttp.web import Request, Response
+from aiohttp.web_runner import GracefulExit
 
 from app.library.config import Config
 from app.library.DownloadQueue import DownloadQueue
@@ -117,6 +118,7 @@ async def shutdown_system(request: Request, config: Config, encoder: Encoder, no
         await asyncio.sleep(0.5)
         await app.shutdown()
         await app.cleanup()
+        raise GracefulExit
 
     # Schedule shutdown after response
     asyncio.create_task(do_shutdown())
diff --git a/app/routes/socket/terminal.py b/app/routes/socket/terminal.py
index 401951dd..146c39ff 100644
--- a/app/routes/socket/terminal.py
+++ b/app/routes/socket/terminal.py
@@ -38,7 +38,7 @@ async def cli_post(config: Config, notify: EventBus, sid: str, data: str):
     try:
         LOG.info(f"Cli command from client '{sid}'. '{data}'")
 
-        args: list[str] = ["yt-dlp", *shlex.split(data)]
+        args: list[str] = ["yt-dlp", *shlex.split(data, posix=os.name != "nt")]
         _env: dict[str, str] = os.environ.copy()
         _env.update(
             {