diff --git a/CHANGELOG.md b/CHANGELOG.md
index df04f60..7facd8f 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,11 +7,19 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 ## [Unreleased]
 
 ### Added
+- Added the `Run Stored Program` option to the `--stay-connected` menu.
+  ([pybricksdev#125])
 - Added the `Change Target File` option to the `--stay-connected` menu. 
     ([pybricksdev#123])
 
 [pybricksdev#123]: https://github.com/pybricks/pybricksdev/pull/123
 
+### Changed
+- Changed the default option in the `--stay-connected` menu to be the last
+    used option. ([pybricksdev#125])
+
+[pybricksdev#125]: https://github.com/pybricks/pybricksdev/pull/125
+
 ## [2.1.1] - 2025-09-13
 
 ### Fixed
diff --git a/pybricksdev/cli/__init__.py b/pybricksdev/cli/__init__.py
index 0abe13b..d2d08fc 100644
--- a/pybricksdev/cli/__init__.py
+++ b/pybricksdev/cli/__init__.py
@@ -18,6 +18,7 @@
 import argcomplete
 import questionary
 from argcomplete.completers import FilesCompleter
+from packaging.version import Version
 
 from pybricksdev import __name__ as MODULE_NAME
 from pybricksdev import __version__ as MODULE_VERSION
@@ -243,8 +244,9 @@ def is_pybricks_usb(dev):
             class ResponseOptions(IntEnum):
                 RECOMPILE_RUN = 0
                 RECOMPILE_DOWNLOAD = 1
-                CHANGE_TARGET_FILE = 2
-                EXIT = 3
+                RUN_STORED = 2
+                CHANGE_TARGET_FILE = 3
+                EXIT = 4
 
             async def reconnect_hub():
                 if not await questionary.confirm(
@@ -271,9 +273,19 @@ async def reconnect_hub():
             response_options = [
                 "Recompile and Run",
                 "Recompile and Download",
+                "Run Stored Program",
                 "Change Target File",
                 "Exit",
             ]
+            # the entry that is selected by default when the menu opens
+            # this is overridden after the user picks an option
+            # so that the default option is always the one that was last chosen
+            default_response_option = (
+                ResponseOptions.RECOMPILE_RUN
+                if args.start
+                else ResponseOptions.RECOMPILE_DOWNLOAD
+            )
+
             while True:
                 try:
                     if args.file is sys.stdin:
@@ -290,17 +302,13 @@ async def reconnect_hub():
                             questionary.select(
                                 f"Would you like to re-compile {os.path.basename(args.file.name)}?",
                                 response_options,
-                                default=(
-                                    response_options[ResponseOptions.RECOMPILE_RUN]
-                                    if args.start
-                                    else response_options[
-                                        ResponseOptions.RECOMPILE_DOWNLOAD
-                                    ]
-                                ),
+                                default=(response_options[default_response_option]),
                             ).ask_async()
                         )
                     )
 
+                    default_response_option = response_options.index(response)
+
                     match response_options.index(response):
 
                         case ResponseOptions.RECOMPILE_RUN:
@@ -311,6 +319,15 @@ async def reconnect_hub():
                             with _get_script_path(args.file) as script_path:
                                 await hub.download(script_path)
 
+                        case ResponseOptions.RUN_STORED:
+                            if hub.fw_version < Version("3.2.0-beta.4"):
+                                print(
+                                    "Running a stored program remotely is only supported in the hub firmware version >= v3.2.0."
+                                )
+                            else:
+                                await hub.start_user_program()
+                                await hub._wait_for_user_program_stop()
+
                         case ResponseOptions.CHANGE_TARGET_FILE:
                             args.file.close()
                             while True: