I want to ask an AI questions like "I have 30 minutes of free time at home, what tasks can I complete?" and it'd give a relevant answer taking into account the weather and time of day automatically.

So that it wouldn't suggest yard work during a lightning storm or drilling at midnight. =)

I'd actually pay a monthly subscription to a service like that, especially if it could ingest my personal data (calendar, email, todo-lists) securely.