I can create a menu item in the Windows Explorer context menu by adding keys in the registry to HKEY_CLASSES_ROOT\Folder\shell.
How can I create submenu items to the just created menu item?
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I believe anything non-trival you’ll have to create a Context Menu Handler.
You’ll have to create a COM object that will create the menus and carry out the commands as they’re clicked. I’ve only done this using C++ and COM. I’m not sure if there are easier ways to do this.