Hi @Hey Evgenii I don't have a direct answer, but would it suit your situation to use a launch.json file?
This specifies the host app as well as some ExtendScript Debugger settings. I use this approach for all my script development. This is my launch.json for my general Illustrator scripting folder:
(These are stored in keybinding.json. Note that I'm on MacOS so you see "cmd" etc.)
So with launch.json and those keybindings, I can "attach" the debugger (once) and then just run script after script. I never see the menu that you show in your post.