It's an AI. You might do better by phrasing it, 'Make a plan, and have questions'. There's nobody there, but if it's specifically directed to 'have questions' you might find they are good questions! Why are you asking, if you figure it'd be better to get questions? Just say to have questions, and it will.
It's like a reasoning model. Don't ask, prompt 'and here is where you come up with apropos questions' and you shall have them, possibly even in a useful way.